Explorers -- transgender

Explorers by: Gingerfred Man

Chapter One -- Sent Away

When Mom died, Dad didn't know what to do with me. And the more I think about it, I wasn't a very high priority for him.

It was the summer before seventh grade, and I had just turned twelve. Dad always said he loved me, but he wasn't willing to do much in the way of actually proving it. Like finding a job where he didn't need to spend three of four nights each week on the road.

He babbled something about needing that particular job because it offered me the best opportunities for the future. To hell with the future, I wanted a parent there with me!

It was terrible losing my sweet Mom. I didn't mind Dad being gone so much when she was with us. It was just something I got used to and Mom was always a great companion and loving parent.

When the time came between choosing his job or me, Dad chose his job.

My name is Jack Gibson. I was the only child of a new sole parent who talked about responsibility, but didn't live it. Where's Dr. Laura when you need her?

As the school year neared, Dad told me his plan. I was to go to the boarding school in New England that he attended from 7th through 12th grades -- Clarksdale.

When Dad told me, I was terrified! Not only was I being uprooted from my home; I was being sent to a school infamous for its adherence to English boarding school discipline, including spankings, even canings for relatively minor offenses.

I begged and cried and pleaded for Dad to send me somewhere else. Neither he nor Mom had ever taken a hand to me. I was a good boy, obedient and respectful. But I was scared to death of physical pain. Some could handle it. I couldn't. I told Dad that again and again and all he did was mutter something about Clarksdale "toughening me up."

That was the end of any real love between Dad and me. We both knew it. He was sentencing a child who had just lost his mother to a situation that terrified him, all because it was the most convenient thing for him. That's child abuse.

A week later, I found myself in Clarksdale as a new seventh-grader. The other kids were OK, but I was so scared that I would do something wrong and get punished that I wasn't very good company. I was amazed at some of the antics of some of the older boys. The teachers would catch them openly breaking the many rules and haul them off to the headmaster for corporal punishment. Didn't they care? Each time I saw someone taken off for discipline, I trembled, thinking it would be me who was going next.

Mr. Slade, the headmaster, was a constant presence at the school. He greeted everyone by name and seemed to know everything about us. He rarely smiled, but offered many words of encouragement and praise as well as immediate verbal correction of things he saw and didn't like.

If you hadn't heard the punishment stories about Mr. Slade, you would have thought him to be a fairly nice man -- late forties, good shape, reasonably good looking. But the older boys told tales of 20 stripes on their asses while Mr. Slade lectured them and tried to exorcise whatever demons drove them to misbehave. Apparently, Mr. Slade took no pleasure in beating young boys' fat bottoms. It was just his job.

His job scared me to death. I would have dreams about being caught at something and sent off to Mr. Slade. He and I would be alone in his office. He would ask that I remove my trousers and hold my shirt up. I would comply, trembling and sobbing. Then I would lie across his knees as he brought a cane or slipper up and would whack my poor backside several times. I would cry for my poor dead mama to come and help me. Then I would wake up in a sweat.

Chapter Two -- The Choice

Two months into the term, I had been so careful and good that I had not been punished. My roommate, Billy Woo, an Asian-American boy from the West Coast, shared my terror and was very angry at his parents for sending him to Clarksdale. One night, we stayed up late talking about our fears and felt somewhat better about things to know we were not alone.

Unfortunately, the next morning we both overslept and were late for class by ten minutes, a spank-able offense! Horror! Fear! Terror!

I was, of course, reported by the teacher and required to report to Mr. Slade at 3 p.m. Billy was scheduled for 4. The day was one of fear and loathing for what was to come. I don't remember a thing about it except that at three precisely, I knocked on Mr. Slade's door.

"Come in!" he said in his deep voice.

Trembling, I entered his office.

"Good afternoon, Mr. Gibson."

Good afternoon, sir." [Quiver.]

"I didn't think I would see you in for punishment. You seem like such a good boy."

That was encouraging. Maybe he had a probation program for first offenders. No such luck.

"Well, oversleeping is a sign of poor self-discipline. A good spanking will make you think a bit harder the next time."

I didn't see how getting my ass reddened would help me get up earlier, but I didn't mention that. Instead I just stood there shaking and was about to pee my pants.

"Off with those trousers, Mr. Gibson. And let's have the rest of your gear off too, mister.

He was going to spank me naked? I didn't know that happened. But, of course I complied and stood before him, quivering and covering my drooping little prick with my hands.

"You're a pretty little thing, aren't you, Mr. Gibson?"

Rhetorical question, I hoped. Was I pretty? And what did that matter?

"Come over here and have a good look at the cane I'm going to use on your cute little butt. Have you ever been spanked?"

I shook my head and bawled.

"Crying won't save you, Jack. You've been bad. And resistance will only make things worse. Are you scared?"

"Yes, sir!" I sobbed.

"I know. I was too when I was a schoolboy. I hated being spanked. It scared me horribly. I decided that I would do whatever it took so I wouldn't have to be spanked."

What did he mean by that?

"Would you like to explore the alternatives, Jack?"

A way out? I brightened a little and said, sniffling, "Oh, yes, sir!"

"Would you do anything to avoid a spanking?"

Whom do I have to kill? "Yes, sir."

Mr. Slade dropped the cane and beckoned me to him. He sat me down on a chair, crossed the room and came back with a paper bag. He removed his trousers and boxer shorts, displaying a large, dark, erect cock with a big, hairy ball bag. His cock was leaking a sticky fluid. Oh, no! What had I done? Maybe I should have taken the spanking.

"Sit on my right thigh, Jack."

I complied. He placed me on his thigh facing away from him. My tiny buttocks separated as I sat, with my little rosebud rubbing against his warm, hairy thigh. I could feel the hairs rubbing against my tender sphincter. His thigh hairs were also tickling my ball sack, which was sitting on his warm leg as well. It was the first such contact for me and oddly, my little cock was getting very stiff.

Slade noticed. "I see you're getting into the spirit of things, young Jack. Now let me put these on you."

To my astonishment, Slade pulled two black stockings out of the bag and rolled each one smoothly and sensuously up my legs. It felt incredible! I looked at my stockinged legs and my little stiffie got harder and more painful. I was completely innocent sexually and had no idea what was happening to me. I was confused, but fatally aroused.

When my stockings were all the way up, Slade stood me up and hooked a garter belt on me. He snapped the attachments on my stockings, touching my warm thighs a bit more than he needed to in the process. Then he pulled out three pairs of black, high-heeled shoes. He tried them on me, selecting the pair that fit best. Then he had me stand and get my balance in heels that looked to be about three inches high. It wasn't easy. The heels made my butt stick out lewdly and made my legs look like some of my mother's friends I had sneaked looks at. What was this all about?

Slade asked, "So, isn't this better than getting your backside beaten? You'll be one of my favorites, Jack. And my favorites are never beaten. Only loved. Shall I show you how, Jack?"

What choice did I have? "OK, sir. What do I do?"

"Nothing, my sweet little girl." He said softly. Did I hear him right? GIRL? "Nothing yet, just keep your balance and face me."

Girl! I wasn't no stinking girl! This guy was sick. Still, I couldn't bear a beating. This was my father's fault!

I followed Slade's orders and faced him, nude except for the girlie stockings and garter belt. Slade eyed my naked, defenseless body up and down. What was he going to do?

"What a pretty little clitty you have, my sweet Kelly [a name he had chosen to call me]. I'm going to just touch it a little. How does that feel?"

Slade touched my little willie and I felt electricity. No one had ever touched it except my mother when she was bathing me. I was scared to death, but very aroused at his touch. I think some of my pre-juice started to flow out, but I was afraid to open my eyes.

Slade rubbed my smooth, stockinged legs and said, "So warm and smooth. Just like the prettiest girl. You're a very pretty little girl, Kelly, dear."

Was he delusional? I wasn't a girl named Kelly. I was ...oh, what was he doing now? Stroking my cock very nicely with his thumb and two fingers. I wanted to run out. I wanted to scream for help. I wanted him to keep doing that!

Slade kept rubbing and my excitement built. I had no idea where this was going, but I needed to find out. My cock was on fire and then he stopped stroking! Slade smiled at me and said, "Walk around the room for me in your pretty stockings, will you, Kelly?" I complied. It wasn't easy in those heels, but I managed to get from A back to A. I looked over at Slade and he was stroking that huge weapon of his. A warm, sticky-looking juice was oozing from the hole where you pee and Slade seemed to be very happy. The pervert!

When I got back to stand in front of him, Slade kissed the head of my cock! It was a wet slippery, kiss and I almost fainted from the shock. Oh, dear. I felt as if something bad was going to happen; or something GOOD! Slade began kissing and licking the head of my cock quite eagerly, stopping now and then to praise my beauty and then resume his skillful cock licking. Things were happening inside me. I was getting an urgent feeling that was leading somewhere I had never been. I glanced down at Slade's actions and noticed that as he kissed my little diddle, his right hand seemed to be choking his big, nasty monster. Its head was all purple from what I thought was asphyxiation and he was moaning. Was he in pain?

I found it more and more difficult to keep my balance in those devilish heels, but every time I glanced at my legs in those stockings, my little prick seemed to jump. Then things got really tense. I was moaning and even squealing like a little girl, as a tornado built in my stomach. I said fearfully "Mr. Slade, I'm getting a funny feeling in my tummy. Maybe I'm sick!"

Slade stopped sucking my cock and chuckled. "That's the best kind of sick there is, Honey. Just relax and enjoy it."

Warily I followed his advice. I felt more urgent pinches and then a huge feeling of pleasure approaching. It crept up and then SLAMMED into me, almost knocking me down. Thick, white goo was flying from my peehole and my little pink balls were aching from release. I doused Slade's face with the goo. I was terrified that he would be angry, but he smiled and grunted with pleasure.

"Virgin seed," he said and licked and ate it happily, increasing his efforts at throttling his big purple pole. As I continued to squirt the only goo of my life thus far onto Slade's face, Slade moaned that he was joining me. Joining me where? We were right next to each other. Panting and gasping, I glanced down and saw Slade's expression change to one of rapture. His monster was shooting a thick cream that he was directing to my stockinged legs. I felt its heat through my stockings. His head was thrown back and he was saying words my Mom had outlawed in the house.

What had just happened? I was befuddled. All I knew was that it was better than a spanking and unlike anything I had ever experienced. My little willie was dripping white glop and my legs were covered with drooling man-juice. Slade was smiling with joy. He stood and kissed me. Right on the lips. I didn't think I would, but I kind of liked it.

He said, "I'll only bring you in here when you've been assigned a spanking. I won't be unfair to you, you have my word. Each time, you'll be given a choice between dressing as a girl and making love or the same kind of spanking everyone else in this school gets. If you want to see me for more of what we just did and you don't want to break rules to get here, just leave me a message saying Kelly would like an appointment."

Fat chance of that, I thought. I vowed to never be assigned punishment again! I was no homo or pervert. Although for the most part, it had been awfully nice. I wondered what else could happen.

"I also recommend that you walk out of here crying and rubbing your bottom. We don't want anyone to think you're getting special treatment, now do we? Ah, I see your pretty friend Billy Woo is scheduled for my next appointment. I wonder what he'll choose."

In all the excitement, I had forgotten about Billy. Slade was going to offer him he same options? Should I warn him? No. I could never tell anyone about the awful things I had just done. Ever.

"Oh, and Kelly," Slade added. "Take these cummy stockings, garters and heels with you in your bag. You'll need them for when, I mean if, you come back. Wash them out in soap and warm water and hang them to dry.

How horrible! I was soooo ashamed. And my stiffie was back!

Chapter Three -- Roommates

I went back to the room and did homework as well as I could, considering that my life had changed completely in the past three months. Added to all my other stress, I was now one of the headmaster's fuck toys, although he didn't seem too mean or evil about anything. What he did was wrong, but it was my choice. And he didn't make me his slave or anything. What was I making excuses for that pervert for? He would be making them to a judge someday if I had anything to say about it. Who was I kidding? No one would believe a disturbed kid like me.

Billy came back just as we were to be leaving the room for supper. His eyes were downcast and he said nothing. He was rubbing his backside and sniffling, which implied that he was either an excellent actor or had actually been beaten.

After supper, we went back to our tiny room for study hours and set about avoiding each other. When bedtime came, we stripped to get into our school-approved nightshirts. I tried hiding my butt from Billy, while looking for welts on his. I saw only smooth skin on him and he saw the same on me.

