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Babysitter Stories

Displaying stories 21 through 30 of 70

Title Author Description Size Dnlds Votes Score

Nothing to Lose
It's a Kilt, not a Skirt Olivia doesn't feel like she has anyone in the world anymore. She's still young, yet life seems stagnant...until a chance encounter with a young man she used to babysit when she was a teenager opens her eyes again. Turns out he's all grown up now, and can teach her something about the world and love.
Tags: Ma/Fa, Consensual, Romantic, Heterosexual, Fiction, Cream Pie, First, Masturbation, Oral Sex, Safe Sex, Babysitter, Slow
Sex Contents: Some Sex
Posted: in progress Updated:
30 KB 2185 52 6.86

The Sitter

(premier members only)
L.A. Wicker A GIRL, A DOG, Should I say more?
Tags: Consensual, Romantic, Zoophilia, Furry, First, Bestiality, Size, Hairy, Babysitter
Sex Contents: Much Sex
29 KB 11445 180 6.85

Sitting the Twins
Wayne Gibbous When my parents took a five-day cruise with their best friends, I sat at their house with their fourteen-year old twins, Owen and Olivia. I soon caught them at sex and decided to teach them a thing or two, maybe even three.
Tags: mt/ft, ft/ft, Mult, Consensual, BiSexual, Heterosexual, Incest, Brother, Sister, First, Safe Sex, Oral Sex, Babysitter
Sex Contents: Much Sex
18 KB 6932 242 6.83

Will You Watch Me?
Coming of Age
Wayne Gibbous Babysitting is usually boring but not when it's babysitting Tucker.
Tags: mt/ft, Mult, Consensual, Heterosexual, White Couple, First, Safe Sex, Oral Sex, Masturbation, Babysitter
Sex Contents: Much Sex
16 KB 5164 255 6.78

The Dog Ate Suzie's Homework
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.
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
Sex Contents: Much Sex
Posted: Concluded:
33 KB 8370 147 6.70

The Babysitter Rules
Heatheranne A sexy, avaricious babysitter becomes the beneficiary of ancient magic.
Tags: Teenagers, Consensual, Fiction, Exhibitionism, Masturbation, Oral Sex, Babysitter, Big Breasts, Size
Sex Contents: Much Sex
109 KB 6635 138 6.67

Leroy and the Babysitter
pj A PARODY of Babysitter Stories that read like wet dreams. It's Hetero and it's got some good'n'nasty sex as it goes along but it's not really 'stroke', although I originally intended it to be. But the characters wouldn't cooperate. And, like most dreams, it's full of wacky, impossible sh*t!
Tags: mt/Fa, Consensual, Heterosexual, Fiction, Humor, Extra Sensory Perception, Incest, Cousins, Orgy, Harem, Polygamy/Polyamory, First, Anal Sex, Squirting, Enema, Pregnancy, Cream Pie, Voyeurism, Size, Babysitter, Slow
Sex Contents: Some Sex
Posted: Concluded:
43 KB 10292 306 6.66

Do Me, Too, Please
Wayne Gibbous Mom had to be away overnight and she got us one of our former babysitters to come in. She also helped us study geography, female geography.
Tags: mt/Fa, Consensual, Heterosexual, First, Oral Sex, Masturbation, Babysitter
Sex Contents: Much Sex
19 KB 7588 204 6.64

Whatever Lola Wants
Severusmax Barely legal teenager and high school graduate Martin Vandekamp doesn't want to put up with his teen sister's babysitter, Lola, the same Desi girl who cock-teased him while babysitting him before he came of age. His mother overrules him, and while she's prudish and often wrong, Martin discovers that she got this one right, as Lola and kid sister Tricia prove to him.
Tags: Ma/Fa, Ma/ft, Fa/ft, Mult, Consensual, Drunk/Drugged, BiSexual, Cuckold, Sharing, Slut Wife, Wife Watching, Wimp Husband, Incest, Mother, Son, Brother, Sister, BDSM, DomSub, MaleDom, FemaleDom, Humiliation, Rough, Spanking, Group Sex, Harem, Orgy, Polygamy/Polyamory, Swinging, Interracial, White Male, White Female, Indian Female, Analingus, Cream Pie, First, Masturbation, Oral Sex, Petting, Pregnancy, Squirting, Babysitter
Sex Contents: Much Sex
Posted: in progress Updated:
67 KB 6707 71 6.63

Send in the Clone
RejectReality Ryan is looking forward to catching up with his wife in the bedroom when their son goes off to the grandparents' house for a few days. She sweetens the deal when she reveals that she has a plan for him to participate by proxy with their 18-year-old lesbian babysitter.
Tags: Ma/Fa, Fa/Fa, Consensual, Lesbian, BiSexual, Heterosexual, Oral Sex, Masturbation, Sex Toys, Voyeurism, Babysitter
Sex Contents: Much Sex
23 KB 4907 157 6.60

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