Colonel "Nick" Saint sat staring into the roaring fire, watching the oak and apple logs steam and hiss. He sipped the cognac, rolled the sweet sharp alcohol over his tongue and down his throat, and then took a strong pull on the long cigar. He thought back over the many Christmases past So many of the Saint's adventures had centered on that singular holiday. Nick Saint stared into the fire and wondered what might have been decades ago, had those Christmas ghosts taken a different turn
Part 1 Nick become sissy slave nici
As a poor freshman at an Ivy League college I needed to make some money during the Christmas break, so I headed for the Big Apple, New York City. Some NYC college buddies told me all the big department stores needed extra help and anyone with a coat, tie, and half a brain could get a sales job for the Christmas rush. They were right; after a long application form and a very short interview, I was a temporary sales employee of Alexander's, selling electronics to the Christmas shoppers. To avoid overtime, we worked 12 hour shifts, four days a week. My first week went quickly and I was selling everything to everyone -- nobody is a picky shopper when there are less than 12 shopping days until Christmas. I had off from Sunday evening until Wednesday, so I called an old family friend about how to spend my days off.
Clare was a music editor for a big record company in NYC and a top-flight musician in his own right. My step-dad was a big jazz aficionado and had met Clare at some jazz concerts. Clare had been to dinner at our place many times, and he would play the piano after. He was charming and talented, in his mid-thirties, and both mom and dad thought he was just a perfect gentleman. I envied his success and freedom, living and working in the big city. He had seemed cool when I was 15, and seemed really cool to a barely 18 year old freshman.
In early November, with their kiddy (me) off to college, my parents left the New York suburbs for Arizona. So I was "stranded" on the East Coast. On an earlier short trip to NYC to stay with my roommate for Thanksgiving, Clare had invited me to his apartment for a quick al fresco dinner on Saturday. He showed me how to fry bacon extra crisp, mix hot cream with grated Romano, and pour the mixture over steaming al dente pasta. A salad of Boston lettuce and a bottle of cold crisp white zin finished the fast preparations and then we were sitting at the little table behind the couch that faced his tiny fireplace, telling each other about our lives.
It was a cold rainy night and after the great food and half a bottle of wine, I was relaxed and garrulous as Clare asked about high school and college. We had moved to his deep couch, had our feet up, and snifters of brandy to sip as we chatted. Basically Clare continued to quiz me. What courses did I like to take (I was clueless about a career but I was a big math and science geek), what sports was I doing (swimming on the frosh squad), how was life in all-boys schools (in those days both my prep school and college were all-male), how did I like the guys in the dorm and classes and gym, was it rough being on a scholarship all the time, were there any girls to date, did I have any favorites. Later I figured out that by the end of the evening, Clare knew I was a tall, slim, shy and lonely virgin, with years more socializing with boys than with girls. And from his cooking lesson, he knew I followed his instructions carefully and faithfully. Before the evening was over, he knew I'd be working somewhere in NYC over the Christmas break, and he made me promise to call when I had a chance to get together with him again. During my Sunday shift at Alexander's I called him and he told me to come over to his apartment for dinner after my shift. I was glad I would be seeing him again.
This time Clare had a much better stocked kitchen and we enjoyed the pepper-coated prime filets, red potatoes with sage and dill, and lots of cabernet. We sipped port with the cheeses and by the time we were relaxing with brandies in front of the fire we were telling jokes and cracking up. It was pretty late when I looked out the dark windows and saw the night was white with furious snowflakes. Clare knew I was staying in a tiny cubicle at the YMCA at the foot of Manhattan so he told me, "That's too much of a mess out there. You have the next two days off. Stay here tonight and make your way to the Y after breakfast." I nodded, thankful that I wouldn't have to face the trek downtown in a raging blizzard, and I was so glad Clare was making decisions for me.
It got late and we drank enough to feel buzzed but not looped. Clare got up and said "I'll lend you whatever you need for tonight. We'll set up the cot for you...but you could sleep in the bedroom -- my bed's enormous." Clare was a foot shorter than me and about twice as wide -- a wrestler build to my swimmer's frame, so I thought I'd look silly in borrowed PJs. Besides, I slept nude and was embarrassed to admit it. So I just helped fetch some sheets, pillows, and comforter. Clare left me with "If that cot gets to be too much, come sleep with me...plenty of room..." and went down the short hall to the apartment's bedroom.
I took off my clothes and, as my nude body warmed up the cold sheets, I got excited thinking how cool Clare was with me, how we had had two super evenings together. My cock got harder and harder as I lay there thinking about what might happen if I did go into the bedroom and offer to sleep with him. I guess the mounting excitement and the alcohol overcame my crushing shyness. I got up from the cot and looked towards his bedroom. It had only been about a half an hour since Clare had said good night, and I could still see the light on under his bedroom door. I felt goose bumps all over as I walked nude, erect cock swaying, down to his bedroom and opened the door without knocking.
I stepped in and shut the door and leaned back against it, my arms behind my back. The robes hanging there felt silky and heavy against my back and arms and buttocks. My cock was pointed up and out, pointed to a spot a foot or two over Clare's face. He looked at it and at me, unsurprised.
"Would you like me to sleep with you?" I hadn't intended it but it came out in a little boi voice.
"I thought you would know what I wanted. Come here boi. You need to understand a few things." Clare put down the photo album he was looking at. "Come and kneel at the foot of the bed." He stared at me hard. "Keep your hands behind your back. I like that very much."
I did as I was told and knelt as he tossed the covers aside and crawled down to the foot of the king-sized bed. He was wearing a black kimono of heavy patterned silk. As he knelt facing me it fell open and I saw his cock was as hard as mine, just as long, but much thicker. He knelt so his thick cock was right in from of my face.
"Kiss it, Nici," he ordered. Clare always called me "Nick," so the diminutive "Nici" came as a shock and gave me shivers to go with my goose bumps.
I leaned forward a few inches and looked up at Claire as my pursed lips kissed the tip of my cock, a long, sincere kiss. I wanted to do more than kiss it. I felt a long smear of wetness on my lips and Clare smiled at me as I tilted my head back and licked his pre-cum off my lips.
"Good boi. You're going to be my little slut boi toy aren't you?"
"Yes, Clare."
"Master Clare."
"Yes, Master Clare."
