Adolescent Seduction

by Emily-ann Thomas

 

None of this should have happened. No one was to find about my secret except for Carol

And my mother who started cross-dressing me as a young boy but stopped later on when Carol took over. Any way someone found out alright, a neighborhood guy I knew and hung with sometimes. He was into all sorts of things being 17 almost 18 and me being 13

I followed him a bit and sort of admired, almost worshiped him. He got off on this and got off on a lot more. He gave me all kinds of free drugs, we listened to music talked sometime played cards or pool at his place. A couple of times I helped by being a lookout for some of deals or petty crimes. He really got into my head and I almost let out my cross-dressing experiences and my occasional visit with carol who still had a certain control of me. But caught my tongue just in time. Anyway we had talked about my absolute fascination and adoration of Jackie Samson the dark haired big buxom prissy girl down the street. She was so feminine and sexy, she always wore skirts, heels , blouses and tights or sheer stockings (when she wasn't bare legged). She was voluptuous and still so young and innocent.

I was quite high and we were both hot in this summer heat, I was wearing a bathing suit and sleeveless t-shirt, standing a fleshy, 5'4" 120 pounds. I was once quite fat and short, which caused me great pain and brought me ridicule, so when I grew taller and dieted a bit, and exercised, my tummy was flatter and the rest of me a bit firmer, in other words, I wasn't round anymore. However I wasn't thin, nor muscular either. I was a somewhat soft spoken, shy easily embarrassed boy. But one who wanted to become more cool, be popular. So growing my hair even longer than my mother had made me was okay. Of course carol had encouraged me to do this and she was always thrilled by how wavy it was and how much it took a curl. Carol showed me how much I could and did look like a girl. I could fill out a small push up bra with my fleshy chest. The fact that I had been fat left me with gynecomastia, I had small protruding breasts (about an A cup) . So there I was a plump breasted boy with long thick wavy dark hair and perfectly shaped mouth standing in front of the mirror. I pursed my lips, that already had worn lipstick far too often and stared. I had been fawned over by and transformed by my mother and later Carol. So I was used to parading and examining myself in the mirror. I was sort of hallucinating. I mumbled about my hair frizzing. He tuned in and looked at me funny. He went away and the gave me something like a gel and said to put it into my hair. Heh I was on automatic, I had done this before, but I never have done this in front of a guy and I didn't notice but he had given me gel to revive and accentuate curly hair. I applied it everywhere, bent over and fluffed it out and then after awhile threw it back. So I was brushing my hair back with my fingers, standing there looking in the mirror at the big curly wavy mass. As I looked in the mirror he asked me what I saw and I let out

"I look too fat" for a boy was what I finished in my head .

He said " no your not fat but your not skinny. I'd say you have a kind of plump, kind of curvy shape. Yah like a girl, especially with that hair"

 

I looked and I saw the image of me as a girl taking over. Yah my long thick hair gave me the image of girl especially if I moved my head around. To and fro.

"Yah do it again" he said.

How long ago was it that my mother first put curlers in my hair or barrettes. She had me in a dress as a baby, and dressed me very girly as a toddler. Was it only 4 years ago, yah I was nine… when carol started taking over directing me and changing me into her plaything, sister and friend. Getting me to learn to dress like a young teenager. Nine, ten eleven, I grew my hair to be cool, so I said but Carol insisted I do that or she would humiliate me or worse. He cued in and started reinforcing the hallucination commenting

 

"Yah move like that, even your hips are kind of big and you have real round ass. Turn around." I did and he tied my t-shirt so that it showed my waist, the knot was just under my breasts.

"Turn around again"

I looked an one of my hands went to my hip and then the other.

"Like that your chest looks like tits",

Heh put your hands under your chest and push up" as he started pointing out the mounds pressing against the t-shirt.

I knew what he meant but hesitated and he said

"here like this" and he grabbed both my hands placed them under my chest, closed them a bit and pushed up. Yes I knew it was unmistakable, just like that, my hands acted like a push up bra. I had breasts and he knew it too.