I was the brave one and asked, "So Slade offered you the choice he offered me and you took it, right?"

Billy gulped. "I guess. What did you think of it?"

"I'm ashamed. I'm not queer, but I couldn't take a beating. I would have fallen apart."

"Me too, "Billy said. "Some of it was pretty nice. Did Slade suck your cock?"

"He did. It felt nice."

"Yeah. But I'm not queer."

"Me neither," I said. Did he strangle his big cock while he was sucking you?"

Billy giggled. "Yeah. And he squirted out a gallon of thick cream. It was awesome!"

"We'll be able to do that too," I said. "When we're men."

"I know. He called me Debbie. What did he call you?"

"Kelly. He's sick."

"Yeah, but he sure made me feel good."

"Yeah. Do you think anybody could do that like he did? You know. Choke your cock and make the stuff jump out?"

"That's called jerking off and the stuff is cum. Didn't you ever do that?"

"No," I admitted. "But it looks like fun."

"I have three older brothers. They whack themselves all the time. Want me to show you after lights out?"

Gulp. "OK"

When lights out came, we each got in our beds at opposite sides of the room. It was a full moon and I had young eyes, so I could see Billy clearly across the room. He looked very cute in the moonlight -- slim, with a soft, boyish body and a face that with a little attention could be a girl's. No wonder Slade picked the two of us out. We were the closest things to girls at Clarksdale.

Billy hiked up his boyish, cotton nightshirt and pulled down his sheet. "Just tease the tip with your fingers," he whispered. "Like this." He proceeded to tickle his prickie tip lovingly with his thumb and two fingers. "Pull your foreskin up and down and scrape your fingernails on the sensitive parts, even the peehole."

I was playing along. Very nice! Better than any video game.

"Then use your other hand to kinda roam around, like this! You can rub your balls with the flat of your hand. You can tickle your balls or rub the lower part of your cock. You can even wet two fingers and stick them in your butt."

"In my butt?"

"Yeah. Wait'll you try it. It's fantastic!"

I tried it with one finger. My anus ring resisted a little, but Billy was right. It felt very good. I was a little worried at first about getting poop on my finger, but the feelings were too good for petty concerns like that. I kept plunging my finger in and out as I tickled and rubbed my cockhead. I was getting a feeling similar to the one I had experienced with Slade. Not as intense, but it warned of stormy seas and warm ports. I picked up the intensity and told Billy I thought I was going to do that naughty thing again. Billy said it was called "cumming." Then he grunted and moaned and came all over his soft belly. Seconds later, I joined him in sweet release. I was panting with exertion and excitement. What a day this had been.

Calming down, I asked Billy if he enjoyed it.

"It was great. Even better because we were doing it together. You know?"

I knew.

Chapter Four -- Back to the Boss

Billy and I worked hard in school and did everything we could to avoid punishment. As October neared its close, we were near the top of our class and had not been back for a beating. Mr. Slade greeted us as warmly as he did any other student and displayed no predatory behavior other than patience.

Slade was in for a surprise because I had decided that if I went back to him, I was choosing the beating. I was no faggot and I was going to take the slipper or belt or whatever.

I was no faggot, but I sure did enjoy jerking off with my roommate. After the lights-out check, if you didn't leave your room, there was virtually no chance that anyone would peek in to see if you were porking each other's pretty poopers. Don't ask, don't tell was the rule at British-style boys boarding schools long before the Clinton Army policy.

Every night, I would get in bed with Billy or he would get in bed with me. We would hike up our preppie nightshirts and stroke each other's pricks until we came really hard. Sometimes we would do it three or four times in one night. The beds were small and there was a lot of rubbing of bare bodies against each other, but that was never commented on. And there was no gay kissing either. Even though Billy looked awfully good some nights as I was whipping him to another tsunami.

One night we talked about getting out the stockings, garters and high heels that Slade had issued us and playing that one or both of us were girls. We thought that was a little too Slade-ish for our tastes. But I think the idea raised our temperatures a bit.

One day soon after, I was hurrying to history class, carrying my history homework in my right hand, reading a passage to make sure it was right. A wind came up and blew the six pages out of my hand. Terrified of another "beating," I gave chase. I caught only one of the six pages and was late for class. Guilty as charged. See Mr. Slade at 3 p.m.

I strode to my punishment, determined to take it like a man. I brought the girlie stuff Slade issued me, determined to turn it in and offer my butt for a whacking, not a porking. I knocked and Slade bid me enter.

"Hello again, Mr. Gibson. It's good to see you, even if it is under unpleasant circumstances. I see by your determined demeanor that you intend to take your five strokes from my belt and be on your way. Very good, Mr. Gibson. I respect that choice. Now let's have those trousers off and get over my knees."

Slade punctuated his remarks with smacks of the belt against a hard chair. He appeared to be loosening up for some hard exercise. I looked at the belt. I looked at Slade. I looked at the paper bag filled with shoes and stockings. I looked inside myself. Slade said nothing and maintained a blank expression. A tear drooled from my eye. I removed my trousers, then the rest of my clothing. Then I pulled on the stockings, snapped on the garter belt, squeezed into the shoes and minced over to Slade.

A slight smile curved Slade's lip. "I respect that choice even more, Kelly. Pleasure should be the choice over pain whenever it's feasible."

Slade stripped himself naked. He had a very athletic, fit body for a man his age. He sat in his chair, beckoned me over and held me in his naked arms.

"That wasn't so bad, was it, Sweetheart? You're so pretty and so innocent. I won't hurt you. I only want to love you."

I was trembling with fear, humiliation and sexual heat. Billy had raised my libido and it was going even higher with Slade.

Slade stroked my naked back with his right hand and cupped my ass with his left. He kissed me, putting his tongue into my mouth for the first time. For a moment, I was repulsed. Then I liked it and kissed him back. Slade groaned.

I sneaked a look at his monster cock. It was bigger than Billy's and mine put together. I liked looking at it.

"Have you and Debbie been playing with each other's pretty little clitties? I believe so."

Who? Oh, yeah. Debbie is Billy to Slade.

I answered him. "Yes, sir."

Slade picked up my cock and rolled it between his thumb and forefinger. It was awfully nice.

"And did you enjoy your clitty play?"

I blushed. "Very much, sir."

"And did you stroke each other until you made lots of cum?"

His stroking and toying were very exciting. "Oh, yes, sir. Gallons of it."

"And yet, I never hear from Kelly asking for an appointment. Why is that?" He stopped stroking.

I looked at him. "You scare me, sir."

Slade looked at me hard. Then laughed. "An honest answer. Good for you, Kelly! Do you like putting your tiny little butt on my warm, naked thigh?"

I did and said so.

"Do you like what I'm doing to your little prick?"

Ditto.

"Would you like to do the same to mine?"

Staying with the honesty theme, I said, "Very much." Then I grabbed that monster with my two soft hands and stroked it with all the skill I had gathered from my sessions with Billy. Slade adored my handling of his balls and the delicate way I teased his cockhead. In a few minutes, he was beside himself with lust. He kissed me deeply, then exploded in my little hands, gooing me up.

"That was first-rate, Kelly. I'm going to do something very nice for you in return."

Slade sat as I stood. He kissed all around my crotch, then licked my balls thoroughly and thrillingly. I was very erect and very excited. Then he popped his middle finger into my ass, immediately found my prostate and massaged it as he covered my prick with his mouth. The intense anal stimulation threw me off the cliff. I came and came in his mouth, at one point squealing like a little girl. I could tell Slade was very pleased that I did.

Slade cleaned me up, kissed me, dressed as I dressed, and said goodbye until next time.

Yeah, well, not if I could help it.

Chapter Five -- Advantage, Me

As Thanksgiving approached, I managed to stay out of Slade's clutches but Billy did not -- nailed once for sloppiness and once for tardiness. He went off to Slade's each time determined to take the whacks, but came back each time with a tale of erotic fulfillment. Was it time for us to stop kidding ourselves and to start enjoying Slade's skillful, loving attentions?

Billy thought so. "I'm just going to go in there for a good time from now on. I'm not going to kid myself about being brave. Besides, [Blush] he does make you feel good."

"I know," I said. "How do you like the girlie clothes, though?"

"They get me all hot. Why don't we wear them for each other after lights out tonight and we can tell each other what we think?"

A very hot idea, Mr. Woo! "OK."

After the bed check, Billy and I slipped on our stockings and garter belts. I felt very sexy and sexed up and Billy was too. I got in bed with Billy and he rubbed my legs. Then, for the first time, he kissed me! It was delightful! We rubbed each other all over, kissing and wrestling lovingly until we came all over each other and ourselves. Wow!

Then Billy pulled the second surprise of the evening. He pulled back the sheet and licked the cum off my groin, ending up with my cock in his mouth, sucking and licking for all he was worth. Zowie!

It was much better than it had been with Slade because I wasn't scared and I really liked Billy or Debbie or whoever that was sucking my cock.. I ran my fingers through Billy's hair squealed and moaned softly and came a lot in his warm, wet mouth. Billy took my load and kept sucking till it was dry. Oh, Baby, that was good!

As a gentleman, I had to serve Billy in kind, tasting cock for the first time. I liked the taste of Billy's meat -- clean and scrubbed with a hint of sourness. Billy wiggled in appreciation and muttered soft endearments to me as I brought him to the edge and pulled him over. My first taste of cum made me a lifelong fan of its subtle flavors and rich texture.

As much as we hated to admit it, we had to give Slade credit for this wonderful gift of each other's bodies.

I decided to take the offensive with Slade. The next morning, I left a note in his distribution box, "Kelly requests an appointment."

When I returned to my room at 2:30 after classes, there was note on my bed, "Appointment set for 3 p.m." I gathered my girlie clothes and toddled off to Slade's.

He was dripping with appreciation and curiosity. "Kelly, it's so delightful to see you here." There were no straps or rods in evidence today. "Why don't you get dressed and tell me why you're here."

I stripped seductively, teasing Slade with little glimpses of my delicate, warm body without him actually sure if I meant to. "I saw a movie last week. An old one called `Dr.Strangelove, or, How I learned to stop worrying and love the bomb.' I decided that we were engaged in strange love and I was going to stop worrying and learn to enjoy it."

Slade glowed. "That is so very mature, you clever girl!"

I sexily slid on my stockings, garter belt and heels. Slade was naked and erect. He looked at me in wonder as I sissy-walked over to him, fell to my pretty knees and took his meat into my little mouth. He moaned loudly, then praised me for my initiative and skill. I couldn't get the whole, plum-sized, plum-colored head in, but I licked it lustily and tickled and licked his pool-ball-sized testicles. The advantage in the game had shifted to my side. I had become the aggressor and Slade would follow my lead. Soon enough, Slade covered my face with cum, groaning with delight. I stood up and kissed him, smearing his own cum on his surprised face. Then we licked each other's faces clean.

Slade kissed me hard, then sucked my nipples, which I liked a lot. I was erect and aroused when he suggested that adoration of my ass was in order. I wasn't sure what that was, but I granted his request. Slade lay on the floor and had me kneel across his shoulders, facing his feet. I eased my ass down on his face and he penetrated it with his tongue. Oh, my! That was GOOD! His tongue darted and danced in my asshole, making me squeak and moan. Slade reached up to skin my stretched foreskin as he licked and probed my butthole. A little of that produces a lot of cum, which I soon sprayed on his hairy chest. I then bent at the waist, took him in my mouth and sucked him to a second sperm blast.

As we cleaned up and got dressed, I told Slade that if Debbie and I were to be his girlfriends, we would need more and nicer clothes and some cosmetics and instructions how to use them. "We're not tramps, Mr. Slade. We should at least have several pairs of pretty panties and some cute nighties so we're not sashaying around with our cocks hanging out. Or sticking out when we see you!" I winked seductively, giggling girlishly!

Wonder was in Slade's eyes as he kissed me goodbye.

Chapter Six -- Thanksgiving

Of the 253 kids in Clarksdale, only two didn't get to go home for Thanksgiving week break. Billy's father's business had taken a downturn and he couldn't afford to fly Billy back to San Francisco for both Thanksgiving and Christmas. And my father was to be out of the country and no one would be there for me if I were to go home. So we were stuck at school.

Of the 67 faculty and staff members, all but one left Clarksdale for Thanksgiving week; Mr. Slade!

