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Taken by Surprise Shemale

I had the perfect level of alcohol in me, the amount that took away the fear without making me too drunk to function properly. Otherwise, there is no way I would have gone up to her. She was undoubtedly the sexiest girl in the bar- probably the sexiest girl in the city. And she was alone. Only for a minute, no doubt, before some other loser tried it on. Not this time, I thought. You don't shoot, you don't score.She was tall, dark, slim but curvy. Black hair, a tight red dress, dark red...

Taken by a sexy shemale

I was getting pretty horny that week; since my sweet wife had gone out of town to attend a conference.I talked about it with some of my office mates and one of them, Jimmy, said he had the perfect solution for me.He said he had a she male friend; a hot ass girl with a huge cock.I laughed, saying I was straight and did not want a cock in my ass.But Jimmy convinced me that the she male had an ass to die for.I finally accepted and I made some arrangements with this sexy she male, to meet at a...

Sex With Horny Shemale

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Suprised by a Shemale

I had met Tara during lunch at a business conference. It was a fairly boring conference but the lunch was longenough we got the chance to talk at length. We hit it off right away. She was gorgeous and I couldn't take my eyes off of her. Much to my surprise, she asked me for my number. I was kind of in shock because no woman had ever done that but gladly obliged.We met for dinner and a movie one night and wound up going back to her place at the end of the evening. We made out for a bit, but...

I am a Straight Guy meets Shemale

I had the perfect level of alcohol in me, the amount that took away the fear without making me too drunk to function properly. Otherwise, there is no way I would have gone up to her. She was undoubtedly the sexiest girl in the bar- probably the sexiest girl in the city. And she was alone. Only for a minute, no doubt, before some other loser tried it on. Not this time, I thought. You don't shoot, you don't score.She was tall, dark, slim but curvy. Black hair, a tight red dress, dark red...

Wife Caught Me with a SheMale

It all started out one day I was sitting around in my apartment watching adult porno on the computer. My wife had just left for work. I was horny and my cock was hard so I started jacking off. I was lying on my back pumping my cock hard when I started to cum it had been a week or so since I had any pussy and the cum shot out of my prick like a loaded gun.Some of it hit me in the face and some of it landed on my lips I stuck my tongue out and licked it off my upper lip. It tasted a little salty...

Cat The Shemale

Follow me on insta @raqm0900. IF you love my stories.I am a closet CD and seeking a owner.Introduction:I could not believe my luck.In my sophomore year of college I started dating one of the hottest girls on campus. We had met in my History of the Roman Empire class and hit off right from the start. It took me almost a whole semester for me to work up the courage to ask her out. When her reply was, "I've been waiting for you to say something." I almost creamed myself.Let me explain. I am pretty...

From Female to Shemale

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Hands free self facial with a shemale

I was out at a little casino in Reno talking to this black girl. Her body was smoking and she was showing it off proudly in this tiny outfit and knee high boots. She was about 5'8" she had about a C cup. She was thick in all the right places. Sexy thick thighs. She was almost considered fat or a BBW. We talked, flirted, and had drinks for about an hour. After a while I asked if she was hungry. We got up and when she was getting she put her hand on my shoulder, I took a chance and leaned in...

My first time with a Shemale

By the time I turned 18, I had already done a lot of fucking - mostly with women in their 30's and 40's. As a k**, I was kind of a stud, mowing lawns in the neighborhood. I had a bod, and went shirtless, in shorts and sneakers, for effect. The women in the neighborhood did love me and tipped me well after mowing their lawns and eating their "bush."I did finally land a job as a pool boy at the Fountainbleau Hotel. The sexual encounters remained the same but in much better surroundings, and the...

forced by Shemale

After the shower I dried off and went into the darkened front room. Two dull red lights were lit, casting a warm glow around the room. She was sat on the bed as I approached, my little cock shriveled up and sitting on top of my tight balls. She smiled, stood, and sauntered over with a mischievous look in her eye. She was the one that initiated the kissing. It was hard and forceful: biting and pulling on my bottom lip, sucking my tongue hard into her mouth, forcing her tongue down my throat. I...

Double Anal With a shemale

....He answered the door and there she was beautiful as ever. He had just paid 500 dollars to have a transsexual escort come directly to his door and greet him. She had on a long pea coat and thigh high boots. When she took the pea coat off all she had on was a one piece swimsuit. Her tits were a 36 D and she was 5'9 with heels on. She went over to him and kissed him with lots of tongue. She then grabbed his dick through his sweats and said "Hard already we haven't even started. Where's your...

My adventure with a shemale

My friend’s son was getting married and he wanted us all to go on his stag do in Amsterdam. Having flown from London we were soon settled in our hotel and the beers kept coming, it didn’t take us long to get steadily pissed. Soon everyone was pissed out of their skulls except myself and were soon falling asleep, I decided to have a walk around the city.I went from one bar to the next and when I went in the fifth bar this girl came up to talk to me, she was 21 years old, long black hair, slim...

My First Time with a Shemale

When I was living in Indianapolis and horny one night, I went to a local adult bookstore at just after 3 AM in the morning. Already hard and as I parked, I noticed what appeared to be a woman in a van next to me. She was definitely looking at me…I figured that she was one of the models who fingered themselves while men jacked off. Nevertheless, she started her van and so I started my car and began following her down the road.At one point, she pulled into the parking lot of an abandoned gas...

My First Time with a Shemale

When I was living in Indianapolis and horny one night, I went to a local adult bookstore at just after 3 AM in the morning. Already hard and as I parked, I noticed what appeared to be a woman in a van next to me. She was definitely looking at me…I figured that she was one of the models who fingered themselves while men jacked off. Nevertheless, she started her van and so I started my car and began following her down the road.At one point, she pulled into the parking lot of an abandoned gas...

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