"Lift up your arms". I was slow to move and he grabbed them and as I resisted, tickled me, then as I doubled over laughing he ripped it off. I twisted up and around an I was facing the mirror again, my bare chest jiggled. I covered my breasts and felt his hands make mine cup them and lifted them. I stared at myself in the mirror and bit my lower lip.

"Wow, you have a nice little pair" My hands dropped as looked at my soft mounds of flesh drop down. I looked at them and knew they looked like breasts, even my nipples were bigger. He commenting on how they seemed to be growing, filling out becoming bigger and bigger.

"Look at that, I can picture them really becoming big and round, can't you?" he asked without expecting an answer. I saw it, dreamt it, right before me, as my eyes grew wide and big I hallucinated seeing my breasts grow and grow in the mirror. The hallucination was strong I felt naked and excited by seeing myself as a curvy girl. These hallucinations and verbal exchanges with Rick heightened my excitement and imagination. I didn't know where this going and didn't much care but I should have realized he was setting me up, he wanted to install these feelings and facilitate a change to come. That night he made me take a step into a submissive female role. This summer I was to change more than I ever imagined.

That night Rick pulled a break and enter job. Rick had me help and like a passive stoned fool I did as I was told. He had robbed a house, I was a lookout with a walkie-talkie. I was across from my parent's street and down from the dead en street where pretty well off people lived (including Jackie). It turned out to he robbed the Samson's where he had stolen some electronic stuff, money, jewelry and bags of other stuff. I finally was told to get in the car. It was full of bags and a stereo and things.

 

To me bags were bags, I didn't know. I helped him unload the stuff and we got high and a little drunk. My parent' went up north and left me alone. I just had to check in with some friends of my parents, and neighbors checked for wild parties. So I could go to Rick's whenever.

Yes it was one weekend later and I was early at Ricks. We were getting high and joking around and he said I moved and acted like a girl.

He said "I bet you'd look great dressed as girl…with your hair and face and round little ass and of course those tits…" his voice trailed off.

I was beet red, and stuttered, "lay off Rick".

"Here I have a present for you, sit down". He came in with a couple of bags

"Heh that's the stuff from last week, what's in it what did you score?" I asked naively.

Rick said, "go ahead and look".

I looked into the first bag… and said

"what the….."

Jackie's clothes, shoes and those of her bigger sister and even some of her mothers, stuff were in the bags. I saw feminine clothes, blouses, skirts, a short black velvet skirt that looked vaguely familiar.

"Go on don't be shy, take the stuff out. You talked so much about her I just knew you had to see, touch and smell her things, go on…"

Yes I realized what he was saying, they were Jackie's clothes.

He was emptying the bags, dresses, skirts, shoes, her shoes and more clothes and small case. He took out some tights, stockings and these big beautiful lacy bras. There was blue black, gold and of-course white. He commented how sexy they were, and held out the bra to me which I took. God her breasts must be beautiful.

"You like them don't you?….Beautiful aren't they?" As I touched them and admired them, I just mustered "uh huh".

My mouth was dry , as I gripped the bra and stared as he laid a matching garter belt on my lap…

"Look at these", he opened a package and pulled out the stockings, Jackie's stockings? He dangled them in front of my eyes and said.

"Go ahead take them".

The stockings seems to float over my hands, I looked at them and brought them to my cheek.

"Oh yah you like those" he said with a smirk.

 

He then had me get up and arrange everything. There were things that didn't just belong to Jackie but even her big sister and her mother.

He took out some joints and we had a drink. I didn't know but he had put ecstasy in my drink. My already heightened senses, were getting out of control.

 

"So what do you say"

"I don't know. What to say"

"You like it don't you, You like her things"

"oh god…." I mumbled stupidly

"You wish you could be close to her, you wish she belonged to you"

I don't know if I answered his rhetorical questions, but he was zeroing in the kill"

"You like girls clothing, I bet you've dressed like a girl before,? Haven't you?"

"uh-huhh" it just popped out! I hardly realized it.

"Don't you wish you could be pretty like Jacky….I bet you could….you want her..want to be in her so bad…You look like her, you could be her,….go ahead, get in her clothes, get in her panties and bra, she can belong to you , she can be you and you can become her….Just imagine all of this just for you, you know you want to, don't you…..i knew it come on now time to meet the new Jacky".

