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CrossDressing Stories

Displaying stories 121 through 130 of 351

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121 A Happy Bunch by DeeKay

Leo breaks up with his girlfriend and meets a hot bisexual couple to have very naughty fun with
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Sex Contents: Stroke Story | Genre: Erotica
Tags: Ma/Fa, Fa/Fa, Ma/Ma, Coercion, Consensual, Reluctant, Lesbian, BiSexual, CrossDressing, Fiction, Sharing, Mother, Son, FemaleDom, Rough, Spanking, Group Sex, Orgy, Polygamy/Polyamory, Swinging, Black Male, Anal Sex, Analingus, Cream Pie, Double Penetration, Facial, Flatulence, Oral Sex, Spitting, Squirting, Water Sports, Size, Smoking
Downloads: 6430 | Votes: 35 | Score: 6.71
Size: 393KB | 75,887 words | Posted: 1/26/2025, 7:38:52 PM in progress Updated: 4/13/2025, 9:33:08 PM

122 Just Do What the Nice Man Says Honey by Michele Nylons

Alex lives with his mother Julie and refuses to get a job or to help Julie pay the rent and household bills. When Julie sees pictures of Alex dressed as a girl she sees that Alex has potential for meaningful employment, even though Alex might not want the job.
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Sex Contents: Much Sex | Genre: Coming of Age
Tags: mt/Fa, Blackmail, Coercion, NonConsensual, Reluctant, CrossDressing, TransGender, Fiction, Incest, Mother, Son, FemaleDom, Rough, Anal Sex, Masturbation, Oral Sex, BBW, Leg Fetish, Prostitution
Downloads: 2863 | Votes: 76 | Score: 6.71
Size: 75KB | 14,205 words | Posted: 8/5/2023, 1:19:40 AM

123 So You Want to Be a Nurse by Michele Nylons

In 1957 Michael Nyland is one of the few male nurses working at Chelmsford Memorial Hospital. Matron Amanda Holliday and Doctor Lovejoy have uncovered his secret fetish for lingerie. One day he wakes up in one of the private wards tied to the bed dressed in silky full-slip, satin cami-knickers, sheer hose, high-heels; and makeup professionally applied and hair coiffured. Nurse Nyland has no choice but to satisfy the Doctor but is totally unprepared for life as a transvestite prostitute.
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Sex Contents: Stroke Story | Genre: Erotica
Tags: Mult, Blackmail, Coercion, Drunk/Drugged, NonConsensual, Rape, Reluctant, CrossDressing, Shemale, TransGender, Fiction, Workplace, Revenge, Gang Bang, Group Sex, Orgy, White Male, White Female, Anal Sex, Masturbation, Oral Sex, Voyeurism, Foot Fetish, Leg Fetish, Public Sex, Teacher/Student, Prostitution, Transformation
Downloads: 4652 | Votes: 34 | Score: 6.70
Size: 210KB | 38,459 words | Posted: 2/27/2017, 1:36:52 PM Concluded: 2/28/2017, 1:26:13 PM

124 Deal With the Devil by Xanzibar

A story in the City of Caldwell Universe
A professional working mother tired of seeing her son bullied, goes into the ghetto to confront bully. She ends up accepting a deal that will send her down a debauched, degrading rabbit hole.
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Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Fa, Fa/Fa, Mult, Teenagers, Coercion, Consensual, Reluctant, Slavery, BiSexual, Heterosexual, CrossDressing, TransGender, Fiction, Crime, Workplace, Cuckold, Mother, BDSM, DomSub, MaleDom, Humiliation, Rough, Spanking, Gang Bang, Group Sex, Orgy, Interracial, Black Male, Black Female, White Female, Hispanic Male, Cream Pie, Exhibitionism, Facial, Oral Sex, Foot Fetish, Leg Fetish, ENF, Prostitution, Transformation
Downloads: 4696 | Votes: 51 | Score: 6.68
Size: 89KB | 16,931 words | Posted: 8/2/2023, 7:58:30 AM in progress Updated: 10/1/2024, 8:16:18 AM

125 The Rocky Horror Picture Show by NickB

Sometimes, things bear repeating
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Sex Contents: Minimal Sex | Genre: Fiction
Tags: Ma/Fa, Consensual, Magic, BiSexual, Heterosexual, CrossDressing, Fiction, Humor
Downloads: 948 | Votes: * | Score: *
Size: 15KB | 3,049 words | Posted: 12/22/2008, 3:38:13 PM

