Babysitter Stories

2,989 results
Orientation
Length
Source
Infinite Scroll

The Babysitter

by Pussy_Princess on Sep 13, 2017
Erotic Couplings

I was home alone again. My parents were out and my annoying little brother was staying the weekend at a friend's house. My boyfriend is away at school and I wouldn't be seeing him anytime soon considering the fact that we had just had a huge fight. He's upset because I would have sex with him. Don't get me wrong he is a very attractive guy, he just doesn't k...

Because I Love Him

by mary915 on Sep 16, 2017
Letters & Transcripts

Comments and votes are greatly appreciated, even the negative. I ask that if you suggest any improvement, please be constructive about it and not rude. ***** Dear diary, today I want to discuss my boyfriend. I wish people would stop questioning our relationship. Everyone wants to get involved and stick their two cents in. I just don't understand it. I know...

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...

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...

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...

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...

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...

The Babysitter Ch. 04

by snaillover69 on Sep 11, 2017
First Time

Sue called Becky and told her to come over at 7:00, and tell your Dad that we need you to spend the night because we won't be home until very late. Becky explained to her Dad that she was heading over to the Summers house to babysit, and that they needed her to spend the night, they weren't going to get home until about 2:00 in the morning. Her Dad said a...

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...

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...