Sissy With Buttplug At Store Movie Stories

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Truth or Dare Takes a Turn Pt. 05

by Cutiepie183 on Oct 19, 2020
Transgender & Crossdressers

The rest of the week flew by in a blur of pure bliss. I really settled into my new role as Luke's little sissy slave. I would wake him up each morning with a hot, passionate, sloppy blowjob and give him breakfast. After that we would shower together and I would wash Luke's whole body for him and Luke would give me a golden shower in return before letting me...

Reminiscing on My Sissy Life

by Sjen451 on Nov 18, 2019
Transgender & Crossdressers

Things have gotten wild since my ex-wife mistress first took control. I've done everything she has requested of me. And with each accomplished task she only adds more challenges. I've never failed her yet, and yet she never ceases to ramp things up. In case you aren't caught up just yet, this all began one day when she stumbled across my secret fetish:...

My Sweet Sissy

by J3sus on May 13, 2020
Letters & Transcripts

All characters are above 18 Vocabulary: Cock= Clit Asshole= Pussy * Dear Sissy, How have you been? Do you miss mommy? I bet your tiny clit is itching inside those sweet panties, the same panties I bought for you at that lingerie store. Those lacy pink ones I love so much. I can already imagine your hard on in those panties. I can imagine your small clit...

Subliminal Obsessions Ch. 04

by Sissyhalo on Sep 14, 2017
Transsexuals & Crossdressers

*Before... I open my mouth and pump the last bits out of him and show him and Sarah's sort of become invisible as she recorded all of this. Alberta's standing and staring from the doorway and I show her too and her wide eyes widen more and then I swallow it. I rise up to standing and deeply kiss Leon. "That was perfect, worth all those years working for...

Jasmine - Sissy Slut Transformation Pt. 02

by BillyBaroo4you on Aug 31, 2020
Transgender & Crossdressers

A Sissy Boy Transformation (Continuation of Part I) Part II - A "Real Sissy Girl" Now Jazzy looked down at the table than in the mirror, then slowly began to apply her makeup, heavy amounts of it to get that bimbo presentation that Mistress wanted so bad. Sparkling hot pink lip gloss, she was wet by the thought of it. Pressing it to her lips, the butterfli...

March Madness Ch. 05

by jbirdman on Sep 13, 2017
Transsexuals & Crossdressers

This story is not intended for children and if you are not old enough to read sexually explicit material, go away. This story features some elements of female domination (femdom), teasing & denial, chastity training, mild bondage, creampies, cuckolding cross-dressing and a few other fantasies of mine. I hope you find it entertaining, but if you might be offe...

Simone

by Sissyhalo1 on May 11, 2020
Transgender & Crossdressers

I'm so sick and tired of my life. It was like I'm cursed. I wasn't a great looking guy in high school with bad skin and bad grades because well... I was poor. My old man was a night watchman and mom was a stay at home mom because she was poor and had no real education past junior high when she started popping us out. So everything was tight and for the m...

Steve to Stevie to ?? Ch. 06a

by gbr2004 on Sep 13, 2017
Fetish

Ms Storm has videotaped me begging to suck her cock, and sucking it, and letting her cum in my mouth. I have been informed that if I don't do as told, everyone close to me will see a copy of the tape. I had been made to dress rather fem and go back to the gay lounge and hang around with some sissy fag boys. I even showed off for other men and let them watch...

Lace and Love Ch. 04

by vaultdweller111 on Sep 19, 2017
Transsexuals & Crossdressers

Jake walked back to the living and was happy to see Alice in her second position, on the knees with her arms crossed behind her back. She was waiting in front of the leather sofa chair where Jake would sit. Jake walked up behind her as he noticed all the toys laid out on the coffee table. He bends over and grabs her long black ponytail and lightly yanks her...

Making Holly

by Sissyhalo on Sep 19, 2017
Transsexuals & Crossdressers

My name's Jamie and I moved back to my hometown. I had a lot of bad memories here and most of them stemmed from being bullied in high school and a lot of that came from Holt Thompson. A loud mouthed jock in school he was the center of the basketball team and really, really arrogant. I was a geek, a comic kid and dungeons and dragons kid and all that stuf...