Teenage Crossdresser free porn video

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Here are the usual disclaimers this story is for adults only if you are viewing this andare not 18 years of age or older please close this page immediatly.

There is no cross dressing in the story but this is how I began my transformation from
regular boy into cock suckking teenage crossdresser.

We were having a really hot heat wave. i meat with my older brother (wear red shorts, and a black T-shirt) wanted me to get out of the house and off the computer so she suggested a movie. I felt wierd going to the movies by myself but I really did want to see that inception movie. I looked up when they the theater opens up and was surprised they had a 1030am showing and it was a cheaper price which was good for me. Being on summer break from school and not having much luck finding a part time job I was short on money. I did not want to ride my bike over to the theater because I was scared it would get stolen so I walked over. Living in the city some times does have advantages. I lived in a part of south philly that was close to South st if any one is familiar with the area. I dont want to name the movie theater because i may get into trouble.I wore a loose fitting t shirt and really baggy basket ball
type shorts to help with the heat.

It was really hot out and not many people were out on the streets. It was during the week also so many were at work. I got to the theater paid my ticket and went inside. It was nice to feel the air conditioning. I only live a few blocks from the theater but with the heat i was sweating already. I got some popcorn a water and went to the movie room. I was the only person there which was great because I got to pick my favorite seat right in the middle.I really dont like sitting on the sides; this way I get to pretend its a giant tv right in front of me. I got comfy slouched down had my popcorn on my stomach waiting for the movie.The lights dimmed and the previews began to play. After the second preview a man came and sat down right next to me. At first I was like the whole theater is empty why is this guy sitting next to me; then I thought maybe he likes to be right in the middle also. I moved my arms inbetween the arms rests to give him some room so we would not touch. I did not look right at him but I sense he was a bigger the me. His arms were on the arm rests and he had wide shoulders and they almost touched me.

The theater got really dark when they began to show the credits for the opening movie when the man sitting next to me put his hand on my leg. My heart jumped I was frozen I did not know what to do. Do I tell him to get off me? Did he do it by accident? My legs were sort of spread apart and close to his. Suddenly his hand moved up my thigh pushing my baggy shorts up my leg a bit. his hand and forearm were now on my bare leg. I was frozen; my heart was pounding. I could hear it in my head. His hand now went
to the inside of my thigh and he began to massage my leg thats when my body betrayed me. the cock began to grow. I had loose boxers on so nothing was really holding it in. I could feel the fabric of my basketball shorts begin to tent. I still had my popcorn on my stomach so I could not see it for myself but I could feel it. The mans forearm moved over and he rubbed my growing cock.

What was happening to me? I asked why wasn't I objecting to thsi man fondling me? I did not think I was gay but I was enjoying it; my cock was enjoying it. A bizillion thoughts were going thru my head. He was now really rubbing me with his entire arm; then I think I gave the wrong signal; I spread my legs farther apart.

I was not sure if it was the movie or the man next to me but I heard a "hhmmmmm"
With his right hand the man reached into my shorts thru my right leg and grabbed my now throbbing cock. He jerked it furiously but then let go. His left arm was still massaging my leg and with his right hand he lifted up the arm rest that was between us. I still could not look at him. I just held onto my popcorn. Then I heard his zipper. I could not look but I could sense he was now jerking his own cock. I then with his right hand he took hold of my right hand and guided it to his cock. It was big. I could not get hand entirly around it. I had never touched let alone seen another man's cock before. it was hard. "stroke it" he wispered into my ear, his voice seemed I was known.

Shit I thought what the fuck was going on? why could I not do anything to stop this; I never even fantisized about men or anything close to this happening to me. we were also in a public movie theater. A regular movie theater not some sort of adult place were this might be allowed. What if somebody walks in. Oh my god what was going on????
Thats when I lost my inhibitions and my life was changed for ever. I storked his cock and it felt good. I looked over at it. The theater was dark but with the movie playing every now and then the light was bright enough so I could see his cock and his face not so good but looks like my brother. He is only that he caught me watching on crossdresser live sex cams at enterlivesex.com there are some models on this site looks like beautiful girls with dick.

The man took the popcorn from my stomach and placed it onto the empty seat next to me. he reached between my legs and grabbed my shorts and pulled them down. My cock pounched up onto my stomach; being completly free from my clothes it became fully hard. My cock was no were near the size of the man next to me. I continued to stroke it. The man reached down and grabbed my right sneaker and pulled it off then proceded to pull my shorts down. they gathered around my left foot on the floor. He sat back and put his arm up over me and behind my shoulder. He began to push my body down into his lap.

