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Tranny Stories

July 13, 2014 5:47 pm
After Greg,my first black lover,moved away,I THOUGHT that my "experiment" was a passing one. Was I ever wrong. I'd be in bed holding the recent centerfold up with one hand and my other stroking away,yet,when orgasm neared,my thoughts invariably turned to Greg and specifically,his big black cock in my mouth.When I came,I urgently gobbled down my own issue,imagining,of course,it was Greg's.That's when I finally figured out that whatever had been awoken in me was more than a passing fancy. This presented a problem.Greg and I's "dates" were all quite private for a couple ... [read more]
Added by: shemale lover | Views: 1462 | Read full Story
July 11, 2014 5:47 pm
Christina moaned quietly as her partner Samantha slid the vibrator slowly in and out of her. She was fully dressed and bending over a chair with her skirt up and knickers round her knees. It was eight o'clock and she was waiting for her new boyfriend to pick her up to go out for a drink. This was to be her first date with Paul a transvestite admirer she had met in a car park while struggling to get some shopping in her car. He was waiting for her to move so he could get into the next car. Christina dropped a bag and a new pair of black knickers and bra she had just bought fell out onto the ... [read more]
Added by: shemale lover | Views: 1894 | Read full Story
July 9, 2014 5:47 pm
Some of my best friends are transvestites. I met them at a nightclub in L.A. It was pretty famous back in the day. They had a drag and dinner show. Some very talented people worked there. Some actually lived their lives as women, but a lot didn't. I used to hang around with Daniel. He was a very attractive man who also did a great Dionne Warwick. He also did the grand finale of the show - the woman to man transformation. I always loved that part - where he cleans off his makeup, takes off his wig, and becomes a very very handsome young latin man. It always brought down the house. Anyway, so... [read more]
Added by: shemale lover | Views: 2091 | Read full Story
July 8, 2014 11:51 pm
I visited one of my absolute favourite post op tgirls the other day and had an explosive time impaled on the end of her strap on 7" purple jelly dildo :) we started with a nice hug and kiss and then she took me in her mouth and gave me a really lovely BBBJ I reciprocated by sucking on her lovely tithes and licking her juicy "man made" pussy Its one of juiciest I know, if I didn't know she was a post op tgirl I would think it was a natural GG pussy she then strapped on a small, hard vibrating strap on dildo and loosened me up I have been fucked by her before with str... [read more]
Added by: xanykeyx | Views: 1155 | Read full Story
July 8, 2014 11:50 pm
My weekend with Kelly part 9 6/12/2013 I rolled off of Kelly, pulling her on top of me.She placed her head on my chest as my hands went down to her sweet tight ass. We layed like this for so long we actually fell asleep for about an hour or so. I was awakened to my cock being sucked on which I thought was just a very erotic dream. When the daze cleared from my head and I realized she was really sucking me, I let my hands run through her long hair. She stopped, raised herself up with her hands along my sides, smiled and said "I love to wake my guy up like this". ... [read more]
Added by: Biguynoc | Views: 1405 | Read full Story
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: 3849 | 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: 1195 | 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: 1699 | 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: 1491 | 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: 695 | 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: 1528 | 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: 1624 | 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: 1862 | 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: 1781 | 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: 2265 | 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: 3372 | Read full Story
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