Sissy Ballerina Stories

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Orientation
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Infinite Scroll

Mistress Chronicles Ch. 05

by MistressMtoyou on Sep 25, 2017
Fetish

Background: This story involves my on-line subject Nancy, who I introduced in Mistress Chronicles 4. We've had no in-person relationship. In fact, in all of our sessions Nancy has never actually seen me. I have sent him pictures that I have told him look similar to me, but never an actual photo. * By way of background, Nancy is a computer nerd. Brilliant...

Maid in Heaven

by Tomsparty on Sep 16, 2017
Transsexuals & Crossdressers

Many years ago my Mum worked as a bridal consultant for a well-known wedding dress shop. One day to get off College so I could bunk rugby I complained of having a stomachache. The situation was ridiculous. I'm a young man of 19 who had volunteered to continue with my education and study accounts so why the authorities insisted I had to do Rugby as part of th...

Dressing Room Punishment

by bluesbirds on Jun 1, 2020
Transgender & Crossdressers

I immediately knew I wanted the plain black sweater on the closest rack to the left. It was cut off at the belly button, but it looked warm and cozy. It clung tightly to the mannequin, the breasts noticeably perky under the fuzzy fabric and highlighting the curves inward to the hips. Tight sleeves came down about halfway to the elbow. It wasn't particularly...

Not Sick Maid In Heaven

by Tomsparty on Sep 16, 2017
Transsexuals & Crossdressers

Many years ago my Mum worked as a bridal consultant for a well-known wedding dress shop. One day to get off College so I could bunk rugby I complained of having a stomachache. The situation was ridiculous. I'm a young man of 19 who had volunteered to continue with my education and study accounts so why the authorities insisted I had to do Rugby as part of th...

Wife Turns Slut For Husband Ch. 02

by Dirty Slut on Sep 26, 2017
Group Sex

The Worm Turns Intro: As you remember in the last saga my husband had begged me to turn him into a cuckold. As things turned out I found out that he wanted to see me fucking other men, and not just any men, but black men with big black cocks. It was a torturous decision for me, but as I loved Billy so much I finally made contact with a black man on Billy’s...

Wrestling in the Metropolitan

by goldenmyst on Aug 20, 2018
Mature

My hawk gaze follows her in the saffron skylight of our cathedral of solitude. I have hidden for three days in the ruins of this building which once soared into the heavens. I look at her with thirsty eyes and drink in the vision of woman. It has been months since I've seen a female of the species. I sometimes contemplated that I might be the last person on...

PIXIE Sissy Stripper Ch. 04

by EROTICbearscribe on Jan 20, 2020
Transgender & Crossdressers

Author's Note: There is a category switch in this chapter. The beginning chapters can be found in GAY MALE. Seeing as what happens in this chapter, the new category is TRANSGENDER & CROSSDRESSERS. ***** THE PINK BOY was located in the warehouse district across town in an eclectic area known for its nightclubs and specialty bars. Within a six block radi...

Mummie's Chauffer

by justincbenedict on Sep 17, 2017
BDSM

Robertson Russell's cell phone rang as he was haranguing Ned Crawford his chauffer from the back seat. "I want this car polished more, Crawford!" Robertson lectured. "You're not working hard enough, man." Ned Crawford nodded his broad black face, trying to hide a grin, as Russell continued his screed. "You aren't supposed to just sit around in the corpora...

Trust Ch. 07

by noglory on Sep 16, 2017
Fetish

[Is this the ultimate plimsoll fetish sex fantasy?] Chapter 7 -- Saturday night spice It was Friday evening. As I'd had to work late, Emma had come up to town after taking her adult beginners' ballet class to meet me at my office. She looked gorgeous as always. After several weeks of warmer weather it was becoming cooler so she was wearing a black leather...

Groomed to Depravity Ch. 03

by ssamlee2000 on May 11, 2020
Transgender & Crossdressers

Mohamed sent me a link to a voice training regime for trans girls and gave me three days time to learn how to talk "properly". He said he'd call me today for my test. I skipped class again and stayed home awaiting the call. If I didn't answer or failed the test, he threatened to "make me regret it" the next time we met. All day I practiced my voice for fear...