"Suck it" he wispered!
"take it into your mouth"
I could not believe what was going on but I let it. I did not push back; I let his hand on the back of my neck guide me down to his crotch. I opened my mouth and accepted his cock.This was my first experience with another man. I just let my tongue swirl around the head of his cock. It was big I could not take much into my mouth. The man's strong hand on the back of my head began to push down. Slowly I was able to work more of his massive cock into my mouth "Relax" he wispered. "take it in! Yes open that mouth of yours" he spoke softly but commanding My head was bobbing up and down on his cock but I could only get a 1/4 or maybe a 1/3 of his cock into my mouth but then I would gag.the man would push down harder on the back of my head but I would gaga and cough. The man then reached into his pocket and pulled something out. He now was using his right hand holding my head down and with his left hand he moved down to my ass. Squezzing and massge my ass; all i could do was moan. "You like that you little slut" his voice was so powerful to me. "you will now be my little girlie slut" he repeated.
I fetl a liquid quirted onto my ass. the man massaged the oil all over my ass. He would rub crack and press against my hole. He then pushed his finger inside me. It slipped right in from all the lube he squirted onto my ass. Slowly he worked the finger in. He was moving it in and out; it did not hurt at all. I actually liked it. I folded my left leg back and positioned it on the empty seat to my left. this now gave the man full access to my ass. He worked another finger in.

"yes that pussy feels so nice" he wispered. "tell me how much you like it" he commanded. I could only moan. My head was still bobbing up and down I could not speak with the huge cock in my mouth. Today I still do not believe what happened that day in the theater. Anyone could have walked and seen us. What the hell was I doing? Why did I let this happen?

The man grabbed my hair and pushed me back into my seat. He kneeled down infront of me and lifted my legs onto his arms. It was dark I still could not see his face. I did see his rippled stomach and glistening cock. He had no pubic hair. Just this enormous cock pointing directly at me. He lifted my ass up and slid his cock into me. I hurt; I knew this was no finger or two. I grunted from the pain. The man said nothing he pushed farther and farther into me. I was well lubed up; he slid in and out; with each trust going farther and farther in. He began to pound my ass. the pain was all gone I was in exstasy. there I was in the middle of the day in a regular movie theater getting fucked in the ass; and I was loving it. I was moaning like a little whore. The man's upper body was now pressing me into the seat he was fucking me.. I could hear slapping noises of our bodies coming together. I was moaning and grunting with each trust. My cock was aching I worked my hand under the man's leg and grabbed my throbbing cock. I immediatly began to cum; I squirted onto my stomach it was the biggest and most intense orgasm I had ever had.

His pace quickened and then he just unloaded into my ass. I could feel him coming inside me. He gave a couple more thrusts and just layed on top of me. He then pulled out with his cock making a loud pop as it left my gapping ass. As he stood up he picked up my shorts and wiped his cock clean. I felt down to my open ass. I could feel the cold air as his cum began to ooze out. I closed my legs together to keep it inside me.

Then left out of the theater. The theater was dark but with the movie playing every now and then the light was bright enough and i managed to see the mysterious man from behind he was wearing red shorts, and a black T-shirt. I felt around in the darkness for my shorts. I quickly put them on and then looked for my one sneaker. I put it on and then got up to leave my legs wobbled and I had to sit down. The movie was still playing but I had no idea what was going on; people where dressed in snow suits and were shooting guns. I got up again and left the theater. I was paranoid the whole walk home. Was everyone looking at me? Did they know I was a cock sucker and a slut? I just let this man to fuck me up the ass in the middle of the day in public! And he did not even use a condom!! His cum not trickling down my leg as I walked home.

To be continue ...

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23.07.2021
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5th Grade. 11 years old. Dressed as a girl again on Halloween. As a cheerleader. My next old sister's cheer uniform. Her idea. Her bra and panty too. My special "Boob" socks to give the appearance of breast. A discussion I had with my next 2 older sisters. How ample were my false breast to be? Normal size for girls my age? Bigger for my ego as a girl, for all the times I have dressed up with them through the years? Dolly Parton size? Because my 2nd oldest sis Joan, made...

SALLYS RELUCTANT CROSSDRESSER

CHAPTER ONE Sally and Dave had been dating since high school, it was a turbulent relationship, and at this moment in time they were having a few arguments, Sally called them dicusions. They were both nineteen and in love with each other, and both were jealous and possessive of each other. Sally was the one with the ideas, and Dave let things fall into place as he could never emulate her suggestions. They were sitting in the lounge of the flat they rented, they were not married...

The hottest crossdresser

I was drinking with my friend Curtis one night as his girlfriend Jane was out with her friends having some drinks. The topic turned to cross dressers, as I had had let it slip, that one time I mentioned to him, I had dressed as a girl a few times when I younger in my moms clothes, and it felt great. He asked if I had any girl’s clothes at home that I wear from time to time, which I reluctantly said yes. With that Curtis asked if I would wear some of Jane’s clothes to see how I looked. “Sure,...

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Teenage Titties

We had all seen them poolside and every one of us had felt them at one point or another. That wasn't what the fantasy was about. I wanted to fuck them. No one had even exposed their cock to her yet but they had jacked off thinking about it more than they would ever dare to report. Man they were big. Big, round, full and tight titties on a young girl who had no idea what she had. ...or did she?...naaw! She was just an innocent big breasted teenager with curves that locked up cocks in many...

Teenage Hormones0

It's Sunday morning, and the family is having breakfast together. Logan’s mother is wearing a terrycloth robe that comes down to mid-thigh. It is apparent to Logan she is not wearing a bra, by the way, her breast jiggle when she flips pancakes. Logan often wonders what else she has on under that short robe. Does she have on a sexy nightgown? Is she wearing lace panties or maybe going commando? He would really love to know. Logan’s Sister is wearing her usual sleeping attire, which is a long...

