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CrossDressing Stories

Displaying stories 251 through 260 of 353

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251 The Chelmsford Stalker by Michele Nylons

The Chelmsford Stalker is responsible for a number of home invasions where he has taken attractive middle aged women hostage overnight. He follows Michele home but he is in for a surprise in more ways than one. This is a thriller as well as titillation, a little different than my usual genre.
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Sex Contents: Much Sex | Genre: Thriller
Tags: Ma/Fa, NonConsensual, Reluctant, Rape, Drunk/Drugged, CrossDressing, Shemale, Crime, Rough, Humiliation, Snuff, White Couple, Oral Sex, Anal Sex, Foot Fetish, Leg Fetish, Caution, Transformation
Downloads: 4461 | Votes: 93 | Score: 5.97
Size: 32KB | 6,002 words | Posted: 5/14/2016, 3:30:11 AM

252 Jerry, Jerry Quite Contrary by Victor E

For some time, Jerry Jackson has suspected that he was more than just a wimp, a sissy as they called him in grammar and then high school. But he didn't know if he was gay or straight or something in between. He's been picked on and humiliated a lot in high school and had a very humiliating experience at Boy Scout camp, but it wasn't until he went off to college that he found out for certain about his inner-self. He thought he was going to pledge for a fraternity. Instead it was a sorority.
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Sex Contents: Stroke Story | Genre: Erotica
Tags: mt/ft, Ma/mt, Consensual, Reluctant, Gay, CrossDressing, FemaleDom, Humiliation, Light Bond, Spanking, Group Sex, Masturbation, Oral Sex, Sex Toys
Downloads: 2154 | Votes: 35 | Score: 5.97
Size: 45KB | 8,562 words | Posted: 12/13/2017, 9:58:22 PM

253 Second Thoughts by Brookell

Andrew meets a girl who has a few surprises for him.
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Sex Contents: Some Sex | Genre: Erotica
Tags: Ma/ft, Consensual, CrossDressing, Shemale, Fiction, Anal Sex, Analingus, First, Facial, Oral Sex, Voyeurism
Downloads: 1513 | Votes: 51 | Score: 5.97
Size: 14KB | 2,910 words | Posted: 12/9/2021, 7:20:14 PM

254 I Do This for You by RH Music

Paul becomes enthralled by his apartment neighbor down the hall and submits more-or-less willingly as she turns him into her personal maid. But then she gets a boyfriend, the boyfriend has needs, and things get weird...
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Sex Contents: Some Sex | Genre: Erotica
Tags: Ma/Fa, Reluctant, Coercion, TransGender, CrossDressing, DomSub, FemaleDom, Humiliation, Oral Sex
Downloads: 3348 | Votes: 31 | Score: 5.97
Size: 110KB | 20,471 words | Posted: 1/18/2009, 7:04:47 PM

255 Captive Audience by Severusmax

A bridegroom held against his will for sexual purposes by horny bridesmaids. Whatever will the bride think?
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Sex Contents: Stroke Story | Genre: Erotica
Tags: Ma/Fa, Fa/Fa, Ma/Ma, Mult, Consensual, NonConsensual, Reluctant, Rape, Coercion, Blackmail, BiSexual, Heterosexual, TransGender, CrossDressing, Fiction, Cheating, Slut Wife, Wife Watching, Incest, Mother, Son, Brother, Sister, Father, Daughter, InLaws, BDSM, DomSub, MaleDom, FemaleDom, Spanking, Rough, Light Bond, Swinging, Gang Bang, Group Sex, Orgy, Harem, Polygamy/Polyamory, Interracial, White Couple, Hispanic Female, Indian Male, Oral Sex, Anal Sex, Fisting, Sex Toys, Squirting, Water Sports, Pregnancy, Cream Pie, Exhibitionism, Voyeurism, Double Penetration, Tit-Fucking, Analingus, Big Breasts, Clergy, Public Sex, Prostitution, Nudism
Downloads: 52208 | Votes: 249 | Score: 5.96
Size: 147KB | 28,839 words | Posted: 4/5/2016, 8:47:51 PM Concluded: 8/31/2017, 8:58:24 PM