The three of us had the run of the place for the week and Mr. Slade promised us new and exciting delights. He began by asking us on that first Saturday when everyone had just left if Kelly and Debbie would like to go shopping for clothes and cosmetics, his treat!

That sounded good to Billy, I mean Debbie, and me. Slade had bought us pretty dresses and some basic cosmetics to wear shopping. He spent three hours teaching us how to walk and sit and how to apply foundation, mascara, eye liner, eye shadow and lip-gloss. He helped us style what hair we had. Slade didn't just make all this up. I figured he must be a lifelong dresser himself.

When we looked at ourselves in the mirror, we were shocked at how girlie and hot we looked. I wanted to get on my knees right then, and suck Debbie off she looked so delicious. And she was eyeing me as well! Slade was smirking and had a big bulge in his pants.

We tried on the lingerie, dresses and stiletto pumps Slade had purchased for us and we looked like the prettiest, sexiest twelve-year-old girls in the history of the world.

It was with some regret that I got in Slade's car to go shopping. A good sex session seemed more in order.

Looking back at all that now, I really think I wasn't interested in any commitment to dressing like a girl or acting like a girl. In his own perverted-but-semi-kind way, Slade was like my guide to a foreign land. I wanted to explore it; but I wasn't sure I wanted to settle there.

Walking around the mall in our dresses and heels was another life-altering experience. Whereas I once was an anonymous troll, I was now the center of attention from every male over the age of ten and half the females. They stared in admiration and downright lust. I could feel their eyes worshipping my legs and burning into my ass. When I made eye contact, I saw animal desire. Their instinct told them that they wanted to spread their seed inside Debbie and me. And they were listening to their instinct.

And let me tell you something else I was unprepared for. Special girls like Debbie and I were challenged by panties more than we imagined. The silky nylon rubbed against our most sensitive parts as we walked. Our skirts rubbed our slips, which rubbed our panties, which caressed our clitty-heads. Genetic girls' clitties are all hidden in the folds of their pussies. Ours were sticking out there and the rubbing made them stick out farther.

Debbie and I had to run into the ladies room a couple of times that first day and give each other oral relief, so we wouldn't have suspicious bulges in our skirts. Also, oral relief is a lot of fun! [Giggle]

Then there was that breeze up our skirts. The weather was very mild for late November, but I could still feel a little chill creeping up and assaulting my tender goodies. I loved having a skirt, not pants (might as well be a boy), but I felt very vulnerable. Anyone could just step up and give it a good flip and my panties would be out there for all to see. A skirt's a different concept, but an exciting one.

Shopping for pretty clothes was such fun. Slade acted like a proud papa, buying us dresses and shoes and frilly lingerie and nighties. The pervert was surely imagining spraying his cum all over those outfits with us in them. That was OK, because we were thinking the same thing.

In the shoe store, the salesman spent a lot of time massaging my stockinged foot, saying he wanted to help me get the circulation back after all that walking in heels. I could see his circulation was working just fine, with all that blood in his cock.

Men wanted to do things for me, just for my approval or a smile. What power!

When we got back to Slade's apartment with our new things, Debbie and I were giddy and randy. We did a little strip tease for Slade down to our panties, then RAN to his bedroom! He followed us and saw us kissing and stroking each other's dickheads as they stuck out above our pretty panties. We stopped kissing and beckoned to Slade.

Slade stripped naked and got between us on the bed, kissing us, fondling our warm bodies and licking and sucking our puffy nipples. Debbie and I kissed each other too, which seemed to fire Slade's lust.

Slade said he wanted to show us a new kind of loving and that we would thank him for it. He asked me to sit on his face, looking away from him, as I did the other day. I loved that anal worship of his and complied immediately. He asked Debbie to suck and lick his cock, but not to bring him to orgasm. Debbie, who prided herself on her cock-teasing abilities, eagerly complied. I was very sexed up from the day's activities and Slade's tongue in my butt had me in a major dither. In ten minutes, I screamed and squealed and spewed a large amount of my girlie juice on Slade's hairy chest.

When I had recovered, Slade asked me to rise and lie on my right side. He asked Debbie to stop sucking his big boy, which was purple, veined, ridged and ready. Slade reached into the nightstand and extracted a little jar of Vaseline. He put some on his fingers, then slipped a lubed finger in my butt. He knew just where to go with it and my big stiffie was back from its very short vacation. Then he spooned up behind me and put his huge cockhead at the entrance to my bowels!

Was he going to try to put that behemoth in my tiny pucker? He would kill me! It would split me in half! I whimpered and protested. He kissed me, stroked my puffy nipples and assured me that I would love it. Debbie watched with dread and fascination.

"I promise I won't hurt you, other than a few seconds of discomfort at first. If you don't like it, you can leave and never come back. When you come to be spanked, bring a book, because you can just sit there for a while and then go back to your room. OK?"

He must have been very sure that I would like it. "OK," I said in a tiny, nervous voice.

Just as a precaution, he slathered more Vaseline on that big, helmet-shaped knob. Then Slade gently pushed the head against my tight ring. I felt it crowding me, but not hurting me. He gave me a few moments to adjust. Then another push. Again, a very full feeling, a little disorientation, but no pain. Slade was very excited as he pushed another half-inch. Debbie told me later that she witnessed the whole thing and his head just seemed to "pop" by something and slip into my ass. I winced a little, but it didn't hurt much. It actually felt very good. I felt very close to Slade and very loved by him. He was kissing my neck and stroking my clitty as he said sweet things to me about my bravery, beauty and sexiness. How ironic; the boy too scared to take a strap on his ass now had a cock going into it!

Slade said, "I'm past the barrier now, Honey, so I'm going to put a lot more of it in. Don't be afraid. You'll enjoy it."

He was right. That four or five inches he gave me with the next push was one of the best feelings of my LIFE! I squealed happily and Debbie said after that I had a look like a cherub having a vision. Then Slade gave it all to me and I came very hard into his gently fringing hand. Good golly, how I loved that cock in my ass!

I began to cry and Slade feared he was hurting me. I told him to press on. I didn't want him to stop for anything. I told him I wanted him to get me hard again, then drop his load in me. I wanted that man's cum up my formerly virgin butt.

Slade was beside himself with joy and passion. Debbie took an active role, facing me on her side of the bed and kissing and wanking me as Slade fucked me exquisitely. Debbie was so beautiful. I loved kissing her glossed lips and grasping her firm buttocks as we writhed in passion!

Slade couldn't believe his good fortune. He had two gorgeous little 12-year-old dolls, all his for the week! The first one he fucked turned out to be a natural-born cock receptacle. And the other one showed enthusiasm and promise!

All that friction produced so much heat that Slade came with a loud groan and shouted endearments, praising us both. I loved the feel of cum entering my butt. It felt as if it belonged there, as did his cock. I whimpered softly when Slade went limp and my ass involuntarily rejected my deflowering. Debbie consoled me by laying her pretty lips of my doodle and sucking all that good juice out. Debbie swallowed, smacked her lips and kissed me for about ten minutes. Slade was kissing my back and then strangely, my ass. In appreciation, I guess. I was the one who should be thanking Slade. He took me somewhere most guys never go! It's a very nice place to visit, even if you don't settle there.

I broke off from Debbie, rolled on my back and invited Slade's kisses. He accepted greedily, thanking me for giving him the greatest treat in the world -- my virgin ass! I thanked him equally, then stroked his poker until he was hard, red and sore. I wanted to be the spectator this time with Debbie and Slade.

I wasn't sure that he planned to do Debbie that night, but I knew she would be disappointed if he didn't. And it was time that we girls began to control things a bit more. Debbie took matters into her own cheeks by moving over and sitting on Slade's face.

Slade got even harder when he smelled the sweet perfume that was Debbie's bum! He loved her aggressiveness and ate her out exquisitely. Like me, Debbie came just from the anal adoration. Slade teased her, doing everything slowly. By the time she was greased, she was manic for his cock. She got on all fours and begged to be fucked! That seemed to slow Slade down even more. And heighten Debbie's excitement when he finally, in five stages, got his monster in her tiny bowels. Debbie told me later that it wasn't painful. It just felt as if she had been kicked softly in her buttocks. Since Slade had taken the edge off by fucking me, he was able to fuck Debbie much longer. He frigged her prick and I kissed her. She came twice and wept with joy and pleasure the whole time. When he burst into her bowels, she screamed and he yelled something dirty.

Debbie and I were ready for more, but Slade appeared to be fucked out for the moment. He lay on his back, breathing very heavily. His big sausage was limp and flopped on his stomach, up to his belly button. It had little flecks of Debbie's and my poopie. We pointed at it and giggled happily. We had conquered the great Slade.

Slade smiled at us and thanked us both again. He told us he loved us and, at that moment, I believe he meant it. We kissed him on his cheeks, snuggling up to him from either side.

Slade purred happily, then asked if we were still randy.

We looked at each other, giggled, and said we were.

"Why don't you have a go at each other's pretty pussies? They're all lubed and ready for you. I'll just watch."

What an excellent idea! I put three pillows down, put my tummy on them, and offered my cum-drooling ass to Debbie, wiggling provocatively and begging to be fucked. Peeking over, I saw Slade's dead soldier nearing resurrection.

Despite all her previous exercise, Debbie's little pussy pleaser was red, hard and angry again. She told me later that my wiggling little butt sent out shock waves that stiffened every cock within a five-mile radius. It certainly had an effect on Slade. He groaned when he saw it and I could see that he was hard again.

Debbie got on her knees behind me and eased her little jewel up to my pussyhole. Her sweet little thing, like mine, was only about four inches long, but it felt wonderful going in. The real pleasure of ass fucking is focused on the stimulation of the anal sphincter, so size isn't as important as you would think. But it's still nice to be totally packed with pork.

Anyway, Debbie loved the feeling of fucking me and I loved her intense attentions to my pleasure. In and out, in and out. Both of us squealing and wiggling like the little sissies we were. Our pale, pretty asses moving back and forth, up and down and left and right. Pitch and roll. Debbie's butt-cheeks separating on the backstroke. My groaning. It all proved too much for Slade, who got on his knees behind Debbie and entered her with a loud groan of lust.

Debbie now had her prick in my butt and Slade's in hers. She squeaked loudly and yelled, "Aaaaaaaahhhh. Ohhhhhhhh. You're killing me with pleasure! I didn't know anything could be so... Oh, dear. Aaaaaaaahhhh!!!!!!!!"

I was a little worried about Debbie's health as she unloaded five hot globs in my excited bowels. She fell forward on my back and I was worried that she had fainted. But she stirred drooling saliva and begging Slade to fuck her until he came in her. Ever the trooper, she reached around my hip and began to stroke me lovingly. The excitement I had just witnessed had me in such a state that I soon spewed my hot seed on her delicate fingers.

Debbie continued to aid Slade in his quest for dehydration. She pushed back at him with her butt and muttered encouragement to him, saying things like, "Make me your girl. Fuck me. I want to have your baby. Give me all your hot cum," none of which are very original, but men reaching for the orgasmic stars seem to value each of those phrases.

They worked. Tears formed in Slade's eyes as he dropped the hottest load of his life into Debbie's delicious butt. Debbie came again with him and squealed so loud, I expected the local volunteer firemen to mistake it for their summons!

None of us wanted that night to end.

Half an hour later, Debbie and I decided to get ready for bed. It appeared this time that Slade was indeed not long for this world. He hadn't said a word since cumming in Debbie's tight ass. He was on his back, breathing heavily. His cock was in full droop.

Debbie and I were still a bit randy, however. We filled the tub and stripped off our lingerie. Naked, we kissed each other's beautiful bodies as we entered the water. Debbie loved nipple worship, so I gave her lots of it. For the first time, she told me she loved me. I began to cry with joy, kissed her and told her I had loved her from that first night when we jerked off from opposite sides of our room.

We soaped each other and washed all of the cum from our bodies, drying each other with fluffy towels, kisses and lots of little grabs and fondles.

Returning to the bedroom, we saw that Slade's eyes were open and following us. We smelled wonderful. Two clean, sexy, soaped, powdered and perfumed little pieces of jailbait! We decided to give Slade a good show. No one wears stockings to bed, except in porn videos, but we eased stockings, white for me, tan for Debbie, up our smooth legs. Slade's left eyebrow twitched. We slid shortie nighties on each other, white for me, pink for Debbie. Slade's monster lurched. [It's ALIVE!] We sashayed around the room giving each other (and Slade) naughty little peeks at our butts and clitties. Slade sat up. I lay on my back at the foot of the bed and Debbie sat on my face. I ate her out for the first time. It was delicious! Warm and tangy. And I loved the appreciation she showed with all the noises. Everyone likes feedback. [Even authors]

Slade's prick was taking shape again.

