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Babysitter Stories

babysitter

Bad Babysitter

A horny, exhibitionist babysitter, a pool, three teenage boys...what could possibly happen?

The babysitter was stoned, horny as fuck, and dressed like a cheap slut. Yes, I was, especially the horny as fuck part. Calling my attire scandalous hinted at least some modesty. I was dressed for the weather, not the occasion. That is to say that, due to...

Lindsey, My Babysitter

My babysitter takes care of me…

In addition to an incredible sexual experience I had recently with my ex-wife's best friend (Roselyn), I had gotten the phone number, unsolicited, from Lindsey the babysitter. She had slipped it into my jacket when I gave her a ride home. Not long afterwa...

Ryan's Naughty Babysitter

Risky sex with the babysitter

Ryan often recalls moments in his life when lust completely overwhelmed his common sense; when his cock ruled supreme over his brain.  This particular event is deeply etched into his memories; he can relive the feelings and emotions as if they are real. ...

From Babysitting To Oh, Baby

A reunion between a babysitter and the girl he used to sit yields an unexpected outcome.

Jake couldn’t believe that he was finally going to see his old friend Sarah after so many years. About four years ago, Jake had babysat his neighbor Sarah after school and whenever her parents were gone for the night or weekend. Although Jake had only bee...

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While The Wife Gets Her Nails Done

What do you do with the babysitter when you don't need her to babysit?

Mike let out a long breath as he closed the front door to his home, hung up his jacket, and loosened his tie. He heard chopping noises coming from the kitchen and figured his wife, Cindy, was preparing dinner. As he walked into the kitchen to say hello, h...

Gramma and Grampa Babysit

After the grandkids are asleep, babysitters do what babysitters do.

Mia tiptoed back to the living room and settled next to Jon, all worn out. “Why didn’t you turn on the TV?”  “No reason,” Jon replied. “Are the kids asleep?”  “Finally. I hope so.” Mia picked up the baby monitor. “They still get a little wound up when mom...

Can You Be Cukolded By a Woman?

Dora's pissed at her husband's fantasies about their sexy babysitter!

Dora answered the door, knowing full well who was on the other side.  TT, also known as Theresa Tammy, her babysitter.  She lived just a few houses down and had become almost a member of the family since the baby was born.  Dora loved her because she was...

The Babysitter II: Distraction

After a frustrating failure, he needs a distraction. She knows what he needs.

When I woke up the next morning, I first had to recall where I was and how I had ended up there. The environment seemed familiar, yet unusual. That was until I vaguely remembered I was lying on the living room couch—alone. Drowsy as I was I tossed and tur...

Halloween Fun Followup

Roxanne was not going to be denied any sinful pleasures. I was in deep trouble.

After a serendipitous hookup with Roxanne on Halloween night, I was quite smitten by our unplanned intimate exchange. Roxanne had babysat for Janice and me on several occasions and while she was very cute, I had never entertained any untoward thoughts abo...

Bailey, Our Baby-Sitter and a Friend

Bailey was the type of teenager you couldn't ignore even if you wanted to . .

Bailey was our very outgoing, vivacious, high energy, family baby-sitter. How I managed to survive after she headed off to her freshman college semester, is beyond me, but somehow, I managed to readjust. I was a little depressed the first several weeks, a...