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First time Tranny

My first time with a tranny

... motel. But since I was very nervous and it was my first time I asked for a blowjob. She told me to drive around to ... asked me if I had ever been with a tranny and I answered that it was my first time. She smiled and kept going faster. I knew ... ... Continue»
Posted by feinor11 3 years ago  |  Categories: Anal, First Time, Shemales  |  
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First time dressing

... when I was an adult in my 50s. I dressed for the first time when I met a stranger for sex. Craigslist was an excellent place ... on Ray.
Remembering a few years back, I met a man and a Tranny for some wild, passionate sex. If Ray wanted a threesome, I was ... ... Continue»
Posted by cindyusa58 4 months ago  |  Categories: Anal, First Time  |  
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First Time With Tranny

... good connection. She was a smooth slim tranny and she loved to suck cock and get ... my own in my hand for the very first time. Her cock was very nice, probably about ... hope you enjoyed the story of my first experience with a tranny. Let me know and I will share ... ... Continue»
Posted by jay01973 5 years ago  |  Categories: Anal, First Time, Gay Male  |  
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MY first time with a Tranny :)

... up my local chatline and started talking to this tranny that told me she was horny as well, one ... gently started suckeng on this huge rod. it was the first time i had cock in y mouth and i loved it. ... and now im hooked. i want another ts, tranny, shemale. :) ... Continue»
Posted by luv2havefun 2 years ago  |  Categories: Anal, First Time, Shemales  |  
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FIRST TIME WHORIN'

... trashy whore clothing to be even more of an OTT tranny whore.

At the end of the alley I sat on a ... a real sissy whore.

"'Ya mean this is your first time out whorin, sugar"

" Yeh, first time" I stammered nervously, my voice quaking as I attempted ... ... Continue»
Posted by tvsllutmichelle 1 month ago  |  Categories: Anal, Hardcore, Shemales  |  
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first time with a Tranny

My first tranny I had was back after I graduated from high school. ... opened the car down and spit the cum out. First time for all, she was a virgin well so was ... and I went and sucked on her cock for the first time. The I told her to lay on her stomach and ... ... Continue»
Posted by theho_1 3 years ago  |  Categories: Anal, Shemales  |  
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FIRST TIME TRANNY

... and then another note…. “I like the tranny stories, do you?”

“yes, I ... .

“she’s good for a first timer”

FLASH

“hee hee, ... sl**p having wanked for about the 10th time, my phone beeped.

It was a ... ... Continue»
Posted by stig1963 5 years ago  |  Categories: First Time, Gay Male, Group Sex  |  
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Confessions of a first time dogger

... I couldn’t believe it, this was the first time I had tasted another cock and was loving ... thinking about what I had just done for the first time. I couldn’t believe it I had just ... I felt warm spunk running down my tranny bum cheeks. The chubby guy grabbed ... ... Continue»
Posted by mirandacarlton 1 year ago  |  Categories: Anal, First Time, Shemales  |  
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My First Time With a Guy - True Story

... was real. At some point I decided to watching some gay, tranny and bi porn online out of curiosity. I have always appreciated ... anything with a guy. I invited him over since it was his first time and not interested in anal. I was so nervous and wondered ... ... Continue»
Posted by chuckdiesel2 2 years ago  |  Categories: First Time, Gay Male, Masturbation  |  
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First Time Interracial Guy Anal Painfully Short

... far, so I agreed, even though I remember a tranny telling me never try doggystyle for my first time I get penetrated deep, just lay down, relax ... wishing he dressed me up like a little sissy for my first time. I arched my back and he spread my ass open, ... ... Continue»
Posted by letsnotell 1 year ago  |  Categories: Anal, First Time, Sex Humor  |  
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Part 2 to First Time I shared My Dad

... deeply in love with each other. For the first time in my life I felt warm,safe,secure ... weekend as mom was always gone then. The first time back we had a repeat of our 3way but ... maybe each year, He has rebuilt the tranny and the engine thru the years but the ... ... Continue»
Posted by Mluvsdad 4 years ago  |  Categories: First Time, Taboo  |  
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My first time with a guy

... drawn to gay and tranny porn (still do). The thought of that first time, with all of ... thick cock over his jeans. This was the first cock besides my own that I've felt. ... like to think I'm pretty big (see my first album), but he was soo much thicker.

We ... ... Continue»
Posted by waaterboy112 1 year ago  |  Categories: Gay Male  |  
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crossdressers first time with a guy!

... slowly made my way to my knees for the first time. with this nice big black cock staring me ... my tight ass. it hurt so much at first but it started to feel great after a ... feel his hot cum shoot deep inside my tranny ass. he grunted on ever stroke and grabbed ... ... Continue»
Posted by cdnorwich22 2 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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First time at Aarows Gay sex club

... men all looking for someone to make the first step and initiate, but they were all so ... "the orgy room" where they had an old tranny porno playing. I sat down on the couch and ... shaft. What a feeling! This was the first time for me so he took it slow, stroking ... ... Continue»
Posted by patty2323 1 year ago  |  Categories: Gay Male  |  
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My first time

... and as her mouth descended upon them I discovered for the first time how the pleasures which I had given her a few minutes before ... way. My virginity was no more, and for the first time something from outside penetrated down my vaginal tube, pressing me ... ... Continue»
Posted by dian0223 4 years ago  |  Categories: First Time, Lesbian Sex  |  
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First Time With My Cousin

... freshman roomie, turned out to be bisexual and for the first time I had sex with a girl outside my f****y. She was a lifesaver ... that incredible moment when I felt a cock entering me for the first time, knowing it was my father's and realizing how much he ... ... Continue»
Posted by fotisampini 2 years ago  |  Categories: First Time, Mature, Taboo  |  
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The first time my husband shared me.

... , Jeff, Dan, and Tom watched I came for the first time. Mike had pulled out andwas steeping backwhen I squirtedhim down ... turned into the neighborhood slut. While after I cum the first time my pussy becomes ultra sensitive andJeff's cock rubbingmy lips felt ... ... Continue»
Posted by unpredictable1914 2 years ago  |  Categories: First Time, Group Sex, Mature  |  
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First time hubby let his friends use me

... as Bill, Jeff, Dan, and Tom watched I came for the first time. Mike had pulled out and was steeping back when I squirted ... have I turned into the neighborhood slut. While after I cum the first time my pussy becomes ultra sensitive and Jeff’s cock rubbing my ... ... Continue»
Posted by 1superhornyguy 1 year ago  |  Categories: First Time, Group Sex, Mature  |  
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My First Time with My Dad

... i****t
Chapter 4 – “Seducing” My Dad
Chapter 5 – First Time Sex With My Dad


Chapter 1 – My Life Before i****t
... What would happen next?


Chapter 5 – First Time Sex With My Dad
======================================

Maybe I was ... ... Continue»
Posted by fotisampini 1 year ago  |  Categories: Sex Humor  |  
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First Time I Got Fucked By Another Man - And I Lov

... my bell. We fucked 3 or 4 times before our thing ended. First time in my office during working hours, a few more fucks in ... another person - we unwrapped ourselves in the garage and that first time turned into a 6 year teen gay sex affair. My bad luck ... ... Continue»
Posted by blacktopchaser 7 months ago  |  Categories: First Time, Gay Male, Interracial Sex  |  
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