"Good boi. You are now sissy slave nici and you do what you are told, when you are told."
"Yes, Master Clare."
"I thought you would want to be my newest boi-toy, so I was looking at my photo album. Would you like to see what you'll be doing as my sissy slave?" He leaned back and picked up the album he had been examining when I had come into the bedroom.
"Yes, please, Master Clare."
He put it down facing me between us at the foot of the bed and began turning the pages slowly. Each showed a young man my age, or even younger, some much younger it seemed, on the left in a nice black and white professional yearbook-style portrait photo, and on the right the same boi nude, wearing only a thick black leather collar, sucking Clare, being fucked, or both, some with several other men sharing Clare's sissy slave of the moment. As hard as I had been, my cock was bobbing into an even harder state of erection. I had never seen bois sucking men or men fucking bois. Drops of pre-cum were beading out of my slit and when they were too heavy, falling to the Turkish carpet, trailing a thick cum-slime thread back to my cock tip.
Clare smiled down at me. "I can see you like what's in store for you. You've never kissed a cock before, have you?"
"No, Master Clare."
"But you want to kiss my cock and suck it just like my other sissy slave boi-toys, don't you?"
"Oh yes, Master Clare! Please let me kiss you and suck you!" My mouth was watering so much I could hardly say it. And my voice was still my pre-pubescent soprano. I wasn't even trying and I sounded ten years old.
He turned the page and I was looking at a tiny slim boi, hardly high school age, if that, being held up under the arms, facing a recumbent Clare. The photographer must have been just behind Clare's head, because the view showed the boi as Clare would see him. The boi's legs were up to his thin shoulders and Clare's thumbs were hooked behind the boi's knees. Clare had folded the boi in half, and had seated the boi's bottom on his thick cock. The boi was half curled into an abdominal crunch, his cock and hips thrust forward. Half of Clare's shaft was inside the tiny boi's rectum, Clare's thick cock visibly distending the young boi's tight anal rosebud.
The pale boi's eyes and mouth were wide-open, perfect circles, and his expression spoke from the photo and I easily imagined the sharp cry of shocked ecstasy the boi was making. The photographer's timing was perfect: the flash caught two thick jets of fresh white cum hanging above the boi's jizz-swollen and jetting penis, and a thick jet of cum was caught in mid-spurt, halfway out of the boi's widened slit. Clare had just made the boi cum anally and, from the boi's age and expression, I suspected it was perhaps the first time that boi had ever cum.
"If I may ask, was that the first time the boi came, Master Clare?" He smiled at my question.
"I believe so. You can tell, can't you, that he had never had an anal orgasm. That was the first. He shot a lot more than that by the way, and had to eat all of it off me too! And when he was finished, he sank down on me completely; the first time he was able to take all of my cock inside his pussy. I fucked him the rest of the night and he made more cum than one would think possible for a boi that young. He came to me a virgin, like you, but I'm rather sure he wasn't able to cum before I began fucking him. And that was the first time I made him cum. I keep his several years and then gave him to another master. To this day, he still wants all his orgasms anally or orally. Even when he is fucking, he still has to be fucked himself to cum. The Master who owns him now keeps his little sissy cock locked up in a chastity cage, but he lets him out to fuck other sissies."
"Master Clare, please make me cum like that, please! Please fuck me and teach me to cum like that." My voice pleaded, and sounded like the age of the boi in the photo.
"Of course I will! A sissy slave slut has to learn how to cum like a girl. That's what Masters do with their sissy boi slaves -- help them become sissy girls inside. Some turn their sissies into girls outside too."
Clare flipped towards the back of the album and the photos of bois on the left were matched by nude boi-girls on the right. Each was a beautiful girl except for the lack of any but the smallest breasts and their firm boi-cock clitties. He got up from the bed, and left me looking at a picture of Clare fucking a completely androgynous boi-girl in the missionary position. He-she was in exactly the same pose one would expect of a nubile girl making love; legs wrapped around Clare's waist and her mouth sealed on his. Her hands were pinching Clare's nipples and pulling them out from his hairy chest. The tension in his muscles was evident in his whole body and I could tell Clare was empting his balls into his lovely ladyboi slave. I guessed there were perhaps two, maybe three dozen young slave sissies kept in the picture album. I was getting excited at the thought that I would be in the album, that future sissy slave bois would be getting unbelievably hard looking at Clare penetrating me, when Clare began to buckle the thick leather collar around my neck. I stretched to make it easier for him.
"Good sissy slave." The praise was like champagne and the frisson heightened my arousal. Clare reached down and slapped my bobbing erection, hard. He slapped it hard again, forehand, backhand, again and again. It was raging hard and deep red now. My cock vibrated and a fresh drop of pre-cum oozed out of me and slowly fattened, then dribbled down my cock tip and dropped to the floor, trailing its silvery thread. "Good sissy slave."
Clare knelt again on the foot of the bed and swept the album aside. He pushed his hips forward and the kimono robe fell open and I opened my mouth as he thrust his cock at my lips. I sucked on his helmet, amazed at how thick he was, and how far I had to stretch my jaws to open enough to keep my teeth from grazing his hot fleshy cockhead. My lips and tongue could feel the steel core tip inside the fleshy helmet. My mouth filled with saliva just as he held my head with his hands and firmly thrust several inches of his thick shaft into my mouth.
At first he was simply measuring how much I could take to the back of my mouth. Then he began to firmly and steadily thrust past my mouth and penetrated the opening to my throat. His rhythms were perfect, just as I was going to gag, he slipped his cockhead back, but before my throat could completely close or re-adjust, he would thrust another few millimeters of cock back into my throat. My mouth was overflowing with saliva and mucus, coating his cock and balls with the fluids that were just gushing out of my mouth as he fucked into my wet opening. I realized Master Clare was turning sissy slave nici's mouth into a wet cunt for him to fuck. As the realization swept over me, I felt my throat just relax completely. Master Clare knew the moment had come and he slid his shaft slowly and steadily into me, filling my throat until his balls pressed hard against my chin.
I couldn't breathe but I was in sissy heaven. My Master was fucking my mouth cunt and letting my throat convulsions milk his thick cock. I was light-headed, unable to breathe, and swooning from my first blow job. Master Clare felt my excitement turning to limp submission and he commenced long-dicking my mouth and throat. We both enjoyed the gacks and glups I kept making as he penetrated my still-tight but now unresisting throat.