TEENAGE GIRLS FOR SALE

TEENAGE GIRLS FOR SALE by Hardrive The city streets were dark and empty except for the rapid movements of three teenage girls. They were running for their lives. Frightened and confused they darted between parked cars in an effort to elude a very determined predator. Their stalker was their pimp, Jack Badwing, whose resolute goal was to sell them into the sex trade. Horrified by that prospect, the girls were equally determined not to get caught; so when they saw...

TEENAGE GIRLS FOR SALE

Introduction: CAW7 writers contest This story was written especially for the CAW7 writers contest. The entries in this contest are judged by the quality of the story and the skill of the writer. If you like a well written story, I promise you wont be disappointed. But if you are primarily interested in a story with a lot of erotic content, you may want to choose another story to read. TEENAGE GIRLS FOR SALE by Hardrive The city streets were dark and empty except for the rapid movements of...

Teenage Boy Watches You Cum

Sometimes I strip you down and throw you on my bed naked. I tie your wrists to the bed posts, then I strap your body down to the bed right above your hips with a broad belt-like bondage aid I have. You wiggle and writhe your legs around trying to get free, but you can't. Today I decided to bring my new young apprentice in the room. He is Steven, the 17 year old boy who lives across the street. His parents don't let him access the Internet so he's been telling me he wants to see a grown man...

Teenage Space Whore

I Was A Teenage Space Whore! By LorenaMae VidNewsNow, March 15, 2030 Can you imagine going to the stars as a burly miner and coming back as a voluptuous space whore? That's what happened to Alex Cayman of Darby UK. "I took a contract to mine asteroids with MureMining. I knew I would be gone for three years, but I never expected to be changed into a teenage hooker!" says Alex Alex's problems began when he took too much use of the "pleasure services" available to miners. ...

Teenage prison life

Fifteen year old, Billy Broome was starting his first day at ?Feltham institutional prison Fifteen year old, Billy Broome was starting his first day at ?Feltham institutional prison.?The Judge at the high court had been stern and harsh, condemning young Billy to five years of gruelling torment in the young offender?s prison. Billy was a timid child, nothing more than an innocent little boy, tormented by the lack of acceptance; and bullying which he was subjected too. His built up...

Teenage Anal Virgins

Dan and Tim are eighteen and nineteen year old guys who are members of the Surf Life Saving Club that I'm a member of. Last week I caught Tim on his knees just about to suck off his teenage friend. It was a Friday afternoon and they expected to have the equipment sheds all to themselves, Tim was on his knees when I walked in on their naughty act. They were terrified that they were in trouble. Instead of being in trouble, the two young guys came back to my place and started their sexual...

Teenage Masturbation Pt 1

I was your typical sixteen-year-old teenager, loved the shape of girls but didn’t know how to get close to them. Luckily there was a group of girls (three of them) around the same age that I hung out with a lot.Barb was seventeen and taller than me by almost a foot. She was missing a lot in the boob section, but she had a nice ass. The type you want to place both hands on and play with it all day and night.Bren was my age and about two inches shorter than me. She had a nice ass as well, but she...

Masturbation

TEENAGE MEMORIES Mr Shaw the PE Teacher

As school football captain it was my job at the end of PE to collect all the balls at the end of the session. Friday morning was the last lesson before dinner time I’d just got all the balls in the sacks and put them away I was making my way to the showers when I realised everyone else had left, which wasn’t a bad thing as I’d have the showers all to myself.Turning it on I baked under the hot water, then suddenly there was a loudish bang and then silence, a few minutes later I heard footsteps...

Teenage Innocence Results Sex With Sister

Friends guilt is what I feel when I think about those incidents 8 yrs. back. I was 18yrs. old boy then and my own sister was younger to me. Actually I was sexually abused when I was just a small boy by a cousin brother much elder than me. At that age out of innocence I used to think its what u should do with ur brother or sis. Slowly I started to touch my sis. and not with any one else ,cause fear was there of getting nude and try to touch intimate parts at that age meant its bad and getting...

Incest

Teenage MasturbationPT5

After the Saturday movie adventure, I stayed away from the pool, not sure how to act around the girls. I was a lust-filled fool; I wouldn’t say I was in “love” with either Barb or Bren, but I loved the moments with them. It was uncomfortable to be around then not knowing if they knew what the other had done with me.It was now late July and the best summer of my life was fast drawing to a close and school would start soon. I arranged to hang out for few days with a school buddy across town.Brad...

Masturbation

Teenage Learnings

As a young teenager growing up in the 1970's I was always eager to learn more of the secret world of sex, that seemed to be slowly emerging from the hidden confines of bedrooms worldwide. I was aware my parents received, what I now understand are two literary classics on the subject, but had not really understood the mirth around the Christmas Dinner table when they were exchanged in the annual gift giving, with close family friends and regular Christmas Day guests the Cooks.The ABC of Sex and...

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