256 White Bandana Club by habu

Male-perspective sexual: A college student and part-time rent-boy gets hooked up with a pimp running a monthly service for high rollers, both male and female. The young man displays a white bandana prominently, and a member of the club can demand to hold the bandana while services are being rendered at any time that the rent-boy (or girl) is in play.
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Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Fa, Ma/Ma, Consensual, BiSexual, CrossDressing, Fiction, Rough, Interracial, Black Male, White Male, White Female, Anal Sex, Analingus, Double Penetration, Exhibitionism, Oral Sex, Voyeurism, Public Sex, Prostitution
Downloads: 908 | Votes: * | Score: *
Size: 22KB | 4,636 words | Posted: 8/28/2020, 1:39:02 PM

257 Tranny Babysitter: She Owns My Ass! by JohnMurray4173

A hyper-masculine alpha male is subjugated and sissified by his babysitter and wife.
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Sex Contents: Much Sex | Genre: BDSM
Tags: Ma/Fa, Fa/Fa, Ma/Ma, Blackmail, Coercion, Consensual, NonConsensual, Reluctant, Lesbian, BiSexual, Heterosexual, CrossDressing, Shemale, TransGender, Fiction, Cheating, Cuckold, Slut Wife, Wife Watching, Wimp Husband, BDSM, DomSub, FemaleDom, Humiliation, Light Bond, Rough, Spanking, Anal Sex, Cream Pie, First, Facial, Pegging, Sex Toys, Babysitter
Downloads: 6382 | Votes: 40 | Score: 5.96
Size: 390KB | 76,750 words | Posted: 11/26/2022, 1:42:16 PM Concluded: 12/27/2022, 11:49:47 PM

258 Kidnapped on Their Wedding Night by Ted E. Bear

Considering their bad living conditions, the leader decided to capture a slave or two to serve his gang's daily needs.Luckily, a newly married couple driving by
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Sex Contents: Much Sex | Genre: BDSM
Tags: Ma/Fa, Fa/Fa, Fa, Mult, Blackmail, Coercion, NonConsensual, Rape, Slavery, Gay, Lesbian, BiSexual, Heterosexual, CrossDressing, Shemale, TransGender, Fiction, Crime, Zoophilia, DoOver, Cuckold, Wife Watching, Wimp Husband, BDSM, DomSub, Humiliation, Rough, Sadistic, Torture, Gang Bang, Anal Sex, Double Penetration, Exhibitionism, First, Oral Sex, Sex Toys, Tit-Fucking, Water Sports, Body Modification, Size, Prostitution, Violence
Downloads: 5821 | Votes: 61 | Score: 5.94
Size: 185KB | 36,188 words | Posted: 1/5/2024, 5:13:24 PM

259 The Bitch Bites Back by Michele Nylons

Mike is a woman hater who gets his kicks preying on helpless prostitutes. When he forces himself on Pamela, a middle aged street-walker, she plots her revenge. Pamela, Steve and Doreen grug Mike, inprison him and turn him into Michele, a crossdressed whore. Pamela then seeks her revenge; this Bitch bites back!!!
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Sex Contents: Stroke Story | Genre: Fantasy
Tags: Ma/Fa, Ma/Ma, Mult, NonConsensual, Reluctant, Rape, Blackmail, Drunk/Drugged, Heterosexual, TransGender, CrossDressing, Fiction, BDSM, DomSub, MaleDom, Spanking, Rough, Humiliation, Group Sex, Oral Sex, Anal Sex, Masturbation, Foot Fetish, Leg Fetish, Violent, Transformation, Prostitution
Downloads: 5129 | Votes: 57 | Score: 5.94
Size: 58KB | 10,841 words | Posted: 10/23/2008, 8:27:16 PM

260 Cheerleader Blues by Morganna Roberts

There was only one thing keeping Marci from making the Cheerleading Team.
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Sex Contents: Much Sex | Genre: Erotica
Tags: Teenagers, Consensual, BiSexual, CrossDressing, Fiction, Incest, First, Oral Sex, Anal Sex, Masturbation, Voyeurism
Downloads: 7909 | Votes: 174 | Score: 5.93
Size: 10KB | 2,051 words | Posted: 3/2/2015, 1:57:16 PM
* Not enough votes to show score yet
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