Disclaimer. This story is totally fictional and meant for adult reading only. Its a story about the seduction of a young man into a life of a transgendered, pussy boy slut. It consists of the following chapters:
- The Lodger 2. Getting Acquainted 3. My First Taste 4. More Lessons 5. Taste of Boyfriend 6. Surprise 7. Venturing Forth 8. Getting Ready 9. Sam's Girl
If you are over 18 enjoy. If not, go away.
LOVING IT
by Libnos
CHAPTER 1. The Lodger
When I was a teenager I was beset with questions about my sexuality and suffered mightily through several years of masturbation and anxious yearning for ways to relieve the tensions in my groin. Girls weren't too interested in me as I wasn't athletic and was quite small. The things that interested me didn't seem to interest other boys my age. I was sort of a lover of classical music, poetry, sci-fi and reading. I just drifted through high school and graduated somewhere in the middle of my class without having consummated a sexual liaison with a girl or a boy. Not that I was hot for boys, but like all kids my age I took sly looks at the other boy's packages during change for gym class, but wasn't particularly impressed.
The summer after graduation I couldn't make up my mind what I wanted to do; much to the consternation of my parents, They were both college educated and expected their child to aspire to the same level of ability as they had and were dismayed at my lack of ambition regarding applying for college. Finally, in July I submitted an application to a small, liberal arts college down state and to my surprise I received an acceptance in August. It included a note that since my application was so late all campus dormitory assignments had been taken and I would have to seek lodging off campus. They also included a list of local boarding houses and apartments where I could seek accommodations in the small college town.
My parents were so happy to have me accepted anywhere that they gladly set about trying to locate a lodgings for me which finally turned out to be a room with a woman living a ten minute walk from campus. My parents talked with her over the phone and she told them that since she was a single woman she would much prefer a female student for her spare room but since it was late in the season she would take me in. My parents assured her I would be no problem and I would be glad to assist her with chores around her house. Thus, I was committed to a living situation that was to have a profound affect on my life.
CHAPTER 2. Getting Acquainted
Mrs. Corry was my landlady's name and she would be providing me with a room, breakfast and dinner, use of a washer and drier. I would be living on the second floor with my own bathroom while she had her bed room and bath on the first floor. She was a recent divorcee with a two year old baby girl . She had a boy friend who came over a couple of times a week and spent the night and I would be entertained at night by the sounds of their love making as her bedroom was right below mine. Her passionate moaning drove me to pounding my cock in time with their rhythm of fucking. Since he came over at night I never got a chance to meet him at first.
After my parents had dropped me and my baggage off they left to start the long trip back home as they both had to be at work the next day. As I followed Mrs. Corry upstairs I was impressed by her figure in the tight jeans she was wearing and the undulating movement of her ass gave me an embarrassing boner. She didn't appear to take any notice of my condition as she showed me the room and the bath that would be mine.
During the next two weeks I didn't see much of Mrs. Corry except at breakfast and at the evening dinner as I was busy with registration, orientation, starting classes and settling into the college routine. She seemed friendly enough and asked about my school work as we ate. I noticed she continued to wear her tight jeans and began to wear snugger blouses and shirts which enhanced her abundant breasts much to the appreciation of my cock which swelled and caused me some discomfort while seated at the table. It caused many trips to the toilet to relieve the pressure in my groin and I began to look forward to my time with her.
One Saturday I came down and she was cooking our breakfast clad in a house coat which was lightly tied at the waist. I set the table for us and sat down as she brought me a plate of bacon, eggs and toast. As she set it down in front of me her robe gaped open revealing her nakedness and I was able to get a glimpse of her lovely, full breasts with large, pink aureoles and protruding nipples. I must have gasped because she suddenly looked down and then leisurely pulled her robe closed. My cock was suddenly standing at attention in my pants as she said,
"Sorry about that Brian (I'm Brian). We don't want to get young men excited do we?"
"No ma'am." I responded in a voice suddenly choked up.
Looking at my lap she added, "Maybe we're too late aren't we?"
"Yes ma'am." I gulped and turned a bright red in embarrassment.
She suddenly laughed and placed her hand on my head and tousled my hair to put me at ease.
"Don't get embarrassed to your normal reactions. A woman's body is supposed to turn on a man. That's nature's way."
"Yes ma'am." I grinned sheepishly.