Debbie spooned her ass back on my cock and I entered her. It was fantastic! I felt like the master of the universe as I entered her tiny pucker with my ambitious four inches. My foreskin pushed back as I entered and slid up and down as I gave her my best. Then things changed for the even better.

Slade put two lubed fingers in my butt as I was fucking Debbie and frigging her clitty. Yeowie!!! He could keep doing that as long as he liked. My whole body was on fire. I was prick and cunt both. I was fucking with my pretty clitty and being fucked by two skilled fingers.

Then the fingers left. I was heartbroken. What was he...Oh. That pressure again. Oh! That big, nasty cock was assaulting me AGAIN!. I was a poor defenseless little girl again, with my cock up my girlfriend's hot ass. Pop! Slade was in me!

I sobbed to Debbie, "He's...It's..."

She gasped, "I know, Sweetie. I know. Please keep fucking your Debbie. I feel my little friend coming back for an explosive visit!"

I soldiered on with Debbie as that big giant of Slade's went through my bowels and seemed to lodge in my throat. Being in the middle was a challenge, but, oh, Baby, was it FUN!

I kissed Debbie's neck, grunting my love and fondling her foreskin. She turned her head and kissed me back, with lots of tongue, then doused my hand with her delicious balljuice. Debbie's ass clenched my clitty and her hot wiggles and Slade's pistoning put me into warp drive. I held her hips, spreading her cum on them in the process and came like Christmas, throwing my head back in intense pleasure. My contractions did Slade in as well. He grunted and told us both he loved us, then filled me with hi-test.

We all slept tight that night!

The rest of the week was amazing. We began and ended each day with frantic fucking, in every combination we could imagine. Slade always said he would just watch while Debbie and I made love, but we always excited him so much that one of us would feel a warm, sucking mouth on our clitties, a probing tongue in our butts or Slade's big boy in our pretty poopers. I couldn't really blame Slade. We were hot!

During the days, Slade made a genuine effort to help us explore what it meant to be girls. He would take us to museums, movie theaters and grocery stores. We ate at restaurants and even went with Slade to renew his driver's license. Debbie and I saw everything from a new perspective. We used the ladies room everywhere we went, giggling like bad little girls the first few times, then getting used to that invasion of the inner sanctum of femininity.

Slade bought us ice cream and talked to us about life and culture and art. He treated us like something beyond little ninnies and we were very grateful.

On Thanksgiving Day, we all had dinner at an excellent restaurant. Debbie and I wore pretty dresses and showed lots of leg. Men who were at dinner with their families couldn't help staring at us and their wives noticed. Debbie and I felt bad for them. We would have loved to have taken them somewhere and sucked their cocks to ease their pain, but society frowns on that. Society gets lots of wrinkles in its face, I'm sure!

Returning to Slade's apartment, we were all in an excellent mood. We sat in the living room, hiking our skirts a little to give Slade a teasing look at our stocking tops. Steam was beginning to form in his nostrils. Then I decided, like the girl I was pretending to be, to say, "Let's talk."

Wanting to please me, Slade agreed.

I asked, "Are there other `girls' at Clarksdale who are your favorites, Mr. Slade?"

Slade didn't expect the question, but answered truthfully. "Yes there are. One or two in each class."

Debbie stared, surprised. I wasn't. "Do you still `see' them?"

"Whenever they come for punishment. Mostly."

"What's mostly mean?"

"There are eight others, besides you two delightful angels. Five still want to make love with me. Sometimes they arrange for non-punishment appointments. Three don't want to participate any more."

"What happened to those three?"

"Nothing, really. They just lost interest in exploring their girl sides. Two grew too large to feel like a girl any more, they said. But I don't think size really matters. One decided that he would rather have the beatings. I told him, of course, that none of my favorites are ever beaten, whether they drop out or not. But it turns out that he liked being spanked. He comes to me now and asks me to take my trousers off before I spank him. He puts his very nice, stiff willie, which I have sucked many times, between my warm, naked thighs as I spank him. He always cums hard before the tenth stroke, thanks me and leaves."

"Why did you pick us to be your favorites for this year?" I asked.

Slade was so honest. "I picked you, Kelly, because you're the sexiest little potential girl who ever came to Clarksdale. You're beautiful, intelligent and very girlish. Plus I knew you would be afraid of beatings."

"How did you know that?"

"Everyone is, except the masochists."

Good answer.

Debbie asked, "How did you pick me?"

"Two reasons. First, you're the second sexiest girl candidate to ever come through here."

Debbie blushed. "And?"

"I surf the she-male sites on the Web all the time. I look at all the incredible Asian she-males and they make me very horny. They almost never have boobs. They look like pretty sissyboys with beautiful hair and perfect make-up. Your ethnicity was a big plus."

Debbie was OK with that. She asked a good question. "Why do we have beatings at Clarksdale? This is America in the 21st Century, not England in the 19th."

"That's a very good question, Sweetie. I never liked it myself, but it's one of the reasons why parents send their kids to us, I guess."

"Aren't you the boss?" I asked.

"Subject to the Board's approval, but yes."

"What would happen if you just stopped the beatings? Would parents take out their kids and the school collapse?" Debbie asked.

"I don't know. We would have to replace it with something better."

"I think I have an idea," I said.

I told Slade and Debbie my idea. They loved it! We were so excited talking about it that we didn't even fuck until almost 8:30 that night. We made up for lost time, of course.

Chapter Seven -- Christmas

Everyone came back to Clarksdale that Sunday after Thanksgiving and it was a good thing. Slade would not have lived through another day of the kind of sex Debbie and I put him through. My asshole was sore, but happy and my balls had the dull ache of temporary satisfaction.

Debbie and I missed our girlie clothes. Slade had stored them all at his place. It was a wonderful Thanksgiving, one that I'll always treasure, despite being ditched by Dad. I wondered about Christmas, but didn't want to upset myself.

Slade said he was going to ban spankings and initiate my idea after Christmas. For now, it was studying and exams. And getting in bed with Debbie every night and fucking our sissy asses until we passed out. Life was pretty good.

Debbie and I scheduled weekly solo appointments with Slade and he glowed with delight each time. We could have asked him for the deed to the place and gotten it.

Christmas vacation time came and we kissed and fucked Slade goodbye. We would have been much happier with him than our families. What was I going to talk to my Dad about? I'm sure one day an analyst will tell me that Slade was a father-substitute and our relationship was incestuous. It sure felt good.

When I got to my home airport, Dad was there. That was a shock. But the bigger shock was that he was with a woman. A very pretty woman dressed as a woman with a dress and heels, and holding Dad's arm with a purpose!

They came up to me and Dad hugged me. I hugged back. He was still my Dad. Then he stood and said, "It's wonderful to see you, Jack. Merry Christmas. Jack, I'd like you to meet my very good friend, Emma."

"Hello, Jack," Emma said with a big, pretty smile. "I'm so happy to meet you. And I'm so sorry to surprise you like this. Your Dad and I have become very good friends and I hope you and I can be friends too."

Not bad. I could try that. What else you got, Lady? I smiled.

"School must have been so hard on you, Jack," Emma said. "We're going to try and make things good for you while we're together." Then she hugged me. Emma was a genuinely good person. What the heck did she see in Dad?

We all went home, chatting amiably about school and people we knew and relatives. Emma was a good conversationalist and seemed to really care about my point of view. It was clear that Dad was smitten with her. I felt bad that Dad was dating with Mom only gone for six months, but glad that Emma was the choice. She was a year younger than Dad, never married. They met at church and had been together for two months.

When bedtime came, it was clear to me that Emma was staying with Dad for the night. I had just put my pajamas on when she came in to say good night and to tell me she was staying. An honest woman! "Your Dad and I are in love. I hope you approve, Jack. You're such a good boy."

I liked her very much. So I hugged her and told her so. She kissed me on the cheek and a tear formed in her eye. "I like you too, Sweetie," she said.

Dad came in to kiss me good night and asked me what I thought of Emma.

I said, "She's fantastic, Dad, don't screw it up."

Dad chuckled, but took my advice to heart.

When Dad and Emma went in their room, I went down the hall to use the bathroom.

The coast being clear when I returned to my room, I slipped out of my PJs and into my pink babydoll nightie and matching panties. I loved sleeping in a babydoll. I got in bed and thought about Debbie sucking my cock as Slade porked my pretty little butt. I reached into my panties and pulled out my girlie clitty. It was all hot with excitement. It missed its friends. I stroked it in consolation. Meanwhile, I fingered my hot little girliepussy and thought about my sex partners back at Clarksdale. I could almost feel Slade kissing my neck as he fucked me from behind. Mmmmm. That good little tummy pinch came, then the bigger one, followed by the big slam, with jets of cum leaping from excited little me onto my soft tummy. I smiled, wiped up after myself and drifted off to the sweet sleep of the innocent..

At about three, I awoke with a bad headache. I got up and went down the hall to the bathroom for aspirin. Coming back to bed, the master bedroom door opened and Emma stepped out in her robe.

If she was startled by my babydoll, she didn't show it. She asked the right amount of concerned questions, walked me back to bed, tucked me in and kissed me. My headache went away and I went back to sleep, unconcerned that this wonderful woman knew my deepest secret.

The next few days were excellent. We did lots of things together. Things I liked. And I was coming to adore Emma. Christmas was very nice, but the day after, Dad had to go on a business trip, leaving me with Emma for the rest of my school vacation..

When he had gone, Emma asked me, "Do you have a girl's name?"

I gulped and told her. "Kelly."

"We have a week together. Would you like to be Kelly for that week?"

Would I? "Yes. If it's all right."

"Of course, Honey. I won't judge you. I want you to be happy. Plus it'll be fun. I had a fine young man for company for a week and now I have a sweet young girl. The day after I saw your nightie, I bought you some clothes for when your Dad took off. Would you like to become Kelly now?"

What a fantastic woman! I hugged her neck and told her I wanted her to stay in my life. She said she wanted to as well, and hoped Dad saw it the same way.

As I was putting on my makeup, Emma was styling my hair. She asked me how I came to be Kelly. I told her everything, except for all the sex details. She wanted to get a gun and go shoot Slade, but I told her he was a good man and had helped Debbie and me see who we really could be if we wanted to. At the moment, we were exploring and he was one of our guides.

That calmed Emma down somewhat and the sight of me in my stockings, heels and pretty dress warmed her heart.

"You're gorgeous, Kelly."

I blushed, but she was right.

We decided I was too good to hide, so we went to lunch at one of those places for LWLs -- Ladies Who Lunch.

Female heads turned as we entered. Emma was a beauty and I was babe-a-licious. As Wayne of Wayne's World once said, if I were president, I'd be Babe-raham Lincoln.

We ate our girlie salads, then went to have our nails done, hers in red, mine in hot pink. I loved all the male stares and attention I got as we walked along the street. I was imagining what some of my admirers' cocks were like and my own little girl was bulging my skirt out.

Emma giggled. "The men looking at you gets you all excited. I know. My panties get wet, but you can't see that. Would you like to go in the ladies room and calm yourself down?

She was so caring and insightful. "Yes, please," I said.

Emma took me to the ladies room. She fixed her hair as I got in a stall, whipped my panties down and squeezed all the goo out of my balls, I must have grunted and squealed a little, but Emma acted as if what I did was completely normal. I was beginning to love her completely.

The relief session turned out to be short-lived in its effectiveness. The next cute guy I saw made my thermometer rise again, but I was still so small that you would have had to look to notice.

Emma and I spent an excellent evening talking about our lives. She was a schoolteacher, grades 7 and 8, like me, and had been since college. She had given up hope of meeting the right man until she and Dad had met at a church gathering. There was instant attraction there and, while she admitted that Dad was a project, she loved him. I was starting to believe that I had underestimated Dad. Anyone who could draw the love of two fantastic women; Mom and Emma, was probably a terrific guy. I just didn't see it yet.

I told Emma that I liked being a boy, but so far, I loved being a girl. I loved the clothes, the cosmetics, the intimacy with other girls, the male attention and [Blush] cocks in my mouth and ass.