I soon learned to time my breathing and swallowing so that his mucus-coated cock slide smoothly in and out of my tight sissy mouth cunt. All I could think of was his cock. Master Clare's was the first cock I had ever touched (other than my own) and now he was making me his sissy slave for his pleasure. The tightness of his cock in my collar-constricted throat was like being in heaven. I was on my knees worshipping my Master's cock, praying he would spill his cum straight into my throat. I was oblivious to everything except his cock fucking me.
When he reached his plateau Master Clare's cock got so hard I thought he would lift me off my knees with it. I tried to open my throat completely but the thick collar kept my throat tight on his swelling cock. I sensed, I knew, Master Clare was going to cum. I made my throat milk him when he hit bottom in me and was soon rewarded with a complete explosion. I felt the jets of cum pumping from his balls through his thick hard tube that had been sliding along my tongue. The jets stiffened his shaft in my throat and I felt the fresh jizz spurts rocketing down my gullet. His cock filled me and blocked all air from my lungs. I was inhaling Master Clare's cock. He was giving me his cum.
I began buzzing like I'd been electrified. His hands were holding me onto the full length of his shaft when my body whip-sawed forward and back so fast I hardly knew it was me. I almost let go of my wrists but just managed to keep my hands behind my back as the jolt went through me and just managed keep my balance on my knees. My cock exploded jet after jet of cum onto the footboards of his bed. I hung totally limp, unable to breathe, leaning into the footboards I had just spermed, my lips sealed onto the root of my Master's still-spurting cock.
I had Master Clare's cock still fully lodged in my throat. I had not taken a breathe while he came down my throat. When he climaxed inside me I was so aroused I had cum spontaneously. I was dizzy from my orgasm, lack of air, and the total thrill of be made into sissy slave nici by Master Clare. When Master Clare held my head still and slowly pulled his cock out of my throat, I gasped for air and, as my lungs filled, my cock shot an extra spurt of cum. I trapped Master Clare's cockhead in my lips and sucked hard. I tasted a half teaspoon of his tangy cum on my wet tongue.
Master Clare released my head and his hands caressed the sides of my flushed hot face."Such a sweet sissy slave. So rare to cum when you have your first throatful of cum. Such a natural cocksucker. I'm very pleased with you slave nici. You may sleep with Master Clare tonight." Master Clare's cockhead still filled my suckling mouth so I merely moaned and felt his shaft twitch as my humming vibrated his shaft and his freshly emptied balls.
"But tonight I am going to plug you." Master Clare pulled out of my mouth and rose from the bed, moving to his tall chest of drawers. "Normally you shall wear my pussy jewel when you are with me." He showed me a sizable stainless butt plug, with a large pale blue jewel mounted on the base. I recognized it from a photo of a sissy in the album. It was quite obviously mounted in the pussy hole of the sissy who knelt over and sucked a smiling Master Clare's cock. Master Clare put the jeweled plug back in the drawer and removed a black leather belt with straps down to a cockring and a mount for butt plugs and dildos. His other hand came out with a dildo the length and thickness of Master Clare's erection.
"When I say `present' slave sissy nici, you will spread your knees and cross your ankles." I turned parallel to the footboards and made the adjustment. "Forearms on the floor. Hand on top of hand. Cheek on the back of your hand." I put my hot fevered cheek on the back of my cool left hand. "Some Master's like to have the sissy put their chin on the hand, but I like a sissy to see who will penetrate their pussy. Now arch your back. Push your pussy hole as high as you can."
"Perfect!"
I was in the "Present!" position as Master Clare walked around behind me and put the dildo and harness at the foot of the bed. He collected a jar from a drawer in the bedside table and opened it as he walked back to stand behind my raised hindquarters. I felt the silky cream being rubbed around my rosebud pucker and into my anus. First one and then two fingers were greasing my pussy very thoroughly, twisting and turning and thrusting until my hips began to rock and thrust back onto my Master's fingers. As I relaxed slightly he withdrew and in a moment I felt the greased tip of the dildo working into my bottom. It was so slow entering me I was able to tense and flex and relax as Master Clare slowly pushed each millimeter ever so slowly into my yielding ring of flesh.
"You take it so nicely, I wonder if you've been butt-fucked..." I shook my head as his dildo ever so slowly and carefully opened my tight but elastic virgin pussy.
He reached for the harness and pulled my balls through the cockring. It was the first time he had touched anything except my face and head. I jumped and my cock twitched and thumped violently against my abdomen. He pulled my shaft carefully through the ring. I was becoming erect very fast and his greased fingers had to move quickly to feed my thickening shaft through the ring. He settled the now-full ring up against my groin.
Master Clare pulled the strap through my legs and fastened the base of the dildo to the groin strap. Then he fastened the waist strap around me and snugged up all the straps, pushing the rest of the greased dildo slowly and relentlessly into my anus, up to its base.
I gasped as my bottom was penetrated completely for the first time. This was not my one or two finger explorations; this was a man-sized cock stretching my boi pussy to its limits. He buckled the waist strap tightly and raised me onto my knees. My anus, my sissy boi pussy, was completely plugged. I simply could not bring my legs together completely, the thick dildo inside me was holding them apart.
Master Clare pulled my up to my feet and pulled my head down to his mouth and kissed me deeply. His tongue thrust and swirled inside my mouth, taking my breathe away. His hand gently adjusted my ejection inside the cockring and his greased fingers made a sleeve that stroked me to full hardness and then released me. "That ring might keep you hard all night long, and every time you move, the straps will make the dildo fuck your pussy. By morning, you'll be open enough for me to fuck you easily."
He led me to the bed, smiling as I pushed my bottom back and out to ease the pressure of the enormous phallus stretching me inside with every move. Master Clare grinned at my tiny mincing steps as I walked for the first time with my bottom so utterly filled. He handed me up onto the white sheets. As he settled into the bed, spooning into my back, he whispered, "I'll have a surprise for you in the morning my sweet sissy slave nici."