 

I don't know what was going on, it was a dream, a nightmare, it was a drug. He grabbed me by the hand and sent me in the shower. Where were my protests, where was my resistance. I couldn't wiggle out he had me. Everything betrayed me, even my stiff little member betrayed me as I stripped. He didn't just say, he firmly insisted that I become Jacky all the way, and I did. He told me to shave, but Carol had me shaving what little hair I had already. When I came out he took the razor from the shower and shaved my groin and balls, he left a little strip above them. I was frozen in place with this guys hands on my member. Oh god help me I did. I let him touch me. He grabbed my semi-stiff penis and twisted it and shoved it down and then he forced my balls way up inside me, I almost fainted. He had me hold the skin of my scrotum together as he taped it with special tape into tight pussy lips. I had a realistic looking vagina except that my little hole was way in back. He then taped my breasts and I helped automatically so that I had a pronounced cleavage but without the other three quarters of breast. Laying on a chair, were stay up stockings, panties and a bra and two boxes. Out of the box he showed me something I hadn't seen before. Full realistic breasts. Jackie's mom had full mastectomy. Real luck for Rick's plans. They were semi permanent with triangle like tapes. The breasts were glued on to my chest, just under my jutting cleavage. He held one in place and I the other, as he counted and voila. I had breasts, big round hanging breasts. Then I stepped into the panties and slipped my arms through the bra and he did it up in back. I leaned forward and adjusted my big new tits like a pro.

He grabbed me and brought to a desk with mirror on it and there was a makeup box and other things. He had bought eyebrow forms to wax my eyebrows. He chose a very feminine shape and ripped away another layer of maleness. Then he told me to do it, make myself like Jackie. I started to do as best I could. I had already learned alot about makeup and so was pretty adept. Again he invoked my girlie looks and told me how much I looked like Jackie. What fear I had, disappeared behind me, I was getting into it, the makeup, the matching panties, stockings(hold up). I slipped my feet into the red heels and stepped into a slip and the short red dress. He showed me some earrings (my ears were already pierced, and some other jewelry . I pulled back some of my hair and put a big clip into it.

Yes, I was dressed in Jackie's clothes in front of Rick.

Then Rick was calling me Jacky and having me pretend to be her. To walk, talk, giggle and act prissy but be a tease, just like her. I was totally into it, so I didn't protest when he dragged me outside and drove us to the mall. In no time my ears were pierced twice more on either side and one up high. Jackie didn't have this but I was to be different a new slutty Jacky. Then I was taken to the salon in the big department store, Rick showed the picture and said, I wanted to look more like this. The young lady obliged and my wavy hair soon fell into thick curls, and the color was now like Jackie's.

He took me to a restaurant and called me Jacky and touched me under the table.

He made me tell him about my experiences in dressing. He almost gloated over my admissions, and wanted more and more details. He loved the fact that this was the first time that I was alone with aguy dressed as a girl. He underlined the fact that I enjoyed dressing and being a girl so much and that I should realize this myself now. He then said I should pretend to be her but change her way of acting to something I would like better. I could be Jacky and he would pretend to be me. He then told me that he had me on tape and had pictures and that from now on I would be Jackie Sampson his young buxom girlfriend, and that I belonged to him. Just like with Carol I said nothing, hung me head, blushed and nodded.

"make her become you want …like being more sexy and not such a priss, be more than a flirt, I know you're a hot babe."

Oh yah, before he said he was going to pretend to be me, but he forget this and said I didn't exist anymore

"there is just you Jacky and me".

I blew him off first but soon he had me close to him in the car and then his cuddling and sweet talking became very different, he grabbed me firmly and looked intently at my surprised and kind of scared ,waiting face and he kissed me, and frenched me and then caressed me while sucking on my ear and nibbling my neck and I was in complete confusion. He called me Jacky and he kept asking me if I liked it and what I liked and to say his name…and soon I was whimpering….whispering for him to stop and also whispering his name. Yes when my mouth wasn't being invaded by his tongue and my tongue wasn't dancing with his, I said his name out loud.

"Rick stop, please..ohh….ohh….mmmm, rick . I said his name out loud

as his hand slid up and down my skirt and his fingers pushed into my flat fleshy front.