"When you get done with your breakfast," she told me with a laugh, "you can go upstairs and think about what you saw and make love to your hand."
That really knocked me for a loop that she could talk so openly about masturbation and I reddened again, thinking that that was probably what I was going to do.
"Now stop fretting about it and eat your breakfast. I want you to cut the grass today if you don't mind."
"Yes ma'am."
After breakfast I didn't dare go upstairs to do what my body demanded, but headed for the garage and the lawn mower. All the time I was cutting the grass I was thinking about her breasts and supporting a boner in my pants.
CHAPTER 3. My First Taste
That evening her boyfriend didn't come over so she suggested I come down and we would watch a video. I was excited about this and after helping her clean up from the evening meal we went into her living room.
"Sit on the couch." she told me as she started the video. I sat at one end of the couch and as the video began, she sat at the other end.
"This is a little soft porn," she told me. "I just wanted to show you that sex is a natural thing and you shouldn't be afraid to express your sexuality."
I gulped and felt my cock start to rise in anticipation as the action began on the TV. It was a story of the first sexual experience for a teenage girl and boy. When they began to disrobe in the girl's bedroom while her parents were gone my cock began to throb in my pants as I looked at the scenes with their young naked bodies and I longed to rub it.
"Are you feeling aroused now Brian?"
"Yes," I mumbled.
"Do you want to take your penis out and rub it?
With a sigh I responded, "Oh yes."
"Why don't you then?"
"I'm embarrassed."
"Look at me Brian."
I tore my eyes from the TV and saw that she had her hand up under her skirt and was obviously working her fingers on her pussy. As I watched, she slowly pulled up her skirt and I almost came in my pants as I saw she didn't have any panties on and was rubbing her clit with her finger.
"Why don't you get your cock out and rub it?"
My hand slowly went to my fly, unzipped it, worked my rigid cock free of it confines and began to fuck it with my hand as I sat staring at the finger rubbing her clit. It wasn't long before I was ready to cum.
"Stop Brian!"
With extreme reluctance I stopped my hand.
"Huh?"
"Don't cum yet. Learn to prolong your way to a climax. Drag it out as long as you can. Make it last and you will enjoy it much more. Have you ever seen a girl's pussy up close before?"
"No."
"Get down between my knees and look at mine. Wouldn't you like that?"
"Yeah." I exclaimed as I released my cock and got down on my knees between her knees. I looked at her cunt with a light fuzz of pubic hair around it and watched her finger rubbing her clit."
She reached out her hand to the back of my head and began to draw me closer. "Do you see what I'm doing with my finger Brian?"
"Huh, huh."
"Why don't you do that with your tongue. You want to do it don't you?" she asked as she drew my mouth closer to her pussy.
I had never been this close to a girl's cunt before and I had a sudden yearning to please her as I breathed in her musky odor and pressed the tip of my tongue to her hard, little clit.
"Oh!, oh! that's good" she moaned as she withdrew her finger and pressed my mouth to her pussy. I began to massage her clit with my tongue and then slip down into her wet cunt as she put her legs over my back to give me better access and gripped my head with her thighs. I felt a desperate need to submit myself and please her as I felt her body respond to my ministrations of her pussy.
"Eat me, eat me!" she moaned as she tightened her thighs on my head and pressed me closer with both hands on the back of my head. I struggled for air as my tongue worked her clit but I knew I could not stop; I had to please her.
Suddenly her body went stiff and she cried out, "Ooooouuu!" and after a few moments She sighed and began to relax as I gently began to lick the lips of her pussy. I desperately wanted to jerk off but remembered that she wanted me to wait so I struggled to restrain my urges. I felt I could cum without even touching it.
"That was so good Brian. You really have a talent for eating pussy." she told me as she released my head from the grip of her hands and thighs.
Still on my knees, I smiled my thanks for her praise as she tousled my hair.
"Now its your turn Brian. Lay here on your back here."
She got up off the couch and helped me get up and lay on the couch with my cock still rigidly protruding from my pants.
Kneeling by the couch, she took my cock in her hand began to rub it and then bent down and took the head between her lips. This was the first time anyone had ever touched my cock and it quivered in anticipation. She slowly slid her lips down the length of it until the head was pressing into her throat and then she swallowed it. I felt it pass deep into her throat and I groaned at the exquisite feeling that took hold of my groin. I was quickly on the verge of a climax and choked out in warning, "I'm cumming, I'm cumming." She slowly lifted her head and brought the head of my cock out of her throat and then worked her tongue below the head. My body responded immediately by letting fly with a massive load of cum into her mouth.
