CrossDressing Stories

Displaying stories 251 through 260 of 356

251 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: 2297 | Votes: 35 | Score: 5.97
Size: 45KB | 8,562 words | Posted:

252 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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253 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: 950 | Votes: * | Score: *
Size: 22KB | 4,636 words | Posted:

254 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: 7463 | Votes: 40 | Score: 5.96
Size: 390KB | 76,750 words | Posted: Concluded:

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: 53509 | Votes: 260 | Score: 5.95
Size: 147KB | 28,839 words | Posted: Concluded:

256 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:

257 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: 4750 | Votes: 43 | Score: 5.94
Size: 182KB | 35,075 words | Posted: Concluded:

258 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: 8031 | Votes: 175 | Score: 5.93
Size: 10KB | 2,051 words | Posted:

259 Modern Family: Manny's Pills by Fan Fiction Man

Luke Dunphy tries out some new sample pills from Manny on his sisters, Alex and Haley. They pretend to be mind-controlled by them and then force them down his throat, dominating him through the power of suggestion. It only gets weirder from there.

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Sex Contents: Some Sex | Genre: Fan Fiction
Tags: Ma/Fa, Mult, Teenagers, Drunk/Drugged, Hypnosis, Mind Control, CrossDressing, Fan Fiction, Cuckold, Sharing, Incest, Mother, Son, Brother, Sister, Father, Daughter, BDSM, MaleDom, FemaleDom, Humiliation, Rough, Spanking, White Male, White Female, Oriental Female, Hispanic Male, Hispanic Female, Anal Sex, Analingus, Flatulence, Masturbation, Oral Sex, Pegging, Pregnancy, Sex Toys, Public Sex, Geeks, Nudism, Revenge, Slow
Downloads: 12551 | Votes: 43 | Score: 5.93
Size: 170KB | 32,462 words | Posted: Concluded:

260 Ostara by dumalfač

Things fall into Ash's lap - and he has no idea why. Gradually he and his cohort come to understanding through much sex, speech and sharing.

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Sex Contents: Much Sex | Genre: Science Fiction
Tags: mt/ft, ft/ft, mt/mt, Mult, Teenagers, Consensual, Gay, Lesbian, BiSexual, CrossDressing, Hermaphrodite, TransGender, Mystery, Far Past, BDSM, MaleDom, FemaleDom, Rough, PonyGirl, Group Sex, Polygamy/Polyamory, Interracial, Anal Sex, Analingus, Double Penetration, Exhibitionism, Oral Sex, Pegging, Tit-Fucking, Body Modification
Downloads: 6506 | Votes: 29 | Score: 5.93
Size: 568KB | 110,954 words | Posted: Concluded:

* Not enough votes to show score yet

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CrossDressing Stories

Displaying stories 251 through 260 of 356

251 Jerry, Jerry Quite Contrary by Victor E

252 I Do This for You by RH Music

253 White Bandana Club by habu

254 Tranny Babysitter: She Owns My Ass! by JohnMurray4173

255 Captive Audience by Severusmax

256 Never Said I Was a Victim of Circumstance by Caecilius

257 Aunt Liz's Bitch by StJohnGeneral

258 Cheerleader Blues by Morganna Roberts

259 Modern Family: Manny's Pills by Fan Fiction Man

260 Ostara by dumalfač

WARNING! ADULT CONTENT...