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Her first shemale

MY FIRST SHEMALE ENCOUNTER

... I remember the first time I found myself in bed with a shemale. I had just broken up with my ... these girls are shemales". I must have looked confused, because he explained further. "These are women ... to fall in love with them - they just want sex with a straight dude!"

Well, my first thought was "Fuck... Continue»
Posted by madnessx 4 years ago  |  Categories: Anal, Masturbation, Shemales  |  
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my first time with a shemale

... first shemale experience. Really, there was no difference at all hardly between her and a bio woman ... . I've always been attracted to shemales, so I selected that category in addition to "female" just ... in the search results. She was 53 and only lives a few miles away. I looked at her pics, and she... Continue»
Posted by bbwlover1138 4 days ago  |  Categories: Shemales  |  
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first time with a shemale

... Well this is my first story i have wrote so bear with me and comment on what you think...

well ... in my mouth and ass but i wasnt attratced to men jusst the cock so i decided to find a shemale. i live ... in a small town and thats hard so i found one about an.hour away in the city. so i talked to her... Continue»
Posted by wildmanxd 3 years ago  |  Categories: First Time, Interracial Sex, Shemales  |  
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First Time - Surprise Shemale

... many things to see and do. One day I discovered the true beauty of the shemale. Wow. Gorgeous women ... . The idea of man on man totally turns me off. Shemales however were totally different, yet totally ... to take her clothes off but I asked her not to as I loved the look of what she was wearing. She... Continue»
Posted by hungrymanx 1 year ago  |  Categories: Anal, First Time, Shemales  |  
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MY FIRST SEX WITH SHEMALE

... as a schoolboy on a first date. She introduced herself, and I found her name to be extremely enchanting ... enticingly as her arms relaxed at her sides.

I found the first button and opened it, slowly ... the passion on her face as I sucked the hard rose buds; first one, and then the other in rotation.

I... Continue»
Posted by fukkerguy 2 years ago  |  Categories: First Time, Shemales  |  
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My First Time with a Shemale

... that I had often heard in shemale videos.

I stood at her van, and we made small talk for awhile ... was the first awake, and I began stroking her cock. I couldn’t wait to fuck her again.
... I had watched porn for a long time, graduating from straight porn to videos of shemales, falling... Continue»
Posted by TSfanxxx 3 years ago  |  Categories: First Time, Shemales  |  
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My first time with a shemale

... it at first, so she took my one hand and led it under her mini skirt, rubbing it against her crotch ... clothing waving me over and asking if I would like to come up to her place. Obviously, a lot ... of prostitutes were soliciting in the area and me assuming her to be one I answered something like "hell... Continue»
Posted by HOLY-SMOKE 4 years ago  |  Categories: Anal, First Time, Shemales  |  
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First time fucked by a shemale

... to her house to fix her PC. She told me her name was Shandra. We made arrangements for me to show ... up there Saturday afternoon.

I showed up at the appointed time and was surprised when I saw her ... she could kick my ass in a wrestling match, but had an unmistakable femininity.

Her hair... Continue»
Posted by surferboy_ibiza 7 months ago  |  Categories: Anal, First Time, Shemales  |  
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My first shemale

... I was on a vacation when I had my first shemale.
It was a regular december day in Sweden, rainy ... the bed and said:
-Please fuck me, PLEASE.
I played with her a bit first and the Fiona asked her to lay ... came first and shot her load dep inot my ass. Kristina bent forward so we wera doing a full 69. I shot... Continue»
Posted by Ankakalle 4 years ago  |  Categories: Group Sex  |  
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First time with a Shemale

... that she took with her camera phone on the way home. I never saw that girl (shemale) again... although I would love to. ... First off this is a true story. I lost my virginity at a young age so sex is always been something ... Bella sat in the back seat with her and they giggled all the way to my place. Once we got there Bella... Continue»
Posted by trannincestluva 5 years ago  |  Categories: Shemales  |  
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My first encounter with a shemale!

... this was my first experience and that i wanted to her to treat me like a bitch. i payed my money ... I am a straight guy who had never strayed before.. however i had been having urges over shemales ... and started wanking to shemale porn every now an again online. i have always been interested with my... Continue»
Posted by onceuponanas 3 years ago  |  Categories: Anal, First Time, Shemales  |  
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Her first shemale

... It was no secret to me that my girl was bi; we had talked about it and I encouraged her to express ... and explore her bi side. When I managed to get us a date with a hot girl, I decided to keep ... and introduced herself- her name was Ann. We had a nice dinner, and on our way back I asked the girls... Continue»
Posted by angelslover 3 years ago  |  Categories: Anal, First Time, Shemales  |  
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First time hooking up with a shemale

... Well the first time I hooked up with a shemale was an e****t visit (night out, massage and the rest ... about it being my first time with a shemale. The night was over and she gave me a big hug ... :)), this was when I just started to gain interest in shemales (about 2 years ago), so I became... Continue»
Posted by mensah9 4 months ago  |  Categories: Fetish, First Time, Shemales  |  
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First Time Having Sex With A Shemale

... Ok let's begin so I was walking down the street going to the store one day I saw a woman and her ... daughter moving into a house they had some heavy boxes that they need help with. At first I thought ... thanks a lot it's was a nice home for her and her daughter. So we finish moviing stuff into the house... Continue»
Posted by TheGhost08 5 years ago  |  Categories: First Time, Interracial Sex, Shemales  |  
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My first time with a shemale(True Story)

... This is a true story about my first experience with a shemale.

I was sitting around ... bra and thong panties. She asked what i wanted to do first and i told her that it was up to her ... the way into her ass, slowly at first then i picked up the pace as i grabbed her hips and fucked her... Continue»
Posted by wild_wolf_03 1 year ago  |  Categories: Anal, First Time, Shemales  |  
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My first time with a BBW Shemale turned into a thr

... had always fantasized about givin a sexy shemale some good head. So I lay her down on the bed ... finally do, I look up and I see her roomate, a sexy chocolate shemale BBW friend standing in the doorway ... mine. I was in shock that my first shemale experience was with 2 hung, fine, BBWS and how fast... Continue»
Posted by Champdick 2 years ago  |  Categories: Shemales  |  
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First time with a shemale

... judgement in the sex world that I had loved since I can remember jerking off for the first time.
I ... Colombian mama with tits falling to her knees, all of them special in their own way I guess.

So here I ... if my memories are playing games, but I remember her really really cute and splendid... As usual she... Continue»
Posted by joelo 4 years ago  |  Categories: Shemales  |  
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First Time Shemale Encounter

... it was very easy to find shemales. So i decided to go over the boarder to the very dangerous city of Juarez ... . Not knowing and spanish i tried to tell the owner what i wanted. If it was going to be my first time ... with a shemale i wanted one with a big dick. Out of 13 or 14 shemales i picked the biggest one and we... Continue»
Posted by iLoveShemales12 4 years ago  |  Categories: Anal, First Time, Shemales  |  
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My First Time with a Shemale

... her stomach and the sight of it instantly made me shoot my own cum into her ass! For the first time, I was cumming in another man’s ass!
... 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... Continue»
Posted by omnisexual2 2 years ago  |  Categories: Lesbian Sex  |  
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my first time with three shemales

... and blue eyes all her friend we shemales too. After the got a table and ordered some drinks the music ... it was shemale night close to midnight when i saw this very tall gurl walk in with some friends she ... started so i went over and invited her to dance and to my surprise she said yes so we dancwd... Continue»
Posted by jaygomez1958 3 years ago  |  Categories: Shemales  |  
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