"Ooohhh!" I moaned as I spewed cum in the best orgasm I'd ever had.
When I finished, she drew her lips off my cock; giving the head a kiss as she lifted her head and smiled at me. I smiled back in grateful appreciation as she brought her lips to my lips still coated with her pussy juice and forced my mouth open with her tongue. It was a surprise as she gripped my head with her hands and dumped my load of cum into my mouth. I struggled to get free to spit it out but she held me firmly and whispered, "Swallow it Brian, you'll like it." I felt a revulsion but I worked my throat and the load of cum passed down my throat to my stomach.
"Doesn't that taste good?" she asked as I ran my tongue around my mouth and felt the slimy coating of cum. It tasted a little bitter and salty but not too bad.
"Um!" I told her and she laughed.
"Now you've learned that you can express your sexuality without embarrassment haven't you?"
"Oh yes!" I enthused.
"We'll have to do it again sometime."
"OK."
CHAPTER 4. More Lessons
The rest of the week went by and I was in a daze while going to class and trying to study as I thought about what had happened and fantasizing what was going to happen. She didn't mention what had happened while we ate and cleaned up after mealtime but she seemed much friendlier and wore more revealing clothes.
On Saturday night she invited me down to watch a video again and I joined her after dinner with my heart pounding and a hard-on in anticipation. The video this time was about a bisexual couple who invited a strange man to their home for sex.
When the movie started she said, "Let's get undressed." I quickly stripped down to my briefs and turned to watch her slip off a loose night gown. She was naked underneath and my cock lurched as I looked at her firm tits and lovely body. "C'mon, everything off." she told me and I slipped my briefs off over my hard-on.
She sat back on the couch and directed me to sit beside her. We cuddled together under a blanket and she took my cock in her hand as we watched the video. The action on the screen proceeded to a daisy chain where the young husband had taken the cock of the stranger in his mouth as his wife was sucking his cock and the stranger was eating her pussy..
"See, he isn't embarrassed about his sexuality. Men shouldn't be embarrassed about submitting to another man and sucking cock. Its a natural thing to do Brian."
She was keeping me aroused close to cumming with her hand but every time she felt me begin my climax she would squeeze my balls till they hurt and it would stop my need for relief.
Finally, the stranger had his cock up the ass of the young husband as he was eating his wife.
"It really feels good to have your ass stuffed with cock. Have you ever thought about it?"
"I don't think so." I moaned as she came close to bringing me off.
"Why don't we try it." she said as she got up and went into her bedroom. I watched her ass undulate as she crossed the floor and I almost came watching her When she returned she had a small dildostrapped to her pussy and a jar of Vaseline. "My boy friend likes me to use this on him."
She came up to me with it and pointed it at my mouth. "Suck on it Brian"
"I don't think I should."
"You saw how the man did it in the video. Did he look embarrassed?"
"No." I responded and took it in my mouth.
As my lips closed over it she put her hands on the back of my head and began to slide the dildo in and out of my mouth. "Don't let your teeth touch it. Let it ride on your lips and work the underside of it with your tongue. Now look up at me. You're submitting yourself and you want to please him. Oh, you look so nice with a cock in your mouth."
Suddenly, I was content as I gazed up at her as she continued to fuck my mouth. I was careful to keep my teeth away from the soft plastic shaft and work my tongue on the underside.
She finally stopped and said, "Now get on your hands and knees". I realized she was going to shove the dildo in my ass.
"I've never done this before. Will it hurt?"
"You might feel a little discomfort at first but if you relax it will start to feel good."
I slowly got on my hands and knees on the couch and she got up behind me. She greased a finger and slipped it into me and touched my prostrate.
"Ooo." I jerked in response as she slipped a second finger into my ass.
"Doesn't that feel good Brian? You're nice and tight."
"Oh yeah!"
"Now, I'm going to fuck you. Are you embarrassed?"
"I don't think so." I wanted to please her so much that I felt I would endure anything.
I felt the head of the dildo press against my asshole and I felt her hands on my shoulders as she began pulling so that the head slipped inside my ass. I quickly learned to relax as a tremendous feeling of submission came over me.
