My First Time With A Transvestite free porn video

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The first time I was with a transvestite was only by happenstance. It was late at night, and I was in the parking lot of a porn shop, drinking a beer before I went in to watch porn in one of the booths. I saw a woman come out and get into her car. She looked at me and smiled when I tipped my bottle up for another drink.

When she started her car, I turned on my own car, and then followed her down the road. As we drove, I was thinking that women do not usually go into a porn shop alone. Then at a stop light, I pulled up next to her and we looked at one another. She smiled and winked at me, and I now suspected that she was a man. And with that thought, to my surprise, my dick got even harder. I had never been with a man before, but I loved shemale videos.

A few more blocks down the road and then she pulled into an abandoned gas station. I got out of my car and went up to her window. "Hi, there," she said. "How are you?" Yep, she was a dude.

"I'm good."

"If you're still interested, I live in an apartment just a few blocks away."

Then I did one of the most impulsive things in my life. I leaned in and kissed her, pushing my tongue into her mouth as she kissed me back. She put her hand on the back of my head as she lightly moaned. I raised my head back up, and we both smiled real big. "OK then," she said. "I guess that means you're still interested." And we both laughed.

"My name is Kyle," I said. "And, yeah, I will definitely follow you."

"Hi, Kyle. I'm Darla."

"Nice to meet you, Darla. Well, let's get going."

"OK," she said before I walked back to my car. So, I followed her a few more blocks, and we pulled in front of an apartment building. I got out, and met her as she was getting out of her own car. Then I took her hand, "Mmm...a gentleman..." she said.

We held hands as we walked into the building, and as soon as we got into her apartment, I kissed her. I put my hand up her dress and felt her already hard cock. She pulled her panties down and pushed me back on my chest so she could step out of them. I went to my knees, took hold of her hard shaft, and then licked the first cock of my life. I circled her head with my tongue, then went up and down her shaft, and then took the whole thing in my mouth.

She put both hands on the back of my head as she began fucking my face. And it really turned me on! It was so nasty...so taboo! I was sucking another man's dick! Taking it into my mouth! I licked and sucked it as I had so often seen in porn videos. "Oh, yeah....that feels good," Darla said. "Suck my cock...take that big dick." And her words made it even more real for me, made me even more turned on. I grabbed her ass and shoved her toward me, moving her cock all the way down my throat until I gagged on that big shaft.

Finally, she pulled me up and led me to her bedroom. We both undressed, and Darla kneeled before me. She began stroking my cock and then took it into her mouth.

"Oh, yeah. That feels so good. Suck me. Suck my dick." She put her hands on my ass and moved me forward and so I deep throated her. I could hardly belive that I was actually with a transvestite. Just the thought of it almost made me cum as I moved in and out of her mouth.

Finally, Darla got up off the flooor, went to a dresser, and got a bottle of lotion. She put some on her hand and then rubbed it all over my hard dick. I almost came right then and there, but I held it back for what I knew was coming. She laid down on her back, and said, "Fuck me...please fuck me."

I put the head of my dick at her asshole as she stroked her own cock. She was so beautiful as she lay before me...that long black hair, her sexy, green eyes...and a big, stiff dick.

I put my cock in her ass and slid froward. "Yes...that's it," she said. "Fuck me." I began fucking her in the ass as she stroked her cock. I loved watching her jack off as my hard dick slid in and out of her ass. "Fuck my tight asshole, you fucking bitch!"

The dirty talk made me even more turned on, and I began fucking her harder. "Take that cock, you fucking slut!" I responded as I fucked her. "Take that big dick inside your fucking ass! Cum for me...cum for me while I cum in your ass...!!!"

Then as she was stroking her cock, her cum began shooting all over her stomach, and I now wished that I was taking it into my mouth, bur it was too late. I was fucking her ass and couldn't stop myself from cumming as well. "Ohhh, yeah!!!! I'm cumming!!!" I screamed. "I'm cumming!!!! I'm cumming in your ass! Fuck me! Fuck me!! F...U...C...K......M...E...!!!!!"

After we were both fully spent, I lay down next to her, and we fondled and kissed. I spent the night with her and had sex again the next morning. I was smitten. And I never imagined that that would happen between me and another man.

Darla and I became lovers, and we sometimes invited other men or women to join us. However, after a couple years, she decided to move back to California. Since then, I have not been able to find another shemale or transvestite that I have been as equally attracted to.

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I remember vividly, one Saturday last year. It started out as a regular, routine springtime Saturday, filled with plans of getting the trimming done up and then mowing the yard. The sky was a deep, rich shade of blue and not a cloud to be seen. A few short weeks from now, a day like this would turn into a scorcher, but today, being early in the summer, it held the promise of being almost perfect weather for me to get everything done. There was a full case of beer waiting for me in the...

4 years ago
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Springtime for Summers

Springtime for Summers (c) 2002 by Nom de Plume Anne Summers had always thought that Christmas would be the worst time. The death of her husband Patrick the preceding September had been such a devastating shock, she had barely gone through the motions that first December, in an effort to create a semblance of joy for her three year old daughter Lindy. In her fragile state, she had succumbed to the smooth advances of her investment advisor, Andrew Nash, a...