"ohh…god..uhhhh… rick…..mmmm, rick"

"Oh you have a nice little cunt Jacky, and such pretty lips, oh I want those lips, I want to fuck those lips" He frenched me and masturbated my groin like it was pussy.

" Jackie you're my little girlfriend, my little ripe tart."

 

We drove back with stuck beside him. He obliged me to put my hand on his crotch and I could feel, a real guys' penis, through his pants I felt it and it seemed so big .

Back at the house he showed me a surprise he had for me. It was special in a plastic bag. It was a wedding dress. Jackie's mom's dress, she was Italian like her father, so when she was a teenager she married young. I was gorgeous. I remember having worn my mothers dress and knew I would . He laid out a beautiful bra with a special low back, a white corset and garters and special stockings and really high white ankle strap sandals. My nails had been painted red already. I got dressed, I needed help with the corset and the dress. I put on Jackie' bright red lipstick and put on lots of makeup.

We drank wine and smoked a joint and he gave me a little special pill of ecstasy but in a few days they would be double doses of birth control pills.

He reminded me of the tape and pictures and that from now on I would be Jackie Sampson his young buxom girlfriend, and that I belonged to him. That's why I was dressed as Jackie his virgin bride.

So there I was dressed in her mom's wedding dress, somebody's lingerie and shoes (the shoes were a little big so must have been her mom's), full makeup and my hair was piled on my head, in a copy of her curly hair with a little head piece and veil. He had set up a video and had me exchange vows and tell him that I was Jackie, and I wanted to be his wife and to please him and to obey him so that I would be happy.

Rick was leading me to his bedroom and then kissed me and pushed me onto his bed. I waited as he returned with the video camera he set it up. He then held me and showed me an x rated movie that showed how to suck a man's cock and how to get fucked in the pussy and the ass. He instructed me whispered that that's what was going to happen.

Then he asked me

"Are you a girl or a boy? Who are you to me"

"I'm a boy" and he slapped me and I screamed.

"Are you a girl or a boy? Who are you"

"I'm a girl…."I'm Jackie Sampson"

"who are you to me"

I said submissively

"I'm Jackie Sampson… I'm you're girlfriend"

"What are you dressed as"

" A bride"

" are you a virgin?"

"yes"

"Well then you're my"

"virgin bride"

"What do you want"

"I want to be Jacky your bride, to become your girl your wife, to please you" I said this sort of begging, very submissivly.

He had me stand up and lifted my veil and we kissed, he kissed me and all I felt was like a sexual being, who belonged totally to someone else and wanted to be a girl, his girl.

We stopped kissing and he guide my hand to his shirt and he had me undo it and then to take it off, I looked at his chest, he said to explore then he said to undo his pants and soon his pants were down and he told me rub his crotch and feel his dick and balls and soon they lowered and his penis was in my dainty glove covered hand. His slick penis was soon out and my hand learned to pump it and hold and squeezed it. He pushed me to my knees until I was swimming in petticoats, silk and lace. He instructed me to kiss, lick and then to suck on his Popsicle. I then gave my very first blowjob. A thirteen year old feminine boy, already I had been petticoated and trained to become a TV, a TG, maybe a girl. But now I was becoming some ones girl, someone's girlfriend, someone's sex object, their little whore bride. Did my mother or Carol ever think about this when they transformed me?

I sucked the big head of his penis and he fucked my mouth and then he had my lips fuck his dick until he shot loads of salty cum into my mouth. He warned me and had me keep it in my mouth, I had to swallow some because there was so much. I then swirled it around and then swallowed. He then had me suck him until he was hard. Then he lifted his bride up and said come on little girl time to make you a woman.

 

He adjusted the camera. He guided me onto the bed and lifted my petticoats. He had me on my back, legs open being massaged by his groin as he played with my hair. He then got up, came back and showed me a finger covered with sticky stuff. He proceeded then to teach me and train my pussy while pushing his thumb on my groin or clitoris as he said. One finger, then two and then three I whimpered a little until I had them in me and he was working my opening. He started masturbating my ass with full in and out movements. Then he pushed me over onto my hands and knees. He was going to take me now and I was letting him.