Emma smiled. "I vote for all of those, Kelly. I'll help you be what you want to be. Now it's time for bed. Would you like to cuddle and sleep with me tonight? Girls do that."

Wow! I washed up and got into my light blue babydoll with frilly matching panties. Emma had a pink babydoll set that she put on that night so we would be "sisters."

Emma pulled back the covers and got in bed. She beckoned to me and I got in beside her. I snuggled up to her and put my head on her lovely chest, drinking in her perfume with my nose. She hugged me and squeezed me and told me what a good, sweet, pretty girl I was. I purred in contentment.

After a little bit, though, I began to fidget. Emma, once again seeming to see my soul, asked if I needed some relief. "You've probably gotten used to having your sweet, little, pink bag drained every night before you go to sleep. I don't want you to suffer. Do you want to go to the bathroom and do it yourself, or do you want me to help you?"

Wow! "Could you help, please, Emma?"

"Of course, Sweetheart. Just lie on your side, put your head between my breasts and I'll just reach in your pretty panties. Oh, what a pretty little jewel! It's all red and excited. Does cuddling with me do that to you?"

Meekly, "Yes."

"Cuddling with you excites me too, Kelly, dear. Look at that big, floppy foreskin. It covers the whole head except for this cute little peehole. Let me just skin it back and...You liked that, I think. Now your most sensitive parts are exposed. So smooth and warm. Let me just tickle it for a while. Would you like to kiss me while I'm doing that?"

"Very much," I gasped.

"Mmmmm. You're a good kisser. Just like your Dad. Mmmmmm."

Emma teased and tickled my little girl expertly as she kissed me. She fondled my wrinkly bag as well. I was in heaven. Then I was hit by the cum truck. So good. All over Emma's fingers. She licked it off!

"Did you like that, Honey?" she asked.

"Mmmmmmmm," I said.

"That was exciting for me too. Would you like to give me some relief?"

"Very much. What do I do?"

Emma turned the light back on for instruction. She shimmied down her panties, spread her legs, and showed me her gorgeous, hairy pussy. The smell was intoxicating, clean and fresh, yet musky. Then she pointed out the various parts of the pussy, and all its lips. My head was spinning. Her discourse on the clitoris was baffling. Where was that little rascal? She promised it would make an appearance later.

"Lick here," she pointed and said; and I did, with enthusiasm!

Emma moaned and squirmed. I must have been doing it right. So I did it some more licking, kissing and sucking, until I saw the little hermit come out of her cave.

"I see the little clitty now, Emma," I said.

"Kiss, lick and suck it," she gasped. "Please."

I kissed and licked it and she shook and shimmied, arching her back and moaning. I got it between my lips and sucked it and she came. Hard! Four times in a row as I kept sucking. She finally cried and begged me to stop, bringing me up to her for loving kisses and thanks. She hugged me, crying and shaking until we both fell asleep.

Chapter Eight -- Back to Clarksdale

The rest of my vacation was idyllic. Emma never suggested that I fuck her, but I licked her pussy and titties every day. She sucked my cock every day too and loved when I came in her mouth and on her face. I loved her very much.

We did girlie activities besides sex together and had fun at everything. When we were out, I loved all the stares from men, boys, women and girls. I wanted to give them all a chance at me. I was an equal opportunity explorer.

For a while I thought about asking Emma to hook me up with a cute boy from her 7th or 8th grade classes. My pooper was lonely for cock. But I thought it would be better if I waited for her to suggest it.

I prayed every night that Dad would marry Emma.

The day came for my return to school. There were tears between Emma and me, but bright hopes too.

I was being a boy again and strangely, it felt unfamiliar.

At the end of the trip, there was Clarksdale. For me, the place was now free of terrors, only delights. I didn't even worry about getting roughed up by bigger, older boys. I was the headmaster's girlfriend -- the golden ticket.

When Billy/Debbie and I saw each other, it was in public, so we couldn't stick our tongues down each other's throats as we held each other's naked bodies and masturbated each other to heart-stopping orgasms. We had to go in our room and do that.

After our balls stopped vibrating, we unpacked and told each other about the holidays. I told her about Emma and she was very impressed that I was now a muffdiver extraordinaire. She wanted to know all about pussies and their care and feeding. I gave her the full narrative of my week's worth of expertise.

Then she told me about her holidays. It seemed that Debbie's brother Brian, second oldest at 17, had discovered Miss Woo's stash of lingerie. Rather than tell anyone, Brian confronted his brother Billy when they were alone in the house one day. Billy told Brian the truth and a lot of details. Billy noticed that Brian's package was big and almost bursting.

In one of those defining moments, instead of getting lost, Billy said, "Would you like to meet Debbie?"

Brian choked out an affirmative and Billy left the room to make himself into Debbie, the world's second sexiest 12-year-old girl.

Brian's eyes popped out like a Warner Brothers cartoon when he saw Debbie sissy in on her heels. He thought she was the most gorgeous girl he had ever seen.

"I knew it was wrong," Debbie said to me, "But I kissed him. He melted. I could have asked him to paint the house before our parents got home and he would have. A girl's power is incredible."

I agreed. "Did you suck his cock?"

Debbie blushed. "I did. He just looked so needy. And he liked it soooo much that I sucked his second load, right after the first. I swallowed it and licked my glossed lips. I would have given him a tour of my ass, but it was time for our parents to come home. We didn't have any other time alone, but I didn't lift a finger around the house. Brian told everyone that he was being nice to me because I had been away so long. My Mom and Dad knew something was up, but didn't know what. Wouldn't they be surprised?"

"We had interesting holidays,' I said. "In a way, we owe it all to Slade."

"I wonder how he'll announce your idea tomorrow."

"I don't know. It'll be interesting. I just hope he has some free time tomorrow. I miss his cock."

"Me too," Debbie said. "Would mine do up your pretty little butt for now?"

"I thought you'd never ask, Honey!"

Chapter Nine -- Changes

Slade stood in front of the students and faculty. His remarks were prepared, but he didn't read them. He began.

"The 21st Century has begun at Clarksdale. Effective immediately, there will be no more involuntary spankings, canings or beatings at our school."

The room erupted in cheers. The cynical few wondered, "What did Mr. Slade mean by `involuntary?' Could you still ask for a beating? Who would do that?"

Slade continued. "Too much of what we do in education is about theory and observation. It's like going to a movie. You taste the experience, but there's no risk, no real involvement, therefore no real growth and learning.

"From now on, we will continue to have the fine curriculum that has produced men who can think, figure and communicate. We will overlay it with a curriculum of exploration."

Puzzled looks among the assembled.

"Clarksdale boys, Clarksdale men and Clarksdale women [half of the instructors] will begin to experience life through becoming explorers. Let me give you some examples.

"High school is the last shared experience of Americans. After that, our lives diverge. Most people only experience a small slice, even of high school, and end up regretting it. Even worse, lack of experience and exposure impair our judgment about what is truly for us in life. That ends today.

"Let's say you're a halfway-coordinated boy who always wanted to be part of a basketball or football team, but were never quite athletic enough. Besides the feelings of rejection, you miss out on the bonding, self-discipline and thrills of real athletic competition. You can never go back and get that. It's gone forever. Obviously, being the starting point guard isn't everyone's dream. But it's someone's. And we should try to fulfill it.

"Want to be a stand-up comedian or a speaker at graduation? Why not? If you're not the best ever, what was really lost? Not much. And a lot was gained.

"I'm putting together a faculty team that will organize this program and act as its advisers. You boys will have to tell me where you want it to go.

"Some will begin this immediately. I know there are those among you who want to cross lines thought uncrossable. You want to explore what it would be like, for example to live as a girl at Clarksdale."

The crowd gasped.

"Others have more unusual desires. I know there are those among you who enjoyed being spanked, for example. Some even find intense sexual gratification in it."

The crowd stirred, but they knew this to be true.

"We will appoint a faculty adviser who will help you explore these need and see what it means to you. I also know that there are those among you who would like to be the ones administering the spankings. And boys who will date the boys exploring life as girls. And those who would like to explore being sissyboys and dominated by women.

Or men.

"You can go to these places and come back. Or stay. Imagine what you can learn from your exploration.

"It's a new day at Clarksdale. Let's make it a great one."

The crowd stood and applauded. Clarksdale would never be the same.

Chapter Ten -- A New School

Things changed at Clarksdale, but not immediately. Slade met with his faculty and appointed advisors for the most likely groups of explorers, asking for volunteers and getting them.

Ms. Perillo from the English Department was the advisor for Clarksdale students who wanted to explore being girls. As soon as her name was posted, Debbie and I went to her to sign up. She was very helpful, though a bit surprised that we wouldn't need much from the clothes fund that Slade had established from the school's endowment. She gave us some excellent make-up tips and advice, and some ideas on acting like a girl. Two days after Slade's announcement, we arose and dressed for class as girls.

What a stir we created as we clacked across campus in our heels and skirts, swaying our pretty butts for all the horny lads to drool over. As with any innovators, we were viewed with some suspicion. We were OK with that, because we knew other students would be consumed with the curiosity to dress soon enough. Still others would go to their rooms and whack their johnsons dreaming of putting their cocks in Debbie's and my butts.

Boys found it difficult to speak to us at first. Mr. Evans, our math teacher, seemed to be very interested in looking at our shapely, stockinged legs in the hope of a glimpse of our panties. All in due time, Mr. Evans.

One lad who was particularly affected was Frank Fuller, an 8th grader who became the first member of the girl explorers admirers club.

Though only 13, Frank had raging fantasies about making love to boys who were dressed as girls. He also had a nice, big cock!

When Frank was 11, he had found a delightful, oversized cartoon book his father had carefully hidden. It depicted, with outstanding artistic detail, a prolonged sexual encounter between a beautiful boy/girl in perfect make-up and dressed in lovely underwear and stockings and a handsome young lad wearing only what God gave him. They were locked in a series of coital clinches, but their penises, pretty ball bags and at least one puckered asshole were exposed in each.

They were kissing, sucking pretty cocks or fucking tight asses in every drawing and cum was plentiful except in the introductory drawings. Frank loved the expression of ecstasy on the handsome boy's face as cum leaped out of his large organ onto his sweetheart's beautiful features. He was fascinated that the pretty girl's face was smothered in her lover's hot cum, but she was smiling blissfully. He loved the way the girl winced, then smiled as her lover's big cock entered her tight tushie, plowed it, then delivered several gobs of hot cum into it, the cum spilling, then oozing out as they kissed and cooed. Though Frank didn't know the first thing about sex when he found the book, he came violently five times in the first hour he read it.

Frank had memorized and analyzed every drawing. He had visited the book several times a day and experienced severe separation anxiety when sent off to Clarksdale. It was the basic stuff of all his masturbation fantasies. And now he was about to live them out.

Poor Frank was destined for a life as either the girl in the book or her lover. He decided to explore being the lover first.

Ms. Perillo notified Debbie and me that we had our first admirer, so we called Frank and arranged to meet at the designated girl explorers' activity room.

Frank was shy and trembling. Debbie and I put him at ease by talking about his fantasies and their source. In a gesture of friendship, as we were talking, I extracted his cock and stroked it lovingly.

Frank gasped and moaned. He couldn't believe his good fortune. He kissed me and moments later, said in his boyish voice, "I can't take it. I'm going to cum right now. Oh. Unnhh! EEEEEK! I'm cumming! Oh."

People worry too much about cumming too early or too late or "not at the right time." It's silly, don't you think? I mean, you cum when the cum train runs you over. Then you dust yourself off and stand on the tracks again.

Frank graced my girlish fingers with his hot cum. He was so happy and fulfilled. It was a pleasure to help him.

Frank stripped to the buff and Debbie and I got down to our pretty lingerie. We wiggled out of our panties, stepping out of them one high-heeled foot at a time. Frank was in his fantasy. He sobbed and thanked us. He sat and we each put a tiny butt on a warm thigh. Frank had four glossed lips to kiss, four puffy nipples to suck, two stiff clitties to adore and two pink ball bags to tickle and tease. He did all that.

Debbie was very stirred up and fell to her knees, taking Frank's bad boy in her hot mouth. Frank was in ecstasy. He whispered to me and I stood up, feeding him my stiff little girl. He slurped and licked me to a squealing orgasm, as he filled Debbie's mouth as well.

