CrossDressing Stories

Displaying stories 121 through 130 of 354

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: 6334 | Votes: 47 | Score: 6.82
Size: 88KB | 17,049 words | Posted:

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

A Summer Vacation Story (2)
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: 42361 | Votes: 109 | Score: 6.82
Size: 1226KB | 246,740 words | Posted: Concluded:

123 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: 11754 | Votes: 50 | Score: 6.75
Size: 60KB | 11,637 words | Posted: Concluded:

124 The Twins and I. an Adult Schoolgirl Adventure by Campbellmac

Married to Joy, who with her identical twin sister, Joanne, have very active sex lives that often include all three of us. In this particular episode, at our annual get together we all indulge ourselves recreating a 'school' scenario which includes period school uniforms.

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Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Fa, Fa/Fa, Mult, Consensual, BiSexual, Heterosexual, CrossDressing, Fiction, School, Sharing, Sister, Group Sex, Exhibitionism, Fisting, Masturbation, Oral Sex, Petting, Sex Toys, Voyeurism
Downloads: 1767 | Votes: 26 | Score: 6.72
Size: 29KB | 5,831 words | Posted: Concluded:

125 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: 1756 | Votes: 21 | Score: 6.72
Size: 25KB | 5,032 words | Posted:

126 Susan by Aurora

A The Engineer Story (7)
This is the seventh story of the engineer series

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127 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: 4693 | Votes: 34 | Score: 6.70
Size: 210KB | 38,459 words | Posted: Concluded:

128 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: 5214 | Votes: 51 | Score: 6.68
Size: 89KB | 16,931 words | Posted: in progress Updated:

129 The Rocky Horror Picture Show by NickB

Sometimes, things bear repeating

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130 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: 6936 | Votes: 99 | Score: 6.68
Size: 69KB | 13,402 words | Posted: Concluded:

* Not enough votes to show score yet

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CrossDressing Stories

Displaying stories 121 through 130 of 354

121 TNWS04 Sweet Sixteen by Murray Wilson

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

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

124 The Twins and I. an Adult Schoolgirl Adventure by Campbellmac

125 Email Across the Pond by NiteWriter

126 Susan by Aurora

127 So You Want to Be a Nurse by Michele Nylons

128 Deal With the Devil by Xanzibar

129 The Rocky Horror Picture Show by NickB

130 Adventures Into Bisexuality by JohnMurray4173

WARNING! ADULT CONTENT...