My story really starts when I entered 6th form college; I am naturally small and slim, and I realised my body wasn't that of a man my age. In fact, I was a woman trapped in a man’s body. I was trying everything to sort this out: going to the gym to build myself up, eating, drinking protein drinks, but nothing happened. The more I worked out, the more my body changed and looked more feminine, such a shock to my self-esteem
As I worked out in the gym, my legs grew longer, and my body became more slender. My hips grew wider, my bottom turned pear-shaped, my belly shrank and tightened, and then suddenly I started to see signs of breasts slowly growing. My nipples were extremely long and thick. My balls went upward under my poor micro-penis, and there was no sign of my Adam’s apple.
My twin sisters, Jennifer and Karen, a year older than me, were devils, always teasing me for looking like a woman. The thing was, in truth, I did look like a woman
I am transgender today; my mother and sisters all understand and have really encouraged me to go down that path after my mother caught me in my bed, clothed in my silk underwear (but that’s another story).
This story is about me coming out into a world of crossdressing, with sexual love and lust and, yes, finally understanding who and what I am, in a harsh, non-understanding, and homophobic 1970s.
I always knew I was different. I have never really had male friends. I always loved being around the girls, mostly my twin sisters and their friends, enjoying the chat about clothes, boyfriends, makeup, and hearing the odd gossip about sex.
Jumping a year back, my father was killed in a road traffic accident in a car crash one cold, frosty, foggy November evening while returning home from work. It was a devastating shock to me, my mother, and my twin sisters. By the time all the dust had settled, Mother found out that Father had looked after his family and left us pretty well off.
My mother, Wendy, still ran the garage and our family as she always had, from the back office and at home in the evening, with lots of love and affection. Father and I had worked together in his garage business on the weekends and holidays for many years when I was not at school. I learned to do almost anything to a car, from stripping it down to putting it back together—something I still enjoy doing today.
Then two things happened that changed me totally. Jennifer and Karen, my 18-year-old sisters, were asked along with me to a Christmas fancy dress party. On the card, it said vicar and tarts, women as vicars, men as tarts. We had great fun dressing up. I had full access to my sisters' and mother's wardrobe, but it was my mother and sisters who chose my attire.
My blonde hair was long, as was typical of the 1970s; my mother did my hair in the style of the time. My sisters did my makeup; I was given one of Jenifers silk black bras and black silk panties along with black stockings and suspenders and, of course, a black mini dress,
I dressed in my room, feeling how soft and sensual each part of my attire felt; of course, I acted totally shocked at the woman staring back at me in the mirror, yet, strangely, I was so very comfortable with the image reflected at me; in fact, I loved it. I felt my heart skip a beat at how wonderful and sexy I looked and felt; my poor tiny little cock would not stop throbbing and leaking all evening
My mother and sisters all gasped, Michael, you're so beautiful; you look like us all, really just like us,
We got to the party, and we all had a great time. I was chatted up five times by men, even kissed by one drunken man and had my bottom felt and pinched.
Then the second incident, after the New Year, at the sales, I was out shopping with Mother one afternoon. I had to use the toilet, a public one, where I found tucked behind the pipe a pornographic magazine that showed older handsome sexy men with erect, throbbing cocks being sucked and played with by sissybois with tiny little cocks just like mine and dressed, yes, dressed as women.
I could have orgasmed there and then. I was trembling with excitement as I turned each page, but knowing Mother was waiting outside for me, I put the magazine down the back of my trousers and took it home with my cock throbbing and dripping with anticipation all the way home
On returning home, I ran to my bedroom, locked the door, and stripped off my clothes; the panties I had on were my sister's pink silk panties, soaking wet with my pre-cum juices. I looked at the magazine and opened the first page, looking at each picture that told a story of a meeting in a park between a young, beautiful woman and a handsome older man. Chatting together on a park bench, they quickly got to know each other before going to the older man's apartment.
There, a strong, naked, handsome older man with a beautiful big throbbing cock was being worshipped by a sissyboi dressed in the most exquisite silk underwear with the most beautiful breasts. She still had her little cock, hard and erect and dripping with excitement.
