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CrossDressing Stories

Displaying stories 121 through 130 of 363

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121 TNWS04 Sweet Sixteen by Murray Wilson

A story in the This Naked World Universe
Continuing on from the last story... Uncle Brady Goes to Night School... we have Jay Porter now turning sixteen and having some fun at home with his family then at school with his teacher then in the evening with his girlfriend.
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Sex Contents: Much Sex | Genre: Erotica
Tags: Mult, Teenagers, Consensual, Romantic, Gay, Lesbian, Heterosexual, CrossDressing, Shemale, TransGender, Fiction, School, Incest, Mother, Son, Brother, Sister, Father, Daughter, Uncle, Niece, Aunt, Nephew, Group Sex, Cream Pie, Exhibitionism, Masturbation, Oral Sex, Squirting, Voyeurism, Big Breasts, Hairy, Public Sex, Teacher/Student, Nudism
Downloads: 6844 Votes: 49 | Score: 6.76
Size: 88KB | 17,049 words | Posted:

122 Susan by Aurora

A The Engineer Story
This is the seventh story of the engineer series
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Sex Contents: Some Sex | Genre: Erotica
Tags: Fa/Fa, Consensual, Lesbian, BiSexual, CrossDressing, TransGender, Fiction, BDSM, Spanking, PonyGirl
Downloads: 2573 Votes: 84 | Score: 6.75
Size: 108KB | 21,036 words | Posted:

123 Naked on Summer Vacation: Slut Summer School by Eddie Davidson

A Summer Vacation Story
Part of the Davidson Family Stories universe
It was 1984 in Sebastian Florida and my Cousin Blair had thrown one party too many. My Aunt found normal restriction and punishments just were not very effective. She put Blair and her friends through a re-education in Slut Summer School **Involves BDSM/Humiliation, there is a prequel Naked on Summer Vacation: Sissy Summer School that sets the scene but it is not required reading.
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Sex Contents: Much Sex | Genre: BDSM
Tags: Teenagers, Reluctant, Lesbian, Heterosexual, CrossDressing, Shemale, Slut Wife, Incest, Mother, Cousins, Aunt, BDSM, FemaleDom, Humiliation, Light Bond, Spanking, Group Sex, Anal Sex, Cream Pie, Enema, Exhibitionism, Fisting, Flatulence, Food, Masturbation, Oral Sex, Pegging, Sex Toys, Spitting, Tit-Fucking, Water Sports, Babysitter, Big Breasts, Public Sex, Cat-Fighting, Prostitution
Downloads: 44813 Votes: 113 | Score: 6.74
Size: 1226KB | 246,740 words | Posted: Concluded:

124 The Mistress of Holt House- Part One by Midsummerman

Femdom in the Victorian era. A male in a male dominated society finds thar Women are really in charge.
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Sex Contents: Much Sex | Genre: BDSM
Tags: Ma/Fa, Mult, Consensual, Reluctant, Coercion, Slavery, Heterosexual, CrossDressing, Fiction, Historical, BDSM, DomSub, Spanking, Rough, Humiliation, Sadistic, Oral Sex, Anal Sex, Masturbation, Sex Toys, Exhibitionism, Transformation
Downloads: 4667 Votes: 29 | Score: 6.74
Size: 235KB | 44,277 words | Posted: Concluded:

125 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: 1343 Votes: 43 | Score: 6.73
Size: 41KB | 8,187 words | Posted:

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: 2827 Votes: 52 | Score: 6.72
Size: 162KB | 30,713 words | Posted: Concluded:

127 Email Across the Pond by NiteWriter

A 14 year old girl writes to a friend who has emigrated to Canada telling her of some cross-dressing sexy fun she has had resulting in an unexpected lesbian romp.
Premier members only
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Sex Contents: Much Sex | Genre: Erotica
Tags: ft/ft, Teenagers, Consensual, Romantic, Lesbian, CrossDressing, True Story, First, Oral Sex, Masturbation, Sex Toys
Downloads: 1771 Votes: 21 | Score: 6.72
Size: 25KB | 5,032 words | Posted:

128 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: 8530 Votes: 106 | Score: 6.71
Size: 69KB | 13,402 words | Posted: Concluded:

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

How I came to give my first blow job.
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Sex Contents: Much Sex | Genre: Erotica
Tags: mt/mt, Gay, CrossDressing
Downloads: 4053 Votes: 94 | Score: 6.70
Size: 11KB | 2,136 words | Posted:

130 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: 976 Votes: * | Score: *
Size: 15KB | 3,049 words | Posted:
* Not enough votes to show score yet
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