Mature Babysitter Sex Stories Stories

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Birds & Bees

by Svenskaflicka on Sep 16, 2017
Reviews & Essays

Literotica has members and readers from all over the world. Thousands and thousands of people, from different countries, with different laws and different cultures when it comes to sex. Some members live in places where a woman must remain a virgin until she gets married, others in places where you may have sex as early as at the age of 15. To avoid any prob...

Tags.

by RicoLouis on Apr 19, 2017
Miscellaneous

As seen below their are many names for the large variety of sexual topics and no real agreed upon list of Tags so I am making a list as best I can to help readers find the stories that interest them. I will be using the most common named tags to make it easier for the readers to find what they like. Below we have an example. Name Stories Blowjob 34...

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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 Cuckold's Babysitter

by yumacd on Sep 26, 2017
Loving Wives

Hi, I haven't written in a while. The set-up for the sex is probably too long. I'm thinking of continuing the story. Hope you enjoy it. YumaCD === My wife, Tami, has been cucking me for a couple of years now. Most of you Literotica readers have heard the story before... - It started when I revealed my fantasy of watching her with another man one night...

Jenny the Babysitter

by tifferny954 on Sep 18, 2017
Mature

A freshman in college, Jenny West, had classes during the day, but time to babysit at night. Confident, she'd get clients easily—she was busty, bright and quite experienced with children of all ages, Jenny posted and nailed flyers up all over her college town. Two days later, Jenny's cell phone rang. Mark Johnson, a local celebrity and millionaire business...

Ditz the Babysitter

by HarveyMarcus on Sep 17, 2017
First Time

WARNING: The following story is for the entertainment of ADULTS ONLY, and contains descriptions of explicit sex. If you are not an adult, or reading sex stories upset you, or you are offended by subjects of a sexual nature - do not read any further! This story is for entertainment only. It contains adult oriented material. This is a work of fiction. Th...

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 Babysitter

by 13932956 on Sep 17, 2017
Mature

I just wanted to drop her off and get home. Our first date had been a disaster. On her personals web page she looked OK, blonde hair, regular features and a good figure. She seemed quite posh so I chose a new Italian restaurant. It had received rave reviews in the paper. But they couldn't handle the rush on the last Saturday before Christmas. The food was le...

Twenty-Two More Questions

by silkstockingslover on Jan 20, 2020
Reviews & Essays

Twenty-Two More Questions Summary: 22 questions asked by readers answered. NOTE: Thanks to Tex Beethoven and Robert for editing. I wrote the essay Twenty Questions in December 2017 and Twenty-one More Questions in 2018. I answered the following questions, in case you want to read them. 1. Are you really a teacher? 2. How often do you wear nylons? 3. Wh...

Babysitter Cupcake: MILF Cuckqueaned

by silkstockingslover on Feb 26, 2019
Fetish

Summary: College girl seduces wife and then fucks husband. Note 1: I have been asked by a number of people for a couple of years to write a cuckquean story (which made me look up what cuckquean means). I had begun attempts on one a couple of times over the past couple of years, but I set them aside when the plots didn't work. Then after a few more requests...