Long ribbons of pre-cum hung from her smooth soft balls and clitty, leaving a pool of cum juice on the wooden floor as she knelt and worshipped the older man’s big cock with her eyes closed and a look of ecstasy on her beautiful face. The story and pictures showed her on all fours, collared and leashed, with the older man fucking her from behind as she licked her own cum juices off the wooden floor. At the end, she lay in the arms of her lover, her face covered in thick ribbons of his love cream, a dreamy look on her face as his cum ran from her pussy and as he slowly ran his fingers over her tummy and breasts covered in her own love cream
I orgasmed quickly as I devoured every sexual act that appeared on the pages in graphic detail. My body reacted with every erotic feeling and sensation laid bare; in fact, when I orgasmed, my poor abused little cock stayed hard, throbbing utterly hard and with so much of my love cream all over my fingers and tummy. I imagined it was I who had been sucking that older man's cock, that all that semen that had flowed over my hand, fingers, and tummy was from his cock. It was like I was in a sexual trance as I licked my own thick, white semen from my fingers, tasting my cum for the first time. I did not find it unpleasant at all, but in fact very sweet and precious, as if a prize for my efforts.
One spring bank holiday, we all went away to Wales to a caravan park on the coast. We packed up and jumped into my mother's car, a new Rover 2000, arriving at the park early in the morning. The sun was shining, and we were settling in and having fun as a family when Mother said she was taking us to Tenby for the day.
I had to say, “Sorry, Mother, I have some 6th form schoolwork to prep for.”
“Really, Michael?” she said.
“Yes, Mother. Take my sisters, Mother, dear; it will be a great girls' shopping day out for you all.”
It also gave me a chance to dress in my mother's or sisters’ clothing. Oh, to feel the softness against my skin, to see my proper form come out dressed in stockings, suspenders, and panties, skirts, and dresses. It gave me a chance to experiment with my mother's makeup, even slip into her high heels, and maybe, maybe, go out and reveal myself to the world as a woman!
The night before they left, we went out to the camp club. Mother danced with older men and my sisters danced with young men, kissing and smooching outside. I was sitting holding my Coca-Cola when I saw him walk into the dance hall. He was 6 feet 2, a picture of manhood at 40. He was as brown as a berry and dressed up in a white shirt, white shorts, and blue boat shoes. He watched my mother as she danced with a string of men, then cut in and asked her to dance,
He could dance, too. After a few dances, my mother invited him over to our table. All the ladies were waving at him, touching his big, strong arms, saying, "Don’t be a stranger, dear. My card has room on it."
“Michael,” Mother said, “this is Colin.”
I stood up and shook his hand. “Nice to meet you, Colin. How are you?”
“I am good, thank you,” he replied, looking at me rather intently, gripping my slim hand somewhat longer than usual in a way that made me blush bright red.
We all got to talking, and my sisters returned to our table to meet this big hunk of manhood who was chatting away with such ease, as if we had known him for years. Mother was asked once again to dance, and Colin sat telling me about his life in the merchant navy, working for six months in the winter in the hot Far East as a navigation officer on ships, bulk carriers, and such, going to China and Australia back and forth.
I was transfixed with his tales of the high seas. Mother kept popping backwards and forwards, dancing all evening. My sisters were outside chatting away and kissing guys in the shadows.
Mother noticed and said, “Michael, can you see where your sisters have got to?”
I jumped up and went outside. Jennifer was in a deep, passionate kiss with a guy, and not far away, Karen was kissing another guy. Both were moaning in their passionate embraces with their hips slowly gyrating against the guys’ big, stiff cocks. They were utterly enjoying themselves.
“Jenn, Kaz,” I said. “Mum wants to see you both now.”
Jenn gasped, “Oh, go away, Mike. Please!”
“Now!” I said. “Both of you.”
They pulled away from their horny suitors and their stiff cocks standing out proud and hard, imprinted through their tight trousers.
I stared. I couldn’t take my eyes off those bulging, fat cocks outlined in their tight trousers right in front of me. Jenn’s guy had a small damp patch in his light-coloured trousers
“That’s what a real man looks like,” Jennifer whispered when she walked past, wiggling her little finger at me.
