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CrossDressing Stories

Displaying stories 251 through 260 of 363

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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: 4648 Votes: 97 | Score: 5.99
Size: 32KB | 6,002 words | Posted:

252 Small Town, Small Street by Spiller

It irritates me a lot, when 'clever' people call my neighbours 'boring', 'provincial', 'plastic..' so I decided to tell the stories of some of the houses in the street. Judge for yourself. If you like the first two houses, then send me a comment, and I may continue down the street. You might also tell me if your own home-street is that much different?
Premier members only
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Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Fa, Mult, Consensual, Heterosexual, CrossDressing, Cheating, Slut Wife, BDSM, Spanking, Masturbation, Petting, Sex Toys
Downloads: 5557 Votes: * | Score: *
Size: 104KB | 19,906 words | Posted: Concluded:

253 Madam Candy's Gigolo Slave by Severusmax

This is part of the Libertine series.
Part of the Massachusetts Family Love universe
This is a spin-off from the Hank serial, which begins to describe life for Reginald, Sally's narrow-minded ex, who is turned into a sex slave and gigolo for Sally's half-sister Candy and Candy's half-brother/beau Lewis.
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Sex Contents: Much Sex | Genre: Incest
Tags: Ma/Fa, Fa/Fa, Ma/Ma, Mult, Consensual, NonConsensual, Reluctant, Coercion, Blackmail, Gay, Lesbian, BiSexual, Heterosexual, TransGender, CrossDressing, Humor, Cheating, Slut Wife, Wife Watching, Incest, Mother, Son, Brother, Sister, Daughter, Cousins, Uncle, Niece, Aunt, Nephew, InLaws, BDSM, DomSub, MaleDom, FemaleDom, Spanking, Rough, Light Bond, Humiliation, Sadistic, Swinging, Gang Bang, Group Sex, Orgy, Harem, Polygamy/Polyamory, White Couple, Oral Sex, Anal Sex, Masturbation, Fisting, Sex Toys
Downloads: 10850 Votes: 41 | Score: 5.99
Size: 47KB | 9,007 words | Posted: Concluded:

254 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: 2399 Votes: 35 | Score: 5.97
Size: 45KB | 8,562 words | Posted:

255 A Big Facial for the Sissy by Emma Ives

Tyler has been told by his sexy sissy girlfriend Cecelia to edge to her before she comes over. Tyler gives Cecelia what she has been craving when she arrives at his apartment.
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Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/ft, Consensual, CrossDressing, TransGender, Fiction, Masturbation, Oral Sex
Downloads: 634 Votes: * | Score: *
Size: 10KB | 2,157 words | Posted:

256 British Railway Modelling (Aka, Frank) by Its a skirt, not a kilt

Frank pops into his local shop to buy the latest issue of 'British Railway Modelling' magazine. However, he ends up in someone else's basket...
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Sex Contents: Some Sex | Genre: Fiction
Tags: Ma/Fa, Consensual, CrossDressing, Fiction, Masturbation
Downloads: 1316 Votes: 49 | Score: 5.96
Size: 22KB | 4,217 words | Posted:

257 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: 975 Votes: * | Score: *
Size: 22KB | 4,636 words | Posted:

258 Tranny Babysitter: She Owns My Ass! by JohnMurray4173

A story in the Tranny Babysitter/Ben Stokes' Swinging Household Universe
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: 8156 Votes: 41 | Score: 5.96
Size: 390KB | 76,750 words | Posted: Concluded:

259 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: 54206 Votes: 260 | Score: 5.95
Size: 147KB | 28,839 words | Posted: Concluded:

260 Never Said I Was a Victim of Circumstance by Caecilius

A story of growing up in the late 70s and early 80s, of bisexuality, of losing my virginity, of teenagers, of age gap sex, of crossdressing and incest and taboo. This is My Life....
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Sex Contents: Some Sex | Genre: Coming of Age
Tags: Ma/mt, BiSexual, CrossDressing, True Story, Incest, Son, Father, Anal Sex, Oral Sex
Downloads: 1043 Votes: 27 | Score: 5.94
Size: 17KB | 3,591 words | Posted: in progress Updated:
* Not enough votes to show score yet
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