Master Clare had greased me thoroughly between my legs, and I felt his erection sliding between my thighs, poking under my ringed cock, nudging the back of my balls. I could not stay still, every movement made the thick phallus in my boi pussy stretch me in new ways. My hips and bottom were rotating in tiny circles in every direction around the fat dildo. It was the pivot and my bottom was gyroscoping in little orbits around the shaft of my new center. Master Clare's cock was being stroked, squeezed, and teased between my thighs because my bottom simply could not keep from moving to adjust to my intruder. My Master's erection kept pushing up against my groin, setting off new waves of rotations around my filled pussy hole. Perhaps my hips kept rolling all night, perhaps my thighs never stopped fucking my Master's cock. I don't know. I was soon fast asleep.
Part 2 Nici's morning cleansings
I woke first, and the first thing I was aware of was the enormous phallus in my bottom. It felt three times bigger than last night. But it felt somehow like it belonged inside me. The idea of having it inside had been frightening last night; this morning the idea of removing it scared me more -- it seemed to be the very center of my new persona. I might collapse if my giant phallus were gone from my boi pussy! I could not adjust to it last night. This morning it was making my cock really hard, even harder than my usual morning stiffy. Hard as my cock got when I was about to cum. I whispered my new name, the way a bride migh the morning after her wedding: "sissy slave nici." The thick cock in my sissy slave ass had nici close to the verge of orgasm.
The blizzard left the city covered in white and the sun through the bedroom window had the extra intensity of a winter morning. I looked at Master Clare, still deeply asleep, one arm back behind his head, and leaned over and lightly nuzzled then kissed the fuzzy nest of his armpit. I crept under the covers and found his limp cock lying across the vee between his thigh and groin. I gently sucked his fat helmet into my mouth, like a strand of pasta, and felt it stirring as I took his limp shaft into my lips and swallowed the head into my throat. Master Clare stirred and I gasped some air as his cock inflated and began creeping down my throat. I wanted him to wake up with his whole cock inside me. I wanted his morning erection and ejaculation.
Master Clare rolled onto his side and held the back of my head as he began to seriously fuck my mouth. He soon was completely hard and his thickness was stretching my mouth and throat just as he had last night. His rhythm was superb, I was just able to breathe as he pulled out of my throat and left just his cockhead on the back of my tongue, and then thrust back down my open throat to let me swallow and squeeze his thick shaft. The thrill was doubled now because every time he thrust his cock down my throat I felt my boi pussy squeezing its twin. The sensation of being totally filled with Master Clare's cock at both ends was making my sissy cock and balls buzz with arousal. If Master Clare kept slowly and sensually fucking my face, I knew I was going to explode again. As he languorously pulled out, I took my mouth off his glistening cock.
"Master Clare, sissy slave nici is going to cum."
His reaction surprised me. He took my head in both hands and firmly fucked my face. But as his organ filled my throat, he sat up and shifted. His cock rotated inside my mouth and throat. He kept driving into me. He moved so he could take my cock in his mouth. As he pressed his balls against my nose and face, he sucked my boi cock into his hot mouth. My balls were full and vibrating with arousal. I had never been sucked and his sucking was electrifying.
"Master, I can't hold back." He sucked me harder; I could no more hold it than I could stop my own heart. I blasted jet after jet into his mouth, responding to each suck with hard spurts.
His mouth stayed on my cock and he reached behind me and firmly pressed the base of the dildo into me, let it slide out slightly, pressed it in, using my natural lubrication. He kept the motion in the same rhythm as his cock thrusts, fucking my throat, and the same pattern of his sucking on my cock.
The pleasure was excruciating. He was going to double fuck me and suck my cock until he had forced another ejaculation out of me. I surrender to the pleasure in my two holes and the pleasure-pain of his relentless sucking on my exhausted cock. He had mastered me. My cock was growing again in his mouth, faster than I could imagine possible. I was going to cum again for him, not because I wanted to, or even thought that I could, but because Master Clare had taken control of my body, had taken control of me. He had mastered me entirely and I just gave myself up completely to his delicious fucking and his insistent sucking.
I was soon over the edge and falling free, my insides melting and flowing, then my balls were spasming, my prostate exploding, cumming again was almost hurting me, and I was exploding again into his hard sucking. And he sucked it out of me entirely, then thrust his cock hard, straight down into my throat, and exploded his cum into me, thrusting hard and fast, filling my throat and my mouth with his spicy jizz, fucking me through his spend in my mouth and throat.
I sucked him as empty as he had me. My mouth was full of his juices. I kept his cum in my mouth. We both fell back, away from each other, utterly spent, savoring the taste of the other's morning cum filling our mouths, sinking back into the warm sheets in the sun-filled room.
Master Clare turned to me and kissed my gasping mouth and we tasted ourselves and each other as he fucked me with his tongue and let me fuck him. No kiss had ever been so sweet and so erotic. Spent as we were, we both became hard again, and we stayed in each other arms, caressing each others faces, stroking each other's cocks. Time seemed to stop.
"I am very pleased with you, nici, my little sissy slave." Master Clare smiled at me. I melted like a snowflake in the bright sun, and snuggled into his enfolding arms. I dozed inside his warmth as he reached across me and picked up the telephone.
"Hi. It's me. [Pause] Yes, he stayed. [Pause] Yes, he did. [Pause] Yes, I did. [Pause] Yes, he's an extremely good slave. He's had my dildo in his pussy all night, woke me up deep-throating me, and I just fucked two cums out of him and then filled his mouth. [Pause] Yes, he's right here, listening. [Pause] Nici. An extremely enjoyable slave. [Pause, caressing my face and hair.] What about this afternoon? Cocktails and then... [Pause] No, I have to properly prepare nici for his coming out and having a proper opening night. [Pause] Oh, I think so, after all he's had the dildo in since last night. I just used it to fuck him again this morning. [Pause] Oh, I think you'll enjoy him at least as much as ... [Pause] More than him... [Pause] Oh, much more than him... [Pause] Hmmm, that's a tough one. We'll see..." Master Clare stroked my cheek... "I think so. nici may be as good as both of them. But I'll let you two judge for yourselves. [Pause] Say, five then? Fine. Plan to stay...bye."
He hung up. "Two of my best friends want to meet you. They'll help me open you up properly. A virgin sissy boi slave needs special care to become a proper fuck toy and cock slut. You'll like that won't you, nici?"
I nodded and kissed his long nipple.
"Come, nici!" He bounded up and stood next to the bed, holding out his hand. He knew the dildo harness and the thick phallus made it awkward for me to stand and walk.
