Sitter Stories

2,111 results
Orientation
Length
Source
Infinite Scroll

Waiting

by Heironymous on Aug 31, 2017
Erotic Couplings

I check into the hotel, telling the reservation clerk that my wife will be joining me later, and to please save a key for her. We've set this all up beforehand, and I've checked in using your last name, knowing that the clerk will ask for your I.D. before she will give you the key. I ride the elevator up to the 21st floor, turning to the right as I get off t...

Babysitter Rin

by Sean Renaud on Sep 12, 2017
First Time

"Hurry up Honey; we don't want to be late for the play." Kevin was standing in the doorway adjusting his tie and making a few last minute adjustments to his tuxedo. It had been a few years since the last time he'd been able to take in a musical and everybody who'd seen Wicked had simply raved about it. "Coming!" Susan appeared at the top of the stairs in h...

Watching the Babysitter

by Boxlicker101 on Sep 12, 2017
Exhibitionist & Voyeur

Michael and Louise Herrick are doting parents of their six year old son, Justin, especially since he is an only child and expected to remain that way. Because of a low sperm count of Michael, Louise was impregnated in vitro, and it was such an expensive procedure they won't be able to afford to undergo it again. At one time they seldom left home at night and...

Apologies to the Sitter

by PhilosopherX on Sep 12, 2017
Erotic Couplings

NOTE: I hope you enjoy my stories. I live for feedback. Please let me know privately or publicly what you think. Feedback inspires me to write more. ***** It all began when I happened to be out of town on business. While out with colleagues for the obligatory cocktail after a long day of mindless seminars, I received a text from my wife, Cynthia, that I sh...

The Single Mother

by heryankee on Sep 16, 2017
Mature

Flo lived in the same apartment building I lived in. I was 22 at the time and hadn't met anyone in this new town. I had just gotten my first job after finishing college. It was the early 60's, and I was lonely and horny. Flo was a single mother who had a 2 year old daughter named Dana. Her boyfriend had left her with the child and disappeared as soon as she...

Discovering My Sexuality

by Hercules_unleashed on Sep 1, 2017
Group Sex

My husband and I had talked many times about becoming involved in what was ostensibly a swapping party and long had I resisted. Don't misunderstand me, I am no prude and it's many a woman's fancy to be taken by two men at the same time. It was just a matter of summoning up the courage to go for it, and although a little apprehensive, I was nevertheless excit...

The Pet Sitter

by AliceInWonderland79 on Sep 17, 2017
Mature

I had literally just walked in the door and placed my briefcase down when my phone started ringing. I've been divorced with about a year now and currently share my home with only my dog. With a heavy sigh, I raced for the phone in the kitchen. "Hello?" I queried, almost nervous as I was not in the mood to do anymore work after my 10 hour day. "Hello, Mike...

After Taking the Sitter Home

by Henry69 on Sep 14, 2017
Erotic Couplings

As he came back into the house from taking the sitter home, the house was dark except the Christmas tree in the living room. It gave off enough light that he could see his beautiful wife sitting in the corner of the couch, one leg was resting on the floor and the other was bent at the knee leaning against the back of the couch. Her dress was pulled up to her...

Beep, Bang, Boom

by carlieplum on Sep 14, 2017
Erotic Couplings

Author's Note: This is a submission for the 2013 Valentine's Day contest. Please take a moment to vote and--if you are of a mind to--submit comments. Thanks! --CarliePlum * Beep, beep, beep. Regina looked at the clock when the alarm went off, hoping she had mistakenly set it too early. Nope: 6:45 a.m. As usual Paul was still asleep, oblivious to the noise....

Beth Tries Her Luck

by camel on Sep 15, 2017
Loving Wives

My wife Beth was normally a conservative type. Although she was a very passionate woman in bed, rarely did she ever divulge her sexual fantasies to me. The only one she ever really discussed was the idea of having sex with two men while I watched. Under normal circumstances, this would have bothered me, but as our relationship grew, I became more secure in k...