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Share your Transexual Fantasies.....

turnofthepaige said:
That is an amazing fantasy Jenna. I have similar fantasies myself though lately the one that most often comes to mind is being submissive to a couple. The woman showing me ways to enhance my femme self while I constantly serve and please both of them.
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While that fantasy doesn't quite fit the Transexual Fantasy thread, I can certainly imagine that. Sounds like your fantasy has a more sensual flavor to it compared to a lot of the sissy crossdresser memes & captions out there.
 
Jenna2641 said:
A long time ago, when I was first getting into cross-dressing as an adult, I had the fantasy of seeking out a transexual hooker. She liked something about me, so instead of treating me as a regular John, she takes me back to her apartment & introduces me to her room mate. Another hooker. The two tease & seduce me, telling me how pretty & sexy I could be as they strip the three of us down & invite me into the shower. The wash me down & shave the hair off my body, making my skin as smooth as theirs. I am in a constant state of arousal as they rub me down with pretty smelling lotions, put make-up on me, and slip a wig onto my head. Then all the sensations of being wrapped in lingerie. A corset with garters, stockings, & high heels. They finally introduce me to their cocks. Which was why I had sought them out to begin with. They let me practice with my natural talent before they take turns whispering guidance in my ear as the other receives the pleasure. The continue to take turns until I am lost in excitement pleasing their cocks. Then I feel something cool on my exposed ass. They are going to take my virgin ass, like all good street gyrls need to be taken. It hurts at first, but the one takes her time while the other distracts me with her cock in my mouth. Soon the two are fucking me from both ends in rhythm. I am just a bundle of sensation as I am fucked by these two glorious cocks. Slowly building to something I never experience. At the peak of it, I am cumming. My ass quivering around the one impaling me as my own cum just seems to flow out of my dick. I can't only experience it because my mouth is soon flooded with cum and I have to swallow it all to keep from gagging. Then my quivering ass makes the other gyrl cum in me. Flooding to over flowing, it dripping down the inside of my thighs. They leave me in the pools of cum on the bed, covering me up with a comforter. All I can do is fall asleep in the orgasmic bliss.
Click to expand...

Jenna, what a great erotic fantasy. Love it x x
 
Jenna2641 said:
A long time ago, when I was first getting into cross-dressing as an adult, I had the fantasy of seeking out a transexual hooker. She liked something about me, so instead of treating me as a regular John, she takes me back to her apartment & introduces me to her room mate. Another hooker. The two tease & seduce me, telling me how pretty & sexy I could be as they strip the three of us down & invite me into the shower. The wash me down & shave the hair off my body, making my skin as smooth as theirs. I am in a constant state of arousal as they rub me down with pretty smelling lotions, put make-up on me, and slip a wig onto my head. Then all the sensations of being wrapped in lingerie. A corset with garters, stockings, & high heels. They finally introduce me to their cocks. Which was why I had sought them out to begin with. They let me practice with my natural talent before they take turns whispering guidance in my ear as the other receives the pleasure. The continue to take turns until I am lost in excitement pleasing their cocks. Then I feel something cool on my exposed ass. They are going to take my virgin ass, like all good street gyrls need to be taken. It hurts at first, but the one takes her time while the other distracts me with her cock in my mouth. Soon the two are fucking me from both ends in rhythm. I am just a bundle of sensation as I am fucked by these two glorious cocks. Slowly building to something I never experience. At the peak of it, I am cumming. My ass quivering around the one impaling me as my own cum just seems to flow out of my dick. I can't only experience it because my mouth is soon flooded with cum and I have to swallow it all to keep from gagging. Then my quivering ass makes the other gyrl cum in me. Flooding to over flowing, it dripping down the inside of my thighs. They leave me in the pools of cum on the bed, covering me up with a comforter. All I can do is fall asleep in the orgasmic bliss.
Click to expand...

Amazing!
 
Fantasy fulfilled

Call me lucky but I found a beauty once, Latin, she was dressed to kill, large tits and curves to die for, so hot...I pick her up and to my surprise, she had a treasure hidden between her legs.

That first night I only got to fuck her, she got me on in no time and I enjoyed riding her like there was no tomorrow. I was hooked. I went out with her two more times and her huge dick got me on a 69 that I'll never forget, that was the first time I sucked cock but miss it since, but that's a different story

I missed the chance to get her dick in me, now I'd like to feel her cumming in me

I moved to a different place and never found anything like that since,

I've seen very nice TG in other countries but the language barrier stops me for moving forward
 
Boyhood said:
Call me lucky but I found a beauty once, Latin, she was dressed to kill, large tits and curves to die for, so hot...I pick her up and to my surprise, she had a treasure hidden between her legs.

That first night I only got to fuck her, she got me on in no time and I enjoyed riding her like there was no tomorrow. I was hooked. I went out with her two more times and her huge dick got me on a 69 that I'll never forget, that was the first time I sucked cock but miss it since, but that's a different story

I missed the chance to get her dick in me, now I'd like to feel her cumming in me

I moved to a different place and never found anything like that since,

I've seen very nice TG in other countries but the language barrier stops me for moving forward
Click to expand...

Very sexy story! Feeling her dick inside you and then feeling her cum in you would most definitely be a different level of pleasure for you.
 
That should be in Story Ideas

rpm1960 said:
mine starts out out hunting & camping. when I here a scream and I go to check it out . only to find a women had fallen through the ice so I rescue her and take her to my cabin only to find out she has a ooooooooooooo my a big .............
Click to expand...

Sounds like a good one!
 
A girl fucked me in the ass with a strap on a few times. Got so turned on by her, it got to the point i had to get to my knees and suck her, she just looked so sexy. Opened my mind to pretty much everything, imagine a pretty girl with a big cock, imagine what she could do to you, and what you could do for her...!
 
I have a huge crush for a transgirl im working with she is so sexy would love to have her in my appartement for nice long sex
 
Splendid

Jenna2641 said:
A long time ago, when I was first getting into cross-dressing as an adult, I had the fantasy of seeking out a transexual hooker. She liked something about me, so instead of treating me as a regular John, she takes me back to her apartment & introduces me to her room mate. Another hooker. The two tease & seduce me, telling me how pretty & sexy I could be as they strip the three of us down & invite me into the shower. The wash me down & shave the hair off my body, making my skin as smooth as theirs. I am in a constant state of arousal as they rub me down with pretty smelling lotions, put make-up on me, and slip a wig onto my head. Then all the sensations of being wrapped in lingerie. A corset with garters, stockings, & high heels. They finally introduce me to their cocks. Which was why I had sought them out to begin with. They let me practice with my natural talent before they take turns whispering guidance in my ear as the other receives the pleasure. The continue to take turns until I am lost in excitement pleasing their cocks. Then I feel something cool on my exposed ass. They are going to take my virgin ass, like all good street gyrls need to be taken. It hurts at first, but the one takes her time while the other distracts me with her cock in my mouth. Soon the two are fucking me from both ends in rhythm. I am just a bundle of sensation as I am fucked by these two glorious cocks. Slowly building to something I never experience. At the peak of it, I am cumming. My ass quivering around the one impaling me as my own cum just seems to flow out of my dick. I can't only experience it because my mouth is soon flooded with cum and I have to swallow it all to keep from gagging. Then my quivering ass makes the other gyrl cum in me. Flooding to over flowing, it dripping down the inside of my thighs. They leave me in the pools of cum on the bed, covering me up with a comforter. All I can do is fall asleep in the orgasmic bliss.
Click to expand...

That is sensational. A good night!
 
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