"This is what a woman feels when she's being fucked. Doesn't it feel good Brian?" she gasped.
"Oh, so good, so good!" I cried as dildo slipped deeper into my bowels. It was so fulfilling I wanted to grab my cock but didn't want the feeling to end as she began to pant behind me as she slid the plastic cock in and out of my ass. I was on the verge of cumming without my hand when she came with a moan and collapsed onto my back with the dildo shoved deeply into me.
When she recovered she pulled the dildo out of my ass and unstrapped it saying, "Now its your turn Brian. Lay down on the floor."
I lay down on my back on the carpet and she knelt on the floor with her thighs on either side of my head. "Now raise your legs and I'll help your get your cock up over you." she told me. I was confused at what she wanted but she raised my legs until my weight was on my upper back and my knees rested on her shoulders so I was looking up at my cock pointed down at my face.
"Now, are you ready?" she asked as she began to fuck my cock with her hand.
"Open your mouth wide, Brian."
In a daze of desire I obeyed and opened my mouth. Very quickly I felt myself begin to climax and I wanted to get my face out of the way, but her thighs gripped my head and she slipped a finger in my mouth to keep it open.
"Doesn't that good Brian? Its almost like sucking a cock. Don't you want to feel a nice big cock filling your mouth with cum?"
Suddenly, my climax erupted into a torrent of cum on my face and into my mouth.
She let my legs down and began to scoop up the cum on my face and feed it to me. "Its so good isn't it?" she asked as I lay in almost a stupor. "We don't want to waste any." I even licked off her fingers when she finished.
"Now come on, Brian. Let's go take a shower together."
I stumbled to my feet and followed her into the bathroom. She turned on the water and checked the temperature before leading me into the shower. She took a washcloth and washed my face and then held me in her arms against her naked body. I felt her hard nipples against me and her soft, slippery breasts and I quickly regained my hard-on.
"Brian, you naughty boy." she sad as she felt it against her. "Are you ready to go again? That was fun wasn't it? Did you enjoy finding out new things about your sexuality?
"Yes to all." I responded and she laughed.
"There are so many things I would like to show you. Are you interested?"
"Oh, yes."
"C'mon then and lets get dried off." she said as she led me from the shower.
She dried me off and when she was on her knees doing my legs she casually took my cock in her mouth and worked her tongue under the head. Very quickly she had me ready to explode and she stopped. "See how you can get a man to respond quickly? That's something every girl should know. Now dry me."
I took the towel and began drying her back and breasts. When I went down to do her legs I kissed her nipples and she patted me on the head. "Oh Brian, you're getting to be a great lover. It will be such a pleasure to teach you."
On my knees I brought my mouth to her pussy and slipped my tongue inside to find her clit. "Oh yes! Oh yes!" she moaned and I redoubled my efforts.
"Wait Brian, let's go to my bed.". I followed her into her bedroom and she got on the bed with her back against the headboard. She spread her knees wide and pointed at her cunt. "Here it is Brian. Make me cum in your mouth."
I dove in and the room was soon resounding with sound of her moans of lust. "OOoooo!!".
After she had cum I lay back on the bed and licked her juices from my lips, savoring her taste. She got up and went to a chest of drawers, removed an item and brought it back to the bed. "Here Brian, let me try this on your cock." I looked as she brought a pair of silky, lace trimmed panties to my cock and started fondling it with the panties.
"Oh, that's good!" I exclaimed as my cock rose rock hard.
"That really feels sexy doesn't it? Wouldn't it feel good if you could have these against your cock and balls all day?"
"Oh yes!"
"Would you like to try them on?
"They're girl panties."
"Yes, but you could wear them under your clothes so you wouldn't be embarrassed. Here try them on."
She handed them to me and with some misgivings drew them up my legs and over my ass and cock. They felt heavenly against my balls.
"Oh, they look good on you Brian. How do they feel?
"Nice."
See, they bring out your feminine side. You don't have a lot of body hair and with your size and a little bit of booby and some make up you could pass for a girl"
"I don't know."
"Why don't you wear them for a week and see how they feel. They're part of some clothes my niece left the last time she visited me and you're about her size."
"They do feel nice. I'll wear them, but no girl's clothes."
"OK, just wear the panties and you can decide how far you want to explore your feminine sexuality next week.
