HOW ROBERT BECAME SISSY ROBERTA hottest Crossdre
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Mary, Robert And The Prom free porn video
It started when I was thirteen years old. I was at the drive in movies with my parents and I'd gone to use the bathrooms. On the way back to our car I was passing by a car and I heard, "Oh yeah baby, fuck me with your cock," and I peeked in the window and saw a guy fucking a girl in the backseat and I stayed and watched until the girl looked up and saw me and then I ran back to our car. Two weeks later my parents took me to the movies again and I left the car on the pretext of going to the bathroom, but I prowled the lot until I found another couple fucking in their car. I was hooked!
When drive in movies disappeared I was devastated. For four years I had watched over sixty couples getting it on in their back seats and I was a confirmed voyeur. I started walking the neighborhood at night, looking in open windows and I was rewarded on several occasions by seeing couples screwing. Twice I saw one woman doing two guys while a third sat in a chair and watched (same house) and once I saw a woman with five guys. I caught hell on that one because I stayed and watched so long I missed my curfew and got grounded for a week. Fortunately I woke up to the fact that what I was doing was frowned upon by the law, and since jail wasn't in the long-term plan I had for myself, I quit - cold turkey! I didn't realize how hooked I was on watching until then.
When I was eighteen and a senior in high school I met the woman who would one day become my wife. Mary was the school slut and even though she was a senior I don't think there was a guy in any of the lower grades that Mary hadn't fucked if they were willing. A lot of guys wouldn't have anything to do with her because of her reputation and there were a lot of guys she wasn't interested in, like me. I was overweight, wore glasses with lenses that looked like the bottoms of pop bottles, and I was thought of as a nerd. But even nerds get lucky once in a while.
Senior prom was fast approaching and I was not planning on attending since none of the girls I asked would go with me. I was sitting in the school cafeteria eating my lunch and reading a chemistry book when someone sat down across from me. I looked up from the book and saw Mary sitting there. Now Mary might have been the school fuck pig, but she was no skag. One the ten scale Mary was a solid eight and possibly even a nine. She opened her lunch bag and then she said, "You going to the prom?"
I shook my head no and she asked, "Why not?"
"Can't get anyone to go with me" I said.
She looked at me with her cool green eyes and asked, "Do you want to go?"
"I don't know. I suppose I should since it's supposed to be part of the high school experience, but I don't even know how to dance, at least not all that well."
"Well," Mary said, "You and me are in the same boat. I'm good enough to fuck, but no one wants to be seen in public with me, at least not at something like the prom. You want to take me?"
Sweet Jesus, I thought, does a bear shit in the woods? Does a duck walk barefoot on the beach? There was a moments hesitation on my part, not because I needed to think about it, but because I couldn't believe this was happening. She noticed the hesitation and said, "Don't say no because you can't dance. I can teach you all you'll need to know. Unless you are going to say no because you don't want to be seen with me either."
I broke out laughing so loud that everyone in the cafeteria looked over at us and Mary said, "What's so funny?" I got my laughing under control and said, "I'd kill to have something as nice as you on my arm, and you think I'd turn you down?" She smiled and offered me her hand; "Shake?" and I took her hand and said, "Deal!"
We arranged to meet after school and we went to her house and started on dance lessons. Fifteen minutes of trying to work on the waltz and Mary stopped and said, "This isn't working."
I looked at her confused. "Your hardon," she said, "It keeps getting in the way," and she knelt down in front of me and opened my fly. Taking out my dick she wrapped her lips around it and started sucking me off. I am ashamed to say that I came in less than a minute. She swallowed my cum and tucked me back in and we got back to practice. We practiced for another two hours and at the end Mary said, "Not bad. Not bad at all. By prom night you'll be a regular Fred Astair. Can I ask you a personal question?"
I nodded a yes. "Are you a virgin?"
My face flushed red and I mumbled a yes.
"I thought so. You came pretty quick earlier." She looked at her watch and said, "We've still got an hour before my mom gets home."
It was wonderful! The first time I came almost as quick as when she sucked me off. The second time I lasted about four minutes and I was still going strong ten minutes into the third time when Mary said we had to hurry up and finish because her mom would be home soon. For the next five weeks it was dance practice followed by fucking and by prom night I was pretty good at both. The only down side to things was the knowledge that after the dance I would probably never see her again. I knew I was being used by Mary to get back at the guys who had turned their backs on her, but I didn't care. I was in love with her.
The night of the prom I picked Mary up in a limousine hired by my parents. It was a surprise and my dad said, "Your mother and I wanted this night to be memorable," and he handed me a hundred-dollar bill, "Have fun, but be home by some time next week" and both he and my mother laughed.
When Mary and I drove up in front of the gym we were the center of attention - we were the only ones in a limo - and I have never been prouder than I was on that night when I walked up the steps with Mary on my arm. She was drop dead gorgeous and easily the best looking girl there and, to me at least, the night was magical. It seemed as if all eyes were on us the entire evening. We danced every dance and whenever anyone tried to cut in Mary said, "No thanks. This evening belongs to Robert."
I hate to brag, but we were good together. Astair and Rogers couldn't have done it any better; if the band played it, Mary and I danced it. Twice they played a song and only Mary and I were out on the floor; waltz, rumba, samba, foxtrot, watusi, the monkey, line dances, we did them all. God, but I did not want the night to end and send me back to being the obscure nerd that I was before Mary. When the band played the last dance Mary buried her head in my shoulder and whispered, "Thank you Robert. You'll never know what this night meant for me."
Oh yes I did. It meant as much or more to me.
As we were leaving Mary said, "We have been invited to a party. Can we go?" I smiled at her and said, "If it will keep the evening from ending," and she stood on her toes and kissed me.
Kaylin
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