126 The Island by Michele Nylons

Four sailors are marooned on a Pacific island hoping against hope to be rescued. When they are joined by the survivor of an airplane crash their hopes soar expecting that a search and rescue mission will find them. Will Bobbie Bingham be their lucky charm? As it turns out Bobbie as a secret. He is a she.
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Sex Contents: Much Sex | Genre: Action/Adventure
Tags: Ma/Ma, Coercion, NonConsensual, Rape, Reluctant, CrossDressing, Shemale, TransGender, Fiction, Historical, Military, War, Workplace, Cheating, Slut Wife, Humiliation, Rough, White Male, White Female, Anal Sex, Analingus, Cream Pie, Masturbation, Oral Sex, Petting, Doctor/Nurse, Foot Fetish, Leg Fetish, Revenge, Transformation
Downloads: 2509 | Votes: 50 | Score: 6.68
Size: 162KB | 30,713 words | Posted: 8/1/2022, 2:42:22 AM Concluded: 8/4/2022, 12:13:23 AM

127 Truth or Dare Friends: Phoebe's Amulet by Fan Fiction Man

At a farewell party for Joey, the six friends and their many exes and lovers become much more intimate together with help from a special amulet owned by Phoebe. Their lives will never be the same.
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Sex Contents: Stroke Story | Genre: Fan Fiction
Tags: Ma/Fa, Fa/Fa, Mult, Consensual, Magic, Mind Control, Gay, Lesbian, BiSexual, Heterosexual, CrossDressing, Celebrity, Fan Fiction, Paranormal, Sharing, Slut Wife, Wife Watching, Incest, Mother, Son, Brother, Sister, Father, Daughter, Cousins, InLaws, MaleDom, FemaleDom, Humiliation, Rough, Gang Bang, Group Sex, Harem, Orgy, Polygamy/Polyamory, Swinging, Interracial, Black Female, White Male, White Female, Anal Sex, Analingus, Double Penetration, Oral Sex, Pegging, Pregnancy, Squirting, Water Sports
Downloads: 11509 | Votes: 49 | Score: 6.67
Size: 60KB | 11,637 words | Posted: 7/9/2019, 11:34:19 AM Concluded: 4/5/2021, 12:02:48 AM

128 Mommy's Boy Takes Charge (?) by RonBo

A Mommy's Boy Story (2)
Willy tries to maintain his sexual relationship with his mother as he tries to dominate others into doing his bidding. Betty likes to be dominant also. Cindy and Barry cum to play. Willy's grandfather shows up. Is Mommy in trouble now?
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Sex Contents: Stroke Story | Genre: Fiction
Tags: Ma/Fa, mt/ft, mt/Fa, mt/mt, Consensual, Reluctant, BiSexual, Heterosexual, CrossDressing, Incest, Mother, Son, Brother, Sister, MaleDom, Spanking, Humiliation, First, Oral Sex, Anal Sex, Masturbation
Downloads: 18282 | Votes: 324 | Score: 6.66
Size: 51KB | 9,803 words | Posted: 10/27/2012, 2:10:24 PM Concluded: 12/2/2012, 5:12:42 PM

129 Body Parts by Severusmax

A casual comment made in a young man's past about his sister comes back to him in so many delightful ways.
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Sex Contents: Stroke Story | Genre: Incest
Tags: Ma/Fa, Ma/ft, Fa/Fa, Ma/Ma, Mult, Consensual, Hypnosis, BiSexual, CrossDressing, Cheating, Sharing, Slut Wife, Incest, Brother, Sister, Cousins, BDSM, DomSub, MaleDom, FemaleDom, Rough, Gang Bang, Group Sex, Harem, Orgy, Polygamy/Polyamory, Swinging, Interracial, Indian Female, Anal Sex, Analingus, Double Penetration, First, Oral Sex, Pegging, Pregnancy, Sex Toys, Menstrual Play, Nudism
Downloads: 24241 | Votes: 110 | Score: 6.65
Size: 96KB | 18,931 words | Posted: 8/1/2021, 10:54:15 AM in progress Updated: 9/10/2024, 12:41:15 PM

130 Molly's Buddy by Honey Moon

Molly Brown was a futanari with a problem. When she and her best friend Billy had decided to experiment with being sex-friends, things got a little weird. Although his dick was little, it still did the job! Billy went ahead and knocked her up, even while she was begging him to pull out. Now Molly had come up with a plan to get even. She would work him up to it slowly, and then show him exactly what it was like when someone refused to pull out!
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Sex Contents: Much Sex | Genre: Erotica
Tags: mt/ft, Romantic, NonConsensual, Reluctant, Coercion, Gay, Heterosexual, CrossDressing, Hermaphrodite, FemaleDom, Spanking, Light Bond, Humiliation, Interracial, Black Male, White Male, First, Oral Sex, Anal Sex, Masturbation, Pregnancy, Cream Pie, Size, Big Breasts, Porn Theatre
Downloads: 11029 | Votes: 114 | Score: 6.64
Size: 160KB | 30,507 words | Posted: 3/18/2013, 1:07:15 PM
* Not enough votes to show score yet
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