We played nice with Frank all that sweet afternoon. He was so delighted to eat me out, then put his substantial cock in my tiny butthole. He praised my beauty and groaned with pleasure. Debbie surprised him by lubing his ass with her Vaseline-filled fingers as he produced anal tingles for me. He whooped in surprise, then happiness when he felt Debbie's hot little poker in his virgin anal cavity. Frank wept tears of joy and almost fainted when we all came together.

Nobody Debbie and I have ever met, before or after, was as grateful to be making love to us as Frank Fuller. We decided however, that he was too pretty to be a mere admirer. We convinced him to go see the girl explorers' faculty advisor, Ms. Perillo, to get outfitted and prepared to be a girl for a while. We also encouraged Frank to tell his friends about the benefits of being an admirer. Soon, Frank would be Staci and we would have all the cock we could eat.

Other girl wanna-bes stepped forward. Alan James from the 9th Grade was, unknown to us, a Slade favorite who had been taking Slade's big boy in his pooper for two and a half years under the nom de femme of Jill. Jill loved being a girl and Ms. Perillo didn't have to tell her much about it either.

Admirers began to spring up everywhere.

Will Dirksen of the 10th grade signed up to be an admirer. One Saturday afternoon, Debbie was busy with Joe Franklin, an 11th grade admirer with a four-star lust for her, so I had Will all to myself.

Like Debbie and me, Will had passed Slade 101, so he knew something about sex. I found him to be a very interesting young man. He told me that he had a spot in his heart for Slade, even though Slade was, by any definition a child molester who abused his power to "offer" sex as an alternative to physical abuse. He said that the new policy showed the real Slade. Slade just wanted Clarksdale boys to be happy and fulfilled. This new program was an excellent way to do that.

I didn't tell Will that it was all my idea. Only Debbie knew that and that was just fine with me. Anyway, I couldn't talk much with my mouth full of Will's cock and cum!

Chapter Eleven -- The Best Semester Ever

After two months, Clarksdale was completely in step with the new policy. Of the 253 students, 103 were spending most of their time as girls. Slade had to get ladies rooms put in all over the campus. Ninety-eight boys were signed up as admirers, and, while being a girl or an admirer didn't technically mean sex would take place, practically, it did. No one did it in public and scared the horses, but Clarksdale became a hotbed of hot beds.

The faculty joined in enthusiastically. There were now 16 women teachers advising the girls on proper dress, comportment, manners and cocksucking. Twelve male teachers advised the admirers on how to handle a woman. Many of the male teachers gave excellent demonstrations of that skill to new admirers. We more experienced girls served as assistant instructors.

But that left 52 boys unaccounted for. Were they slow learners? Eunuchs? Homophobes? Militant celibates?

No poll was taken, but not everyone jumps on even the best bandwagon. A careful look would reveal that some of these boys were gay and were quite happy to mix with the other lads. Some had girlfriends and morals. Others just didn't like the idea of fucking a boy; even a pretty one in fine lingerie!

But that didn't account for everyone. There was a core of about 20 boys who had come to enjoy getting their asses whipped. They formed a club, moderated by two teachers who were alums with similar tastes. Their meeting room resounded with the sounds of slaps and moans of orgasm. I stayed far away from that room.

As you can see, all in all, just about everyone was deliriously happy!

Debbie and I were practically the princesses of Clarksdale. Almost everyone wanted to get in our panties, even the naughty girls. We had to draw some lines or we would never have maintained our high class standing. Well, that's not entirely true. I was sort of fucking Mr. Evans, so I didn't think anything less than an A+ was possible from him. But Debbie and I didn't fuck any of the other teachers. Often. OK, Ms. Perillo, but we got real close to her because she was the faculty adviser of the girls. But that was it.

Except for Slade.

Debbie and I loved being with Slade. He seemed to adore everything about us and he treated us like royalty, in or out of the sack.

Debbie was my best girlfriend in the whole world, but I liked having Slade all to myself. I was such a little piggy about it. Debbie was the Belle of the Ball anyway, with Mr. Evans and who knows how many other teachers giving her the pork whenever she wanted it and the boys lined up around the quadrangle just to sniff her panties. Maybe I got a few extra turns with Slade when she was distracted, but so what?

With the new, wide-open atmosphere on campus, you would have thought that discipline and good order would suffer. Slade made sure it did not. Skip your studies, harm other students or act sloppily or destructively and you still answered to Slade. Not with a spanking, but with loss of explorers' privileges -- the most dreaded punishment of all. Walking around with your ball bag full of cum, while everyone else on campus was sploogeeing all over could be very disheartening!

You also may have thought that the new atmosphere would have cut down on Slade's sexual access to innocent little boys dressed as girls. Wrong again. While the girls were no longer completely innocent, many would be again in September. And the girls of the new Clarksdale were all eager to reward the man who gave them the opportunity to tease and please all the pricks they could survey. They also wanted a Slade notch on their garter belts, saying that the Headmaster slept here! OFTEN!

Slade never let that go to his head when it came to Debbie and me. I think he may have actually loved us.

Those nights with Slade were golden. We would bathe together in his big tub, soaping each other up. We would tickle and tease each other, not cumming, but getting really hot for what was to come. The kissing was intense, and very stimulating on it's own. By the time we dried each other off, we were ready for anything!

Sometimes I liked to ask Slade to oil my gorgeous body all over. He would take his time about it, lingering on my nipples, and the far reaches of my asshole. He would pay homage to my armpits and my inner thighs. And he would spend lots of time oiling my pretty feet and toes. I loved when he would lift my little pink bag and caress and oil the underside.

He almost never oiled my clitty. He didn't like the taste of the oil.

Slade loved to suck my clitty. One time, I counted, he sucked me for an hour and ten minutes. I came three times and his mouth never left my cock. His hands and fingers explored me, inside and out. He loved when I whimpered, gasped and warned him that I was cumming. He loved the creamy rewards I gave him with all my heart.

Slade loved to fuck me. It wasn't just the orgasms. He and I loved the feeling of being linked. Of being lovers. Of being one.

I loved his cock. I've kissed and sucked many cocks in my life. Some were froggy. Slade's was royalty, somewhat because it was big and hot and hard; but mostly because it was attached to Slade!

Chapter Twelve -- Things Get Even Better

As spring break approached, I wasn't sure how things could have gotten any better. I was the heartthrob of most of the boys at Clarksdale, and most of the exploring girls! I was getting fucked whenever I wanted by whomever I wanted. I had tons of pretty clothes, some purchased by Slade, my most ardent admirer, others by dear Emma, who was feeling more like a Mom to me every day.

Emma sent me wispy little lingerie concoctions designed to drive the boys wild. And they worked.

I was experimenting with perfumes, had my ears pierced and tried different shades of nail polish. No matter what I did, I seemed to attract those poor boys like crazy!

I didn't really want to go on spring break. I wanted to stay with Slade. But he told me that he and the nine prominent male citizens on the Board had a long-planned week in the islands and he had to go. The Board had learned about the explorer experiment and had commended Slade on his initiative. Slade had responded by offering 20 "girl" explorers, including Debbie, the opportunity to enjoy the islands, wear bikinis and tropical dresses and ensure that the ten men had a really good time. He had 45 volunteers. It seems that the girl explorers had lost ALL their shyness.

Emma called me two days before Spring Break to tell me the wonderful news. She and Dad were engaged! I was peeing my panties with joy and whooping on the phone. Emma was going to be the best stepmom ever!

Then she added to my joy. I was to be a bridesmaid! The wedding was set for June 15.

Emma had told Dad about my dressing, made him incredibly dirty promises he could never turn down, and convinced him that my gender was a matter for my choice.

She even said that that summer, if I wanted, I could have pharmaceuticals that would make me more girlish and an operation that would give me lovely, full, lush titties.

"With big, dark nipples?" I asked.

"Of course, Sweetie. And Kelly? Remember that fun we had at Christmas? Well, we can extend that fun as far as you like at spring break."

Wowie!

Then Emma added, in her "dirty" voice, "Front and rear."

Spring break, here I come. One more question. "Emma. Can I bring a friend? Her mother and father had to go to Europe to see her grandfather. Her name is Staci (and Frank)."

"Of course, Sweetheart. Your Dad will only be home the day you get here, but you can come as Kelly and Staci. I want your Dad to meet Kelly. Would you like me to arrange some boys from my 8th-grade class for some dates while you're home?"

Emma thinks of everything. "Yes, please, cute ones! [Giggle]."

"I'll pick the cutest ones with the biggest bulges in their pants. We girls have to stick together."

Girl Power!

Chapter Thirteen -- My Spring Break

Staci was very excited about coming home with me for Spring Break. She had only recently begun exploring her girl side, but still enjoyed being Frank when she felt like it.

Staci was nervous about being in public as a girl and meeting my Dad and stepmom-to-be. I had to calm her down twice in the ladies room at the airport. Her cum was delicious. Her face was gorgeous. She had heartstopper legs and had learned to walk very sexily in her heels. Why did she cling to her boy nature so much?

Anyway, we arrived at my home airport. Men were fighting each other to help us get our bags from the overhead bins. We flounced off the plane in our pretty dresses, stockings and heels. And saw Dad and Emma. I ran to Dad and he ran to me. He hugged me and kissed me. We were both weeping. Dad already loved Kelly more than he did Jack. That was OK, because Jack was on a long vacation, perhaps never to return.

I hugged and kissed Emma and introduced Staci to them both. They were warm and friendly to her. She liked them immediately.

We drove home and shared an excellent dinner with great conversation. Emma said we looked tired and perhaps we would want to get to bed. It was 8:30, but I think she wanted some of Dad's cock before he took off the next day. So we agreed.

I liked what Emma had done to my room a lot. It was filled with pastels, lace, frills and ruffles. It also now had a double bed. "For entertaining," Emma had whispered to me.

I watched Staci get undressed. She was a year older than I, so she was taller and had a bigger cock. Debbie and I had sampled it often when she was being Frank, but this was my first intimate encounter with Staci. We unpacked our tiny little nighties and put then on. I wore one that Emma had sent me and drove the poor boys half mad with lust. It was pink, see-through, thin, nylon and was put on like a jacket, tying in the middle between the breasts. It was much sexier than being naked. Nothing was hidden, even when I put on the matching panties, made from the same thin, see-through material and more like a g-string than anything. Staci could see my pretty pink package and she was licking her lips as I combed my long hair (no haircut since last September) and sashayed around the room in my pink, high-heeled mule slippers.

Staci was wearing a light green babydoll that only came down to the middle of her pretty pink ball bag. She wore no panties. As she combed her hair and tottered around the room in her four-inch-heeled slippers, we sneaked looks at each other's pretty pricks and balls. Staci's thingie was getting really big, and hard!

We were working each other up to a nice froth when I turned down the covers and got into bed. I patted the other side of the bed while looking at Staci's lovely eyes. She sissy-hurried over, limp-wristed and randy as blazes.

She got in bed and we kissed, entwining our bodies and rubbing everything we could. Staci hadn't had much girl-girl love, so I started her off with a nice ball licking, punctuated by little tongue tickles of her anus. That worked her up all right and when I dug my tongue in her secret hole, she came nicely for me.

What fun it was to listen to her squeal and grunt with delight. I licked up all of the cum from her soft tummy because it was too early in the evening to be super messy. That was for later.

We kissed again, Staci licking her cum off my pretty, glossed lips. We continued our kisses as Staci entered my pooper with the middle finger of her left hand. With her right hand, she skinned my cockhead back and forth, back and forth. She found my prostate and rubbed it mercilessly. I warned her that girlie juicing was imminent and she stopped kissing me. She dropped her head to my crotch and, still wickedly massaging my prostate, took my prized possession in her hot, skilled mouth. I hadn't cum since we'd left Clarksdale, nearly 12 hours ago (horrors!), so naturally I nearly choked the little angel with all that hot goo. She gagged, but swallowed bravely.

The rest of the evening was just as pleasant.

We said goodbye to Dad the next day and, after a great breakfast, Emma took us shopping and for a fitting of my bridesmaid dress. It was so much fun teasing all the boys and men who watched us wiggle by them. I loved being a girl. I loved the feel of my garters pulling on my stockings. I loved the naughtiness of wearing a garment that could be lifted by a breeze, exposing my treasures to the lusty hordes. I LOVED lying on my back and taking big cocks in my ass-pussy while the boys or men sweated and struggled to bring themselves off in my tiny hole.

