CrossDressing Stories

Displaying stories 251 through 260 of 355

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: 4537 | Votes: 94 | Score: 5.97
Size: 32KB | 6,002 words | Posted:

252 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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253 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: 2240 | Votes: 35 | Score: 5.97
Size: 45KB | 8,562 words | Posted:

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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255 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: 923 | Votes: * | Score: *
Size: 22KB | 4,636 words | Posted:

256 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: 7031 | Votes: 40 | Score: 5.96
Size: 390KB | 76,750 words | Posted: Concluded:

257 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: 53166 | Votes: 259 | Score: 5.95
Size: 147KB | 28,839 words | Posted: Concluded:

258 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: 1014 | Votes: 27 | Score: 5.94
Size: 17KB | 3,591 words | Posted: in progress Updated:

259 Aunt Liz's Bitch by StJohnGeneral

A story in the The Slut Mommie Paradigm Universe
A confused, effeminate, orphaned young man is taken in by his massively endowed, man-hating lesbian aunt. She makes it clear he must dress to hide his masculinity. Follow his slow acceptance of the role she has for him.

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Sex Contents: Some Sex | Genre: Incest
Tags: mt/Fa, Fa/Fa, Ma/mt, Teenagers, Coercion, Reluctant, Gay, BiSexual, Heterosexual, CrossDressing, Fiction, True Story, Incest, Aunt, Nephew, FemaleDom, Spanking, Anal Sex, Analingus, Cream Pie, First, Facial, Squirting, Big Breasts, Body Modification, Illustrated
Downloads: 4576 | Votes: 43 | Score: 5.94
Size: 182KB | 35,075 words | Posted: Concluded:

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: 7977 | Votes: 174 | Score: 5.93
Size: 10KB | 2,051 words | Posted:

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CrossDressing Stories

Displaying stories 251 through 260 of 355

251 The Chelmsford Stalker by Michele Nylons

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

253 Jerry, Jerry Quite Contrary by Victor E

254 I Do This for You by RH Music

255 White Bandana Club by habu

256 Tranny Babysitter: She Owns My Ass! by JohnMurray4173

257 Captive Audience by Severusmax

258 Never Said I Was a Victim of Circumstance by Caecilius

259 Aunt Liz's Bitch by StJohnGeneral

260 Cheerleader Blues by Morganna Roberts

WARNING! ADULT CONTENT...