Babysitter Tied Up Stories

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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...

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...

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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Babying the Babysitter

by strictabdaddy on Sep 19, 2017
Fetish

It all began when I asked Shira: "Have you been a good little girl?" My wife had been dreading this moment for hours. Indeed, she had known about her impending mortification for days. Even so, she began to blush and cry at once. It was bad enough to be treated like a baby, but to be treated so in front of her best friend was particularly humiliating. Man...

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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Anal Punishment for Cheating Lovers

by libidinal on Sep 12, 2017
Anal

I had been waiting at the airport for hours when I finally heard the announcement that my flight had been cancelled and there wouldn't be another one until the next day. I was going to visit my sister in California but now my departure would have to wait until tomorrow. So I headed to the parking garage for my car and headed home. When I opened the front d...

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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Thrash Maxim vs. The Other Dr. Phil

by XicotencatlSmith on Sep 1, 2017
Humor & Satire

Thrash Maxim staggered out of the building, trying to clutch at his heart. His arms, perpetually kept six inches from his body by his bulky lateral muscles, hobbled by his chunky biceps and popeye forearms, couldn't bend quite enough to reach his chest, and so he flailed like a youthful author reaching for a metaphorical butterfly. "I'm having a gawdamn hea...

Something Else

by endlessexploration on Sep 14, 2017
Erotic Couplings

I sat on the fallen log for a moment catching my breath, the sun beating down on my shoulders. I wiped a small bead of sweat from my forehead. Running had always been a good way for me to release frustration and stress, especially after stupid quarrels with Mike. It seems that I've been going out running a lot more the last couple months. Things have never...