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CrossDressing Stories

Displaying stories 121 through 130 of 381

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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: 7229 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: 2024 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: 2595 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: 2823 Votes: 85 | Score: 6.75
Size: 108KB | 21,036 words | Posted:

125 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: 4882 Votes: 29 | Score: 6.74
Size: 235KB | 44,277 words | Posted: Concluded:

126 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: 46889 Votes: 114 | Score: 6.74
Size: 1226KB | 246,740 words | Posted: Concluded:

127 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: 1405 Votes: 44 | Score: 6.73
Size: 41KB | 8,187 words | Posted:

128 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: 1282 Votes: 29 | Score: 6.73
Size: 25KB | 4,866 words | Posted:

129 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: 3853 Votes: 86 | Score: 6.73
Size: 75KB | 14,205 words | Posted:

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 young women 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: 9740 Votes: 113 | Score: 6.73
Size: 69KB | 13,402 words | Posted: Concluded:
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