Kaz walked past, giving me the why-don’t-you-go-away look and an evil grin. “Does it get your little cock hard watching real men kiss us?”
“Don’t shoot the messenger, girls,” I said. “Please.”
Mother had the last few dances with Colin, then gathered us all together. “Off we go back to our caravan." Ten minutes later we were in the caravan, and my sisters and I were in bed, tucked up and fast asleep. Mother pottered around for a while, then she went to bed.
We got up rather late in the morning. The girls told Mother she looked really good and relaxed after a good night's sleep. At 11:00, my mother and my sisters left for Temby. As they all pulled away, I jumped up, throwing my shorts onto my bed and walked into my mother's room naked.
It did not take long to find my mother's panties. Oh, they were the red silk pair, and the gusset was still wet. It must have been those hard, throbbing cocks rubbing against her belly last night as she danced with the single men. I then thought of Jenn’s panties as I slipped into my mother's red panties and pulled the gusset tight over my throbbing, tiny 4-inch cock.
Walking into my sister's room, there on the bed were Jenn’s knickers, the open gusset inviting me in. It was as if she knew I was going to go into her room to sniff and lick her still warm panties. When I opened them fully, I almost came on the spot.
Oh my god, the gusset was so thick with her juices and the scent from last night's activities was intoxicating. She must have been so excited from rubbing her pussy up and down that big fat cock, or playing with herself this morning thinking about it. I sniffed and licked her panty gusset as I rubbed my hard cock through my mother's red sexy panties.
I was having such sexy daydreams of me kissing those men, their cocks rubbing up my belly, or being on my knees, sucking their huge manhoods. My imagination went crazy as I sniffed and licked Jenn’s warm, sweet cunt cream out of those panties and rubbed my stiff little cock through my mother's silk red panties.
Hmm, I was almost there. My cock throbbed like crazy, and my pre-cum juices flowed. I could feel myself climbing those stairs of throbbing ecstasy, dribbling pre-cum into my mother's panties, when suddenly there was a loud knocking on the caravan door.
Bang! Bang! Bang! “Mike? Hello?”
Bang! Bang! “It’s Colin. Your mother asked me to look in on you.”
Oh my god! I panicked. I grabbed my jogging shorts and pulled them up my legs, then pulled my top over my head and opened the door. Colin looked straight at me. My stiff little cock was outlined in my tight jogging shorts.
“Good morning, Mike,” Colin said, staring at the bulge. “Are you pleased to see me, or do you have something in your pocket?”
“Oh,” I stammered. “No, no. I mean yes. Yes. Oh gosh. What is it, Colin?” I finally gasped, annoyed and blushing like crazy. My hands covered the front of my shorts.
Colin smiled. “It’s okay, Mike. I’m only playing with your head. We’re all men here. You look rather cute when you blush like that.”
“What is it? I’m busy doing some 6th form coursework.”
“Oh. I can see that. Well, I’m going out to pick up some pool supplies for the camp pool, and your mum asked me to check in on you, and I thought, why don’t you come with me?”
I looked out the caravan door and saw this huge, black, shiny vehicle with massive tyres.
“Well, do you want to come with me?” said Colin.
“Wow, yes, I would love to go with you. Where did you get that beautiful beast from?”
“I got it from an American army surplus sale.”
I asked question after question about the engine, roaring as we pulled away from the caravan. “What engine does it have, Colin? A Rolls-Royce V8? Can I see it later? Can I please?”
“Yes, yes, Mike.”
We had coffee at a great petrolhead cafe. All the guys knew Colin and chatted with him. After getting the pool supplies, we were driving back to the camp when Colin said the brake pedal was going spongy.
I asked, “Is this the first time you have used the Jeep since you returned from Asia?”
Colin replied, “As a matter of fact, it’s the first time this year.”
“You might have a small amount of air or water in the hydraulic braking system,” I said. We pulled up. I jumped out, got the jack out of the steel box at the back, jacked up the back of the Jeep, and took the wheel nuts off. “I’ll bleed the system clean of air."
