Wife Babysitter Stories

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Little Did I Know

by rwcforfun on Mar 10, 2020
Mature

(Everyone involved in sexual activity in this story is at least 18 years old and any similarity between this story and real life are a figment of your imagination.) Author's note: Sometimes it is hard to choose a category for stories. I chose "Mature" based on the beginning of the story. I hope you enjoy. *************************************** It was jus...

The Babysitter

by Zorro69 on Sep 12, 2017
Group Sex

Fiona applied the last of her mascara then started to pack her make up away. The doorbell rang and she walked into the hallway. "Darren, the babysitter has arrived are you nearly ready?" She opened the front door. "Evening Ying, come in and make yourself at home." Ying, the daughter of a family friend, was now Darren and Fiona's regular babysitter for their...

Her Babysitter, His Teenage Whore

by bbw4youngercocks1 on Sep 19, 2017
Erotic Couplings

My wife and I had been married for five years and had some good sex before our twin daughters were born, then our life in the bedroom began to taper off some. It wasn't that Lisa wasn't attractive any more; she was hotter than ever with the few extra curves she put on after she had the girls. I don't know if she was self-conscious about the ten extra poun...

Sitting the Sitter

by TheDoctah on Aug 7, 2019
Erotic Couplings

Usually it works out, the company sends me out to make these presentations to a roomful of old people, we buy them dinner and a glass of wine, I schmooze and charm them, scare them a little bit about losing their nest-eggs, show them a sure way to live out their years without worry, and we line up a few prospects. I've got the Powerpoint, the jokes, I used t...

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...

The Submissive Babysitter

by writemarksmith on Sep 26, 2017
Group Sex

When I met Shannon I knew I had found someone special. She is a beautiful woman, with short black hair, porcelain white skin and big brown eyes. She has a nice fit body reinforced by a heavy Pilates routine. More than anything she is full of life, always up for adventure. We are both in our late 20's and we both love living in NYC. When we started dating we...

Mary the Babysitter

by USMC03 on Sep 17, 2017
Mature

I wasn't really expecting to come off the road so soon. Turns out my last run fell through, so my fleet manager sent home a day early. Good for me, I was tired anyways. Thought about a nice day at home with my son, who was 8, and the wife still at work. Maybe get some catch in. Of course, if I admitted it or not, I didn't mind seeing the babysitter either. M...

My Naughty Babysitter Ch. 02

by Indianaboy6555 on Jun 4, 2019
Mature

My wife and I ran into a patch where we seemed to both be going different directions. It wasn't an interpersonal problem, life just pulled us that way. For example; things would come up at work that needed my attention, so I got called in. Then her Mother would call, and she'd need her there. So off she'd go, and I'd be home alone. The only saving grace at...

The Babysitter Has A Dick

by mr.z on Feb 29, 2020
Transsexual

Ricky Sampson is your average 18 year old boy. He lives with his parents and baby brother in a house in Nevada where he goes to school and works part time at a water park, it's Nevada the town gets really hot all year round. Ricky looks like a typical computer science nerd, with his glasses, black hair and pasty white skin but he wants to be anything but a s...

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The Reawakening of Dr. Clark Ch. 17

by The_Maestro_Braddock on Sep 12, 2017
Erotic Couplings

Greg awoke to the sound of pots and pans clattering downstairs and the scent of sausage twirling around his nostrils. He groaned and stretched in well rested bliss, sitting up in bed and rubbing his eyes back to alertness. Slowly his brain caught up to his state of awakeness and the problems with the situation began to filter in. Quickly he ticked off a lis...