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CrossDressing Stories

Displaying stories 261 through 270 of 374

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261 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: 2515 Votes: 35 | Score: 5.97
Size: 45KB | 8,562 words | Posted:

262 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: 700 Votes: 20 | Score: 5.97
Size: 10KB | 2,157 words | Posted:

263 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: 54855 Votes: 262 | Score: 5.96
Size: 147KB | 28,839 words | Posted: Concluded:

264 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: 1333 Votes: 49 | Score: 5.96
Size: 22KB | 4,217 words | Posted:

265 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: 995 Votes: * | Score: *
Size: 22KB | 4,636 words | Posted:

266 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: 6110 Votes: 81 | Score: 5.95
Size: 64KB | 12,646 words | Posted:

267 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: 3465 Votes: 32 | Score: 5.94
Size: 110KB | 20,471 words | Posted:

268 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: 8171 Votes: 175 | Score: 5.93
Size: 10KB | 2,051 words | Posted:

269 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: 13411 Votes: 43 | Score: 5.93
Size: 170KB | 32,462 words | Posted: Concluded:

270 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: 6712 Votes: 29 | Score: 5.93
Size: 568KB | 110,954 words | Posted: Concluded:
* Not enough votes to show score yet
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