Colin helped me remove the heavy rear wheel. I unscrewed the bleed screw and told Colin to press the brake pedal. It took a few pushes, but eventually the air came out.
“Well done,” Colin said. “That does feel better. You're not just a pretty face, are you?”
I blushed bright red again as Colin hugged me in his big arms. “But you’ve got quite dirty, with oil over your face and hands.
I was bent over putting the wheel nuts back on the jeep when Colin said, “Oh my word, Michael. Red silk ladies' panties. Oh, you naughty girl.” He laughed.
I stammered again. “Er, I, I, I put the wrong ones on by mistake when you came banging on the door.”
“Oh, don’t give me that, Michael. You like ladies' underwear. I saw you. You had a little hard-on when you opened the door to me. You're what we sailors call a sissy boi, a lady boi in Asia. You're more girl than a man. Look at you; even your body looks like a girl's. You even have tiny breasts growing, with those huge girly nipples. You're just like a girl.”
“Are you going to tell my mother, Colin?”
“Well,” Colin said. “It all depends on how you feel about showing me how you look in those sexy undies.”
“You mean you want to see me in them?”
“I would like to see what you look like. Yes.”
We drove back to the caravan park, dropped off the pool supplies, and Colin took me back to his caravan.
“Okay,” Colin said as he drew the curtains in the caravan. “Take that top off.” He also removed his dirty shirt. “Now show me what you look like in your mother's panties.”
I slowly removed my shorts and, as Colin knelt and picked them up, he looked straight at my little cock in my mother's red silk panties.
“Oh my,” he said. “It looks like you do love the feel of that soft silk on your cock. You’ve left three large pre-cum stains on the side of your mother's panties. What a mess. Take them off, Michelle.”
“Michelle?”
“Yes, that’s your new name from now on. Michelle, we need to take those panties off and wash them before your mother sees them in that state. You don’t want her seeing your pre-cum stains in her undies, do you, dear?”
“No, no, quite,” I said, removing my mother's panties. My little cock started to rear up and throb.
“You need to wash now, Michelle. In fact, you can take a shower in my bathroom while I wash those panties. Else your mother will know just by looking at them what you're doing, and she won't be pleased with you, Michelle, wearing her panties.”
I slipped into the bathroom and was standing there waiting for the hot water to arrive through the showerhead when Colin came into the bathroom naked and sporting a beautiful, long, fat cock. It was limp but showing signs of becoming erect.
“Right,” he said, pushing me under the showerhead. “In you go.” Colin grabbed the shampoo and washed my hair. He soaped and washed my dirty hands and then my chest, under my arms, and down to my little cock. He knelt at my feet and gently rubbed my little hard-on with the soap, and my balls, too.
Colin looked up at me. “It’s very little, isn’t it, Michelle? We will have to call it a clitty, won’t we? It’s no use at all for fucking women, but great fun for playing with. It's a clitty, it’s what all you sissybois call your tiny cocks.”
My tiny cock was now throbbing, dripping pre-cum as he gently wanked me. His soapy finger slipped in my anus, making me gasp. Colin pulled back my foreskin to let the water wash the soap away. Looking up at me, he took my clitty into his mouth, his tongue swirling around my cock head as he sucked my four-inch cock to the root.
I cried out. “No! Colin, you mustn’t. It’s… It’s dirt— Oh my god, it’s beautiful.” My hands went around his head as my hips moved in and out. I moaned, and my legs shook. I was going to come; I was in ecstasy. I was quivering all over; I was going to explode.

I cried out. “Colin, I’m going to come.” Too late, my body went into overdrive. I felt my balls unleash a torrent of spunk. Colin gulped and swallowed the enormous amount of spunk that gushed out of my cock while his finger played with something in my anus.
I bucked like a stallion, crying out like a girl orgasming, but Colin never stopped sucking and tongue-lashing my little cock. He even sucked my balls into his mouth, then looked up at me with a massive smile on his face as my hard cock came out of his mouth with a pop.
