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Shemale (first time expierence)

My First Toilet Expierence

... after my first ever expierence with a guy and it was a complete fluke. I was still only 15 years old at the time and had ... pulled up his pants tied them up and for the first time i heard him speak "thanks" he said as he opened the ... ... Continue»
Posted by whitleybaylad 2 years ago  |  Categories: Anal, First Time, Gay Male  |  
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My First Time!

... this was an opportunity for me to talk with a shemale for the first time. I would head for Fourth Street about nine, just as ... to see for myself. I told her it would be my first time with a shemale. She then asked me if I was sure that I was ... ... Continue»
Posted by cute_girls_with_dick 2 years ago  |  Categories: Anal, First Time, Hardcore  |  
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First time fucked by a shemale

... say. I had fantasized about being with a shemale many times, but never thought about actually ... tell you've never been with a shemale before. I'm glad to have the privilege ... honey buns, I can tell this is your first time at this and I promise I'll be gentle ... ... Continue»
Posted by surferboy_ibiza 1 month ago  |  Categories: Anal, First Time, Shemales  |  
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First Time Shemale Encounter

... it was going to be my first time with a shemale i wanted one with a ... shemale walked in. My lucky day! The manager, who spoke english offered me two women since it was my first time ... big dick girl knew i was a shemale virgin. She instantly took advantage of ... ... Continue»
Posted by iLoveShemales12 3 years ago  |  Categories: Anal, First Time, Shemales  |  
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My first time with a tranny

... years old and was constantly masturbating to shemale porn. My best friend was getting ... tranny and I answered that it was my first time. She smiled and kept going faster. I ... blowing her, all the scenes from all the shemale porn I had watched came to my head. ... ... Continue»
Posted by feinor11 3 years ago  |  Categories: Anal, First Time, Shemales  |  
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My First Time with a Shemale

... Dane Harlowe. However, as much as I fantasized about being with a shemale or cross-dresser, I never thought it would happen.

Then one ... hands on the back of my head, and, for the first time, I took a guy’s dick fucking my face.

Just before she was ... ... Continue»
Posted by TSfanxxx 2 years ago  |  Categories: First Time, Shemales  |  
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B5 Chapter 4 Jordan's First Time - Jordan Jer

... would be to finally experience her new cock for the first time tomorrow.

Sunday morning finally came. After Tami cleared ... load, yearning for a dose of hot, thick, creamy shemale jism.
Jordan's massive prick expanded mightily between her stroking hands ... ... Continue»
Posted by gregster 2 years ago  |  Categories: Hardcore, Masturbation, Shemales  |  
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B5 Chapter 5 Jordan's First Time - Jordan Lea

...
"Well Jordan, I'm really pleased you had such a fantastic time, your first time out of the gate," said Tiffany. "However, there are certain ... her money."
"I know that Barocca knows we made you a shemale, Jordan," said Tiffany. "But she has no way of ... ... Continue»
Posted by gregster 2 years ago  |  Categories: Hardcore, Masturbation, Shemales  |  
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First Time Crossdressing with a mate part 1

... , but ever since I dressed up like a slut for the first time, I couldn't stop thinking about meeting another crossdresser for some horny ... outfit. From there we would roll a joint, throw some shemale porn in the big screen, and start massaging each others ... ... Continue»
Posted by obm_cd 1 year ago  |  Categories: Fetish, First Time, Shemales  |  
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My first time with a shemale

... couldn't put two and two together at first but soon she started finger fucking me more ... wasn't the first time that I sucked cock, neither the last time. But it was the first time I got fucked ... feelings that I think that a shemale is the perfect human being. ... Continue»
Posted by HOLY-SMOKE 4 years ago  |  Categories: Anal, First Time, Shemales  |  
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My First Time With a Transexual

... nipples, which I sucked very softly at first, she moaned again said to me to suck ... had ever been with a shemale before I said no you are the first but not the last. She ... was really a true story of my first time with a shemale but not the last. let me know ... ... Continue»
Posted by jackguns 5 years ago  |  Categories: First Time, Gay Male, Hardcore  |  
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First Time - Surprise Shemale

... One day I discovered the true beauty of the shemale. Wow. Gorgeous women, with cocks. Prior to ... and said "Hey, slow down. Condom first". These were the days of super safe sex ... a rubber and then sat back, as for the first time in my life I began to give head. ... ... Continue»
Posted by hungrymanx 11 months ago  |  Categories: Anal, First Time, Shemales  |  
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First Time With Tranny

... with a nice cock. I gravitated towards shemale porn and couldn't get enough of it ... drinks and browsing the web for my favorite shemale movies. I discovered the gay.com chat forum ... own in my hand for the very first time. Her cock was very nice, probably ... ... Continue»
Posted by jay01973 5 years ago  |  Categories: Anal, First Time, Gay Male  |  
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First Time Having Sex With A Shemale

... heavy boxes that they need help with. At first I thought she was white girl but when ... pace fucking my asshole this was the first time something when into my asshole as she ... and hear more about me and my shemale girlfriend stories please comment and rate this ... ... Continue»
Posted by TheGhost08 4 years ago  |  Categories: First Time, Interracial Sex, Shemales  |  
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First time with a man

... who havent had any female surgery so a shemale with tits isnt as attractive to me as ... turn on. If I had my prefect first time, it would be in a baby doll teddy ... the room and prepared myself for the thrill of first time male sex. I was so nervous and a ... ... Continue»
Posted by yangus99 1 year ago  |  Categories: Anal, First Time, Taboo  |  
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Noelle's first time


I was 22 the first time I ventured out as Noelle. I had put the wig and some ... . I was fascinated with the novelty of shemale porn, as I had seen very little at the time. I could feel my little cock growing ... ... Continue»
Posted by noellejordan 4 years ago  |  Categories: Fetish, First Time, Shemales  |  
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First time with a shemale

... that I had loved since I can remember jerking off for the first time.
I was walking the streets of Amsterdam that day, the Red ... ?", she asked to come closer and said again "I want a good time and for you its free"...
Even back at that age ... ... Continue»
Posted by joelo 3 years ago  |  Categories: Shemales  |  
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MY first time with a Tranny :)

... i gently started suckeng on this huge rod. it was the first time i had cock in y mouth and i loved it. it was sexy ... there after...... 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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My First Time with a Shemale

... me shoot my own cum into her ass! For the first time, I was cumming in another man’s ass!
... Continue»
Posted by omnisexual2 1 year ago  |  Categories: Lesbian Sex  |  
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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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