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Babysitter Stories

Displaying stories 21 through 30 of 100

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21 The Babysitter by Master Jonathan

Mike's wife, Amy, was away visiting her sister, leaving him to look after their two girls. But Mike needed to work so he called up their regular babysitter. She couldn't help them out, but she knew a friend who could. When Mike saw the stand-in babysitter, things took a decidedly different turn...
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Sex Contents: Some Sex | Genre: Fiction
Tags: Ma/ft, Consensual, Heterosexual, Fiction, Cheating, Oral Sex, Babysitter
Downloads: 8858 | Votes: 263 | Score: 7.16
Size: 23KB | 4,805 words | Posted:

22 Edward and the Teacher Part Two by RodtheRad

Edward continues to have fun with his teacher after school, plus he encounters his former babysitter.
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Sex Contents: Much Sex | Genre: Erotica
Tags: mt/Fa, Consensual, Size, Teacher/Student, Babysitter, Big Breasts
Downloads: 17117 | Votes: 445 | Score: 7.15
Size: 52KB | 10,093 words | Posted:

23 Fundraising for the Band Trip by Oscar Dante

Cassie Walters needs money for the summer band trip to Europe. She's not going to get there babysitting.
Premier members only
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Sex Contents: Some Sex | Genre: Erotica
Tags: Ma/ft, ft/ft, Fa/ft, Teenagers, Consensual, Coercion, Lesbian, Heterosexual, Fiction, Incest, Sister, Father, Daughter, Safe Sex, Oral Sex, Squirting, Teacher/Student, Babysitter, Public Sex, Prostitution
Downloads: 12979 | Votes: 296 | Score: 7.13
Size: 44KB | 8,388 words | Posted:

24 Driving Heidi Home by Stepdaddy

My fourteen-year-old babysitter is developing nicely, and is at that age where, as the child of a single mother, she is looking for a father figure -- or something. I devise a scheme to lead her down a path she doesn't see coming, but doesn't much resist, either.
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Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/ft, First, Babysitter
Downloads: 33886 | Votes: 615 | Score: 7.11
Size: 62KB | 11,869 words | Posted:

25 The Confession and Re-Education of a Perfect Slut by Eddie Davidson

A Keeping the Womenfolk In Line Story (8)
This is a story about trashy trailer park sluts, high school girls, redemption, betrayal, sex, coming of age, humiliations, bondage, trashy strippers, and it features the longest blowjob scene I've ever done. This is some of my best work mostly because it is a collaboration with Mike McGifford.
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Sex Contents: Much Sex | Genre: Coming of Age
Tags: Ma/Fa, Fa/ft, School, Cheating, Slut Wife, Wife Watching, Incest, BDSM, DomSub, Humiliation, Light Bond, Spanking, Gang Bang, Swinging, Anal Sex, Analingus, Exhibitionism, Fisting, Masturbation, Oral Sex, Pregnancy, Babysitter, Big Breasts, Public Sex, Cat-Fighting, Porn Theatre, Prostitution
Downloads: 46378 | Votes: 86 | Score: 7.11
Size: 821KB | 161,006 words | Posted: Concluded:

26 Tina's Babysitting Adventure by Switch Blayde

At almost 19 years old, Tina believes she is too old to babysit. But when her younger sister gets ill, she fills in for her and has the adventure of her life.
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Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Fa, Fa/Fa, Consensual, BiSexual, First, Masturbation, Babysitter
Downloads: 12016 | Votes: 313 | Score: 7.10
Size: 35KB | 6,782 words | Posted:

27 Sitting Together by Wayne Gibbous

We're twin brother and sister and when we started our babysitting business together we never dreamed to where it would lead. Talk about getting into bed with your business partner.
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Sex Contents: Much Sex | Genre: Erotica
Tags: mt/ft, Consensual, Heterosexual, Brother, Sister, First, Safe Sex, Oral Sex, Masturbation, Babysitter
Downloads: 7876 | Votes: 418 | Score: 7.05
Size: 21KB | 4,345 words | Posted:

28 Babysitting Me by SweetSandy

Mom! I don't need a babysitter! Oh! Ah... never mind! :-) "Rebound lover. I am her rebound lover. Ok, that's fine. I'm fine with that. I like being rebounded upon!"
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Sex Contents: Some Sex | Genre: Erotica
Tags: mt/ft, Teenagers, Consensual, Fiction, First, Oral Sex, Petting, Babysitter
Downloads: 10101 | Votes: 374 | Score: 6.99
Size: 24KB | 4,729 words | Posted:

29 Keeping the Womenfolk in Line - Cumming of Age by Eddie Davidson

A Keeping the Womenfolk In Line Story (3)
Danny spends the weekend at his father's girlfriend's house. She and her daughters have a very different (submissive) lifestyle. I can't tell you more without spoiling the second chapter. This is a coming of age story -and a cumming of age story. (Will involve BDSM/Humiliation)
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Sex Contents: Stroke Story | Genre: Coming of Age
Tags: Teenagers, Consensual, Reluctant, Slavery, School, Slut Wife, Incest, BDSM, DomSub, MaleDom, Humiliation, Spanking, Gang Bang, Analingus, Bestiality, Enema, Fisting, Masturbation, Oral Sex, Sex Toys, Squirting, Tit-Fucking, Water Sports, Babysitter, Public Sex, Prostitution
Downloads: 51707 | Votes: 297 | Score: 6.97
Size: 483KB | 96,390 words | Posted: Concluded:

30 The Babysitter by Ashley

Sixteen-year-old Chrissy takes a job babysitting for the Pierces's son Timmy. It turns out that little Timmy is actually fourteen... and he's not that little either.
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Sex Contents: Some Sex | Genre: Erotica
Tags: mt/ft, Coercion, Consensual, Drunk/Drugged, Heterosexual, Fiction, Anal Sex, Analingus, Masturbation, Oral Sex, Babysitter
Downloads: 11724 | Votes: 372 | Score: 6.96
Size: 20KB | 4,032 words | Posted:
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