Colin laughed. “It’s great to have a sissyboi that stays hard even after coming like that. Hmm, you taste so sweet, Michelle.”
“Oh, Colin,” I said. “Colin, oh my god, it was like nothing I have ever felt before. It was beautiful.”
“That’s nothing, Michelle,” Colin said. “I’m going to open more than just your eyes to a wonderful world of sissyboi cross-dressing; I will teach you how to act and look like a real girl. How to drive men like me wild with lust for your beautiful, sexy body. Would you like that, Michelle, my babygurl?”
“Oh, yes, yes please, Colin. More than anything. Yes!”
“Michelle, you can call me Daddy from now on when we’re alone together.”
“Err, yes, Daddy,” I said.
“There’s a good girl.” Colin wrapped me in a big bath towel, picked me up in his strong arms, and carried my five-foot-five-inch body to his now dark bedroom.
We were both naked as he rubbed me all over, drying my body, making me spread my arms over my head and spread my legs wide. He held my wrists with both his hands tightly and looked down at me. “You’re beautiful, Michelle.”
He lowered his head, and we kissed gently. His tongue slipped into my mouth. His saliva dripped into my hot mouth as he teased my tongue, flicking it, sucking it out of my mouth and into his mouth. I could feel his huge, wet cock rubbing over my throbbing little clitty. I moaned and thrust my clitty at him, writhing like a snake, gasping as my submissiveness broke to the surface in the arms of an older, real man.
Colin broke our kiss. “Oh, Michelle, you love being held down. I love a submissive sissyboi.” Still holding my wrists tightly, he rolled between my open legs. His cock rubbed into my clitty, mixing his pre-cum juices with my running sex juices. He was stiff and throbbing. Yes, a real man.
Colin kissed down my neck, eventually coming to my excited, sensitive, overly large nipples. He opened his mouth, and his tongue gently touched the tip of my nipple, letting his saliva run down his tongue and over my nipple. Colin's eyes never left mine. Then he licked my large nipples with his tongue; his big lips enveloped my inch-long nipples. sucking hard, gently twisting, plucking at them and making them hurt.
Colin gasped. “You have wonderful nipples and the makings of a bit of breast too, babygurl. Your nipples are so like a woman's; they must be over an inch long. I know many women who would die for these nipples.”
“Oh, Daddy,” I moaned. “You make me want to come. You make me feel so special, so very like a woman in your arms.”
“But you are exceptional, Michelle. You are such a special woman.”
“Oh, Colin, if only you could make love to me like I was a real woman.”
“That's going to happen, my darling sexy sissyboi. You will see.”
Colin gently played with my clitty and tiny balls. “So perfect, so beautiful, but we have to remove all those tufts of hair, Michelle. I don’t like my women hairy. We can’t have you looking like that, can we, babygurl?”
My hand went to his cock. Oh my god, it was huge, soft-skinned, and throbbing away with a mind of its own.
“Would you like to touch my cock?” Colin asked. “Maybe try sucking my cock, babygurl?”
I stared at it, mesmerised by its size. My fingers would not go all the way around his cock, The foreskin slipped over its huge mushroom head with ease as his pre-cum oozed out the purple pee eye. Colin pushed my head down so my lips were pressing on his cock head; my tongue slipped out, and I gently licked his pee eye.
Colin moaned. “Oh yes, Michelle, baby.”
I tasted his pre-cum juice, then licked it up. It was sweet, luscious, thick, and creamy, too.
I was in heaven as my lips slipped over Colin’s huge, throbbing cock. My tongue lashed his cock head, licking around and around as I moved my head lower and lower. My tongue worked up and down this huge, sweet man meat until I reached my gag reflex.
Colin moaned, “Deeper, babygurl. There’s more for you to take. Relax and swallow. I need to feel your throat around my cock, and you need to learn to take all the cocks you will be given into your throat, just like your mother did to me last night.”
I slipped off his cock with a loud pop. “You fucked my mother last night? Colin!”
“Yes, your sweet, loving momma, Michelle. She sucked my cock to the root, and I fucked her into heaven and back. After you and your sisters were sound asleep, your sweet momma opened the door, and I slipped into your caravan.”
