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Tranny Stories

July 8, 2014 11:50 pm
I had just moved to a brand new city to take a high paying finance job. I had been some what of a workaholic my first six months here. I was working around the clock 7 days a week to make a good first impression. My hard work had finally paid off and I had received a promotion that came with a quite modest pay raise. I was making close to six figures but that wasn't the source of my happiness, it was the fact I had gotten my weekends back and had time to relax and spend to myself. I was sitting on top of a picnic table in a park near my house that before my promotion I didn't know e... [read more]
Added by: bman8816 | Views: 3933 | Read full Story
July 8, 2014 11:50 pm
I go to a small discount store near my house once a week to buy candy. One sales clerk is obviously gay. He is nice to me and we have short conversations when I pay. He is a tall skinny black guy 22 years old and his roommate is short and pudgy. Over the past few months I have often thought to just approach him and asked him to fuck me. I’d insist on using condoms and I’d submit to him. I want to go where he lives or somewhere once a month and do whatever. I would offer to give them some money every month. I am an older white sissy. I wear female clothing under my regular clothes all the... [read more]
Added by: FunFemMan | Views: 1224 | Read full Story
July 8, 2014 11:38 pm
A few months ago I had to go on a business trip for some additional training for my job. I had to go fly to Georgia for the training. I flew in and got my rental car and was headed to the hotel. On the way in I passed an ABC store. I decided to get a bottle of whiskey since I was going to be in town for a few nights. I got to the hotel and headed to the desk to check in. There was area people in front on me and one was a really attractive brunette in a business suit. She had curly hair, nice legs and a nice looking rear. She dropped some paperwork and I picked it up for her and made s... [read more]
Added by: Play1802 | Views: 1742 | Read full Story
July 8, 2014 11:34 pm
I must say I was a little on the ropes about hooking up with a TS, just cus I wasn't sure if I would like it or not. So I gave it a shot. So I found one her name was Lisa and while she wasn't the best looking or had the dick I whould have perfered, she had talents. I started talking to her over the net and I finaly decided to take the plunge and go see her. Her place was very welcoming and comfortable, we talked for a bit, me being nervoius (it beig my first time and all) she made me completely comfortable. Then we went to the bedroom. I took my pants off and was already standing at ... [read more]
Added by: mystery1081 | Views: 1521 | Read full Story
July 8, 2014 11:31 pm
I've been going out fully xdressed for kicks and now I also film myself. The more outrageous the better. I love exposing myself on busy main roads & I walk about in sexy clothes taking them off flashing my clitty & arse, sucking & fucking ANYBODY who stops. It's sooooo deliciously naughty. Last time a man watched from the promanade & as I walked by him I smiled & lifted up my Tshirt to expose my lacy body, satin slip & tights. He followed me into the gents,wiggling my arse on the way in. I left my cubicle door unlocked & slightly ajar, took off my jeans... [read more]
Added by: trannyintights | Views: 713 | Read full Story
July 8, 2014 11:31 pm
I had been kind of seeing this really cool CD for a month or so. It was very casual, I would see her in certain clubs and we would hook up and have a great time but I don't think either of us wanted anything particularly serious. Whenever I saw her she would always look really smart and had a real class about her. She was a tall and slender brunette who was probably about ten years older than me (I'm 25), but she just stuck out a mile whenever I saw her. I wasn't sure what her deal was but I got the impression that maybe she hadn't long come out as a crossdresser because wh... [read more]
Added by: bareambition | Views: 1581 | Read full Story
July 7, 2014 5:47 pm
They came from all over the nation to downtown LA convention center. It was the "Little Cock Convention" I watched as men from all races and status came in. Sometimes they came with their wives,friends,Mistresses,lovers, or even their boyfriends. I was on Guard duty and walking the convention hall. Looking at the cuckold porn, sheepish looking bulls up on the Auction block, Penis extenders,pumps, and all the other crap that came with this convention. I looked at some over eager wives and husbands pawing at some "bulls" and walked over "Excuse me no touching the Models... [read more]
Added by: shemale lover | Views: 1635 | Read full Story
July 5, 2014 5:47 pm
Just for the thrill of it all, I moisturized my freshly shaved body, combed out my long hair over my shoulders, and put on a pair of very short cut off denims, cuffed them even shorter, and a Betty Boop T shirt with the neck and sleeves cut out. I looked and felt very much on the fem side. Not really crossdressed, but without a doubt, sissified. I drove down the interstate to the nearest rest area and parked all the way at the end. I carried my little belly bag like a handbag, and walked to the rest rooms with a swish in my step and a grin on my face. Most people did a bit of a double take; a ... [read more]
Added by: shemale lover | Views: 1871 | Read full Story
July 3, 2014 5:47 pm