4 years ago
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Springtime In Pennsylvania

I remember vividly, one Saturday last year. It started out as a regular, routine springtime Saturday, filled with plans of getting the trimming done up and then mowing the yard. The sky was a deep, rich shade of blue and not a cloud to be seen. A few short weeks from now, a day like this would turn into a scorcher, but today, being early in the summer, it held the promise of being almost perfect weather for me to get everything done.There was a full case of beer waiting for me in the...

Mature
4 years ago
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Springtime on the Farm

It’s been 29 years since this happened but I remember it as if it was yesterday. I changed her name but the incidents are true. I knew what the ‘bird’ was, we used it at school to taunt and tease our friends, a greeting. We knew it had a sexual connotation but that wasn’t why we flipped each other off. I could stiff finger my friends and they would laugh and reply in kind, it was part of how we communicated. Once in a while though I would give my younger sister the finger because she irritated...

4 years ago
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BSC07 the First Lifestyle NudistsChapter 5 Lazy Springtime Dreams

Eventually Joan Simpson stopped gesticulating with her hands and just pointed to a building through the trees that she wanted Hank and Lynn to take the car up to. Once the car was parked the proprietor of the Success Nudist Resort would catch up with them and give them all a proper tour of the facilities. This naked woman then disappeared back into the Admin Building leaving Hank and Lynn to climb back into the car and drive up to the building she had pointed out to them. Tom just sat there...

2 years ago
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first time cheating and piss play witha drunk latina

First off im 27 year old male married this is my first time cheating/pissplay/latina girl/ i was at my job i work at a hotel i was just getting done its 4am there was this collage party thing they were hosting im in fire stairway and im walking down the steeps.i hear moaning and laughing i turn the corroner theres this drunk latina girl had to be no more than 20 she was about 5-8 dark hair darkeyes lightskin skinny maby 130lbs atleast c cup tits nice round ass and a thick hairy pussy...

4 years ago
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Mistress playtime Pt 2

I untie you and move you to the bed. I restrain you to the bed by tying your hands above your head, then spreading your legs. By doing this I have great access to your ass. I look at you looking at me, waiting. I leave your nipples and cock alone for now and get to work on your ass. Using lube and a toy. I get between your legs. My nails are sharp but short. I have to really dig into your skin to scrape you and leave red marks behind. I scrape my finger nails up your inner thighs and grab your...

BDSM
4 years ago
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big black cock and maried withe woman

The third person I ever had sex with was my husband so you couldn’t call me promiscuous. I lost my virginity aged 18 during a drunken student party and I was not at all impressed with the whole sex thing. The second man came along two years later; he was my first long term love, well a few months anyway. Then there was Paul, we dated; we got engaged and eventually married. I didn’t know and didn’t care if our sex life was good or not, it was good enough for me. We had and still do have sex...

3 years ago
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Big fun withe the young bartender

So we went at a nice hotel in town, just a night away for a dinner and some fun. Away from home and the routine. We Rented a suite on the 10th floor and intended to just relax away the day and night We checked out the bar and took a seat in a leather ensconsed booth which was very cozy and private. I got a couple of drinks from, and made some small talk with the bartender. A nice guy about 25 yrs. old. It was early, about 4pm and we had the place to ourselves As I sat in our booth I noticed him...

4 years ago
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Sweet And Sentimental

Sweet And Sentimental by Throne I was at my computer, dressed in panties and my long, pink-champagne nightgown. What I was wearing felt so good against my smooth satiny skin. Instead of one of my wigs I had my natural hair, which is collar- length, up in ponytails at the sides of my head. For make-up I had on just a touch of blush and some pink-tinted lip gloss. I was in the middle of reading a newly posted story on my favorite site, Make Believe Mania, when I heard the front door...

3 years ago
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The United Kingdom of Zoo A fake BBC documentary seriesS12E19 Emma Withe 54 from Oakham

We fade in in the middle of a quiet street, in the low-rise central area of a small midlands town, with one and two story buildings around us. To one side, a long flat warehouse/factory type unit, stocking and fitting tyres for local drivers, to the other, the town’s train station. Looking like a traditional old station, but rebuilt fairly recently. There’s a small car park between us and the station, and it’s almost full. We watch as a car drives down the road toward us, then turns into the...

3 years ago
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A construction superintendant has a threesome wwith a fourteen year old girl and her boyfriend

As a construction supervisor I meet all sorts of subcontractors. Working on a Saturday is not uncommon and often the subs bring their teenage sons along to learn the trade. This was the case when I met Dillon. Now I am a straight male but even I have to admit this boy was cute. Small boned, brown wavy hair to his shoulders, blue eyes and an engaging smile. At lunch time Dillon found me in the construction trailer and asked if he could talk to me. “Sure,” I said pushing a chair towards him. He...

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