“You're an evil man, Colin.”
“No, not evil, just horny. You know your sweet, sexy mother pulled me into her bedroom, stripped my body and sucked my cock sitting on her bed in her red panties. The very ones you had on this morning. How she loved my big fat cock fucking her tight, wet pussy while she begged me to fuck her more and more and more.”
I lay there looking at him, utterly enthralled by his tale of lustful passion between him and my mother. I gently wanked and licked his beautiful cock as he told me everything he did with my momma.
“I dragged myself away at four o’clock this morning with your mother giggling like a schoolgirl. Now suck my cock just like your sexy momma did for me.”
Well, I thought, if it’s good enough for Mother, it’s good enough for me. I sucked Colin’s cock again, but with more vigour, licking around his big knob. His big hand pushed my willing head down until his cock head slipped past my gag reflex. I was going to deep throat him if it was the last thing I did.
Feeling his huge cock go so deep, he said, “Breathe through your nose, Michelle. Breathe. Yes, fuck! You're better than your mother at this. Mmm, keep going up and down, suck hard, suck soft. Yes, yes, babygurl. Squeeze your throat around my big cock. Yes! Yes! I’m coming. You're making me come, Michelle.”
I pulled his cock from out my throat just in time to feel the first salvo explode over my lashing tongue. I swallowed just in time to catch the next huge wad of white, thick spunk. Daddy pulled his cock out of my mouth and wanked his cock as jet after jet splattered across my face. He squeezed the last few drops from his cock, wiping it over my forehead, my cheeks, under my nose, and over my lips as I licked the tip clean.
Colin gasped. “There, sissygurl, I have marked you as my own sissy. I own you now utterly. Now suck my cock clean, and Daddy will feed you with his fingers, giving you the rest of his seed from your sweet little face. You will come to love the taste of man's cum, Michelle. You’ll crave large amounts of it, too.
“I know all too well, Michelle, your lusts. You aren’t the first sissyboi I have owned. I’ve seen the cravings of sissybois’ lust firsthand, and, for a cock like mine, you will do anything for me.”
“Yes, Daddy,” I gasped, still holding, kissing, and licking his slowly softening cock.
“I have some clothes that might fit you from the last sissyboi that stayed with me for six months. He ran away with a London businessman and left me for a bigger cock. Can you believe that, Michelle?”
“No, Daddy. No bigger than this.” My mind ran away from me. Bigger cocks than Colin's!
Colin gently fed me with his fingers covered in his thick, warm cum. I sucked his fingers like a baby after her mother's milk.
Colin got out of bed and pulled an old, battered suitcase from under his bed. He opened the suitcase. “There you go, Michelle,” he said, and went for a cold drink, offering me one.
I looked through the suitcase. My eyes lit up when I saw pink silk panties with a bra and silk stockings, nylon stockings with seams and, yes, suspenders, and dresses, too. I went crazy, pulling on the pink stockings and suspenders, the bra with inserts that made them look real, and a little pink mini dress. I looked in the mirror. Oh my god!
I looked like my sisters and mother all rolled into one. I was a woman. I looked like a girl. It was me, the real me. I knew then this was what I wanted to be: a real woman.
Colin walked into the bedroom and almost dropped the drinks. “Where is Michelle?”
“It’s me, Daddy,” I laughed. “It’s really me.”
“Michelle, you're so beautiful. I told you that you were a woman with a big clitty. Come on, we’re going out to the pub; I want to show you off to my friends.”
“Are you joking, Colin? No, I can’t go out like this.”
“I’m aware it’s your first outing, but no one will ever know who or what you are, babygurl. You're a woman. Come on, get in the car.”
Colin slipped on some clean shorts and a shirt, and I got in the jeep. My clitty fell out the side of my tiny knickers.
“I have something to stop this from happening in my bedroom,” Colin said, slipping my clitty back in my panties and tucking it between my balls and under my ass hole so it did not show. “I’ll give it to you when we get back.” He patted my cock and balls. “There, we’re respectable once again, babygurl.”
“You really think I look okay, Daddy?”