"OK."
CHAPTER 5 Taste of Boyfriend
The next week I wore the panties under my clothes every day and the feeling was exquisite. My whole being seemed to be concentrated in my groin and it was difficult to hide my perpetual hard-on and concentrate on my school work. Mrs. Corry (I now called her by her given name, Lisa) told me she would have a surprise for me the next Saturday night and I was apprehensive but strangely excited about what she might be planning next.
On that Friday night Lisa's boy friend came over and I had a hard time getting to sleep with the activity in her bedroom below me. I struggled to keep my hand off my cock as I heard the familiar moans and cries of sexual fulfillment. Finally, I dozed off, but around midnight I was suddenly awakened by my bed being shaken by someone getting on it.
"Shush Brian, its me." Lisa said in the darkness and I recognized her voice as she continued, "I need you to help me. I'm still horny." The mattress moved again as I felt her straddle my body with her knees in the darkness. The odor of her sex was strong but intermingled with another smell as she pulled my head toward her pussy and engulfed my face. I automatically stuck out my tongue and slid it inside her labia which was loose and wet with her juices.
"That's it Brian, that's it. Eat me, suck my pussy." she gasped as she reached back and began to fondle my already stiff cock. "You have such a nice little cock Brian and your cum is so sweet. Cum is so good for you."
My tongue delved deeper inside her and I began to feel a heavy flow into my mouth. The taste and feel were familiar and I suddenly realized I was eating her boy friends cum.
"Oh God! I'm eating another man's cum." I thought but I couldn't escape her weight and grip of her thighs as she continued to work my cock.
"It tastes so good, doesn't it Brian? Let yourself go and enjoy your sexuality."
I had to agree that I was getting used to the taste and was developing a craving for it as I vigorously attacked her pussy with my lips and tongue forgetting the momentary feeling of revulsion.
"Oooohhh Brian! Suck it! Suck it! I'm cuuuummmmmming!"
I felt her body stiffen as she thrust her cunt hard against my face, then slowly relax as her climax abated. Moments later I felt her climb off me and stand up.
"Thank you Brian. That was really good. You're getting so good at it; I can't get enough of you."
My cock was like a rock and I was licking my lips of her juices and cum as she left the room.
"Don't forget, no masturbation Brian. Good night."
It took me a long time to get to sleep and I dreamed of big cocks spouting sweet cum in a fountain.
CHAPTER 6. The Surprise
I woke in the morning with the smell of her in the air and her dried juices coating my face. The taste of cum was still in my mouth as I got up and stumbled into the bathroom. I could hear her downstairs and smell the coffee as I washed my face and tried to brush the taste from my mouth.
As a force of habit now, I slipped on my panties before dressing and watched as my morning hard-on sprang up. I desperately wanted to jack-off but remembered her warning and restrained myself. Down stairs Lisa smiled at me and said, "Good morning sleepy head. Its after nine o'clock. Did you sleep well?"
"Not too bad." I sheepishly responded.
"After breakfast I have a surprise for you."
"What is it?"
"Wait and see. When you do see what I have for you, think how it will help you express your sexuality but in a new way that I think you will find very exciting."
I wondered why it could be. More sex toys like the dildo? My ass hole puckered up at the thought as I remembered how filling it was and how good it felt to submit. My cock rose in anticipation as I hurried through breakfast.
"Brian", she laughed as she tousled my hair, "you must be excited."
"Yeah, I guess." I stammered.
After finishing breakfast I helped her clean up and then followed her to her bedroom. She was wearing tight, light cotton jeans and my cock ached as I watched her lovely ass move under the material.
"Here we are." she said as she went over to her bed and picked up a dress laying on the bed and held it up against me. "What is it?" I asked, confused at the dress.
"The dress silly. I'd like you to try it on and see how it can bring out your feminine side."
"But, I'm a boy."
"Every man has a feminine side Brian but you have to find ways to express it as part of your sexuality.. Now slip off your clothes and try it on. I have a nice augmented bra, some new panties and some other undies for you."
"I don't know. What if someone saw me?" I beseeched her; desperately trying to avoid putting it on.
"No one will see you. Now c'mon, get out of those clothes."
"I didn't want to make her mad at me because I would be desperate if she didn't want to have sex games with me again. I slowly began to remove my male clothes with some misgivings. when she saw my panties she smiled and said, "You look so cute with those on. I could just eat you up. Now take those off and here's a nice new pair."
