Lesbian Babysitter Stories

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My best friend's sister, the babysitter

by darkwindofchaos on Aug 7, 2008
Erotic Couplings

Hi. My name's Aaron Silversten, and when I say I have a story to tell, I’m not kidding. You see, when I was in high school, my friend Jarod had this younger sister. Well, she's still his younger sister, only she's not so young anymore. Allow me to explain. When first I knew Allison, she was fourteen when I was eighteen, but boy, even then, she had a killer b...

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Babysitter Spends the Night

by The Duke on Sep 12, 2017
Erotic Couplings

I got married at 20 years old to my High-school sweetheart. Now at the age of 35 I have 2 sons, one is 4 and one is 2. I am as happy as can be. My wife is gorgeous and the boys are terrific. Both of our careers bring in a lot of money and we live very comfortably. The only problem we have is that her job requires her to leave on trips quite frequently. Not...

The Babysitter

by Tara_Neale on Aug 18, 2017
First Time

It was the summer I turned eighteen and it was unforgettable. My parents separated before I can even remember. My mom remarried and moved to London. My dad would not allow her to take me with her...and smart lady that she is she did not want me caught in the middle of a very nasty custody battle. Instead they compromised. And I got the best of both worlds, L...

Monique-My Big Black Sister Ch. 05

by hotpup on Sep 12, 2017
Interracial Love

pt. 5 The Babysitter Vera, the babysitter, met me at the door and told me to be quiet as all four kids had just fallen asleep. As I followed her to the front room a tent formed in my trousers. When she turned around she noticed it and seductively licked her lips. Clearing my throat I asked, "So, young lady, what is tonight going to cost me?" "Well, Matt,...

SMS: Single Mothers Servicing

by HotnHornyGuy on Jan 12, 2017
MILF

She arched her back and cried out as you thrust your cock into her pussy again and again. Your balls slapped off her thighs as you took the single mother from behind, admiring the fine peachy arse before you. You still could not believe how your life had changed to the point where you were now on a bed plowing your cock into a horny mother as part of a local...

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Driving the Sitter Home

by splitlapper on Sep 14, 2020
Erotic Couplings

My wife, Sheila was one of the best fucks that I had ever had, but male curiosity can keep us looking for new pleasures. She was still tight after the baby and she loved everything I did to her. Her favorite position was riding me, sometimes facing me and sometimes facing my feet. She always loved 69, especially if I paid enough attention to her clit. Someti...

The Babysitter Ch. 06

by MsTeacher on Sep 25, 2017
Erotic Couplings

I hadn't heard from Shane in over a week and my anger continued to grow with each day. I felt used. I felt like a mistress. Worst of all, I felt dirty. Yet, part of me wanted to embrace that role. With every minute my feeling about it changed. Shane had me messed up bad. Alone, in my dorm one night, I felt the need to become the slutty babysitter. I pretty...

Lesbian Lactation

by StrongMaster7 on Sep 26, 2017
Fetish

Sally had graduated and needed to find a job. With few opportunities in town, she was happy when her mom told her that Leslie White was looking for a regular babysitter. Leslie was a friend of the family and single mom of a five-month-old. As it turned out, she needed someone to pick up her little one from daycare and stay with her until Leslie got home from...

Angie's an Adult Redux Pt. 04

by SevMax2 on Jul 6, 2020
Group Sex

"Fuck me!" Angie screamed, as Sven Gustafson pounded her sweet pussy. Right next to them, on a nearby sleeping bag, Ronald Mitchell screwed Susie Davenport and Samantha sat on her face. There was no doubt of how great it felt for the Episcopal minister to have her own sister eat her out while Ronald went balls deep inside the teacher, but the noise made it...

Blissful Ignorance

by sindermann on Mar 31, 2017
Miscellaneous

For most people, familiarity inevitably leads to a blissful ignorance of what the other party is doing. The husband fails to notice as his wife bats her eyes at the stranger in the restaurant, the wife begins to ignore the overtures her husband is making toward the cute babysitter, and the father trusts his friends not to be forward with his offspring. Somet...

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