Shemales Porn Stories

Ch 4 plans and cages

Ch 4 plans and cages

And boy did they have plans for me although I would find out about them till about 2 weeks later. That night she drove me home and totally spent I fell onto my bed and passed out. I was so exhausted I didn't wake up the next morning and called into work sick for the day. Well Needless to say by that night I was back to somewhat my normal self. So i was sitting in my room hitting a pipe when Tina rolled in. She sat down next to me and took a hit of the pipe and then passed it back. "So love what you got planned for the rest of the night." She asked i told her nothing th... Continue»
Posted by tryme69u 2 days ago  |  Categories: First Time, Group Sex, Shemales  |  
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Ch 5 sold and whored

Ch 5 sold and whore
So the next morning Tina came into my room and threw down a stack of bills on to my bed and said " for last night see i told you momma would be nice, and since you did such a good job I think I might have a treat for you on Sunday if you bring in lots of money on friday night.." She patted the key hanging between her breast and walked out of my room. I Rolled Over To See How Much She Had Given Me And f O u nd it was 500 dollars now when I left the jar had been full so 500 dollars was just a fraction of what was j there. So i decided to put this money to good use. So i did... Continue»
Posted by tryme69u 2 days ago  |  Categories: Shemales  |  
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Lacey's Adventures -1

Lacey had always been cautious when playing online as her sissy self, and had only ever met a handful of men. Sucking a few cocks over the years, and her cherry was popped, but none of it was very remarkable. She wanted more, as strong fantasies grew over the last few years, years without any cock to service. She was about ready to burst. After spending time away from it all, she signed back up to a few websites where she knew she could have some fun, and began again. After a couple weeks of chatting with some dominant men in her area, she decided there was one who might be trustworthy enough,... Continue»
Posted by Plaything-Lacey 3 days ago  |  Categories: BDSM, Gay Male, Shemales  |  
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hotel meet

Another story part true part fantasy


hi all had a nice meeting last week. i was away on business which happens very infrequently so i planned to make the most of it. i was away with my boss for two days of meetings and one night in a hotel in Birmingham. anyway by the Thursday lunchtime the meetings were going so well i suggested i stay an extra night and take the guys out for drinks. he readily agreed so i quickly posted an ad on craigslist for later that night.

5pm rolled around and my boss left for the station whilst i headed to a city centre bar with 4/5 of the guys for drinks. as ... Continue»
Posted by claracduk 4 days ago  |  Categories: Anal, Gay Male, Shemales  |  
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Mile high shemale

“Curious? Bi?” Well, yes, but only with a shemale. Beyond that I’m a firmly planted heterosexual.

For many years I longed to have sex with a shemale but never did anything about it. (I’m not much of an initiator).

The community I live in has lots of shemale beauts; maybe that started my interest. One such ravishing creature has a gallery close to my office, and I fantasize every time I see her in the coffee shop. She also has an eye popping diamond on her ring finger.

Once in a while I’d visit shemale sites. Of the pictures the ones that turned me on the most were shemales with nice, ... Continue»
Posted by samcolt1911 4 days ago  |  Categories: First Time, Shemales  |  
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Long weekend. Part 1 of 3 ( Fiction ) Bi, Trans,

Long Weekend This contains Bi male and Transsexual. ( Fiction )

It was Friday night and I needed to get out for a while. I headed to the Rave bar in town. It had been a long time since I had some Strange. When I got there the place was jumping and packed full. The night had a wild energy in the air and these people came to party. The dance floor was packed and every time the club opened another section, it was quickly filled. All four of the speakers were loaded with dancers. The lower speakers were lit from the top and the girls dancing there had light shining up through their ... Continue»
Posted by mowgli53 5 days ago  |  Categories: Anal, Hardcore, Shemales  |  
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first time masturbating to shemale porn

so i have been jerking off to internet porn for a long time always the usual stuff straight porn . one day i was looking at this site and it had mixed pics , i happened to see this pretty woman that got me turned on so i clicked on the pic and started jerking off looking at this pretty woman never did she show a dick so didn't think it was shemale porn till another day i see her on another site and so i clicked to jerk off at her pics but this time when i clicked on the 3 pic she was laying there with her dick out . it shocked me and i quickly stopped jerking off and looked twice to see if i w... Continue»
Posted by 37spanishfly 5 days ago  |  Categories: First Time, Masturbation, Shemales  |  
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Ch 3 payment and my share