I slipped off the panties and took the new pair from her. I noticed that they were thongs as I slipped them up my body. They did feel very sexy.
"Now here's the bra. I'm sure it will fit but the straps may need a little adjustment so I'll help you with it." She slipped the straps up over my shoulders and pulled it around my chest to hook it in back. After adjusting the straps she stepped back and asked me, "How does that feel?"
"Heavy." I responded as I lifted them with my hands to feel the unaccustomed weight.
"You'll soon learn that its a part of being a woman and feeling good about yourself. They are one of the first things a man looks at when he sees a female. Now put on these panty hose. You don't have much hair so they will show off your pretty legs quite nicely."
I'd never thought about myself as having pretty legs but somehow the thought excited me as she showed me how to roll them up my legs.
"Now we're ready for a little padding on your hips and we'll be ready for the dress. Are you getting excited?" Strangely, I was getting excited as my cock throbbed under the skimpy material of the thongs.
She showed me how to position and secure the padding then held up the dress. I held my breath as she had me step into the open back and then zipped it up for me.
When she finished I immediately looked around for a mirror but she said, "Now don't look at yourself yet. I need to put a little make up on you. Sit on the bed and I'll do it for you this time." As I sat down on the bed and I thought, "This time? Am I going to be doing this again?" I wanted to ask her but I was afraid she might get mad so I kept silent as she applied a light make up, lip color and some eye shadow to my face. She brushed my longish hair into a more feminine style and sprayed it to keep it in place.
When she finished she told me, "This isn't the best job of putting on make up but it will show you the possibilities of your feminine side. Now go look in the mirror over there."
I walked over to the mirror she indicated and my eyes took in a very pretty girl that I would like to date sometime. "Wow!!" I exclaimed, "I look really sexy."
"You sure do. We're going to have to call you by a different name now. Would you like to be called Brenda?"
"I guess." I responded; still staring at myself in the mirror.
"OK, Brenda, here are some low heels that should fit you. Try them on and walk around the room."
I slipped on the shoes she gave me. They were a little snug but manageable as I walked around the room, pausing to look at myself in the mirror as I did so. My cock struggling to release itself from the confines of the thong.
"What do you think Brenda? Doesn't that bring out your feminine side?"
"Oh yes!"
"As a young woman, you must be conscious of your appearance and your mannerisms. You're going to have to work on them if you want to exploit your femininity. You should practice walking with a little more swing to your hips and with your shoulders back. You want to be proud to be a woman knowing you can catch the eye of a man."
"Gosh, I didn't think it would be so involved just to dress for you here."
"You don't want to limit your sexuality Brenda, but we'll take it one step at a time."
"OK." I replied but I was puzzled about what she was talking about as I tried to walk with my breasts thrust out and with my hips swaying.
"Don't accentuate it too much Brenda. Try to be as subtle as possible. There, that's better. Why don't you continue practicing today and we'll have a little more fun tonight."
"OK"
CHAPTER 7. Venturing Forth
With Lisa's tutelage I spent the rest of the day practicing my femininity in my new clothes. I learned how to sit properly in a dress, how to eat with smaller bites and especially I practiced my walk and movements. Although I couldn't see a great need for all this practice, Lisa was insistent that I become adept at learning how to express my feminine side. she also had me speaking in a slightly higher pitch to complement my feminine appearance. By late afternoon I was behaving like a female so well that it was becoming natural. Then she dropped the bombshell that left me stunned.
"Brenda, your doing so well I think we out to go out to dinner tonight. Would you like that?
"Dressed like this?" I gasped in surprise.
"Of course, no one would take you for a boy if you remember the things you've practiced today."
"Oh no, no!"
"Now Brenda, this will be a breeze for you. Think of the excitement. You don't want to be embarrassed over how you express your sexuality."
"What if someone recognizes me?"
"No one can recognize you dressed like that. You'll just be a pretty girl having dinner and it would please me very much to take my pretty, little niece out."
Reluctantly and with much foreboding I eventually followed her out to the car and we drove to a small, dimly lit restaurant down town. When we left the car and entered the restaurant a man leaving at the same time held the door for us and copying Lisa I smiled and thanked him. I was thankful when the hostess seated us at a table near the back where we weren't overly exposed.
