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Tranny Stories

October 6, 2014 12:28 pm
Do you remember the first thing you ever put in your ass? The feeling of that pressure around and then inside your asshole? Just cleaned and maybe even shaved or trimmed a bit, ready to try it out? And the pleasure of it, oh the insane pleasure of it, once it got all the way inside you? And then later, maybe after a few different things you're trying, when you realize you can take whatever it is your pushing inside your ass until you wanna keep pushing it and pushing it to see how much you can take? I tried a banana, didn't really work. Then I found out that my virgin ass ne... [read more]
Added by: TrannyLuv5 | Views: 850 | Read full Story
October 5, 2014 5:47 pm
Have you ever imagined what it would feel like if you found your partner in bed with another person? Well I did, it happened to me not that long ago. I got home from work later then usual. I parked the car in the driveway as always and opened the front door of my typical urban house. I called out for my wife but to no avail. I had a quick look downstairs and found nothing so naturally I decide to look upstairs and that’s when I heard the moan. It was a low moan so low I dismissed it as part of my imagination. I slowly walked up the stairs when suddenly I froze in my tracks, I heard yet a... [read more]
Added by: shemale lover | Views: 3109 | Read full Story
October 3, 2014 5:47 pm
I was out on the road, On my way to Montreal at the end of my stint behind the wheel. I pulled into a roadside rest area, or lay-by... or in this case a 'pickle park', a cruising area for local and tranient gay and bi-men looking for a quick NSA hook-up. Hell, so was I. I was all nice and clean from the shower I'd had an hour ago at a fuel stop, and I was ready for almost anything now. I waited for a bit and sure enough, a girl walked up beside my truck from out of the shadows, and asked me for a light for her cig. Her voice gave him/her away, and we chatted for a little while. Shortly, ... [read more]
Added by: shemale lover | Views: 1573 | Read full Story
October 1, 2014 5:47 pm
It was my thirtieth birthday and my wife Alisha had a surprise planned for me, it was one surprise that I will never forget. I found myself on a plane going to Amsterdam, Alisha had planned a dirty weekend for us and what better way than to spend it in Amsterdam. We did the usual, walked round the red light district, took in the sights, strolled alone the canals, but one day Alisha suggested that we visit a 17th century manor house which was on the outskirts of Amsterdam. The manor was a huge big house almost like a palace, surround by big ornamental gardens. At the entrance of the estate was ... [read more]
Added by: shemale lover | Views: 3627 | Read full Story
September 30, 2014 10:56 pm
A few years back I spent time on and off with several shall we say more dominating types of gentlemen One of them, who for this I shall call Leroy, just loved when we got together to make me totally helpless. It was our 6th or 7th meeting. Leroy and i had been chatting on Yahoo and when he found out i was free that weekend he insisted on coming over later that afternoon. We talked about what he wanted me to be wearing when he arrived. We settled on 4pm and I was to be wearing a red waspie, black fully fashioned nylon stockings, black bra, short tight black skirt, red long sleeved bu... [read more]
Added by: __tiffanylondontv__ | Views: 1422 | Read full Story
September 30, 2014 10:54 pm
I had connected with Master X on a BDSM Fetish contact site. He was the owner of a fetish store and he said that he had been on the BDSM for several years. He had carefully studied my own profile and had seen that I had an immense interest in being used like a slut, being covered head to toe in latex – to look like a human doll - and a desire to be kept in inescapable bondage. He told me he had the same interests but as a Mater/Keeper, naturally. He sent me his picture in which he was dressed head to toe in latex and was wearing a latex hood. He had the body of just an average guy b... [read more]
Added by: __tiffanylondontv__ | Views: 833 | Read full Story
September 30, 2014 10:54 pm
The other day I visited a new tgirl, Paris, who advertised on an internet site. I was really attracted to her ad because she said 'orgasms are more fun with me' and in retrospect I think she was right :) the thing I really liked was that she started with a body slide with me lying on my stomach and with her sliding full length against my body. I could feel her lovely breasts and her nipples sliding along my back and the sensation was great. what was even better was as she slid further up she would kiss my neck and lick my ear and at the same time I could feel her tgirl clitty br... [read more]
Added by: xanykeyx | Views: 1031 | Read full Story
September 29, 2014 5:47 pm
This is the story of my first time going out dressed; it was halloween last year (2009). I figured i'd have less to worry about walking around dressed in a gothic tartan corset, spider-web mini-skirt, fencenet tights and about 10 armbands and bangles. It wasn't exactly brilliant but it was the excitement that spurred me on. Of course i was scared of seeing someone i knew, like a neighbour or a friend, but it was about 22:00ish, so i figured it was dark enough and late enough to avoid those kinds of people. It was a lovely feeling as i stepped outside, the wind rushing against my almost-b... [read more]
Added by: shemale lover | Views: 2018 | Read full Story
Nadia
70%
