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CrossDressing Stories

Displaying stories 261 through 270 of 376

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261 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: 5577 Votes: 18 | Score: 5.99
Size: 104KB | 19,906 words | Posted: Concluded:

262 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: 2548 Votes: 35 | Score: 5.97
Size: 45KB | 8,562 words | Posted:

263 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: 711 Votes: 20 | Score: 5.97
Size: 10KB | 2,157 words | Posted:

264 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: 55054 Votes: 264 | Score: 5.96
Size: 147KB | 28,839 words | Posted: Concluded:

265 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: 1339 Votes: 49 | Score: 5.96
Size: 22KB | 4,217 words | Posted:

266 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: 1006 Votes: 19 | Score: 5.96
Size: 22KB | 4,636 words | Posted:

267 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: 11029 Votes: 42 | Score: 5.96
Size: 47KB | 9,007 words | Posted: Concluded:

268 Jovon's Pretty Girl by DaddysSickSecret

Jovon is not what you'd call a 'nice boy'. He doesn't like born-girls. He'd rather make his own. [As of 6/5/18, all formatting errors are fixed. If you read/rated this story before that date, please give Jovon another try. He won't be any nicer, but the story will make more sense. DSS]
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Sex Contents: Stroke Story | Genre: Fiction
Tags: mt/ft, Ma/mt, mt/mt, Consensual, NonConsensual, Reluctant, Gay, BiSexual, CrossDressing, TransGender, Fiction, DomSub, MaleDom, Light Bond, Sadistic, Anal Sex, First, Oral Sex, Sex Toys, Body Modification, Transformation
Downloads: 6143 Votes: 81 | Score: 5.95
Size: 64KB | 12,646 words | Posted:

269 A Perfect Marriage by Craver

A bisexual husband loves sucking cum from his wife's pussy after she comes home from "work."
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Sex Contents: Much Sex | Genre: Erotica
Tags: Mult, BiSexual, CrossDressing, Fiction, Sharing, Slut Wife, Group Sex, Cream Pie, Oral Sex
Downloads: 1702 Votes: 42 | Score: 5.95
Size: 9KB | 1,900 words | Posted:

270 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: 3483 Votes: 32 | Score: 5.94
Size: 110KB | 20,471 words | Posted:
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