Ch 3 payment and my share

So Tuesday rolled around and as promised promised when in walked into my apartment at midnight I found not only Tina sitting in the living room drinking a glass of wine but monica as well. They were talking quietly and sipping on the wine with the bottle still on the table as I walked across the room. So as you could imagine I was pretty damn excited about getting some pussy and cash in the same day. So when I walked back into the room after changing I found the girls waiting on me. "So here is your money big boy" Monica said handing me a hand full of 100 ' s. And ... Continue»
Posted by tryme69u 8 days ago  |  Categories: Anal, Shemales  |  
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Confessions of a tgirl slut 2

His first time with a tgirl.

Friends often ask me how I meet my sex partners. As with so many other people these days, I rely on the Internet. In my Berlin days it was different. There I generally did not rely greatly on online contacts. The online world is full of fantasists whose fantasies rarely leave their desktop.

In Berlin I found actual bars - both straight and mixed - preferable. Berlin is very accepting of sexual difference and gender identities and I never had a problem sitting in a straight bar as a tv. I've written in other 'Confessions' that there are few commercial outle... Continue»
Posted by NancyBerlin 8 days ago  |  Categories: First Time, Mature, Shemales  |  
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SLUTTY CD FINALLY LEGAL AND ENJOYING IT Part ONE

I knew I was gay from an early age, sl**p overs at my friends, always ended up with us jerking off as we layed next to each other in his bed, then jerking each other off, and finally ending up with experimenting with oral pleasures, yea I was gay .
BY Jr High I found excitement in women's underwear , seeing my sistours and my moms bras and panties in the laundry aroused me and I would end up jerking off into them knowing they were going to be washed , this led to me trying them on when at home alone.
... Continue»
Posted by geoff19 8 days ago  |  Categories: First Time, Gay Male, Shemales  |  
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Ch 2 weekend BBQ

Ch 2 weekend BBQ
So the next week as you could imagine was tense for me. I wasn't sure what she was going to do so I tried to hide my anxiety as best I could and moved on with life. Funny enough nothing out of the ordinary happened my room mate was trying her hardest to get the managers position so she was spending long hours at work and coming home late each night. It was well known that she was fucking the store manager so everyone out two and two together. Finally on friday night when she got home she was really pissed off so when she got home she threw my door open and strode in. "That li... Continue»
Posted by tryme69u 10 days ago  |  Categories: Anal, Gay Male, Shemales  |  
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sexy real estate wife

.This stort relates to my wife rittu and me and we are married for 25 years having 2 k**s from our marriage and both the k**s were studying abroad and every month we used ro send money to them. I was in realestate business and rittu was a housewife with sexy bomb figure of 363438 and she had a fair complexition and used tp look very hot in saree .All the males in the colony uses to have thier lusful eyes on her body.In the evening we often used to go to the clubs and used to have drinks and the male members in the club used to offer us free drinks so that they can have a look at my sexy wife.... Continue»
Posted by harvin007 11 days ago  |  Categories: Hardcore, Mature, Shemales  |  
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Black mail ch 1

So this story starts out on a Friday evening in my sophomore year of college. At the time I was living down town in a small two bedroom apartment with a work mate. She was 26 and we had been friends for a while. So this evening was getting a shower in while I was waiting for her to go out. I already had plans for what I wanted to do tonight and from what she had told me earlier in the week she would be gone all night. So i had carefully planned my evening. Once I had gotten home from work I had begun drinking and even now in in the shower I was feeling really good. Not to mention I was horny ... Continue»
Posted by tryme69u 11 days ago  |  Categories: Anal, First Time, Shemales  |  
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real estate wife

