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Tranny Stories

76%
My first taste of tranny cock.
So got my first taste of tyranny cock over the holidays. My wife found a sexy tgirl on Craigslist something we have wanted to do for awhile now. It was so great she was super sexy blonde huge tuts and a fat 9 inch cock that she used on both of us. Best time of my life she fucked me while my wife sucked me and rode my cock. Then fucked my wife while I fucked the sexy smooth shemale the we both stuck our cocks in my wife it was so fucking hot our cocks rubbing together in her pussy. Then to top it off we both shot our loads in my wife then my wife looked at my and said lick it all out of my hole... Read full Story
44%
Tranny swinging
Chapter 1. My wife Claire rang the doorbell and we both looked at each other, our hearts were racing, what was going to happen when entered these strangers home. The reason for our trepidation and standing in front of this alien door was that we had answered an add on a swingers site after we had discussed that our sex lives were flagging and after entering all the usual data we had spiced up our sexual preferences. We had both put down bisexual and I had ticked the box for crossdressing and transsexual interaction. The invitation we got back stunned us at first, it had requested that both ... Read full Story
20%
Ejaculation of a person
When you want to fire up to a full reservoir, urgent flood, the whole mind only thought I need to be fuck, need to be ejaculation to ejaculation, need to be fuck orgasm.But that long time can not find, that root can put my When the entire rectory filled the eldest brother, I even thought of madness commute station during work hours, take off underwear, lifted skirts, shouting at passengers to kill me. In order to avoid their own crazy, only to use the old drama code again, masturbation to vent.Use a huge root massage stick hard into the anal, slowly pumping inserted, and the other hand pinch ... Read full Story
90%
My Dream pt 3
Our first invitation arrived at the end of September. Sydney spotted it first and tossed it into the trash with out looking at it. She didn't tell me what it was and I didn't bother asking. The next invitation arrived two weeks later. This one Sydney opened and after reading it she passed it to me. It was a formal invitation addressed to the both of us from one of the female teachers at the school. The teacher was a fellow math department teacher that I had talked to on several occasions. She was very sweet, small with small breast and a very cute face. She was a little older then... Read full Story
78%
Dressing with my cousin
My First Time When I was about 16, I would spend my Summer vacations, from school, at my Uncles’ house. My cousin and I would sleep in one bedroom, with two beds. He was three years older then me and always knew what we could do, to have fun. I looked up to him and wanted to be like him. We had no secrets between us and we shared everything. One afternoon I came home early, from a friends’ house and found my cousin standing in front of a full length mirror, dressed in a blond wig, black nylons, yellow panties, bra and a yellow summer dress. I could see he was stroking himself under th... Read full Story
87%
First time in Key West
I've always been fascinated by shemales.  Aside from having an overall appreciation for how the male member in general functions and, when properly stimulated, pulses and pumps...cum spewing from the tip.  I've watched any number of webcam shows where guys jerk off.  And yeah, I've watched my share of shemale videos.  Interesting how you could be with a woman and yet be with a cock at the same time.  Very interesting.  .....  So, the foundation was set. I went fishing in the Florida keys for a few days and someone I knew there said I should checkout Key West since I hadn'... Read full Story
90%
A little office fun
Two days had passed since Scott’s amazing night with Louise. He hadn’t heard from her at all but today he was finally going to see her again at work. He was nervous and excited all at the same time. Scott proceeded to his work desk and worked his day as usual. He hadn’t seen Louise at all throughout the morning, however as lunch finally came around, she appeared at his desk. “Long time no see”, she greeted him, a devilish grin on her face. Scott looked her up and down. She was wearing a tight red dress which accentuated her beautiful curves - black heels which made her gorgeous legs pop. He... Read full Story
100%
The lover of Lisa
It wasn’t that hard making the change from friend to lover, and from lover to student of sensuality. Lisa made clear that I was to follow her directions, not that our relationship was predicated on that, but that she was going to lead me to a new place in my life. She had been a friend for months and as of last night she had become my lover as well. The fact that she had born a man was lost on me, for I had only know her as a woman and then, last night as the woman I had come to love. Her plumbing was not the issue, she was who she was, and that is who I had come to love first as a fri... Read full Story
58%
My dream Pt 1
This is my first story..... I am myself as Sydney and this is written with what i hope the person who falls for me thinks of.... __________________________________________________________________________________________________ It wasn't my idea to move to Phoenix; well it really was my choice on where I would live. But it wasn't my idea to quit my job as a commodity broker on Wall Street. That's not exactly a true statement either. It was my idea to quit my job after the doctor told me either I find some other job that was less stressful or die of a heart attack by the age of... Read full Story
83%
My dream pt 2
A few hours later I woke up and realized that I had fallen asleep. Sydney must have also fallen asleep as she was still in my arms. I tried to get up with out waking Sydney but that wasn't possible. She woke up and quickly put on her nightie so she could walk me to the door. When we entered the living area we found Daniel kneeling on the floor naked with his upper torso laying on the coffee table. Savannah was right behind him and she was slowly moving back and forth as if she was fucking him from behind. When they saw us Daniel asked if we wanted to join in. Sydney told him not to be ... Read full Story
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