"We need to empty and clean you thoroughly." He led me by the hand to his bathroom. I was taking tiny mincing tiptoe steps, the dildo keeping my legs apart slightly, and forcing me to keep my bottom thrust out. I loved walking like such a sissy.
He stood me in the center of the bathroom and unbuckled the waist strap of the dildo harness. He dabbed some lotion on my cock and balls and pull them out of the cockring.
"Get ready to sit down, nici. When I take the dildo out, you may be surprised at how much you'll dump..." He backed me up to the john and, as I slowly moved down to sit, he used the harness strap to pull the thick dildo out of my bottom. He tossed it with the harness into the tub. I felt deflated and limp as I sat down on the commode.
I sat for just a moment, waiting, and then my bowels moved and it was flowing out from my bottom. I looked up at Master Clare, embarrassed (and bare assed, too) as my bowels seemed to empty out on their own. Master Clare grinned down at me and unbuckled the high slave collar I had worn all night.
"Don't be shy, nici, we'll be spending quite a bit of time emptying you and cleaning out your insides. We are going to prepare that virgin boi pussy for your opening night as a sissy slave."
Master Clare was collecting tubes and enema bag and bottles of salts from his cabinets. He took my arm and led me to his large tub and shower. I stood as he adjusted the temperature and then sprayed me with the warm hard jet nozzle. He washed off my bottom and the soiled dildo, flushing the waste down the drain. Then he stepped into the tub and began to lather my whole body, rubbing his against mine at the same time. As I felt his cock hardening mine shot up against my abdomen. I so loved being his slave boi.
His shower had several hoses and one ended in a slim silver dildo-shaped nozzle. He took it and lubed the smooth rounded bullet with lotion, then holding my rock-hard boi-cock with one hand, with the other he gently pressed the dildo nozzle up into my bottom. I arched and opened for my Master as the cold metal entered me. When he turned on the water, I felt the warm jet flowing up inside my bowels. As he filled me with warm water, I felt heavy and languorous and I slumped back against Master Clare's hard body, laying my head on his shoulder. He turned and kissed me under the warm shower and gently massaged my groin and abdomen as the flow of water continued to fill my intestines. He quickly pulled down the hose and flipped the nozzle out of me.
"Onto the pot again, nici." He stepped out of the tub and led me back to the commode. This time the waste just poured out of me, rumbling and spurting, blasting out into the bowl, then grumbling and dribbling, then thundering again. I was draining for several minutes. I didn't think anything could be left inside.
Master Clare mixed the colorful crystals of salts in the large enema bag. He filled it with several quarts of warm water, shook it up, and hung it from the shower curtain rod. He led me back to the shower, hosed me off again quickly and then led me onto the thick terry rug in the middle of the bathroom.
"Slave nici -- Present!" I went down on my knees, legs apart, ankles crossed, my cheek resting on my crossed hands. Master Clare greased a long tube with a thick gel and then fed the nozzle end into my bottom. He gently worked the deflated bulb inside my anal ring and began gently pumping the rubber ball that inflated it inside me.
"This is a Bardex Tube. It will seal the enema inside you so it can scour out all the gunk your digestion doesn't flush away." He used the rubber ball to inflate the balloon-like bulb on the outside of my pussy. I could feel the two inflated balloons pressing gently on the inside and outside of my anal sleeve. Master Clare connected the tube to the enema bag and I felt the quarts of warm salts filling my insides. The chemicals were warming me up from the inside out, and I began to sweat slightly. It was very relaxing and my back swayed and my hindquarters thrust even higher towards the slowly emptying enema bag.
Master Clare filled his hands with shaving cream and lathered my bottom up to my coccyx and down to the backs of my knees. He began to shave me as the enema slowly filled me and made my abdomen feel heavy and full. My cock was hanging half erect but throbbing as the salts warmed me inside.
"We'll leave the hair on below the knees, but you'll be baby smooth up to your hair line. When we present you it's going to be obvious that you have been shaved. You may make a lot of new friends at the Y." Master Clare knew I had to use the communal bathrooms and showers at the YMCA and my smooth body would reveal my sissy slavedom.
Master Clare finished shaving and wiped me off with a wet wash cloth.
"On your back, slave nici." I rolled over.
"Hands under your hips. Knees up to your shoulders." Master Clare adjusted the enema tube between my legs. He knelt at my head, one knee against each shoulder. His thick cock hung just inches from my face. Master Clare spread the shaving cream all over my chest, groin, and thighs and began shaving, flicking the cream off the razor at the tub after each long stroke.
I raised my head and kissed the tip of Master Clare's cock. He stopped shaving and pulled a thick towel from the rack. He rolled it and put it under my head. His cock had thickened and lengthened. He slowly fed the head into my wide-open mouth and down into my extended throat. His cock slid in until his balls covered my nose, then Master Clare began his wonderful fucking. Without the collar I seemed to just swallow him up. I loved having his balls slapping my face as his cock plugged my throat. He resumed shaving me as he gracefully thrust in and out of me and fucked my face.
When he was finished shaving, he wiped me off with the wet cloth then massaged cologne all over my body. The scent must have been an aphrodisiac; my cock began to get hard and rise up and thump back onto my abdomen. Master Clare took some extra cologne and rubbed it into my nipples. The fluid burned and cooled and then warmed. My nubs got soft, and then hard, then harder as my Master massaged them, teased them, and then began to seriously pinch and twist them as he long-dicked my throat. He could see my hips urgently thrusting up and down as the enema filled my bottom and his thickness filled my throat. My cock was now rock-hard and standing up and waving as my hips kept thrusting in time with his fucking.
"I've never had a sissy so ready to cum when he's face fucked. Did you know you were such a natural-born cock-sucker? Such a cum slut?" I tried to shake my head, but Master Clare's cock had pinned me to the towel under my head. My hips were pumping hard up and down. The enema salts were sloshing though me.
"Last night, mine was the first cock you ever sucked, and you came."
I sucked my Master's cock as lovingly and as sensuously as I could.
"This morning you came twice while I fucked your face and sucked your little boi cock. And you are going to cum right now, aren't you?"