After a hard day and many purchases, we returned home and had a light supper. Emma asked us, "Would you girls like to learn some fun, new things?"

We eagerly agreed.

"Then take your shower, get into your pretty nighties and join me in my room in about an hour."

I knew this meant my clitty's first visit to pussy-land and that other land a couple of inches south. Staci was so lucky that she was getting to play too.

We hurried through our shower, only cumming once each, then patted each other dry. We fixed our hair, then powdered and perfumed ourselves to olfactory perfection. Our only make-up was lipstick and a little mascara for the lashes. We wore shortie nighties, white for me, a very sexy black one for Staci and reported for duty as ordered. We knocked. Emma said, "Come in," in her sexiest voice.

She was propped on the king-sized bed with four pillows. She had on a lovely pink nightgown with pink, thigh-high stockings. Her nightie was pulled up to her waist and she had been stroking her incredibly lovely pussy until it was soaked with her luscious juices. I could smell the sweet perfume of her excited pussy across the room. And I wanted it.

Emma's legs were spread and her thighs were wet with cunt juice. I sashayed to the bed and began to lap it off her right thigh. Staci alertly took the left thigh.

Emma groaned softly, then turned toward me, lying on her right side, lifting her top leg to allow me access to her pussy. I took it, licking her greedily. Staci, who had licked many a butt at Clarksdale, added two and two correctly and dug her warm tongue into Emma's perfect asshole. Emma squeaked, then shivered, cumming for the first of many times that wonderful evening. Her clitoris took that moment to make her appearance and, since we were old friends, I greeted her with a kiss. And a lick, And a long suck. Followed by the tiniest little love bite. That sent poor Emma into high orbit once again, this time making her lose control and quiver severely. When she stopped, she begged us to fuck her.

Never disappoint a lady when her legs are spread!

Staci put her weapon at the tradesman's entrance and I poised my four proud inches at the front door. Staci knew a lot about anal love and pushed in perfectly. Emma groaned. She told me later that she hadn't entertained back there since her first boyfriend in high school. She liked what Staci was doing a lot. I pushed my clitty into her dripping pussy. It was heavenly! It was much wetter than an asshole, and with a totally different grip! I liked it. So did Emma. She came seconds after we were both in. Then again!!!

We kept fucking. I began to kiss Emma's sweet lips, then her neck and ears. Staci kissed her neck and shoulders. Emma was so worked up, her words were unintelligible, but her body said, keep fucking! We did. I could feel Staci's cock through the membranes separating the two passages. I couldn't hold on very long through this stimulation, but Staci came first. Hot girlie goo in her ass sent Emma into another shuddering orgasm, this time punctuated by screams of passion. That fired my engine and I came a bucket in her tight pussy. Emma came again when I squealed my joy of release. Dad was very lucky. Emma was an amazingly hot woman, with a big load of cum drooling from her heart-shaped ass! Another load oozed from her pussy, along with all the liquid residue of several orgasms of her own. And that was only the beginning of that night!

Are you getting the idea that I had a great spring break?

Staci, Emma and I had an incredible time for the next five days. Then Emma asked, "Remember I promised you girls that I would get you dates? Well, tonight's the night."

We hadn't even thought about that. It's a proven medical fact that regular pussy clouds the memory. And at that time, we were more interested in Emma's charms than some boys we didn't even know.

Emma insisted, saying we could fuck all day until it was time to get ready for our dates. That sounded awfully good to us. After Emma lustily kept her promise, until 2 p.m., Staci and I showered and got ready.

Emma had selected her two favorite 8th grade students, named Steve and Rick, as our beaux for the evening. She briefed us on a workable plan, then told us that she had told the boys mothers that Staci and I were Emma's visiting nieces. She would, she assured the boys' mothers, drive us all to a PG-rated, late afternoon movie, pick us up after the show, drive us to Emma's home, where she would be present at all times. She would feed us pizza and have the boys home by 10 p.m. All that was true. Emma just left certain facts out.

Steve and Rick had never been on a date before and they were probably worried that Staci and Kelly would we two woofies. When they showed up and saw us, in our pretty dresses, stockings and heels, with slim, sexy bodies and gorgeous, perfectly made up faces, their jaws refused to close!!!

They were both very cute and innocent, but I picked Rick because he seemed a little maturer looking. I gave him a little kiss on the cheek and grabbed his arm and he almost proposed marriage. Staci followed my lead with Steve and it was off to the movie with "Aunt" Emma driving.

I couldn't even tell you what the movie was, all I know is that we were the only patrons on that Thursday afternoon. We sort of got the boys interested in kissing us and we did that for a good hour. The boys couldn't believe their good fortune. Staci crossed the big line first by pulling out Steve's nice cock and tickling it to a gooey conclusion. Rick saw the whole thing and looked at me needfully. I was happy to help! I withdrew his weapon, French-kissed him lustily and slowly, torturously brought him to the edge and pushed him over.

I'm not sure, but those may have been the lads' first orgasms. They sure seemed eager for the second.

The boys praised our beauty and kissed us, but had no idea what to do next. So we took the initiative. I leaned over and took Rick's beautiful ball bag in my hand and kissed it lovingly, bathing it thoroughly. He shivered with pleasure. I stroked his cock and kissed its tip. Staci followed suit with Steve. We licked and sucked the poor boys' virgin cocks until they moaned loudly and came in our faces. They were horrified, thinking that they had offended the greatest benefactors they had ever met, but we giggled and just said we had to go to the ladies room to fix our make-up.

There was a middle-aged lady from one of the other eleven screens at the ladies room mirror when we entered. She saw our cum-covered faces and chuckled. "Looks as if you're enjoying the movie. At least the boys are!" We shared a laugh, then repaired our lovely faces.

Staci and I agreed that we were enjoying our dates. It felt good to spread joy and wonder.

When we got back to our seats the movie ended and the lights went up. Utter, abject disappointment hit the boys. I kissed Rick, rubbed his crotch and told him the party was far from over.

We stepped outside and Emma was waiting in the car to pick us up. We thanked her for the ride and she chatted happily about everything and nothing all the way home.

The boys talked to us about school and stuff, but they really wanted to find a place to remove our panties and put their big things in us.

When we got home, Emma pulled the pizza out of the oven where she had been keeping it warm. We ate in good fellowship. Steve and Rick looking at us in awe and lust. When we had finished, Emma said she would clean up. "I'm sure you young people want to play and talk together. Why don't you show Steve and Rick your room, girls? I'll just be playing the television loud and I'll come to take you home at 9:30."

It was 7 p.m. Steve and Rick looked at each other with delight. A license to kill and no double-O required. Assuming Staci and I were still horny, of course. We were. We hadn't cum yet with the boys, but that was about to change.

Staci and I led the boys to our room and began to undress. They didn't expect that and said so. They were worried that their teacher would catch them. That fear was overcome by a stronger desire for us to keep showing sexy skin. We stripped to our panties, bras, garter belts, stockings and heels. We said no touching until they got naked. Reluctantly, they did. They were so nervous, their cocks were drooping. These boys needed some time at Clarksdale. Still, Staci and I loved what we saw. Beautiful bodies, firm and strong, with long fat cocks and cute faces!

Staci and I got on our knees and sucked them to very nice erections.

They would have run through a brick wall for us at that point. They awaited instructions.

Staci and I handed each boy a small jar of Vaseline. We got on all fours on the bed, pointing our butts at them. We peeled our panties down just enough to expose our rosebuds. "Would you please put some Vaseline on your fingers and grease up our cute little holes? We want you to fuck our asses."

Yes, Ma'am! The naked, virginal lads inexpertly, but lovingly slathered Vaseline on their fingers and lubed us nicely. We moaned as they slid back and forth. That gave then some confidence.

I whimpered, "Please fuck us. We need it now!"

Music to every man's ears. Rick put his key at my keyhole and pushed. A miss. Pushed again. Another miss. I whimpered and begged. Third time did it. Pop, he pushed past the ring. His eyes got big. Steve breached Staci's barrier. She farted softly. We all giggled and that broke the tension.

The boys fucked us slowly and enjoyed it immensely.

The moment of truth had arrived. I looked at Staci and we reached down to pull down the rest of our panties. Our pretty cocks popped out. The boys were so wrapped up in their first fucks that they didn't notice. Staci said, "Oh, Steve, please reach around my hips and massage my clitty. I want to cum too."

"Me too, Rick!" I groaned.

Rick reached around and I felt his warm hand on my cock. Then it was quickly released. The fucking stopped too. Ten seconds later, the fucking started up again and Rick's hand was handling my cock very well indeed. No sane man would have done otherwise. I'm happy to report that Steve was also sane.

Oh what fun we had that night. The boys' first fuck was glorious for them and us. They seemed even more excited to find out we were special girls and they flooded our butts as they wanked us to freight train orgasms!!! Lying next to me on the bed, Rick asked if he could pay me back for that wonderful loving at the movie.

"Anything you want, Honey."

Rick sucked my prick the way he imagined a prick should be sucked. And he had an excellent imagination. I squealed and came in his mouth. He loved the squealing. And the cum!

During one of our brief breaks that night, he asked me what I've come to view as The Two Questions. I gave him The Two Answers.

Q. How did you get to be a gorgeous girl with a cock?

A. It's a long story, Honey. Let's fuck.

Q. Does this make me gay?

A. Who cares? Let's fuck.

Even the most introspective lad accepts the invitation the second time.

After Emma took two very happy boys home (we promised to see them in two days), she came back, got in bed with us and said, "OK, details. Staci, you start. Kelly, lick my pussy while she's talking."

And we did.

That's the way our Spring Break went. Better than Fort Lauderdale don't you think?

Debbie's was very interesting too, but I'll let her tell you about it.

Chapter Fourteen -- Debbie's Spring Break

Hi, I'm Debbie. It's about time that motor mouth Kelly let me get a word in around here. Yadda, yadda, yadda!

Well I know she thinks her spring break was great, but I was one of the 20 Clarksdale Girl Explorers who went to the islands with Slade and the nine members of the Clarksdale Board of Directors for their annual retreat.

Slade had promised them a description and demonstration of a dynamic new program he had started at Clarksdale. We were the demonstration. Two of us for each rich, powerful, alum, and two for Slade!

He spent a lot of time, money and effort preparing for the retreat. He selected us girls carefully from the many applicants. And he briefed us carefully on the plan and what was expected of us. He assured us that no sex was required. It was entirely up to us. I think he meant it, but he knew we had raging hormones and intense curiosity.

The retreat was on a private island with a first-rate, discrete staff. There were ten suites, a big conference room and a very private pool in use. There was one suite for each man with two of us girls. It was for ten nights, so we were to rotate, by twos, among the men. We could please them or not. It was up to us.

I wished Kelly had come. So did Slade. But she had important family stuff to do. And she was hosting Staci.

I was paired with Jill, a ninth-grader, Slade favorite and the oldest, at 14, of us girls. She was pretty and a little prick-teaser if there ever was one. But she was also a prick-pleaser!

We girls and Slade arrived the day before the Board and Slade briefed us again. We wrestled a little with our girlfriends, but mostly got ourselves mentally ready for the challenge ahead.

The next morning, at 11, we were to be at the huge, gorgeous, private pool for our party. As Slade directed, we were all wearing the skimpiest bikinis ever made. Mine was two little triangles covering my nipples and two little hankies covering my goodies and my butt. I felt very sexy. Slade was in a conference room explaining the program to the board members, who had arrived by private jet at 9 a.m. We expected them for a swim around noon.

Slade had recommended that we abstain from sex with each other so we would have plenty of spunk for his bosses. But you never bring a pitcher in and expect him to just throw. He has to warm up first. That must have been what my new partner, Jill, was thinking as she sat on a lounger across from me. She had untied the panties of her bikini and was looking at me as she was stroking her considerable cock. She was using the long manicured nail of her right index finger to part the lips of her peehole. It looked lethal in that sensitive area and she was causing quite a stir in the pre-goo that was oozing freely. Then she began to play a game that I liked. She was trying to see how long a rope of pre-cum she could make as she raised her finger. She had reached eleven inches when I took her in my mouth and sucked her to a screamer of a cum. I'm only human!

She didn't get to return the favor because we got the word that the board members were on their way to the pool. We squealed nervously. Jill and I knew that our member for today was Mr. Smithson. He was 52, married, very rich, the vice chairman of the board and already designated as the new chairman when Mr. Gingerman retired next year. We had studied his picture and knew what to do.

