CrossDressing Stories

Displaying stories 131 through 140 of 351

131 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: 11072 | Votes: 114 | Score: 6.64
Size: 160KB | 30,507 words | Posted: 3/18/2013, 1:07:15 PM

132 A Hot Evening With Miriam by elevated_subways

A virginal young guy is rebuffed during his first experiences with a girlfriend. Then he gets involved with an unusual older neighbor. This is set in 1981.

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Sex Contents: Some Sex | Genre: Erotica
Tags: Ma/Fa, Consensual, Romantic, CrossDressing, Shemale, TransGender, Fiction, Masturbation, Oral Sex, Petting
Downloads: 1233 | Votes: 42 | Score: 6.63
Size: 41KB | 8,187 words | Posted: 3/30/2023, 4:23:39 PM

133 Your Friendly Neighborhood Cuckold by Xanzibar

A Killgrave Cucks the Marvel Universe Story (2)
Part of the Villain Victorious in Fan Fiction. universe
Part Two of "Killgrave Cucks the MCU" Series, Killgrave decides to go after Spider-Man's woman, when he finds out that there is more than one things gets very interesting. When he himself actually falls for Mary Jane they go totally off the rails. Aunt May is looks more like the Marisa Tomei Aunt May.

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Sex Contents: Much Sex | Genre: Fan Fiction
Tags: Ma/Fa, Mult, Consensual, Mind Control, Lesbian, BiSexual, Heterosexual, CrossDressing, Fan Fiction, Superhero, Cheating, Cuckold, Slut Wife, Wife Watching, Aunt, BDSM, DomSub, MaleDom, FemaleDom, Humiliation, Light Bond, Rough, Sadistic, Spanking, Gang Bang, Group Sex, Harem, Polygamy/Polyamory, White Male, White Female, White Couple, Anal Sex, Analingus, Cream Pie, Exhibitionism, Facial, Massage, Masturbation, Oral Sex, Sex Toys, Spitting, Squirting, Tit-Fucking, Foot Fetish, Leg Fetish, Public Sex
Downloads: 1638 | Votes: * | Score: *
Size: 80KB | 14,996 words | Posted: 10/17/2024, 7:03:16 PM

134 Adventures Into Bisexuality by JohnMurray4173

A coming of age story where a young man in introduced to bisexual sex by a pair of precocious teenage girls and a dominant high school senior.

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Sex Contents: Much Sex | Genre: Coming of Age
Tags: Ma/Fa, mt/ft, mt/Fa, ft/ft, Ma/mt, mt/mt, Coercion, Consensual, Reluctant, BiSexual, Heterosexual, CrossDressing, Fiction, Sharing, BDSM, DomSub, MaleDom, Rough, Anal Sex, Cream Pie, Double Penetration, First, Oral Sex, Pegging
Downloads: 6718 | Votes: 98 | Score: 6.63
Size: 69KB | 13,402 words | Posted: 11/9/2022, 1:24:09 PM Concluded: 11/22/2022, 1:50:17 PM

135 My First Blow Job by Its a skirt, not a kilt

How I came to give my first blow job.

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136 Making Mum My Bitch by StJohnGeneral

My mother, who abandoned my father and me, returns. This is how I broke her into being my pussy slave.

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Sex Contents: Much Sex | Genre: Incest
Tags: Ma/Fa, mt/ft, Ma/ft, Fa/Fa, Fa/ft, Coercion, Reluctant, Gay, Lesbian, BiSexual, Heterosexual, CrossDressing, Shemale, TransGender, Fiction, True Story, Cheating, Slut Wife, Wimp Husband, Incest, Mother, Father, Daughter, BDSM, DomSub, FemaleDom, Humiliation, Rough, Spanking, Group Sex, Anal Sex, Analingus, Cream Pie, Double Penetration, Facial, Oral Sex, Squirting
Downloads: 2127 | Votes: 30 | Score: 6.63
Size: 142KB | 27,805 words | Posted: 3/5/2025, 11:27:48 AM

137 Coffee Shop Girl by Michele Nylons

A young male college student notices that a coffee shop is only employing pretty young women. He disguises himself as a girl to get a job in the establishment but soon discovers that the girl he has become must surrender her virtue to remain employed.

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Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Fa, Teenagers, Coercion, NonConsensual, Reluctant, CrossDressing, TransGender, Fiction, School, Workplace, Anal Sex, Analingus, First, Facial, Masturbation, Oral Sex, Leg Fetish, Public Sex, Teacher/Student
Downloads: 1655 | Votes: 32 | Score: 6.63
Size: 129KB | 24,288 words | Posted: 8/19/2024, 8:35:58 PM

138 Al by ChrisM

Cross-dressing comes in all varieties.

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139 Top Tip by Its a skirt, not a kilt

Shaun is called through to his sister's room to help his sister and best (female) friend in a phone app challenge. No sex, just touching.

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140 Julie by terapon

This is a fictional story based on the author's experiences in the steamy city of Bangkok, Thailand. Priapus encounters the beautiful and sexually charged shemale Julie in a special bar in the Nana district.

Premier members only

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CrossDressing Stories

Displaying stories 131 through 140 of 351

131 Molly's Buddy by Honey Moon

132 A Hot Evening With Miriam by elevated_subways

133 Your Friendly Neighborhood Cuckold by Xanzibar

134 Adventures Into Bisexuality by JohnMurray4173

135 My First Blow Job by Its a skirt, not a kilt

136 Making Mum My Bitch by StJohnGeneral

137 Coffee Shop Girl by Michele Nylons

138 Al by ChrisM

139 Top Tip by Its a skirt, not a kilt

140 Julie by terapon

WARNING! ADULT CONTENT...