My thong panties were shoved aside, the dress and petticoats were over my body. I could see us in the mirror, My bare ass, my white stockinged legs and the garters, his dark body behind me, on his knees. He positioned his penis into my crack between my ass cheeks.

One hand guided his dick the other wrapped around my leg and cupped my groin.

Then with some faints and moves, he rubbed, pushed and thrust and then with one firm steady moument he thrust. The feeling, was at first exciting and then uncomfortable, and then the pressure seemed unbearable, my ass had been finger fucked but seemed to resist this new object like it was an intruder. He relaxed a bit and told me how bad he wanted to fuck me , how bad he wanted his little Jackie, and he told me to lool at us in he mirror, look at the camera and ask to be fucked and I repeated his words, word for word.

"Oh god…I'm dressed like a bride and you're going to make love to me, please Rick make love to me, fuck me …make me become Jacky your bride…. "

As I said this he massaged my hidden clit and told me to picture my pussy opening up and swallowing his dick just like my mouth did, just like in the porn movie and he pushed the head of his penis into me, and the pressure and heat expanded into something different, I felt my ass open and felt the head of his organ being taken by my opening pussy ass. I let out a strong cry of relief and of sexual discovery. I felt myself open up and then easily accept his throbbing dick, I felt inch after inch slide so easily into me deeper and deeper. Yes I was being a girl, his girl, his bride his teenage tg slut. After withdrawing slightly and pumping he shoved with deeper stronger thrusts and then put it all the way in while grabbing my legs. He fucked me with strong hard strokes, that became faster and faster. He ordered me to push and grind and wiggle, and then firmly grabbed me and pumped his fastest until he filled me with his cum. He pulled out after thrusting me in the bed. His semen poured out of my ass which he wiped. He then helped me out of the dress. Had me redo my makeup and come and meet him on the bed. He wanted more sex. He was lying on his back stroking his penis . he had me join him and fondle then suck his dick again. I was becoming a natural at this but he wanted to fuck again. I climbed on top of him and we made out, I had my corset, bra, stockings heels and petticoats still on. Soon he had me mount him. I lifted my petticoats, moved my thong aside and rubbed my hole on the head of his penis. He held it tight and firm. I pushed down and moaned because it went in much easier with the weight of my body I started to fuck myself on his pole. Then I went on my knees and straddled him and took his dick back in me. Grabbed my ass and pulled the cheeks wide apart and I slid up and down and down, I took it all right up to his balls. He then massaged my stuck on breasts which felt great and I road him and ground my ass pussy and my folded back clit on to his groin. I then experienced my first orgasm. Before coming he had me say how much I loved fucking being screwed, being his wife being Jackie. I said it all and finally I screamed in ecstasy a high pitched scream of orgasm. My unchanged voice and my new role made me sound like a girl. He rolled me over took off my petticoat and French kissed me. He put his hot member back into pussy and I whimpered out of pleasure. My legs wrapped around his back and I panted and cried like a girl as I kept him humping me, begged him to fuck his little Jacky and make me be tramp. He then grabbed my legs and put them up over his shoulder and even bent them back. I glance in the mirror seeing me a pretty girl getting fucked so well by her man. I came again at the same time as my lover. Yes he fucked me three times that evening and I sucked him off again. He commented on my thick pulpy lips, that my mouth was big like Jackie's , this turned me on more and soon I was sucking his cock again. The week flew by and although I don't remember it all, I remember being feminine, happy and contented and wanting to be pretty , sexy and to please Rick . I was his pretty crossed-dressed lover, for as long as he wanted me and he wanted me often. I was always going to Ricks.

He wanted me to become more feminine. Oh god, I did it, I did it all, I took double doses of birth control pills and my tits grew , and my hips and ass became rounded. I changed my looks and finally I told mom I wanted to be a girl and she just said that's fine dear, yes dear I know, in my heart you have always been a girl and you're really a girl a now aren't you. Then I got to see a doctor who gave real female hormones and my breasts got bigger than my mom's breasts, my small penis shrunk, my sexual experience as Rick's tg girlfriend kept growing.

  

  

  

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