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CrossDressing Stories

Displaying stories 121 through 130 of 384

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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: 7179 Votes: 51 | Score: 6.80
Size: 88KB | 17,049 words | Posted:

122 The Girl in the Blue Denim Skirt by Michele Nylons

Dennis becomes infatuated with the girl in the blue denim skirt who sits on the low brick wall running along the path inside Aston Park. He knows that his infatuation with her is troublesome and that he should just ignore her but he just can't resist her allure.
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Sex Contents: Much Sex | Genre: Fiction
Tags: Ma/Fa, Consensual, CrossDressing, Shemale, TransGender, True Story, Workplace, Cheating, Wife Watching, Anal Sex, Cream Pie, Petting, Voyeurism, BBW, Foot Fetish, Leg Fetish, Public Sex, Smoking
Downloads: 1991 Votes: 58 | Score: 6.77
Size: 47KB | 8,923 words | Posted:

123 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: 2555 Votes: 38 | Score: 6.76
Size: 129KB | 24,288 words | Posted:

124 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: 2802 Votes: 85 | Score: 6.75
Size: 108KB | 21,036 words | Posted:

125 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: 46717 Votes: 114 | Score: 6.74
Size: 1226KB | 246,740 words | Posted: Concluded:

126 So Sue Me by Tarl Cabot

This is a direct continuation of Dave's Gay Experience. Dave returns to make amends with his Sister. Josh is jealous of their connection.
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Sex Contents: Some Sex | Genre: Incest
Tags: Ma/Fa, Ma/Ma, Consensual, Reluctant, Gay, BiSexual, Heterosexual, CrossDressing, Fiction, Incest, Mother, Son, Brother, Sister, Uncle, Nephew, Group Sex, White Male, White Female, Anal Sex, Cream Pie, Oral Sex, Pegging, Sex Toys
Downloads: 1772 Votes: 41 | Score: 6.74
Size: 64KB | 12,931 words | Posted: Concluded:

127 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: 4860 Votes: 29 | Score: 6.74
Size: 235KB | 44,277 words | Posted: Concluded:

128 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: 3816 Votes: 86 | Score: 6.73
Size: 75KB | 14,205 words | Posted:

129 I Met Alex on My First Day in Grade 10 by TMax

A grade 10, homeschooled, protected, girl, convinces her parents to allow her to attend public school. Unexpected, she meets Alex, in the first class. Warning: Heavily implied incest, femboy, cross-dressing
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Sex Contents: Some Sex | Genre: Coming of Age
Tags: mt/ft, Teenagers, Consensual, Gay, BiSexual, CrossDressing, TransGender, School, Sharing, Incest, Mother, Son, Father, Daughter, Anal Sex, First, Oral Sex, Safe Sex
Downloads: 1178 Votes: 29 | Score: 6.73
Size: 25KB | 4,866 words | Posted:

130 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: 1401 Votes: 44 | Score: 6.73
Size: 41KB | 8,187 words | Posted:
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