by
Sissyhalo
on Nov 25, 2017
Transsexuals & Crossdressers
They say you're born gay, they say you can't catch gay, that you can't be made into something you don't want to. That somewhere deep, deep down you really want it.
It's somewhere in between and none of it either.
It's actually so much like dominatingly slick, sinking, drowning...so very like that first time you sink into sweet sissy ass.
It started for me...
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by
Sissyhalo
on Nov 26, 2017
Transsexuals & Crossdressers
*Before...
I get cleaned up and instead a drink I have a big mug of coffee and a long, long shower.
Thinking on all of it a lot.
Then I check my bank accounts twice online.
I go outside after slipping into sweats and walk around my house and the yard and the garage, the big barn one out back.
It's my second house here actually with Roxanne getting the f...
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by
sissy171
on Aug 31, 2020
BDSM
Spring weather coaxed skimpy Summer attire.
Melissa was 2" taller than me, so when we ventured out, I easily passed as female. I had learned all the subtleties and intricacies of face make-up, and my nails were always polished. I was "checked-out" by men everywhere. My legs and ass were muscular, shapely, and sexy; few women could compete from the waist dow...
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by
BelissimaSissy
on Jul 31, 2018
Transsexuals & Crossdressers
Note: the following story is about 99% true with only minor embellishments. For example, there are no condoms in the story. In real life, protection is a must, but stories give us room to fantasize. Enjoy!
*****
I was scared but it didn't matter. I pushed through it until my plump little dick poured out its hot seed onto my tummy. After that all I could he...
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by
sissysubTiffany
on Jun 19, 2018
Transsexuals & Crossdressers
Friday evening comes finally as this was the slowest week of my life waiting for this day to get here as so looking forward to tonight even though I am still a little leery about becoming a sissy submissive of Master Gene's.
I have shaved my entire body and sent pictures for proof as he demanded and now sitting in a pair of my pink with lavender lace bikini...
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by
SissyTwinkleToes
on Dec 24, 2019
Transgender & Crossdressers
Dressed head to twinkle toes in beautiful baby pink, Sissy Susie nervously waits for her friend to arrive and the most humiliating weekend of her life to begin. She winces as her teeny clitty squirms in its pink prison, a chastity cage that's been on for four frustrating weeks. Her cage is safely tucked away in her pink ruffly panties, covered in sweet littl...
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by
sissymissyct
on Jul 10, 2019
Loving Wives
Kept in Loving Wives to annoy the tiny dicked anonymous reviewers that love to trash everything they read (after they wank to it).
***
I woke up Sunday morning with a painful erection in my chastity and the pumps still attached to my breasts. I reached down trying to find a way to ease the pain in my penis. Nothing seemed to help. Maybe Wendy will be up so...
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by
Sissyhalo
on Mar 21, 2018
Transsexuals & Crossdressers
There's the thick taste of cum in my mouth and my bum has that feeling of being fucked...filled...made love to and last night replays in my sleep along with everything that has found a home in my head.
...Stop lying, start loving that cock inside you.
...You've never been man enough but you can be sissy enough.
...Worship cock like a good sissy girl.
......
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by
hicutlover
on Sep 26, 2017
Transsexuals & Crossdressers
I was driving home from work and all day I had been extremely horny. I had unbuttoned my pants and was stroking my cock in my purple nylon thong. I loved this thong. I could see the outline of my cock and the shape of my cock head in these panties. It was making me harder. All day I had been fantasizing about taking a cock in my boypussy and couldn't wait to...
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by
MommysHypnoSissy
on Apr 13, 2020
Transgender & Crossdressers
The rest of Jaime's day had been a whirlwind of tasks and chores to complete before his Mother got home. His online Sissy Trainer, who demanded that he refer to her as 'Mommy', had given him a myriad of tasks. First it was cleaning up his Mother's bed and sexy toys, putting everything back how he had found it. Then it was back to his room to dispose of his b...
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