A night away from home on business always meant a night of crossdressing and exhibitionism. I loved to get a room with a balcony so I could easily be seen by men walking around the motel grounds. This night I'd dolled in in a black lace corset; heels, hose, and g-string. I slipped on a leopard print short spaghetti strapped dress over; poured some wine and strolled out onto the balcony. My red wig flowed over my shoulders and my make up was just a bit slutty. I put on a choker that spelled out cumslut in rhinestones around my neck. I just knew that I would get lucky this night. Another motel n... [read more]
Added by: shemale lover | Views: 1797 | Read full Story
July 1, 2014 3:47 pm
My name's Dan and I own The Glass Cat. The Glass Cat is a Female Impersonator club, although lately we're getting a lot of transsexuals, too. The club is pretty well-known and sometimes we get some big-name shemale porn stars in to do a show. Our biggest draw is Tuesday nights. Tuesday night is dance content night. Sheboys come in from all over and dance and strip for cash prizes and exposure. We get a lot of different folks in the audience, so it works out well for the contestants and the audience. Well, I've been in this business for years. I've never been particularly interested in th... [read more]
Added by: shemale lover | Views: 2284 | Read full Story
June 29, 2014 3:47 pm
This happened about ten years ago and I thought I'd share it with you all for your enjoyment and mine! Like I've said before, although I'm bi-sexual, I don't walk around checking out other guys, nor do I like to be intimate with one. Sure, some might consider taking a cock in the mouth or ass intimate, but I consider it just sex. When I say I'm not intimate with other guys, I mean I don't kiss or cuddle or anything like that. It's always just sex, with no strings attached.......usually! There are exceptions to any rule, and this experience is one of them! I stopped at a gas station across t... [read more]
Added by: shemale lover | Views: 3403 | Read full Story
June 27, 2014 3:47 pm
The radio was loud and the top was down when I first saw her. She looked so beautiful sitting there at the bus stop.I remember her legs, they were long and tan and clad in silky smooth thigh highs. Her skirt shifted when she crossed her legs and I could see the garters clinging to her tan skin. She turned her head and smiled at me while I waited for the light. Her eyes were so bright. I think they were green, maybe blue. Every movement she made seemed to beckon me. As if she was calling me to her. I couldn't help but stare at her tits - they were fabulous. A car behind me honked. shatter... [read more]
Added by: shemale lover | Views: 3018 | Read full Story
June 25, 2014 3:47 pm
Last August my friends and I went on a “lads holiday” to the beautiful country of Thailand. We had booked a fortnight, which was to consist of five nights in a city hotel in Bangkok, and the remainder in a stunning 5* resort in Phuket. It was my first time in the country, my friends having been there twice before. When we arrived in Bangkok, the first thing to stand out was just how busy it was. I myself am from a big city, but Liverpool is positively serene in comparison with the Thai capital. First things first; Beer! We got into a taxi and told the driver to take us to a &ldquo... [read more]
Added by: shemale lover | Views: 3020 | Read full Story
June 23, 2014 3:47 pm
My two older sisters asked me to go to the bar with them which is always cool considering i am Transexual and they are not, course i always felt the reason they always asked me to go with them is because i had a way of drawing men to our table like bears to honey ha ha ha.(not that i think i'm all that and a bag of Salsa Doritos, but i'm alright looking i don't scare children and dogs so i must be doing something right XD It was Friday night and i decided to wear a purple mini dress with 3/4 sleeves with my 3 inch thigh high black suede boots and my black lace bra & panties, decided to ... [read more]
Added by: shemale lover | Views: 3904 | Read full Story
June 21, 2014 3:47 pm
Her name was Kelly, we had met online in one of the gay chat rooms I like to frequent and for the next couple of weeks we had developed a friendship, exchanged pics and fantasies and I was really, really into her. we had a lot in common, more than just the mere fact that we were both gay CD’s with torrid fantasies. After a few weeks of chatting we had grown comfortable enough with each other that we finally decided to meet in person, I was excited as could be, all I could do was fantasies about what our meeting would be like. The day finally arrived, it was a warm Saturday in June ... [read more]
Added by: shemale lover | Views: 1931 | Read full Story
June 19, 2014 3:47 pm
Joanna stood on the street corner and casually shifted her posture from one leg to the other. So far it had been a quiet evening for her with few punters around. Not many girls were plying the streets either. She’d had one customer earlier. He had been an Asian guy in a Toyota who’d stopped asking for business and after she’d explained the she was a cross dresser and he had readily agreed to anal sex .He was young, quite handsome and had treated her with kindness and respect. They’d driven to a local builder’s yard that Joanna often used and after exchangeing the ... [read more]
Added by: shemale lover | Views: 2746 | Read full Story
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