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Shemale (first time expierence)

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 ... it gave me time to think and second guess myself but i kept going..
when i arrived there she was waiting... Continue»
Posted by wildmanxd 3 years ago  |  Categories: First Time, Interracial Sex, Shemales  |  
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My first time with a shemale

... at first but soon she started finger fucking me more and more, adding one finger at a time. I had seen ... enough my ears still start glowing with excitement. It wasn't the first time that I sucked cock ... , neither the last time. But it was the first time I got fucked in my ass and it was a hell of a ride.

I... Continue»
Posted by HOLY-SMOKE 4 years ago  |  Categories: Anal, First Time, Shemales  |  
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First time fucked by a shemale

... to say. I had fantasized about being with a shemale many times, but never thought about actually ... buns, I can tell this is your first time at this and I promise I'll be gentle." she said. My boner ... up there Saturday afternoon.

I showed up at the appointed time and was surprised when I saw her... Continue»
Posted by surferboy_ibiza 7 months ago  |  Categories: Anal, First Time, Shemales  |  
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First Time - Surprise Shemale

... on a rubber and then sat back, as for the first time in my life I began to give head. I started ... 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... Continue»
Posted by hungrymanx 1 year ago  |  Categories: Anal, First Time, Shemales  |  
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My First Time with a Shemale

... I had watched porn for a long time, graduating from straight porn to videos of shemales, falling ... of my head, and, for the first time, I took a guy’s dick fucking my face.

Just before she was about ... . However, as much as I fantasized about being with a shemale or cross-dresser, I never thought it would... Continue»
Posted by TSfanxxx 3 years ago  |  Categories: First Time, Shemales  |  
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First Time Shemale Encounter

... . Not knowing and spanish i tried to tell the owner what i wanted. If it was going to be my first time ... in. My lucky day! The manager, who spoke english offered me two women since it was my first time. I ... it was very easy to find shemales. So i decided to go over the boarder to the very dangerous city of Juarez... Continue»
Posted by iLoveShemales12 4 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 ... at the flat where the e****t receptionist answered and smiled and asked if I was ready to see the shemale... Continue»
Posted by mensah9 3 months ago  |  Categories: Fetish, First Time, Shemales  |  
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First Time Having Sex With A Shemale

... this was the first time something when into my asshole as she pound my ass i can hear the cum i shot ... daughter moving into a house they had some heavy boxes that they need help with. At first I thought ... in my mouth so she pull out i was sucking that dick for the third time that night then as her dick... 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 ... a bit curious about being with a shemale and decided that i would respond to a couple of the ads ... . The first 2 that replied back were hookers and i had never payed for it so i passed them by. But a short... 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

... mine. I was in shock that my first shemale experience was with 2 hung, fine, BBWS and how fast ... GOOD sex in about the same amount of time.

Then she says " do u wanna get outta here and go have ... head. I had secretly masturbated to shemale porn since I was in my early 20's and had the best orgasms... Continue»
Posted by Champdick 2 years ago  |  Categories: 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!
... Continue»
Posted by omnisexual2 2 years ago  |  Categories: Lesbian Sex  |  
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First time with a Shemale

... First off this is a true story. I lost my virginity at a young age so sex is always been something ... me that the tall girl was actually a tall shemale. I didnt believe it until Bella showed me pics ... that she took with her camera phone on the way home. I never saw that girl (shemale) again... although I would love to.... Continue»
Posted by trannincestluva 5 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 ... closer and said again "I want a good time and for you its free"...
Even back at that age I wasnt... Continue»
Posted by joelo 3 years ago  |  Categories: Shemales  |  
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my first time with three shemales

... it was shemale night close to midnight when i saw this very tall gurl walk in with some friends she ... and blue eyes all her friend we shemales too. After the got a table and ordered some drinks the music ... me back over and sat on my cock and road me like a bucking bronco until i came for the third time... Continue»
Posted by jaygomez1958 3 years ago  |  Categories: Shemales  |  
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first time i had a shemale

... it victoria had her hand up my christina's skirt and they were kissing hard. By the time we got home, my ... up and told her “it’s time for you to go down on me”. My christina took off her bra and I heard her ... pretty loud noise every time they were going in. christia started unzipping Victoria's dark black shiny... Continue»
Posted by gothicslave 3 years ago  |  Categories: First Time, Group Sex, Shemales  |  
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My first time witha a shemale.

... got a stroke of cock and balls, I instantly froze in shock to which the shemale urged me onto ... with the shemale so i lost her on the dance floor and went straight back to the hotel.
I felt shame... Continue»
Posted by JD85 4 years ago  |  Categories: Anal, First Time, Shemales  |  
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My first time with a shemale (true story)

... something kinky.
I called a shemale site from la costa del sol called taiakshemales and arrange... Continue»
Posted by allurs85 4 years ago  |  Categories: Anal, Fetish, Shemales  |  
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My first time with a shemale

...

Let me tell you a little bit about myself I'm five feet 10 inches tall around
220 pounds, brown hair and eyes very muscular, I'm an ex-professional boxer.
Around 10 years ago I I was working... Continue»
Posted by palitro1 2 years ago  |  Categories: Anal, BDSM, Shemales  |  
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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... Continue»
Posted by omnisexual2 2 years ago  |  Categories: Lesbian Sex  |  
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My First Taste

... the other. I had never witnessed such a magnificent sight in my life, and for the first time, I put her ... to the shaft. Then I had it in my mouth, a little at a time, pulling back with a sucking effort, pushing ... my god, I'm comingggg...", and I took the first contraction in my mouth. Then, while stroking her... Continue»
Posted by pantyboykristin 1 year ago  |  Categories: First Time, Shemales  |  
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