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Babysitter Stories

Displaying stories 41 through 50 of 102

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41 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: 43568 | Votes: 111 | Score: 6.80
Size: 1226KB | 246,740 words | Posted: Concluded:

42 Hilly Hilda AO by Harry Bolo

Hal babysitting his 16 parents goddaughter meets Hilda a big chested friend from uni and they all get better acquainted.
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Sex Contents: Much Sex | Genre: Young Adult
Tags: Ma/Fa, mt/ft, Ma/ft, mt/Fa, Fa/Fa, ft/ft, Fa/ft, Ma/Ma, Teenagers, Consensual, Romantic, Heterosexual, Fiction, Sharing, Swinging, Exhibitionism, First, Masturbation, Oral Sex, Tit-Fucking, Voyeurism, Babysitter, Big Breasts, Public Sex, Small Breasts
Downloads: 4368 | Votes: 63 | Score: 6.79
Size: 129KB | 25,153 words | Posted:

43 Reconnecting by MindSketch

Back from college for the weekend, Adam runs into an old acquaintance from high school... someone he fantasized over during some of his most hormone-fueled years - his old babysitter.
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Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Fa, Consensual, Fiction, First, Oral Sex, Babysitter
Downloads: 4345 | Votes: 178 | Score: 6.75
Size: 23KB | 4,657 words | Posted:

44 My Exhibitionist Mom by Jill Jacobson

I'm an 18 year-old normal, highly sexed girl, and my Mom is a sexy, out-of-control MILF! These are our adventures!
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Sex Contents: Much Sex | Genre: Erotica
Tags: Fa/ft, Consensual, Lesbian, BiSexual, Heterosexual, Fiction, Incest, Mother, Daughter, BDSM, FemaleDom, Humiliation, Spanking, Black Female, White Female, Oriental Female, Anal Sex, Analingus, Double Penetration, Enema, Exhibitionism, First, Facial, Fisting, Lactation, Masturbation, Oral Sex, Petting, Pregnancy, Sex Toys, Squirting, Tit-Fucking, Voyeurism, Water Sports, Babysitter, Big Breasts, Hairy, Public Sex, Small Breasts, Teacher/Student, Nudism
Downloads: 19925 | Votes: 284 | Score: 6.73
Size: 20KB | 4,270 words | Posted: Concluded:

45 Babysitting Blues by Demonhead

Young girl gets dominated by ex-boyfriend
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Sex Contents: Much Sex | Genre: Fiction
Tags: Mult, Teenagers, Blackmail, NonConsensual, Rape, Fiction, Humiliation, Gang Bang, First, Babysitter
Downloads: 12031 | Votes: 100 | Score: 6.73
Size: 73KB | 15,232 words | Posted:

46 Camryn, the Nympho Nanny by harry lime

Camryn is diagnosed as a nymphomaniac and she decides to live out all of her sexual fantasies. She become a Nanny to a very strange and exciting family. Soon Camryn is discovering all of the kinky little secrets of the Hyde-White household. She has found the perfect spot to exercise all of her nasty little thoughts.
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Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Fa, Consensual, Coercion, BiSexual, Heterosexual, Fiction, Slut Wife, Wife Watching, MaleDom, Spanking, Light Bond, Humiliation, Group Sex, Orgy, Oral Sex, Anal Sex, Masturbation, Sex Toys, Squirting, Exhibitionism, Voyeurism, Babysitter
Downloads: 12017 | Votes: 220 | Score: 6.72
Size: 41KB | 7,689 words | Posted:

47 Sinfully Sweet Erotic Evening by mysteria27

A couple take their babysitter out for an interesting evening.
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Sex Contents: Stroke Story | Genre: Erotica
Tags: Ma/Fa, BiSexual, Group Sex, Masturbation, Oral Sex, Voyeurism, Babysitter
Downloads: 2738 | Votes: 83 | Score: 6.70
Size: 19KB | 3,717 words | Posted:

48 The Babysitter by Eddie Davidson

A You Bet Your Ass Story
Mark's neighbor offers him the wildest part-time job that he will ever have as a babysitter. This short story fits nicely into the first few chapters of the epic story "You Bet Your Ass".
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Sex Contents: Some Sex | Genre: Coming of Age
Tags: Ma/Fa, Teenagers, Consensual, Slut Wife, Incest, Humiliation, Light Bond, Babysitter
Downloads: 10627 | Votes: 206 | Score: 6.69
Size: 55KB | 11,136 words | Posted: Concluded:

49 Keeping the Babysitter in Line by Eddie Davidson

A Keeping the Womenfolk In Line Story
Join Brian back in 1984 in sunny South Florida. He's obsessed with his babysitter Rachel. She's cute, quirky, big glasses, and a little older than him. She's babysitting him for the entire weekend. He's going to discover that Rachel Wagner and her family live a very different lifestyle than anything he's ever seen before and it is going to blow his mind.
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Sex Contents: Some Sex | Genre: Coming of Age
Tags: Ma/Fa, mt/Fa, Teenagers, Consensual, School, Slut Wife, Incest, BDSM, DomSub, MaleDom, Humiliation, Light Bond, Spanking, Gang Bang, Polygamy/Polyamory, Interracial, Anal Sex, Enema, Exhibitionism, First, Facial, Fisting, Food, Oral Sex, Sex Toys, Squirting, Tit-Fucking, Water Sports, Babysitter, Public Sex, Nudism, Illustrated
Downloads: 73667 | Votes: 150 | Score: 6.69
Size: 1343KB | 265,178 words | Posted: Concluded:

50 The Dog Ate Suzie's Homework by harry lime

Suzie is certain she will remain a virgin unless some boy decides to pull down her panties and "takes advantage" of her. Now, she has to figure out a way for one of these "taking advantage" situations to happen. Her best friend Molly can't stop giggling when she tries to map out her clitoral geography for Biology. It would be so much easier if she was not so very wet there all the time. Her babysitting job is stressfree. At least, until the husband mistakes her for his flirty wife.
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Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/ft, Consensual, BiSexual, Heterosexual, Fiction, Spanking, Rough, Humiliation, Interracial, White Male, White Female, Oriental Female, First, Oral Sex, Anal Sex, Masturbation, Petting, Sex Toys, Squirting, Cream Pie, Exhibitionism, Voyeurism, Babysitter, School
Downloads: 10745 | Votes: 173 | Score: 6.68
Size: 34KB | 6,440 words | Posted: Concluded:
* Not enough votes to show score yet
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