Tickle Debbie Stories

18,747 results
Orientation
Length
Source
Infinite Scroll

The Panty Teaser

by LeCoach on Sep 25, 2017
First Time

I think everyone, well, every guy, has a partner in their memory that they just never quite got to have. Not the way they wanted anyway. Mine was Debbie. A beautiful and petite brunette. She had what I would describe as close set eyes which ran in the family. She was so short she seemed to be, like, a little girl to me. Smart as a whip but innocent in a way...

After Party Game Ch. 01

by DirtyD78 on Oct 31, 2018
Loving Wives

*My first attempt at writing so please be gentle! Any constructive critique is welcome!* *** My 21st Birthday party had come and gone. All in all I'd had a great night. All my friends together in a function room with a bar and karaoke, was the perfect evening. My boyfriend Marcus typically got wasted and was sat in the corner nodding off. Marcus wasn't a b...

Janet & Debbie Go Shopping

by Janet51 on Sep 13, 2017
Mature

Janet and Debbie had plans to go shopping this evening and they began getting ready for it. Debbie made the comment to Janet that they were going to be getting dressed for the first time in days and Janet told her that it was too bad because she wouldn't be able to see Debbie's tits and pussy whenever she wanted and that she enjoyed them being naked all the...

New Jack Ch. 10

by deviantradoddness on Jun 5, 2018
Group Sex

This story contains pervasive same-sex action, cuckolding, and rough sex. If that's not your cup of tea, please feel free to pass over it. If these things do tickle your fancy (or something else) please leave a comment or send me a message: I'd love to hear what you think. 10. After his morning run Jack busied himself cleaning up after the previous night'...

Grilling with Mark

by Streikyre on May 7, 2019
Group Sex

The knock at the back door could only mean one thing. Mark was here. I've known Mark since grade school. His family moved away during high school, and we pretty much lost contact, but since he moved back into town several years ago, we hang out pretty regularly again. He was the only person that would walk around the deck to the back door and knock. Sure e...

Panic Buying

by dispatcher59 on Apr 14, 2020
Erotic Couplings

As the Corona virus panic started to take hold on America, Wal-Mart decided it would cut back hours on its Super Centers from 24 hours to a 6 AM-11 PM schedule. Thus I found myself in the rain outside my local store at 5:50 one morning, waiting with the other two dozen or so shoppers to get into the store to hopefully stock up on basics, including that most...

New Jack Ch. 12

by deviantradoddness on Jun 5, 2018
Group Sex

This story contains pervasive same-sex action, cuckolding, and rough sex. If that's not your cup of tea, please feel free to pass over it. If these things do tickle your fancy (or something else) please leave a comment or send me a message: I'd love to hear what you think. 12. Everyone migrated to the kitchen, congregating naturally at the island. The...

New Jack Ch. 08

by deviantradoddness on May 23, 2018
Group Sex

This story contains pervasive same-sex action, cuckolding, and rough sex. If that's not your cup of tea, please feel free to pass over it. If these things do tickle your fancy (or something else) please feel free to leave a comment or send me a message. 8. After breakfast Jack spent his morning cleaning his sheets and swimming. The exertion made his mu...

New Jack Ch. 11

by deviantradoddness on Jun 5, 2018
Group Sex

This story contains pervasive same-sex action, cuckolding, and rough sex. If that's not your cup of tea, please feel free to pass over it. If these things do tickle your fancy (or something else) please leave a comment or send me a message: I'd love to hear what you think. 11. Jack and Allison decided to take a dip in the pool after Debbie left. Since All...

The Weekend

by pbon44 on Jul 11, 2018
Group Sex

Philip looked around and felt great. He had a great job as a news videographer, and he was about three weeks from marrying the woman of his dreams. Cindy Andrews was the morning anchor at the same TV station. Philip just started a three-day camping vacation. He was on a private land that had a spring fed swimming hole. A friend from the station let him; use...