Babysitter Stories

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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...

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...

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...

Who Knew?

by YouDidWhut on Nov 25, 2017
Romance

It was Sunday November 22th, 2015 and I had taken my nine-year-old son to Disneyland to celebrate my birthday. He had finally reached the age where got excited instead of whiny when we had to stand in line for a ride. I was really enjoying the day when my phone buzzed in my pocket and, half annoyed, I pulled it out. As the next few minutes went by waiting fo...

The Babysitter Stripper

by youngda44 on Sep 11, 2017
Erotic Couplings

It took a long time to find a babysitter for my infant child, but when my wife called one day to say she had found the perfect girl, I was thrilled that we'd finally be able to go out once again. My wife was beautiful, she had nice D cup breasts and a delicious body, but our sex life had been sapped by the arrival of a baby. At 25 we were both overwhelmed by...

My Babysitter Ch. 02

by GreenGale on Sep 11, 2017
Transsexuals & Crossdressers

There it was again. That hard, warm cock in my mouth. I loved it. I needed it. I knew it wouldn't last, though. I awoke from my dream with my hands on my dick as usual, but my mom was standing by my bed. I was so surprised to see her standing over the bed I almost forgot to conceal my erection. "Hey son we're home from our trip to Hawaii!" she beamed. "Oh...

The Reawakening of Dr. Clark Ch. 01

by The_Maestro_Braddock on Sep 12, 2017
Erotic Couplings

Doctor Greg Clark lived a typical, if upper middle class, American existence. A dermatologist with his own practice, he had patients enough to make a pretty penny and flexibility enough to do it while maintaining a fair amount of control in terms of the amount and times he worked. In his off time, he enjoyed running, playing pickup basketball with friends he...

Babysitter Makes Me Lose Control Ch. 02

by babysitterstories on Sep 25, 2017
Mature

Should I have told Shelley that our perfect little babysitter gave me the cocksucking of my life? Should I have told her that I jacked off to glamour shots of our slutty babysitter on my laptop whenever I got the chance? Should I have shown her the dirty texts she sent me? Maybe. I don't know. My guilt was strong, but my anger at Shelley was stronger. I gues...