My Babysitter Stories

336,266 results
Orientation
Length
Source
Infinite Scroll

The Babysitter

by snaillover69 on Sep 11, 2017
Toys & Masturbation

My wife and I had suspected that the babysitter might be sneaking into our room to plesure herself, so we set up a way to find out. My wife called Becky, and asked if she could watch the baby tonight, Becky said no problem and was at our front door in no time. My wife Sue, explained that she was going to meet me after I got out of work and we would be home a...

My 19th Birthday Present

by BlueStarGrrrl on Sep 13, 2017
First Time

It was the night before my nineteenth birthday, and, hell, had I waited long enough. And I'm babysitting. Kids snoring in bed; me, alone watching a film downstairs when the door opens and the guy, hmmm, we'll call him, hell, we'll call him 'you' and his missus walk in. Home early. Her not well... Overindulged (hic), maybe... She goes straight upstairs, bare...

Seduction of the Babysitter Ch. 01: Jess

by nymphyjess on Sep 13, 2017
Erotic Couplings

"Everything's all right? Nobody needs anything?" "No, Jack, everything is under control here. Everything's fine, don't worry about us." I tried to make my tone sound as reassuring as I could. Poor guy had enough to worry about, and I didn't want him fretting about the kids or me. He was going to wind up with an ulcer if he wasn't careful. And everything rea...

Valerie Song: Drama Bomb Part 02

by dongstar on Sep 25, 2017
Fetish

"I don't know why you're acting so surprised that you have a daughter," said Eva. "You must have knocked up hundreds of women by now." "Don't insult me." Val poked her chest with her thumb, proudly. "I've knocked up thousands of women! None of them with anything less than triplets! My sperm is so fucking potent, I once accidentally got my entire college foo...

Beware of the Babysitter

by poboy789 on Sep 12, 2017
BDSM

This is my first attempt at writing something like this. Please let me know if it is liked and worth continuing. * Wednesday It had been a pleasant evening. The summer was winding down. My wife, Kate, and I had been at a party at a friend's home. We were returning home. I looked at Kate as we pulled into the driveway. What a remarkable woman. We had been...

Mr. Richards and the Babysitter

by SexySpanker on Sep 19, 2017
Erotic Couplings

One night, after my friend Mike had to call off our normal Thursday night poker game due to the unexpected sickness of his daughter, I arrived home earlier than usual to see my babysitter, Kristine Schmidt, on her knees in my living room fellating a boy a few years older that her. From the darkened driveway, I could see the well-endowed 18-year-old brunett...

The Babysitter

by MarcusWeatherby on Sep 12, 2017
Mature

As my marriage began its long spiral descent into the inferno of divorce, other areas of my life were just buoyant enough to keep me from running screaming into the night. After moving into a dismal apartment surrounded by dozens of other dismal apartments, I got a new job for more money and a sometimes girlfriend as well. I still had responsibility for my k...

Vacation Expectation

by IPleaseYouTease on Oct 6, 2020
Fetish

The wife's side of a conversation with her husband as she gets packed to go on a 10-day vacation with her lover and leave him behind. ~~~~~~~~~~~~~~~ ~~~~~~~~~~~~~~~ ~~~~~~~~~~~~~~~ ~~~~~~~~~~~~~~~ "Okay Dearie. Up on the bed. It's almost time for me to leave. I have a plane to catch. Don't you worry. I know that once you're done binding your hands and fee...

Path to Husband Swapping Ch. 02

by taylorsam on Sep 13, 2017
Loving Wives

This is Chapter 2 of our story the start of us couple swapping. In chapter 1 Stacy and I had decided to have a little fun with our husbands who had been flirting with the other's spouse. * The next week Stacy and I talked a few times. Turns out that she and Tom were just as horny as we were that night from the grinding on the dance floor with each other's...

Babysitter Nikki

by Sean Renaud on Sep 12, 2017
First Time

"Seriously, I'm eighteen years old, I don't need a babysitter to stay here anymore. You go to your party, or dinner or whatever and I'll stay here." Jared groaned at his parents while idly combing his fingers through his short blonde hair. "Then consider yourself grounded, and she's a house sitter." His father retorted unwilling to negotiate that point as...