Babysitter Stories

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The Babysitter

by PurpleMonkeyDishwash on Sep 12, 2017
Fetish

Note: this is not a cuckold story but it's built like one. If you like stories about dominant sexual women who tease sex without giving it, this is the story for you. Otherwise, don't bother commenting or reading. ***** Hey there, how are you? Your name is Brandon, right? I'm Jackie, it's nice to finally meet you. I think we had biology together a couple...

P.O.B. (Patent Orgasmic Babysitter)

by L.Fortune West on Sep 12, 2017
Group Sex

This is what its come to. Goddamned marriage-counsellor. Katie-Anne does look good though. Real Good. Her breasts are delicious. When we see her normally she's wearing her baggy down time clothes, not trying to look sexy, but underneath she's got a hot little figure. Those nipples are just peachy. She's smiling, embarrassed but not enough to back out on the...

Babysitter Makes Me Lose Control Ch. 03

by babysitterstories on Sep 25, 2017
Mature

Two months ago, my world turned upside down. Our old babysitter went off to college and we found a new one on Craigslist. Tess came bouncing into our lives tits-first, and now that we've crossed the line with each other, it's becoming easy to cross more. Yesterday, she texted me that she was playing a soccer game in my neighborhood. I decided to go for a...

BabySitter Curious

by Ashson on Sep 13, 2017
First Time

My wife was interstate for a few weeks, visiting her mother. The old dear wasn't well and wanted some company and Irene had bravely volunteered to go and visit. I did suggest that we make a family trip of it, driving up with the kids and spending my holidays there. She wouldn't have a bar of it. Said the kids would be too much for her poor mother. The real r...

Dear Dora (Confused)

by Dear_Dora on Sep 1, 2017
Humor & Satire

Dear Dora, I'm afraid I find myself in a most uncomfortable situation, and I hope you have some insight and advice on how I should precede. As usual in these situations, I created this quandary myself. We are good friends with our neighbors, which I guess is a rarity nowadays. We visit regularly with all the families who live in houses around ours, play c...

Becoming A Wife Watcher Ch. 03

by frankiewatcher on Sep 15, 2017
Loving Wives

A few months after our liaisons with the next door neighbours, we were still fantasising, reminiscing in what had happened with Brian and Sharon although we didn't have the meetings, we had repaired things enough that we were on speaking terms. One Saturday night, we had a night out planned with some friends from my work; we had a babysitter sorted so went...

What Happened When Lynn Stayed Home

by stokeclaji on Dec 2, 2019
Loving Wives

Sex was furthest from my mind that dark rainy evening when Richard showed up. There he stood on the front step, 5 year old daughter in tow, but without his wife of 10 years. "Where's Lynn?" I asked, by way of greeting. We had plans to share a babysitter and hit the town tonight on a double date. "I was just texting her yesterday—" "Hello to you too," he s...

Cassie's Life: The Babysitter

by estories69 on Dec 24, 2019
Loving Wives

"Oh yes, oh, it feels so good!" screamed Cassandra Adams as her husband Henry was pumping her pussy with his large cock. "Hmmm, Henry, faster, faster, I'm about to cum!" Henry's cock was going in and out of his wife's lovely cunt while his fingers were fucking her asshole. He loved to fuck his wife doggie style. Cassie loved it too. She was a freak. She lo...

My Hot Wife Katie Ch. 10

by Freddyj881 on Sep 18, 2017
Loving Wives

Ch 10 Katie's Vindication The last few months had seen many unexpected changes in our lives. The night before Katie was supposed to leave on her business trip she received a phone call from the regional director of the bank who informed her that her services were no longer needed because of downsizing. It was later reported in the news that over 1500 employ...

The Boss and His Wife

by Britguy45 on Sep 15, 2017
Fetish

"The boss and his wife want to take us out to dinner." Bob announced when he got home. "When?" I asked, knowing that this time I really didn't have a thing to wear. With a four-month old baby, Bob's lousy salary and me not working, we couldn't afford a new dress anyway. Well, not anything that would compare with the creations Mrs. Wilson wore. Perhaps I sho...