Sissy Fag Stories

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Black Cop's Stress Relief

by puzziboi on Jan 20, 2020
Transgender & Crossdressers

"We think you're doing a hell of a job, Corporal," the bronze-skinned police lieutenant explained. "But at this time we're going in a different direction." "Alright. Thanks for letting me know, Lew," replied Christopher Patterson with a fake smile. "Is the candidate internal or external?" "External," the supervisor revealed. "Alright. I'm kinda tired," Cp...

Sissy_World 04

by JDBones on Sep 14, 2017
Transsexuals & Crossdressers

Captain Darlene Marin of the United States Marine Corps sat in one of the many on base bars, a drink in her hand. She had many things on her mind, but the young woman was trying to drown out all of her thoughts. Drowning the thoughts and the memories was next to impossible though. How did one drown out the fact that they'd taken the lives of other women wi...

Online Fantasy Leads to Real

by puzziboi on Jan 20, 2020
Transgender & Crossdressers

Gabrielle McBeth had a good life. She and her husband, Antonio, were 28 years old and had been married for six years. They had an eight year-old son named Aiden Antonio and a five year-old daughter named Ava Gabrielle. Her husband was an industrious fellow who flipped houses for a living earning just over six figures a year. She was able to be a stay-at-home...

Twice as Nice

by puzziboi on Mar 17, 2020
Transgender & Crossdressers

About ten Christmases ago, Lemar McCants had been shopping for gifts with his early tween daughter. On the list was his wife, his parents, and one of the middle school aged girl's classmates. He remembered the conversation. "Dad," Maryam beamed as she selected what appeared to be a tiny white rag doll with pink hair and a pink cat in the same box. "This is...

A Mistress to Obey Ch. 02

by gbr2004 on Sep 12, 2017
BDSM

This story involves bdsm and gay play. Not your thing, move on. * I can't stop thinking about what happened last Saturday. It was so much more than I expected, and frankly, I did things I never thought I would do. I had fantasized about forced fem but still was surprised how different I felt when in panties. It's just hard to feel very masculine when in a...

Madam Molly Pt. 01

by corduroysissy on Feb 6, 2018
Transsexuals & Crossdressers

It all started in a chat-room, "Closet Sissyboys." Jesse had been spending a lot of time in chat-rooms in the six months following his divorce. He wasn't looking for love, he just liked to drink and have cybersex while jerking off with corduroy. Yes corduroy. Jesse had a corduroy fetish his whole life and now at the age of 36 it was stronger than ever. He...

Casey's Submissive Journey Pt. 15

by corduroysissy on Aug 28, 2018
Transsexuals & Crossdressers

When he walked into the playroom he saw Robin sitting in one of the chairs drinking a beer. Sonya turned around and pointed to the other chair. "Sit puto." Debbie did as told and his boner made a very obvious tent out of his skirt, it didn't bother him though because it matched Robin's pants. Sonya left without a word and Debbie picked up the drink on the...

The Wedding Ch. 09

by betamale08 on Apr 1, 2020
Transgender & Crossdressers

The Wedding (Patti Cake part 3) Chapter 9 – Coerced, Consumed and Consummated... After wrestling my Uncle John out of his suit and laying him out on his back, I knew his passed-out routine was all a farce as he looked to me winking with a smile before going back into his pretend-coma... Faking it in front of Patti and no doubt doing so in the want of stay...

Humiliated Sissy Husband Ch. 02

by rik581 on Sep 14, 2017
Transsexuals & Crossdressers

Max was very busy hand washing all of Tonya's underwear and lingerie in the kitchen sink. He dipped a pair of her panties in the clean rinse water dunking them several times before twisting them and squeezing out the excess water. He then placed them in the clothes basket on the counter. Tonya insisted he wear 6" heels around the house especially when doing...

Her Crewcut and Masculinization

by Trapper_Jock_Mcintyre on Sep 12, 2017
Transsexuals & Crossdressers

It had to stop. She was spending far too much money on her hair with frosting and tints. The bill for her nails was ridiculous. It was as if she picked the most expensive place in town. And lingerie! For what she spent, we could have bought an entire Victoria's Secret. It was always spend spend spend, yet, she never once lifted a pretty finger to even try to...