“Of course you do.”
We walked into the pub. Colin had a pint of best ale, and I had a Coke. He ordered two crab salads. Everyone kept coming to see Colin and his new girlfriend. After lunch, we both ended up at the bar. Twice I had my bottom felt. Twice I told Colin.
“They all really fancy you, dear,” he said. “I’ve been asked many times where I found you; I said she’s from a family in the southwest on a walking holiday.”
We returned to Colin’s caravan at 14:30.
"Would you like to try on more clothes from out the suitcase?” he said.
I gasped. “Oh, can we, Daddy?”
He took out the box and off came my dress. Daddy could not keep his hands off my body, taking me into the bathroom once again and shaving off my pubic hair, shaving my legs. Under my arms, and the few little bits of chest hair I had.
When I was hairless, he rubbed lotion into my body. Oh, I felt wonderful. My cock stood up hard and throbbing as Colin gently played with my clitty as, his finger slipping in and out of my anus. My head was spinning as he told me how I must shave my clitty and my legs every day. He slowly dressed me in black stockings and suspenders, with a matching bra. I felt so beautiful as he slipped out of his clothes. He told me I was his sexy sissyboi and that daddy was so proud of his babygurl.
He took me back to the bedroom. “Suck my cock as I play with your pussy.”
I lay over his massive body and sucked and kissed his beautiful cock. I sucked it deeper and deeper until it popped into my throat. I worked hard, squeezing him with my throat muscles, my tongue licking his length and his sweet-tasting balls.
I lifted my bottom as Colin slipped first one finger, and a second, into my anus as my tiny clitty was rubbed and wanked between his thumb and forefinger. My clitty throbbed away, pre-cum flowing over Daddy's tummy as I moaned over his throbbing cock.
I could not stop sucking that magnificent cock, dripping in my saliva, as I slowly wanked it in my mouth. It was beautiful. My head spun as Daddy told me that he was now playing with my sexy love button in my anus, my prostate gland.
I felt his fingers slipping over it, making it bob up and down. It made my cock hum and my body quiver as he held me on the edge of coming. My orgasm kept coming close, then he would stop touching my clitty and my prostate. I humped his fingers hard. I was beside myself, begging him to make me come. I sucked his cock really hard, licking it, and sucking the pee eye for all I was worth. I milked his cock for all his pre-cum I could get.
Daddy tapped me on the head. “Stop! I’m going to make you a woman. I am going to take your cherry, babygurl, your pussy cherry. I have to be your first man so you will never forget me as your first love.”
Colin lay on his back and rubbed Vaseline over his cock head and my pussyass, covering it inside and out. It felt so erotic as I knelt over his cockhead as he slowly pressed against my anus.
“Now you have all the control, babygurl. Slowly press your pussy down over my cock and at the same time push as if you’re going to the toilet. Can you do that, babygurl?”
I gasped. “Yes, Daddy. Anything for you.”
“Do it then. I want to feel how tight you are, how deep I can get inside of you and hold you tightly as I fuck you.”
I lowered myself onto Colin’s cock head. It was huge. He pushed his hips up as I pushed down. It would not go in at first, until I tried pushing as if going to the toilet, and bit by bit I opened. Oh, the pain was dreadful. I cried out as his cock head slowly slipped inside my asshole, and then it was in me. I stopped and held him there, just his cock head in my anus.
“Oh baby, you're so fucking tight," moaned Colin. “That’s it, babygurl, ride my cock. It’s wonderful. Can you feel it? Can you feel it, Michelle? It’s going all the way in, it’s… oh fuck, you're fantastic, Michelle.”
All I could say was, “Oh, Daddy. Oh, Daddy, it’s beautiful,” as I rode up and down on his slippery, lubed shaft. I was fucking my ass silly on this man’s extraordinary cock.
My cock was bouncing as I fucked his cock up my pussy. My sex juices flew all over Colin's tummy as they dripped and dribbled from my throbbing cock. I rubbed my fingers through a river of pre-cum and sucking them clean in utter abandonment. I was no stranger to my cock juice taste.
