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Tranny Stories

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Craigslist ad
You lay face down on the bed and her hands knowingly massage your body sending warm tingling feelings up and down your spine. Her hands soon also begin to massage your bottom. First one bun and then the other receives deep strokes that both relax and stimulate you at the same time. You begin to feel an uncomfortable bulge rise up under you as your manhood reacts to the pleasure. Then, she roughly pushes your legs apart to expose your naked bottom even more fully. You gasp for air and the anticipation is almost unbearable. Her fingers begin to explore your most secret parts as they slide up,... Read full Story
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My first date with a "shemale"
I met a guy whom i worked with and found out he was bisexual,it didn't bother me nor did i care because i know who i was.I realized he was trying to date me without asking me if i was that way.I flat out turned him down and told him i didn't go that way! I was cool with him and liked him as a friend but had NO interest in him as like that.So we just or shall i say i allowed him to be cool with me and hang out,he has seen xrated videos of me and i seen pics of him but i didn't think anything of it.He told me he meet a guy that wanted to be a gurl but he wanted him to be a guy ca... Read full Story
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A Steamy Shower With Desi
We are in Vegas for a vacation and we are having a blast. It is getting late in the afternoon so we head back to the hotel to get ready to go out that night and have some fun. We take a nap in the room and I wake up first so I go hop in the shower. You wake up shortly after me and hear the water running. You are wearing a long white tank top and some purple cheeky panties. You get up and walk over to the bathroom and peek in to see what I am doing. I am washing my body and my cock is half hard and just hanging there. You lick your lips and suddenly all you can think about it playing with my ha... Read full Story
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Sexy She Male Picture I’ll Never Forget
My friends and I were on a road trip, and we finally got to Los Angeles on hot afternoon. My friends wanted to go to the beach and to grab some food afterwards. I did not feel like it, so I decided to take a nap in our motel room. That was what I told them anyway. I was up for something else instead. Having come to a big city finally, I wanted to sate my fantasy and be with a shemale. I went online, and started browsing. I stumbled upon some she male picture website. One of them hit me up and asked what I was looking for. I said I was a regular guy who is willing to experiment a bit. I c... Read full Story
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Subdued Keister
Curiousity got me roughed up. I'm a curious straight guy wondering what would it be like to be dominated sexually by a mature foreign guy. It got me browsing the CL site almost every night taking a chane to find that individual whose preferences match mine. Inevitably everything fell into place. A 55 year old caucasian was seeking a slighty chubby manly-looking guy whose able to be a submissive type in the sack. Let's call him "Tom"... Tom was a 6'1 white guy visiting the country for business purposes and was looking to sneak in a bit of NSA sexual fun during his tim... Read full Story
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Dicked down by 9 bbc shemale
One of my current fantasies was to be picked down hard. No talking, no foreplay, just a sissy cunt for a hard shemale cock. Woke up at 4:30am Sunday morning with the thought today has to be the day. Sissy had been up playing with her toys Saturday night and was quite frustrated knowing the real thing was out there and looking for her. Posted ad on craigslist "Sissy looking for bbc to treat her like a piece of meat. Take what you want and vent your frustrations." in the t4t Casual encounters. Did a quick flush, showered, styled the hair, slutty makeup applied, and put on a n... Read full Story
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Are my Tranny Orgasms Unique?
There have been some changes, some dramatic changes, in my sex life since before when I started out acting the heterosexual male role. Rather than being the hard cocked male entering whatever female partner it happened to be this time, now I am more commonly the trans partner being entered. Previously I was getting my dick sucked and now I’m the one that just loves sucking his or her dick! Back at the beginning of my real changes I didn’t even begin to grasp the sheer pleasure I would derive from blowing cock. So many years wasted missing out on something I now absolutely adore doing. I am nat... Read full Story
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Shemale Dating
We arrived late in our hotel room. The date was going well... but I didn't know what to expect, being new in shemale dating - I was excited and a little scared at the same time. She was a beautiful Latina: busty, dark exotic skin, fantastic lips; we couldn't stop kissing each other in the elevator. She slowly undressed while I was watching, mesmerized by her perfect breasts and nipples which I wanted to suck right there. She gestured me to come closed and I started kissing her abs, working my way up through her cleavage, giving her nipples a twist and then a gentle touch. I could feel her g... Read full Story
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Escapism
‘Fuck yes! Yes Daddy! Fuck me like a little bitch!’ I scream into the pillow. My arched back allowing my partner full access to my greedy asshole. He slams harder in response. One leg bent, pointing a pink glossy stiletto heel towards the ceiling, bouncing against my stocking clad legs. Straightening my long caramel blonde wig, I run my hands against my partner’s sturdy thigh, reiterating the approval of my girlish screams. My high pitched, fake American, best attempt at a porn star. In my mind right now I am the star of the best porn flick anyone has ever watched. My lover grunts, s... Read full Story
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Jayne, Linda, Carol And John Share
I have always found womens clothing got my cock hard & before I moved out of my parents house to live alone I had a couple of bras of my own. Away from Mom & Dad & very close to shops my other wardrobe collection soon grew to include panties a dress & hi-heels, allowing me to explore wearing them in private, & apart from a boyfriend who I had a relationship for over 2 years and enjoyed fucking me or having his cock shoot in my mouth with me dressed in a bra & panties, and my wife( who walked in on me seeing me wanking on the sofa whist dressed in br... Read full Story
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