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CrossDressing Stories

Displaying stories 181 through 190 of 385

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181 Driving Miss Michele by Michele Nylons

Another dark tale from Ms Nylons; probably her darkest tale yet. A closet transvestite drives through the cold dark night enroute to a clandestine assignation with her first ever lover. Elsewhere, events are unfolding that will put her on a collision course with danger and that will change her life forever. This story explores darker themes of non-consensual sex and should not be read by those who are not aficionados of the genre.
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Sex Contents: Much Sex | Genre: BDSM
Tags: Ma/Fa, Ma/Ma, Mult, NonConsensual, Reluctant, Rape, CrossDressing, Fiction, Humiliation, Group Sex, Black Male, Oral Sex, Anal Sex, Masturbation, Voyeurism, Foot Fetish, Leg Fetish, Violent
Downloads: 2650 Votes: 28 | Score: 6.41
Size: 55KB | 10,290 words | Posted:

182 Warm and Welcoming by yfnsp

After losing his job, a widower moves in with his stepson and offers to keep house for him until he can get back on his feet. But he finds that his new role, making a home warm and welcoming, is not only rewarding but also transformative.
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Sex Contents: Some Sex | Genre: Erotica
Tags: Ma/Ma, Consensual, CrossDressing, Fiction, Anal Sex, Oral Sex
Downloads: 1302 Votes: 40 | Score: 6.40
Size: 26KB | 5,282 words | Posted:

183 Halloween by NickB

A Halloween Story
The Halloween party is here again and as usual, Chris hasn't got a costume. He asks his wife to help and is not prepared for what ensues...
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Sex Contents: Some Sex | Genre: Erotica
Tags: Ma/Fa, Consensual, Romantic, CrossDressing, Halloween, Slow
Downloads: 5351 Votes: 49 | Score: 6.39
Size: 93KB | 17,501 words | Posted: Concluded:

184 Escaping From a Murderer by John D

A Story in the Growing Pains Universe
Teenage mother Annabel Sprott is embroiled with London gangster Tony Radcliff, but as his empire starts to crumble, the violent murderer starts to unleash his violent streak on those closest to home. Can Annabel get her baby to safety with the unreliable George before Tony finds out and what will become of a sleepy Scottish town as she brings a trail of violence to its door. This is a short story.
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Sex Contents: Minimal Sex | Genre: Fiction
Tags: Ma/Fa, Rape, CrossDressing, Torture, Snuff, Violent
Downloads: 1399 Votes: 21 | Score: 6.39
Size: 76KB | 14,375 words | Posted:

185 This to Keep Me Quiet by Michele Nylons

Cabaret female impersonator performs on stage at a London drag bar unbeknownst to her regular employer. When her boss becomes infatuated with her he works out a plan to blackmail her into sex. In the first chapter we explore the young man transforming to a young woman with some help from his sister and uncle
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Sex Contents: Much Sex | Genre: Incest
Tags: Teenagers, Blackmail, Coercion, Consensual, NonConsensual, Reluctant, CrossDressing, Shemale, Workplace, Incest, Sister, Uncle, Anal Sex, Cream Pie, Oral Sex, Leg Fetish, Transformation
Downloads: 2036 Votes: 24 | Score: 6.39
Size: 106KB | 19,852 words | Posted: Concluded:

186 Ringer by Angel Cherysse

I just wanted to try a different look. Honest.
Premier members only
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Sex Contents: Some Sex | Genre: Humor
Tags: Ma/Ma, Consensual, CrossDressing, Fiction, Humor, Anal Sex, Big Breasts
Downloads: 1854 Votes: 26 | Score: 6.39
Size: 26KB | 5,032 words | Posted:

187 Chloe and Mom by Homer Vargas

Chloe's letters to mom about her need for cheating sex and what she's doing about it.
Premier members only
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Sex Contents: Much Sex | Genre: Humor
Tags: Ma/Fa, mt/Fa, Fa/Fa, Mult, CrossDressing, Humor, Cheating, Slut Wife, Cuckold, MaleDom, FemaleDom, Interracial, Black Male, White Female, Pregnancy
Downloads: 17570 Votes: 49 | Score: 6.38
Size: 109KB | 21,312 words | Posted: Concluded:

188 Keeping the Entire Family in Line by Eddie Davidson

Kim entered a mid-life crises and couldn't stop fucking or sucking every cock she could find. She implored her husband to discipline her but he was simply too nice. The story begins with her interviewing a potential new Master to put her in her place and keep her in line for the good of her marriage and family.
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Sex Contents: Much Sex | Genre: BDSM
Tags: Ma/Fa, Fa/Fa, Mult, Teenagers, Reluctant, Teen Siren, CrossDressing, Cuckold, Slut Wife, Wife Watching, Wimp Husband, Incest, Mother, Brother, Sister, InLaws, BDSM, DomSub, MaleDom, FemaleDom, Humiliation, Spanking, PonyBoy, PonyGirl, Double Penetration, Enema, Exhibitionism, Fisting, Food, Masturbation, Oral Sex, Pegging, Scatology, Sex Toys, Spitting, Tit-Fucking, Water Sports, Public Sex, Prostitution, Illustrated
Downloads: 71232 Votes: 121 | Score: 6.38
Size: 1355KB | 268,434 words | Posted: Concluded:

189 Robbed and Raped by Michele Nylons

Sexy mature wife allows husband to crossdress occasionally, but tonight it's going to be different. Two robbers have broken into the house and think they have two sexy mature women to fuck with. The robbers get a surprise when one of the women turns out to be a man in drag
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Sex Contents: Stroke Story | Genre: Erotica
Tags: Ma/Fa, Ma/Ma, Mult, NonConsensual, Reluctant, Rape, BiSexual, Heterosexual, TransGender, CrossDressing, Fiction, Slut Wife, Wimp Husband, Cuckold, Wife Watching, DomSub, MaleDom, Rough, Humiliation, Sadistic, White Couple, Black Male, Oral Sex, Anal Sex, Masturbation, Petting, Foot Fetish, Leg Fetish, Violent, Transformation
Downloads: 8535 Votes: 114 | Score: 6.37
Size: 18KB | 3,732 words | Posted:

190 Mom's Concern by Chas

Two moms catch their sons masturbating together while wearing the moms' panties and bras. The moms are worried about sons being cross dressers or gay. The sons explain they had never seen a woman before and were fantasying. The moms decide to show them the real thing.
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Sex Contents: Stroke Story | Genre: Incest
Tags: mt/Fa, Fa/Fa, Consensual, Lesbian, Heterosexual, CrossDressing, Incest, Mother, Son, Oral Sex, Masturbation
Downloads: 6728 Votes: 212 | Score: 6.37
Size: 7KB | 1,389 words | Posted:
* Not enough votes to show score yet
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