He jerked my nipples. My hips thrust up and down violently. My cock was so hard it barely moved. Master Clare leaned down just in time to catch my first spurt in his mouth. Then he sucked my whole shaft into him and my jizz spurted like I had not cum in weeks. He swallowed every drop and I had another perfect orgasm into my Master's mouth as he jetted his cum into mine. I hardly needed to swallow his juices, they coated my tongue and just seemed to roll down my throat. My collapse was total. I barely felt the last of the enema salts finish filling my bowels as I lay on Master Clare's bathroom floor. I think I swooned.
"I think you have stirred up that enema, my little slave. We've emptied your balls enough for now. Let's empty out your pretty bottom. Master Clare disconnected the enema hose from the bardex tube and helped me to my feet. My whole body was still limp, drained by my orgasm. The tube with its inflated sealing balloons made walking a challenge, the softball just inside my anal sleeve made me waddle like a duck. Master Clare had me squat over the bowl. With one hand he deflated the softball and with the other he teased the long enema tube out from my insides. As he tossed it into the tub he pushed me down on the seat.
My insides exploded out of me, one long pouring roar. Then a pause, then another tidal wave. Master Clare raised my blush face, smiled, and stroked my cheek. "You'll be clean enough to eat off of soon." He stepped a bit closer and rubbed his thick cock against my smooth cheeks. I could not remember when he had shaved them. I just rubbed back as my bottom drained. Unbuckling my collar, we went back in the shower, flushed off my bottom and warmed me up with water so hot I could just stand it. Then he dried me off with one of thick fluffy towels.
Master Clair refastened my collar and took a firm grip on my cock and led me back to the bedroom. "I fancy you as a fancy boi, I think. A very well-dressed boi-slut." He stood me in front of the pier glass. I liked that he was so strong and thicky-muscled and manly and I was such a sleek slim sissy next to him. Our bodies matched our cocks. And both were erecting as he brought out the little I was to wear. A formal butterfly black satin bowtie replaced the slave collar, the bow pushed to the side, under my ear. A pair of formal dress white kid gloves. Golden bracklets with heavy snap rings fastened my hands behind me. Knee-length white hose, semi-transparent. His mirror-shiny calfskin formal opera pumps were tight on my feet, but wearable. A long black satin ribbon tied behind my balls and around my cock made a formal wear cockring and a leash to lead me with.
Master Clare took a long gold chain with heavy rings on each end and put it on me like a dog's choke chain. But while the links of a dog chain were made to slide freely through the ring, these links I later learned were called Gucci links. When this chain was tightened on my neck, the links held the tension until the chain was slightly twisted. Master Clare showed me that he could make the chain tighter and tighter, throttling my neck. It would easily keep me from breathing. Then he twisted the chain slightly and released the tension.
The shiny belt dildo harness and cockring were last, but with a y-strap behind the cockring this time. The two straps went up the crack in my ass and pulled my buns apart so my pink rose bud was quite visible. Master Clare took two screw-type earrings with small sapphire dangles and screwed them tightly onto my nipples. A matching pair went onto my ear lobes. They swung nicely together and I felt a little erotic charge flow from my ear down to my nipple then to my cock and down into my pussy.
The steel buttplug, like a pointed chrome trailer hitch, that Master Clare had shown me the previous evening and I had seen adorning another sissy boi's pussy, was the last item. The base was decorated with the egg-sized pale sapphire faceted jewel. Master Clare greased the six inches of the thick bulbous plug, and then greased my pussy inside and out. Then he leaned down and carefully and slowly plugged my bottom with the thick steel bulb. I gasped as it inexorably spread my pussy open, and then again when it seating itself and my anal ring squeezed suddenly onto the finger-thick stem. I was totally plugged, the cold steel chilling me as my rectum spread and adjusted to the circumference and the cold heavy bulb inside me. The pressure and the weight as it tried to escape and pressed my sphincter from the inside made my cock thicken and slap up against my abdomen. As he adjusted my final jeweled adornment, I leaned down and kissed the back of Master Clare's neck and shoulders.
Master Clare made me stand straight and he kissed me as deeply as he ever had. He feasted on my yielding mouth. Then he released me and I pirouetted for him and admired myself, his adorned, cleaned and still virgin sissy slave in his mirror and in his shining eyes. Sissy slave nici was so ready to be totally opened and enjoyed, like a perfect Christmas present, by his Master and his friends.
Part 3 Nici's afternoon openings
To greet his guests, Jules and Christian, Master Clare had me put a pale blue Brooks Brother button-down he had bought me, and a pair of dark blue light wool slacks. My sissy slave adornments were still visible: the white sheer stockings and shiny opera pumps, kid gloves and gold slave bracelets, tiny sapphire ear dangles, and the heavy gold slave chain around my neck.
At a distance I might look normal. Up close, I was an obvious sissy slave, despite the innocuous clothing. I wore no underwear. The silky oxford cloth kept rubbing my exert nipples, and my cock was pressing up so hard I thought it would peek over the waistband of the slacks.
Master Clare took me into his "drawing room" and in front of the fire taught me how to behave with guests: eyes down; hands behind back (if not fastened together); obey all commands (but politely ask clarification if confused); speak only when addressed (unless my services were obviously needed and then I should ask -- "May I suck your cock as you cum, sir?"); exclamations of arousal and passion were allowed, even encouraged; permission for slaves to cum might be withheld, but it was understood that virgins slaves had very little control and so were required to make sure the Master and guests were alerted when the slave was gong to cum. Obvious serving and attending functions were quickly covered. I was to think of myself as the male house maid until my sexual services were needed and I was to behave as Master's obedient sex slave.
"You need very little instruction or correction in that regard, darling slave nici, you suck cock deliciously, and your pussy is superbly tight and sensitive. You are a perfect little cherry boi, ready as you can be for plucking and opening. I expect in these next two days you will be turned out perfectly; every one in New York City who should know will have learned of sissy slave nici's cumming out and turning out."
Master Clare was so right. I was just buzzing with anticipation. Yesterday I was a "normal" young teenager, with virtually no experience with sex. Today I was a virgin sissy slave boi eager to be totally and completely ravished sexually by dominant men. I could not wait to be added to Master Clare album of sissy bois he had sexually awakened and taken. I knew I would be "cumming out tonight -- opened and fucked by Master and his friends."
"Master Clare, may I ask, what is turning out'? Is it different from my cumming out?'" I glanced up to see his smile.
