My Babysitter Stories

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Banging the Babysitter

by majicman21 on Sep 19, 2017
Transsexuals & Crossdressers

The alarm clock rang, and Jenny rolled over with a groan to press snooze. Her wife of ten years, Vanessa, groaned back, moving to Jenny to nuzzle against her. They laid there for a few more minutes, the cobwebs of sleep clearing slowly from Jenny's brain. "Morning," Vanessa murmured. Jenny murmured back, turning over again, face to face with Vanessa. She...

Babysitter Revisited

by johnnieblue44 on Sep 13, 2017
Mature

Having just recently celebrated my forty-eighth birthday, I wasn't used to having a comely young woman about half my age appear to be checking me out as I stood at the counter of Panera Bread, waiting for my lunch order. Granted, it may have been my imagination or wishful thinking on my part. However, as I shifted my body around to face her, it seemed she...

My Wife & The Ebony Goddess

by CAPervert on Sep 12, 2017
Interracial Love

It was by far the happiest day of my adult life. It all began when my wife whom everyone says looks like Florence Henderson confessed to me that she had the hots for our next-door-neighbor. The 18 year old daughter of the only black family in our neighborhood who was our babysitter. The young woman's name was Diana and although my wife said she looked li...

Corrupting the Babysitter

by darktigerroar on May 7, 2018
Group Sex

Nathan was mowing his yard when from his periphery, he spotted his wife, Daniela, sticking her raven-haired head through the cracked backdoor and was waving. She was from the Virgin Islands. She had black hair, a sun-kissed complexion, and attire that often included green or orange dresses with white palm trees and flowers. Nathan met her while on vacation s...

The Babysitter Stays for a Week Ch. 01

by EventualAffection on Sep 12, 2017
Mature

Peter kissed his wife as she got into the taxi. She yelled out one last goodbye before the cab pulled away. He now had an entire week of dealing with the kids and no wife to fall back on. Luckily, their family babysitter was going to stay at the house to help out. Peter would have to work late all week, and there was no choice but to ask Kelly to stay and w...

The Babysitter

by Zorro69 on Sep 12, 2017
Group Sex

Fiona applied the last of her mascara then started to pack her make up away. The doorbell rang and she walked into the hallway. "Darren, the babysitter has arrived are you nearly ready?" She opened the front door. "Evening Ying, come in and make yourself at home." Ying, the daughter of a family friend, was now Darren and Fiona's regular babysitter for their...

My Babysitter's a Stripper

by whodatty on Sep 12, 2017
Erotic Couplings

It was getting close to midnight on a Friday night. I had been out with a couple of friends shooting pool. They decided to call it a night but I wasn't quite ready to turn in yet. After all it's not often that I get to stay out past "curfew" but since my wife, Heather, had taken the kids up to visit Grandma for the weekend, I could let my hair down for once....

Teaching My Babysitter

by MissRose18 on Nov 22, 2017
Group Sex

Being a single mother is very difficult and I rarely get to go out. It is just my luck that the one time I accept a date he cancels. Oh well, I thought, I didn't actually want to date him. I knew I just needed a good fuck. It had been so long since my divorce, I was starting to forget what a real cock felt like. I guess my toys will have to do for tonight I...

Babysitter Challenge

by CopyCat13 on Sep 14, 2017
Exhibitionist & Voyeur

Some girls just need a little kink in their lives and Amy is one of them. For the last couple of weeks she's been going to an online chat room and getting naughty challenges from online strangers. Most of them have been either really tame like going commando or else way too extreme like getting "Sperm Bank" tattooed across her face. But every once in a while...

My Naughty Babysitter

by Indianaboy6555 on Mar 25, 2019
Erotic Couplings

The wife and I had two kids, and it had been years since we had gotten out for a night. We'd tried the babysitter thing, but it seemed there something about all of them that the wife had issues with. We couldn't even go out and enjoy a movie without her leaving to call home and check up on everything. Don't get me wrong here. I understand her concerns, but t...