We girls were all standing when the men showed up. They were a bit nervous. Statutory matters should never be taken lightly. And they were wearing red swim trunks. Not even Speedos. Yuck! Those would be off soon enough!!!

Mr. Smithson was right behind Slade and Mr. Gingerman. Linda and Susie ran up to Mr. Gingerman, kissed him on the cheeks, squealed happily and welcomed him to the Explorers' Club South. Jill and I did the same for Mr. Smithson. He was quite good looking and in good shape, but very nervous! We decided to break the ice. We seated him comfortably in a chair, then sat in his lap, chatting happily about the resort and school. Since we were both practically naked, he couldn't miss the implication.

I said, "It's hot here, don't you think, Mr. Smithson? Girls are lucky. We get to wear cooler suits. But you look so hot. Let's take our suits off and get in the water. Smithson looked around. Slade had taken off his suit and Alice was sucking his cock as he sucked Brenda's pretty doodle. Smithson looked at our faces and our bodies. He stood up and removed his trunks, revealing a beautiful, fat cock and hairy, huge ball bag. Jill and I licked our lips and smiled our pretty smiles. "Of course, we could always swim later, Mr. Smithson."

He sat down again, smiling and erect. Jill got to her knees first and took that monster in her tiny mouth. That little tramp! I wanted him first. Looking around, all the threesomes were very busy.

I stood and presented my body to him. Smithson pulled up my bra and licked my nipples better than anyone ever. He also eased down my panties and was twiddling my foreskin very nicely. Maybe I was glad Jill was so pushy. He groaned with pleasure from Jill's excellent cockwork. Then he decided to show some of his own. Smithson took me in his mouth and gave me a four-star, A-One, all-star blowjob, with a ball bath appetizer. He was either no novice or had read and fantasized extensively! He was TALENTED!

He did interrupt at one point to announce to Jill and me, "I'm not gay, you know."

Jill and I just groaned. That seemed to satisfy him. Then he satisfied me, making me cum hard all over his handsome face. This excited him so much that he came down Jill's very willing throat, groaning manfully and shuddering with passion!

He drew us to either knee and kissed us a lot. His beard was scratchy, but we liked it. Then he said, "How about that swim now to wash off the cum?"

I would have rather licked it off, but the customer's always right!

The 30 of us frolicked for two hours, at which point the board had work to do. We cum-drenched girls were pleased with ourselves so far. And yes, every man had mentioned that he wasn't gay. Did I tell you? Me neither.

We girls ate a light lunch, then went to our rooms for a nap and prettying up for dinner at 7. Slade had carefully prescribed for us what to wear each night and we were all chuckling at his choices.

When we showed up to meet our men for dinner, it was clear that Slade had decided to go for the jugular the first night. Each of us girls was wearing a little-girl party dress, with petticoats, crinolines, frilly socks and mary-janes. Our hair was in barrettes or pigtails. Jill and I were in pigtails. The dresses were short, barely covering our white or pink cotton panties. Our make-up was more "big girl" with nice dark eye shadow. We were incredibly hot looking!

The men, who were wearing business casual, almost hyperventilated, the poor souls! Tee hee!

Jill and I found Smithson and hugged him. I said, "We missed you, Daddy." I don't know why I said it, but everyone in the room heard it and perked up. "Jill and I had to play with each other's clitties because you weren't with us, Daddy." That, and the thought that he was about to commit serial incest on two little girls in party dresses fired Smithson even more!

A bell rang and we sat for dinner, two men and four girls at each table. They brought the appetizer. I ate it quickly, then decided to beat Jill to the punch. I said, "I dropped my purse under the table, Daddy." I got under the table and sucked Smithson, looking for a second appetizer. Jill told me he was kissing her and grunting the whole time. I could see from my lower position that he had also reached down Jill's panties in the back and had maneuvered her until he was fingering her asshole.

Smithson looked down at me under the table. My pigtails were swinging as I happily sucked his big meat. I stopped, smiled and said, "Your big lollipop is so tasty, Daddy!"

That did it for poor Smithson. He covered my face with a gallon of hot cum, his huge balls evacuating violently. I smiled happily, kissing and licking his big wrinkled sack. I got back in my chair and Jill licked my face clean, just like a little kitty cat. We smiled at Smithson and Jill said. "We're tired, Daddy. Can we all go back to the room now?"

Microseconds later, we were all on the bed. Smithson wanted us to keep our dresses on, but he removed our panties. I was on my back at the end of the bed and Smithson was on all fours eating my tiny butt out like a starving man. Jill surprised and delighted him by getting behind him and doing the same for his hairy ass. His cock was rock hard again and my little sphincter was loose and ready when he stood up and entered me for the first time. He was big, but it felt soooooo good going in. He was gentle, but I knew he was in charge. And I loved being dominated by a big, strong, hairy, powerful man! He covered my little body with his as he grunted and strained. Jill lay next to me, kissing me and whipping my weenie very nicely.

It was so good. I stopped kissing and said to Smithson, "Oh, Daddy, that's so wonderful. Fuck your little girl, Daddy. Make me cum. Get me pregnant, Daddy. I want a big belly from you, Daddy. And a baby. Give me a baby."

Smithson was so overcome he cried. And blew so much cum into me that I felt like I had to poop very badly. It was like a hot cum enema! Smithson shuddered so badly I hoped they had a crash cart ready. But he recovered and lay on his back, hugging and kissing us both. My poor little pucker was oozing hot cum and it was a little sore, but happy!

Jill knew that if she was going to get laid by Smithson, she had better get to work. As Smithson continued to kiss my puffy lips, Jill licked his balls and, every now and then, his asshole. His cock had little flecks of my poop on it, but that didn't stop Jill. She licked and kissed and adored it. After about 30 minutes of this, a dead body would have had a stiffie! Smithson was ready. Jill sat on his face and he dug his tongue in her smooth, pretty butt. When she was wet and ready, she got on her back and held up her knees, showing her gaping anus, peeking out from the petticoats.

Smithson covered her body with his and entered her. She gasped. "I told you Daddy was big," I said to Jill. "Doesn't he feel GOOD?"

Jill could only nod. She was really enjoying that fuck. She did manage to say, "Fuck me Daddy. Do I fuck better than Mommy, Daddy? Am I a better piece of ass? Don't worry, Daddy. Mommy will never find out. Unless you get me pregnant. Will you get me pregnant, Daddy?" Smithson was having the best day of his life. The thought of impregnating yet another daughter made his balls seize up and his poor, sore cock erupt again!

Smithson had come three times and we hadn't spewed once, but that was OK, good things cum for girls who wait!

His chest heaving, he said the welcome words, "Can I watch you pretty girls play with each other's clitties for a while?"

It was fun putting on a fuck show for "Daddy." We got into character, playing sisters and talking to Daddy, telling him to "watch this" as we fucked and sucked each other to cummy conclusions. At Smithson's request, we came over to him and dropped our loads into his mouth each time we were ready. He was such a cum hound!

But straight.

When we were all ready for sleep, he finally let us take off our pretty dresses and mary-janes. He loved watching us undress and remove our petticoats. He wanted us to come to bed wearing our panties, little-girl undershirts and frilly socks. Smithson really dug the frilly socks. He even sucked my toes through them and got me all hard. He did the same for Jill. Then we found that he was hard. Jill sat on his cock and I straddled his shoulders, feeding him my cocklet. We rocked gently as Jill stroked herself. We all came at the same time and collapsed in a sleepy heap. What a great meeting the board was having!

The next morning, Smithson woke me up by inserting his cock in my willing ass. He had an excellent morning wood and was spooned up to my back, pushing it in me. I purred and pulled his arms around me. "Daddy, that feels soooo nice!"

The coup de jour was to be Jill's. Seeing what was happening, she spooned behind Smithson and rubbed her cock against his ass. She put her cockhead at his pucker and whispered in his ear. He whimpered a yes and she pushed her six inches into his butt. He shuddered and came into me immediately. I think he liked it! Jill fucked him for about ten minutes, during which he regained his erection and came hard in my sore butt once again. Jill then lost her girlie goo in Smithson's non-gay buttocks.

We would miss Smithson, but the other girls would have their chance at him.

The rest of the week was a carnal carnival. We had all taken to calling the men "Daddy" and that fired their lust.

We girls would meet the men and our new love partner for the day at the pool at noon each day. Our pool outfits became less formal. Most of the girls were wearing only full makeup and fingernail and toenail polish when the men showed up. Imagine the sight the board members had each day when they arrived at the pool. Twenty naked, beautiful girls squealing in delight to see their "Daddies." Their pretty cocks and pink ball bags swinging back and forth as they ran and hopped with delight. The pool sessions became open orgies.

Jill and I had some very cool ice-breakers. Sometimes I would say, "Daddy, watch me. Watch how stiff and sore Jill's clitty gets when I lick and eat her heinie hole! Watch, Daddy!" I proceeded as described.

Jill would moan and whimper, looking at that day's Daddy and say, "Look, Daddy. Debbie's making my stiffie so red and sore, please suck it, Daddy! Please make it all better!"

Sometimes I would be fucking Jill's sissy ass when our new Daddy came to us. I would say, "Look Daddy, I'm getting Jill all ready for your big thing!"

And Jill would say, "Debbie's weenie is so teeny, Daddy. I want your BIG cock in my hot, pretty little pussy! PLEASE, DADDY. PLEASE!?!?"

We were never refused. <<giggle!>>

Each night we would go to dinner in different outfits. One time it was fully fashioned, seamed white stockings, frilly white garter belts, white, four-inch-stiletto pumps, wedding veils and bouquets. The men liked that a lot. Another night it was black, seamed stockings, black garter belts with little pink ribbons, black, very high stilettos, and black see-through peignoirs. Mmmm. Then there was Catholic schoolgirl night and pink tutu night. Yummy!

Still, the overwhelming favorite was party dresses, petticoats, pigtails and mary-janes, so that was what we wore the last three nights.

The last night, Jill and I had Mr. Gingerman, the chairman of the board. He asked that we call him Grandpa. He was sixty-something, but he must have swallowed a whole bottle of Viagra that night, because he fucked Jill and me three times each. On our backs. With our pink satin mary-janes on his shoulders!

We told Mr. Gingerman and all the other nice men that they didn't have to wait for any old retreat. They could stop by school anytime and we would make them feel REALLY welcome!

We were all sad the last day and there was a lot of kissing and sad good-byes.

When the board left, Slade shared his good news with us. The Board had extended the Explorer program indefinitely, Slade's contract had been extended for 20 years and his salary tripled! Contingent on there being at least three board retreats a year. We were all happy for him and got on the plane looking forward to seeing our friends at school.

Spring break was the best ever. Now back to Kelly.

Chapter Fifteen -- Me Again

Wasn't that a great story? I'm looking forward to the next board retreat. Slade has reserved spots for Debbie and me.

Well, the rest of the semester was terrific. I got all A's in classes, even without fucking all the teachers. And I just loved Clarksdale. And all its boys and girls.

The summer looked like it would be terrific too, beginning with Dad's and Emma's wedding. I loved being a bridesmaid and couldn't wait to get to know the men in the bridal party, and the women! Dad and Emma would be spending their honeymoon in San Francisco and Debbie offered to let me stay with her and her family while Dad and Emma were fucking their brains out in a hotel nearby. She said I would really enjoy meeting her three brothers. Hmmmm. Debbie's Mom knew about her being a girl and had convinced her Dad (pussy is more powerful than an atom bomb) that it was a good thing.

Emma had also offered to get me boobies that summer and to begin treatments that would make me girlish for life. I was seriously interested in that offer.

Anyway, I bid farewell to Slade in a nice 24-hour love-a-thon and got on the plane as Kelly, Girl Explorer and innovator.

Kelly for life.

Please tell me what you think at gingerfred2005@yahoo.com

My other stories on nifty:

"Acting Up" transgender -- control "Panty Pleasures" transgender -- young friends "Woodville" transgender -- tv "Mothered" transgender -- control "Panty Town" transgender -- teen "Tradition" transgender -- teen "Punished" transgender -- high school "Panty Paradise" transgender -- teen "Kevin and Molly Go to Camp" -- transgender -- teen "Lovelife" -- transgender -- high school "My Three Sissies" -- transgender -- tv "Acting Out" -- transgender -- high school