by
Sissyhalo1
on Dec 23, 2019
Transgender & Crossdressers
I think my dreams that night were pleasant.
I was kind of still just transforming back then.
But when I woke up, I remember the feeling of my butt plug in my ass was pleasing and that my caged cock was perfectly sissy cute and I was good with that.
It was kinda a trip to look in the mirror and see it all.
And walking with the plug, sitting with the plug....
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by
Sissyhalo1
on Dec 16, 2019
Transgender & Crossdressers
It was one of my first lessons as a sissy that I learned on my own.
New girl only appealed for some men.
And there were all sorts of hotter sissy girls there just working it in the food hall and other places.
With real breasts or close enough, with great asses that were getting attention.
And as femmed up my brain was there was still this sort of competi...
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by
Sissyhalo
on Sep 16, 2017
Transsexuals & Crossdressers
It's been about a month since I told Holt, Holly the truth and moved her into my house. I never expected the side effects of what I did to her to be her to be her becoming a whole other person.
I know it sounded like that's the point but the point is that you changed them, bent them, broke them and made them worse.
And I fucking hated Holt, I really fuckin...
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by
Sissyhalo1
on Jul 6, 2020
Transgender & Crossdressers
I woke up and I was sucking that realistic dildo cock like a soother and it was so weird and right and made me smile as I pulled it out trying to make my lips do the pop you can do sometimes with suckers.
I giggled and did it a few more times then pumped it in and out of my mouth trying to get that dick lips feeling going on.
That's a sexy sissy trick, all...
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by
Sexy_SaraCD
on Sep 18, 2017
Transsexuals & Crossdressers
I've become Sara now for just about a year. One year of exploring deeply who I was, my past, my history and who I've become at this moment.
I was no longer just John, the meek man who was dumped by his fiancé for not being man enough. That skin was shed. Instead I became Sara. I became empowered and in charge of my life. It was as if panties and heels, cut...
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by
Sputnik57
on Sep 15, 2017
Transsexuals & Crossdressers
Peter had had no choice in the matter from an early age. As he car drew up to the huge ivy clad castle-like building, having entered through electronic gates in a ten foot wall, he felt doomed yet excited. His cock was erect in the tight panties his Stepmother has chosen for his introduction, his anus tingled and gripped the soft rubber plug she'd also chose...
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by
sandifeettv
on Dec 3, 2017
Transsexuals & Crossdressers
This happened a few years ago, but I fondly remember the day. I'd been cross-dressing for years and had yet to meet someone that was a dominant type. Mostly I met men that only wanted me to get a room, tell them the number and they would stop by and I'd blow them. I passed on that. I met TV/CD's. This was more fun, as we modeled for each other, but every one...
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by
Sputnik57
on Sep 19, 2017
Transsexuals & Crossdressers
Emma took comfort in the shoes he'd bought her as the days passed, and as she slept she thought hard of the warm suitor's face and kissed her pillow; her anus tingling sweetly on the butt plug, imagining the beautiful sensation she'd experienced when he'd mastered her for the first time. She yearned for him and hoped he'd not just used her for a moment's ple...
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by
Sissyhalo1
on Dec 23, 2019
Transgender & Crossdressers
I know a lot of these stories are about some guy that watched porn or read it and got hooked or were some short femmy guy that got tricked into getting boned but that's not me.
I'm Sam and yeah it's Samantha most of the time now.
But before that it was just Sam and I was in my last year in college and to save money to fix my car I moved into a rental house...
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by
Aunt_Joanne
on Sep 16, 2017
Transsexuals & Crossdressers
I awoke the next morning to the aroma of bacon frying. I was alone in a strange bed, and for a moment, I couldn't remember where I was. Then it all came back to me. It hadn't been some vivid erotic dream. I was lying in another man's bed, naked except for a pair of pink nylon panties. My stockings and garter belt were discarded on the floor, and my male clot...
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