.This stort relates to my wife rittu and me and we are married for 25 years having 2 k**s from our marriage and both the k**s were studying abroad and every month we used ro send money to them. I was in realestate business and rittu was a housewife with sexy bomb figure of 363438 and she had a fair complexition and used tp look very hot in saree .All the males in the colony uses to have thier lusful eyes on her body.In the evening we often used to go to the clubs and used to have drinks and the male members in the club used to offer us free drinks so that they can have a look at my sexy wife.... Continue»
Posted by harvin007 11 days ago  |  Categories: Hardcore, Mature, Shemales  |  
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My Flat part 1

So, about a year after the summer with Steve, it's my turn to go to University. I wasn't sure I wanted to go so after my A levels worried for a couple of years but then decided it would be better to go. I got myself on a 3 year degree course at a local university and my wealthy parents made of their rental properties available for me and they were paying the bills, to save me getting into debt. I moved out of home and into the apartment a couple of weeks before my enrolment. Having my own place had a disadvantage in that I was on my own so not great socially but of course the major advanta... Continue»
Posted by uktransvestite 14 days ago  |  Categories: Anal, First Time, Shemales  |  
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A dream comes true

This is a story that I made. The high school part is the real part in my life that happen, the rest of the story is part of my fantasy.

I was down on my luck, my girl left me after I left high school. We both almost liked the same things, we both liked the same video games, anime hated the Twilight series(ugh even typing it make me feel sick even if it is over) I tried moving on but it was hard but couldn't get her out of my head. When I was not thinking about her my head brings me back to her sometimes for the good time but usually saying "what did I do wrong?" even in my dreams she appear... Continue»
Posted by southwestwarrior 15 days ago  |  Categories: First Time, Shemales  |  
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The Wedding

The Wedding
Nikkie Silk
Part One
Trust me when I tell you I don't normally check the wedding announcements. I hate weddings. Ever since I was a page boy at my aunt’s wedding, when my mother made me wear a pale blue tuxedo. I was six, for God’s sake. She said I looked so cute.
Aunts and Uncles oohed and aahed at me as I walked down the aisle with the rings on a little satin pillow, but I hated it. You see, what I really wanted to be was one of the bridesmaids in their gorgeous frothy, frilly pink dresses. Even at that tender age I knew that I would rather be a girl than a boy.
There I’ve ... Continue»
Posted by nikkiesilk 16 days ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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My naughty crossdressing phone call cum

So there I was, in my favourite black hold ups, 50 denier opaque lace tops, my 4 inch heel black ankle boots, and my silky feeking black satin bra and panties set. Freshly shaved, feeling very fem, home alone and horny as hell.

Id been enjoying some of my favourite x hamster videos, and my clitty was aching for attention, so I slipped my panties down my nylon clad legs and started to give it a gentle rub. The feel of my stockings against my skin was heightening my desire and it wasn't long before a red painted nail was slowly circling the entrance to my tight pussy. I slipped it inside and... Continue»
Posted by CharlotteSometimes 17 days ago  |  Categories: Masturbation, Shemales  |  
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Part 2 - My 1st experience with a "special la

So after a having a great night with Viviana...which included passionate kissing & amazing Blow Job. I couldn't wait to see her again...yet with my schedule, it took a few more weeks before she was able to come over. The following is the story of what occurred that very night.

Viviana arrived at my place around 11 pm. She was a cutie...she had on some tight jeans, a cute blouse and some boots. Just as with our previous visit. We sat down on my bed, catching up what we been up to since our last hook up. Of course, someway somehow this lead to a kiss...kissing...make out...freaky tongue actio... Continue»
Posted by socal805 17 days ago  |  Categories: Anal, First Time, Shemales  |  
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First taste of cum for a Crossdresser!

I had never really been with another man before and I had always thought about it as I dressed up as a slutty girl and played with my little toys to orgasm. I'm a little tall at 5, 9 and with heels a monster! I have an average body, nothing feminine, but not out of shape and a nice big bubble ass.

Until that night. I had been sent to Dallas for a business trip and was super excited to dress up in my hotel room and play around! I played around a couple days in my room and just got dressed did my make up and wore my wig playing with my little dildo before passing out exhausted from all the... Continue»
Posted by sxyhispanic26 18 days ago  |  Categories: First Time, Gay Male, Shemales  |  
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