September 27, 2014 5:47 pm
It was a Saturday night. My wife had gone to England on business and the kids were away on holiday so I was alone in Hamburg on a hot summer's night. I headed for the Reeperbahn. I parked up on the Golden Mile and strolled down towards a bar I knew of old in a street off the main drag. As I walked along the street a lovely looking creature sitting at a table outside a bar smiled at me. I smiled back and strolled on past. I reached the bar but it had been transformed into a restaurant. I turned back. As I approached the table where the lovely looker was sitting she smiled again and said &ldq... [read more]
Added by: shemale lover | Views: 2500 | Read full Story
September 25, 2014 5:47 pm
So we were walking through the forest one day. My father was out fishing and looking for a good spot next to the river while I lingered behind him. That day I wore Dr. Marten's boots, black nylons, a black thong that was more like a string, a short black skirt, no bra (had smaller tits back then), a t-shirt, and a blue hoodie with a "daddy's girl" print on it. He finally found a spot and started fishing. I was quite bored and the book I brought was not interesting. Finally I had to go to pee so I said that to him and walked a bit further away. I lowered my nylons and thong and cro... [read more]
Added by: shemale lover | Views: 1759 | Read full Story
September 23, 2014 11:24 pm
"I found that I wake up at night to watch sissy hypnosis. I think I'm addicted and more than I look, the more I become a real cumslut. Everywhere I look, I see guys and I secretly beg to get ass pounded". Started to deal with my sissy around 16-17. At this time I didn't know anything about trans.. for me you were a travesti or cut the weewee and become transexuel. I was dreaming about a cock to pound my ass but men were not pleasing me. I fought many years against my cock attraction but men still not, only the cock... Then, I found some shemales dvds my bros had in his r... [read more]
Added by: Maryjane Fonseca | Views: 1075 | Read full Story
September 23, 2014 11:24 pm
I have always dressed in lingerie and women's clothes. I recently turned 38, and me and the wife have been experimenting in the bedroom. I talked her into letting wear lingerie, for starting this bedroom play. I have been wearing panties around her for a year now. Finally about 3 months ago I was able to talk her into finalizing my fetish. She let me go shopping so I got me all sorts of bras and panties. So it was my Birthday the other day. So I but on my light pink camisole with garters so I but on lace topped thigh highs, I even let her do my make up and style my wig. After I finally ha... [read more]
Added by: 420jester | Views: 1854 | Read full Story
September 23, 2014 11:24 pm
Wachenheim dressed up in a pretty skirt and loose blouse with his wife watching walked up to and knelt between my legs. He sucked my thick long black cock. His wife watched and masturbated as he worked my cock deep in his mouth. She knew as soon as I did him that she ws next. It was her wishes for the evening. I could only take about ten minutes of this worthless cross dresser sucking me that I needed to wear his ass out. He was so ready. I told his wife to prepare the sissy boy toy's bottom. She obeyed my demand and I watched her walk up behind him. I leaned forward and pulled his... [read more]
Added by: Rocky Wachenheim | Views: 1018 | Read full Story
Christina
84%
September 23, 2014 5:47 pm
There's this street in the heart of town where I live that's looming with shemales at night. Sometimes my friends and I would just drive through, just to have a look at them, and boy are they ever hot! Some of them are better looking that the average woman! Anyway, one day I gathered the courage to go to this street, just to feel what it's like to...um...'experience' a shemale. Actually, I had been planning this for months. So this one night, I took a cab to this street (didn't want to take my car and park it there - might get spotted), and was walking around checking them up close. I have... [read more]
Added by: shemale lover | Views: 2874 | Read full Story
September 21, 2014 5:47 pm
First sorry everyone it’s been a several month since I been here was busy with my life. Anyway Halloween comes once a year and we all wear custom and I know personally lots of guys like to wear female custom. I am cross-dress and love Halloween, this Halloween was wild first ever wild Halloween party I ever been too. It was black party nothing but black guys and very few white guys but lots of white, Asian and black shemale was their and soon I walk in lots of black guys was all over few of them took me in ally make give them blowjob. One group of 4 guys that’s was very wild I h... [read more]
Added by: shemale lover | Views: 2036 | Read full Story
September 19, 2014 5:47 pm
I'm an eternal masturbator. I've always like wanking and playing with myself. At a young age I worked out that I likes playing with my ass hole, sticking things in it, walking round all day with something in it. With the advent of the internet I was like a pig in shit. So much porn to be had and so many things to see and do. One day I discovered the true beauty of the shemale. Wow. Gorgeous women, with cocks. Prior to this it had been women with strapons that got my attention, but this? Perfection. Then cam the webcam. I found a couple of sites where you could interact with such beauties and c... [read more]
Added by: shemale lover | Views: 4517 | Read full Story
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