Baby-sitter Stories

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BabySitter's Friend

by Ashson on Sep 25, 2017
Erotic Couplings

I'm a single father of two small children. It happens. I have no doubt that I'll find the right person for me sometime and until then I'll just make the best of things. I'm not hurting financially, which helps, but every so often I have to have a night away from home. That's when I hire a baby-sitter. There are several young ladies who act as my sitter, dep...

The Sitter Ch. 2

by stosh79_00 on Sep 13, 2017
Group Sex

A week had gone by since the Smith's had me over last. When I got a call from the Smith's again, only they didn't want me to baby-sit for them but for the Henderson’s who lived two houses down from them. I was disappointed I mean Mr. Smith took my virginity. I had decided to forget about the Smith's and go to the Henderson’s house on Friday night. when I a...

Night of Twists Turns Again

by BIGT9inch on Sep 17, 2017
Loving Wives

It was my wife's birthday and I intended to make it special, but the night was filled with many twists. I told my wife I had to run some errands and would be back shortly. Before I left I told her to get ready for her special night while I was gone. It was a night I wanted to make very special for her so I bought lingerie and flowers. I then went to the ho...

BabySitter Memory

by Ashson on Oct 6, 2020
Erotic Couplings

I'd been asked to sit by Norm Watson. He was a divorced father and his ex had custody of the children. I thought that it was odd that he'd require a sitter and queried him on it. "I'll explain when you get here," he told me. "You may not have to do any sitting at all but you'll still get paid." I had nothing on for the afternoon so I agreed. As soon as I t...

Surprising His Sitter

by Goldeniangel on Sep 12, 2017
Erotic Couplings

She was going to say it. Rick gritted his teeth into an approximation of a smile as Laney fluttered her eyelashes at him and then their waiter, the very picture of a helpless female. It'd be a lot more endearing if the dilemma she was facing had an importance. Or if she hadn't said the exact same thing on the other two dates he'd taken her on. "Ooooo, I d...

Not Another Baby Sitter Story

by BANJAR on Sep 14, 2017
Mature

OK, so you've read just about every baby sitter story that has ever appeared on this site for the last 5 years or more. Well, here's one more with a slight twist at the end. So, grit your teeth and slog through another one. I think you just might like it. Special thanks go to my new editor, "Bright Eyes." Once you have found a great baby sitter, it is not...

BabySitter Cam Show

by Ashson on Sep 13, 2017
Erotic Couplings

I didn't get out much after the accident that killed my wife. It was a stupid thing to happen. I'd taken the kids down to the playpark to let them run wild for a couple of hours. While I was gone Georgia decided to wash the bedroom curtains. She washed and dried them with no problems but when it came time to hang them up again she couldn't be bothered using...

Babysitters from Oz

by iluvoz on Sep 14, 2017
Erotic Couplings

I am a senior Manager for a large table top gaming company in America and many times I had to travel to other cities for business. I was to go to Gold Coast, Australia this coming week and thought I would look up an old uni buddy and his wife while in the area. I made a call to Roy and he insisted I spend the week with the family and stay in their guest room...

I'm Returning Your Call, Dickhead

by Wanton Vixxxen on Sep 14, 2017
Humor & Satire

I tapped out his number on my phone with one of my broken, jagged fingernails and waited for him to answer. “Hello, Dickhead?”... “How’s it hanging?” I said this so cheerfully, I surprised myself. “Oh yeah,” he began, and then continued without a pause, as if he were in the middle of a conversation already in progress. “I’m hanging just fine, thank...

My First Couple Experience

by stlpleaser on Aug 8, 2018
First Time

I met Jen and Ed in a swingers group. The conversation via email with them was easy and we seemed to have a lot in common. I didn't have much bi experience and they wanted him to try it. We really got along well in email and im chat and exchanged photos. Honestly, he wasn't exactly my type of guy, being a bit hairier than I like and a little heavier than I...