Lisa bought us wine and after a glassful I was beginning to relax as no one seemed to be paying attention to us. I don't remember much about what we ate but after eating I had a great desire to piss and when I asked Lisa if we could hurry home she took me by the hand into the ladies room. There was no one inside and she directed me to sit down in one of the stalls. It felt funny to have to lift my dress and pull down my thong to relieve myself sitting down but I managed it and was strangely proud of myself when Lisa praised me for my accomplishment.
"You're getting to be a real girl, Brenda. You'll soon be able to handle yourself in any situation."
CHAPTER 8 Getting Ready
Back home she had me remove my dress and other clothes and took some Nair and applied it to my legs and face. She then had me shower and I watched as what few facial and leg hairs I had flushed down the drain. Then she took a razor and shaved my pubic hairs into a small triangle above my cock.
"There you go Sweety, now you're a real pussy boy." she laughed as she tousled my hair.
I wasn't sure what a 'Pussy Boy' was, but I didn't think it was too flattering for a man.
"Now, have you ever had an enema?"
"What's that?"
"Its where a person cleans out their rectum. I want my pussy boy to have a nice clean pussy. Girls learn to keep their pusses nice and clean."
"I don't have a pussy."
"Yes you do. Didn't I fuck your pussy last week? I want to fuck it again tonight. Wouldn't you like that?"
Remembering how much I enjoyed my fucking the previous week so I was agreeable to getting my 'pussy' clean.
She showed me how to use the enema apparatus to clean myself and I came out of the bathroom afterward feeling clean inside and somehow ready.
"That's my girl. Now put this on." she told me as she handed me a filmy feminine night dress that barely covered my ass when I put it on. It felt very nice next to my skin.
"I'm going to renew your lipstick." she told me as she applied a heavy coat to my lips. "You look so sweet." she told me when she finished. I think I blushed.
"Remember now, don't be embarrassed. You want to express your sexuality in a forthright manner without inhibitions. Now I'm going to get ready. Why don't you put this in your pussy while your waiting." She handed me a small penis shaped, plastic object and explained, "Just put some Vaseline on it, insert it and turn it on here."
I took it from her and as she entered the bath I went bed and lubed up the end from the jar on the bed stand. Getting on my hands and knees on the bed I inserted it in my 'pussy'. It slipped in easily and felt an overpowering urge to submit as it slid into my bowels. Turning it on, the subtle vibrations filled my ass with a wonderful feeling and my cock responded immediately. It felt so good that I could almost cum without touching it. I began to slide it in and out of my ass in imitation of being fucked and lost myself in the feeling that took over my body.
"I see my little pussy boy is enjoying himself. Wouldn't you like to try this now?"
I tore myself from the grips of my sexual excitement and looked up to see Lisa standing naked by the bed except for an enormous, black dildo strapped to her waist. Her beautiful breasts and firm nipples excited me even more.
"Come over here pussy boy and suck on it while you're fucking yourself."
Without stopping my movements of the vibrator I moved over and stretched my mouth wide to take in the big, plastic cock and began to suck as she began to fuck me orally with it.
"That's it pussy boy, suck on it. Make believe its a real cock in your mouth just full of cum and you want to get it all."
The big dildo in my mouth felt so real that I could imagine the taste of precum there as a feeling of total submission gripped my mind and body. Suddenly, she pulled back, pulling the cock out of my mouth.
"OK, pussy boy." She said as she got up on the bed behind me. "Pull out the vibrator and lets see how you handle this."
"Its too big." I gasped.
"It'll fit. It might hurt a little at first but you'll stretch to take it and when this is in your pussy you'll know what its like to take it from a big man."
I cringed as I felt the huge, black head push against my ass hole. The pain began to build as she pressed it into me. "Oh!, oh! stop. Its too big. it hurts."
She kept pushing until I thought I would shriek with pain and then something gave way and it popped inside me. She began to push it deeper into me and the further it went the more the pain subsided. Finally, I felt her thighs against the back of my legs and she slowly began to fuck me.
"Isn't that nice now. Pretend you're a sweet little girl submitting to her lover. You want to make him happy and make him cum inside you."
It began to feel really good and I pressed back against her thrusts.
"That's it, enjoy it, make him cum in you", she gasped as she quickened her pace.