"We will pluck your cherries properly this afternoon as the your cumming out, then my friends and I will take you to the best places this evening, places where Masters and Mistresses go to show off their sissies -- you will be a big hit, a newly opened virgin slave boi always is. You will be `turned out' to the City's best Masters and Mistresses. We will introduce you to all the Masters and Mistresses, some of whom might wish to use you tonight, or in the future, if I allow it. I shall instruct you later how to service and properly satisfy the desires of other Masters and Mistresses. And then I expect many will want to use the private rooms in these clubs to sample your sweet favors."
"Tomorrow you will need to sleep late, to recover from this evenings celebrations, but tomorrow night I have already had announcements circulated at the premier Masters' bath house that a `Newly opened and turned out sissy slave boi will be introduced to Masters and slaves for their entertainment before returning to his freshman year in the Ivy League.' So you will be even more in demand, I suspect, tomorrow night than you shall be this evening. I know you will enjoy both very much. Then you will be quite ready to go back to your Christmas job, a newly opened and properly turned out sissy. Watch, once you've been opened and turned out, you will find that all the Masters and Mistresses that come into your store will know you are sissy slave."
Following my tutorial, I had to attend to all the preparations for Master Clare's hospitality for my cumming out and the opening of my sissy cherries; hor d'oeurves and canapés; decanters for the sherry, port, and brandy; ornate jars of various textures and flavors of lubrication jells, oils, and lotions and a fairly sizable can of Crisco in fancy container; a sizable stack of hand towels.
It was just beginning to grow dark when Christian and Jules arrived. Master Clare buzzed them into the building and then I heard them chatting loudly in the hallway. When they rang the chime I opened the door.
"Fabulous out there!" exclaimed the shorter of the two, stepping in and peeling off beret and gloves. "We took some fabulous sunset and snowscape shots. Have you been out today?" He queried Master Clare.
My master smiled back, his arm around my soulder and his middle finger caressing the edges of my lips.
"No, I've been inside all day..." He rest his finger in the center of my lips and I sucked the whole length into my mouth. "...here."
Master Jules laughed, "Of course, you spent the day inside this sweet virgin's mouth! I't `nici,' yes?"
Master Jules, the same size and shape as Master Clare, gave his host a hearty handshake and backslap. He took a long look at me, smiling, and then turned to let me remove his heavy fur-collared coat. Then he stepped up and stroked my cheek and ran his fingers into the hair on the back of my head. He pulled me down to his face and kissed my open mouth, his tongue roaming everywhere, sucking air from my lungs.
"Of course, just where you should spend ... the day!" He looked into my eyes, his fingers still wound in my hair. "So happy to be here to see you cum out, and to help Master Clare open you." He gave me another kiss, short and sharp.
The tall thin ash blonde was my height and simply beautiful. His lovely blue-green eyes widened in pleasure as he looked at me. He was wearing a natural pink color lip gloss and very subtle tan eye liner that made him a beautiful as any girl. The silver blonde hair, pulled back into a pony tail, hung to the middle of his long back. He would have shamed any New York fashion model. I knew I had seen Christian before. As I took his long black coat it hit me. Christian was the young boi from Master Clare's album, the boi sitting on Master Clare's cock, whose first anal orgasm had been so dramatically captured by the photographer. He and Master Jules had brought heavy camera bags. Christian must have been that boi, and Master Clare had given the Christian to Master Jules, who had taken the photograph of Christian having his virgin boi pussy opened so erotically.
Master Jules looked at us. "Christian is my sissy boi slave, but tonight he will help open you nici. I do believe he is looking forward to it!" Christian's intense eyes staring at me with real lust and ardor.
"Am I your first sissy, Master Christian?" He seemed stunned at my question.
"Master Jules lets me have other sissies. But yours is my first cumming out and my first sissy opening, and I've been to turning outs but not like this, as the one who opened the sissy. And I'm not a Master. I'm a sissy slave, like you. Please call me Christian. I'll call you nici." His eyes were burning into me.
"Nici doesn't know that Christian will get the honors of being first to open nici's boi pussy. The slimmest cock first, the thickest cock last. So Christian, who is narrow and not so long, will do the honors of opening nici. Then Clare. I will follow Clare. I do hope you have opened him for us, Clare. I would not want my thick cock to tear his virgin pussy." Master Jules was caressing Christian's neck, as he was caressing mine, and he kissed me and then his slave boi. Then he pulled us together to kiss, holding our heads together.
Christian kissed me like I had never been kissed. I would be his first virgin and he would be my first man. I responded to his kissing with every fiber in me. My cock was electrified and my bottom was spasming on the steel plug inside me. I so wanted his cock. I sucked his tongue.
"Enough time for that! Come in. Let nici serve you some refreshments. Then he has to go into the closet so he can come out of the closet." The three laughed as Master Clare led them into the sitting room.
I provide everyone with canapés and drinks and helped Christian move the padded duet piano bench to the place of honor in front of the tiny fireplace. Master Jules snapped a few photos. And the Master Clare led me into the walk-in closet pantry. He showed me the spray bottle of perfume, the mirror and lip glosses, and gave me a long deep kiss. "Goodbye, Nick, you are about to become a sissy. You'll never be a real man again. No matter what happens, sexually you are going to lose your virginity as a sissy slave boi. Aren't you glad?"
I kissed him back. "Thank you, Clare. I know I'm a sissy and real men should fuck me. Please open me and make me a sissy slave boi."
"Come out of the closet soon, nici. Don't keep us waiting to open your virgin pussy." MasterClare left me inside his closet pantry.
I stripped off the shirt and slacks and freshened my lip gloss with a pale red and highlighted the margin of my lips with a line of deep crimson. I spritzed perfume on my neck and shoulders, my sissy boi breasts, my boi cock, and all over my buns and my strap-opened crack. I felt the cool spray droplets on my pussy ring.
I left on the white kid gloves and the shiny black opera pumps. I adjusted the formal black tie butterfly bow under my left ear and admired the nice wide black choker effect. I decided I was a very pretty boi. I looked down at my hard erect cock. A very pretty boi who badly wanted to be fucked for the first time.