“Fuck me, you sexy bitch,” Colin cried. “Fuck Daddy’s cock in your pussy.”
Colin shouted that he was going to come, so I stopped fucking his cock up my ass. I sat upright and held him deep inside me, his cock throbbing away inside me.
Colin cried, “Why did you stop, babygurl? Why?”
“I’m not letting you come so soon. I want you to fuck me good; it's my first time. I want your big fat cock forever deep inside my pussy.”
Daddy grabbed my bum cheeks in his big hands and lifted me up and down over his huge cock. He was fucking me deep when my love button started to throb, and I began to quiver. My anus muscles clenched, rippling up and down his cock that was deep inside of me as I squeezed. His cock pulsed violently, and then I let go of my body and screamed. “I’m coming!”
My cock exploded without anyone touching it. Daddy opened his mouth and caught the spunk that jetted out of my cock. Over and over, my little cock squirted cum until Daddy's face and chest were covered.
Colin laughed. “Oh my god, babygurl. You just had your first sissygasm.”
I was trembling with pleasure. “A what?”
“A sissygasm. You came from me fucking your beautiful sissypussy, babygurl, without touching your clitty.”
“Oh, Daddy fuck me more, please, more and more.”
“You sound just like your sexy mother did last night.”
“I understand why now, Daddy.”
Colin dropped me on his cock, and I felt him grunt and throb wildly inside my pussy, shooting massive amounts of spunk again.
As I slipped off his cock he turned me onto my tummy. “Lift your bottom in the air,” he said. “I have something that will keep you open and give you such pleasure.”
Colin rolled off the big bed, opened the drawer of the nightstand, and pulled out a chrome plug-type thing with a chain on the end that led to a chrome cock-shaped cage on the other end. He slipped the plug into my open anus, then rolled me over and slipped my little cock into the chrome cage, fitted it over my little balls, and snapped it shut. The plug in my ass pulled my clitty and balls tightly up between my legs. Then he dressed me in a thigh-high dress covered in daisies.
One couldn't see my clitty or my balls, but I started to get hard yet again. The cage did not stop me from getting a full erection. I felt wonderful, caged and throbbing, and so kinky and submissive. I felt like the sissyboi in the pictures of my porno magazine, a sex slave to my daddy’s big fat cock.
I pulled on silk white panties. My cock couldn’t feel the silk, but my little balls could. Every time I took a step, that plug reminded me it was big and held tightly inside my asshole.
Colin looked at me. “Well, how does that plug and cage feel?”
“Oh, Daddy, it’s wonderful. I feel it every time I move, walk, or sit down; my cock is hard again.”
“The cage is too big for your little cock, but that plug will keep you open for your Daddy's cock, or anyone else’s I deem acceptable, to use that little sissyboi pussy you have. There’s a whole new world out there of men, real men, who will want you as their own sissyboi, with huge cocks just for you to suck, lick, kiss, and fuck. Babygurl, you're going to have a lot of fun.”
I shivered with lust, my mind's eye imagining older real men's big, fat cocks. My clitty suddenly throbbed and oozed within the cage. “Oh, Daddy,” I gasped. “I am so excited.”
“So you should be, my darling sweet, sexy Michelle. A new life of sexual submission to big cocks and the prize you will beg for over and over. Yes, Michelle, there are men out there who will worship you and what you are. Come on, Michelle, it’s only 5:30, let’s go out to the amusements.”
We were going out when a man came with a telegram. “Colin,” he said. “I have a telegram for someone called Michael.” (We did not have phones then, as we have now)
“We’re meeting him now,” Colin said. “I will give it to him.” The man left.
I opened the telegram and read out the message. “The car broke down in Tenby. Stop. We’ll be home in two days. Stop. Can you see Colin? Ask him to put you up. Stop.”
“So, Michelle,” Colin said. “Looks like you're staying with Daddy for the next two days and nights. That's very good. I can start making plans for your sexual education, my sexy baby girl.”
“What are those, Daddy?”
“You’ll see, Michelle, in due course. You're going to love being my sexy sissyboi.”
I hugged his big arm. "Oh, I think I love you, Daddy”