"Oooohhh!! That feels so good! Fuck me! Fuck me! I want you to cum inside me."
Suddenly, she stopped, removed the huge dildo from my ass and told me. "I guess my little pussy boy is ready now."
CHAPTER 9 Sam's Girl
I was totally confused. I had been on the verge of cumming without even touching my cock and desperately needed something inside me. I was almost crying as I moaned in my female voice, "Don't stop. It felt sooo good!"
"I know Brenda, but wouldn't you like the real thing now? My boyfriend would like to fuck you. Are you ready?"
Suddenly, my eyes began to focus again and I looked up and saw a large, naked black man standing by the bed with a huge cock dangling from the black pubic hairs at his groin.
"This is my boyfriend Sam. If you want him to fuck you, you're going to have to get him hard Brenda. Take him in your mouth like a real pussy boy."
In a daze I moved over to the side of the bed and took the head in my mouth as he lifted it up for me and began to slide it in.
"That's it pussy boy. Take my meat and get it nice and hard." a big booming voice echoed in the small bedroom. "After you suck my cock I'm going to fuck you in the ass and you're going to love it."
The cock began to swell in my mouth and soon began to stretch my lips to accommodate it. This was my first real cock and it felt so much better than the plastic dildo. I began to eagerly suck on it.
"Didn't I do a good job Sam." I heard Lisa say from a chair across the room.
"Oh, yeah baby! This is prime pussy boy. You've really done a good job. She's real eager."
His cock had reached an enormous size and was causing me to gag as it bumped against the back of my throat. Suddenly, it began to swell more and before I realized what it meant, a large gob of cum exploded in my mouth followed immediately by others so that I was forced to swallow to avoid suffocating.
"That's it pussy boy, swallow it down. Get a belly full of my cum." he gasped as his cock finally stopped spewing. "Now, lick it clean and then get on your back."
Confused but obeying I finished licking his still hard cock clean and rolled onto my back as he got up on the bed. Spreading my knees he got his knees between my legs and then put my legs on his shoulders and bent down and brought his lips to mine. His large tongue forced its way into my mouth still slimy with his cum. Suddenly, I felt waves of submissiveness wash over me again as I put my arms around his neck and returned the kiss.
Without warning I felt his huge cock head pressing against my asshole. I learned later that Lisa had directed it there. I struggled momentarily as he pressed into me but Lisa had done her job well with the dildo and it easily slid inside followed by the huge shaft. He continued pushing into me until I felt his balls against my ass and I was totally impaled by his cock.
"Ooooouuu!" I moaned in surrender to this invasion of my body as he slowly began to fuck me. With his tongue still fucking my mouth I tightened my legs around his back and my arms around his neck as he drove into me.
"Give it to the little cocksucker pussyboy Sam. Give it to him. Fill her guts with your cum." I heard Lisa call out from what seemed far away as I gave myself up to the violation of my body. I was in a delirium of lust and my cock was throbbing in anticipation of release which finally came when Sam began to cum inside me. My own orgasm was like nothing I had experienced before and my cum shot up landing.on my chest and puddled there.
Finally, he withdrew his softening cock from my ass and removed his mouth from mine.
"Ooowweee!" he cried. "This is one sweet piece of ass. You did a good job baby. She's better than a prison bride."
I lay sprawled on the bed with the night gown up around my chest in a post orgasmic coma and didn't object when Sam reached down and scooped up the puddle of cum on my chest with his finger and brought it to my still open mouth. "Lick it clean pussy boy." I responded dazedly and sucked and licked on the finger in my mouth.
I watched in a daze as Sam dressed and Lisa kiss him good-bye. "See you and pussy boy next weekend, baby, we'll really have fun then. " he told her as he left the room.
She came over and got on the bed beside me and propped up on her elbow she looked down at me and said, "Don't you feel really good now Brenda? You've pleased your man very much and he wants to come back to you. That's what a girl wants to do is make her man come back to her." I was still in a daze over what had happened and could nod in acquiescence. I was totally satiated and fulfilled. Cum oozed out of my gaping pussy and slimy cum coated the inside of my mouth. I loved it.
EPILOG
Thus began my life as a pussy boy slut. In the following weeks Sam brought some of his friends over and my body was constantly awash in cum and I learned to really like the taste of it. I have breasts now from hormone injections and my body is very soft and feminine. I love it.