I opened the door and walked out of the closet into a room of completely naked men with hard cocks. Master Jules and Christian were taking pictures of me and each other. Master Clare beamed at his handiworkand took my hand like we were going to dance and led me into the sitting room. I really was beautiful -- I could see it in their eyes and their throbbing cocks. They all looked like they just couldn't wait to fuck me, which I guess was exactly the case. I blushed and stood in front of the fire, the padded bench at knee height, and put my hands behind my back. My lips, cock, nipples, and pussy were swollen with hot blood and my cheeks, top and bottom, were burning. I was so ready to be opened.
Master Clare was standing slightly behind me.
"Nici, Present!" he whispered in my ear. I dropped to my knees and put my cheek on the back of my crossed hands. Master Clare's foot spread my crossed legs and came down on one knee between my legs. He slowly and carefully removed my jeweled butt plug, easing the thick saft into and slowly out of my tight virgin rosebud. He took it out and then stuck a nozzle into me. I felt the cold lubricating gel squeezing into the cavity left inside me by the thick long plug. Master Clare was filling my bottom with the slick gel.
He moved to one side of me but stayed on one knee; "Stand up nici." I stood next to him. "Christian..."
The beautiful boi had let down his blond tresses and they fell in billowing silver blond waves over his shoulders. Christian looked like a super-model as he walked to me, with little girl breasts and a fat six inch cock. It swung from side to side as he walked to me and kissed me again more passionately than I imagined I could be kissed. He stepped directly behind me and grasped my elbows.
Master Clare ordered, "Legs apart. Wider, wider, nici. Spread yourself now, nici, open for Christian's cock." I bent slightly and with my gloved hands opened my buns. The two straps between my cheeks, stretched from my cock ring to the waist belt, were already spreading my cheeks open. Now my bottom was thrust at Christian and I was bent over, spread as wide open as possible for my penetration. Master Jules took picture after picture.
Master Clare could watch at eye level as the beautiful slave boi's cock tip pushed into my rosebud. I was so lubed that it slid right into me. I could feel his helmet ride into my puckered anus. Master Clare had prepared me well, I yielded completely. I was totally open to his pressing cock. The tight elastic muscle tension was just enough to slow the boi's thrust and to electrify me. He found no resistance and his slow steady thrust pried into me and my cherry was soon completely opened.
I felt Christian's balls slap up at mine as he rolled his hips into me, holding me up by my arms. I had a man's whole cock inside my boi pussy. I rolled my hips back into him, feeling our balls slapping as he fucked me keeping his whole cock inside and letting my rolling trusting bottom fuck his cock. I was ready to cum -- right on the knife edge of an anal orgasm; if Christian stayed exactly where he was, fucking me so completely, I would explode. Cock buried inside my pussy, his silky blonde pubes ground into my bottom. I knew I was going to jet all over the room.
I heard my ten-year old boi soprano voice; "Master Clare..."
"I know, nici, I know." He moved and pulled my swollen cock down from my abdomen and sucked it into his mouth. But his mouth barely pressed me. His lips just held my cock tip and I could tell he was waiting for my anal orgasm to overwhelm me. Christian just leaned into my back, slowly rolling his hips to thrust his whole cock into me, and he licked my ear. "Your pussy is mine now, sissy. Cum for me sissy."
I came into Master Clare's mouth and my whole pussy squeezed down on Christian's cock, spasming and gripping as I shot again and again into my Master's mouth. I was still spurting when Master Julez mouth was on my cock tip and Master Clare stood and moved behind me and I felt his much longer and thicker cock thrust straight into me. I kept cumming in Jules's lips as Christian stepped aside and began snapping pictures.
Master Clare was long dicking my pussy, pulling out slowly, everything except his helmet, and then thrusting smoothly back into me. He was really stretching me open and I felt my orgasm continuing, although my cock had stopped spurting. My bottom was still orgasming on my Master's cock.
My soprano begged, "Fuck me; oh please fuck me, Master Clare." I turned my head and we shared my cum in a deep French kiss. Master Clare steadily fucked me as he slowly lowered me onto the padded piano bench. Christian carefully pulled my cock and balls between my legs so it hung over the edge of the bench. I was on my knees, my bottom pointed up to my Master's thrusting cock and I grasped the legs of the bench.
Master Jules knelt in front of me and pushed his cock into my mouth. "Make me wet;" he ordered softly. I was salivating so hard from the thrill of being fucked at both ends, I soon had his cock dripping. Master Clare and Master Jules must have said something or signaled each other, because they both stopped and pulled out of me at the same time and stood up. I felt deflated -- both ends seemed so empty. They walked around the bench and switched places. Master Clare held my cheeks and fucked his hot cock into my wet mouth, pressing straight down into my throat.
I felt the thick blunt cock pressing me open; Master Jules was finishing my opening ceremony. His cock had filled my whole mouth and he was surprisingly hard, like a marble phallus, rather than flesh and blood. Much as I relaxed, I knew his fat cock would stretch my anal ring more than anything yet. It felt like a million needles were jabbing my ever-stretching rosebud. My tears were falling down my puffed out cheeks and lips onto Master Clare's cock. I felt his cock shaft slide inside and fill my anal sleeve -- I was just this side of tearing open. My anal ring could not stretch one more millimeter. His cock shaft was as wide as a beer bottle and it was holding my virgin pussy completely open, stretched to the limit, as my Master fucked my throat. I could only half breathe but I was crying like a little boy.
It all happened at once. Master Jules thrust his whole cock into me. He was long, but his cock root was narrower that his shaft, so the pain lessened as he thrust inside me. But when he pulled back and began to fuck me his thick shaft stretched my ring to its limit. The pleasure when he buried inside me was unbelievable, followed by the million needles of pain as he pulled that thick shaft back through my anal sleeve. The combination made me just die to have him fuck his cock back inside me.
Master Clare was ready to cum; his cock was hardening and heating and the thick tube on the bottom of his shaft was throbbing with hot blood. Jules rabbit fucked my pussy when Clare exploded in my mouth. At that moment, beautiful Christian slipped under me and sucked my cock. He swallowed it entirely through his super-model pouty lips. I exploded. At the same time Jules filled my bottom with his jets of hot cum. Thick cocks were cumming in both my openings, and my sissy boi cock was shooting into another sissy's throat.
I died and my mind seemed to float out of me and look down on the boi on the piano bench as the two Masters fucked him. I would always remember how I given my virginity. I would never be a real man. I was a sissy slave boi. I had been opened. I smiled at myself and my cock jetted again, thick and hard.
Col_Saint@yahoo.com