Kaitlyn Siragusa Stories

347 results
Orientation
Length
Source
Infinite Scroll

So Hard to Shop For

by silverisgold on May 8, 2018
Mature

Author's note: This is just a fun little fantasy I wrote down over the course of a couple of days. Hopefully it's enjoyable. * My wife Melissa and I have always been like the "Neighborhood Parents," if you will. We've lived on the same block in our little suburb in Northern Los Angeles for 12 years, where we purchased our first home with savings and the pr...

Poor Kaity

by NiceDayReboot on Sep 14, 2017
First Time

Kaitlyn was a charity case, and I knew it. Of course, I always held a sense of guilt about that knowledge because I had to keep her from figuring it out. Oddly, for how often I'd acted as a surrogate older brother to her, she was a year older than me at nineteen. She'd been held back at least once to my knowledge, making her a junior when I was enrolling in...

Tales from the Bedroom Ep. 01

by Kiayateo on Sep 17, 2017
BDSM

Episode I: Madam Kaitlyn It was something that my wife and I had always talked about. She always had a fantasy of being a dominatrix and I told her that I would be willing to let her be dominant. Little did I know how much I would like it or how much it would improve our marriage. It has been a long day and I was on my way home from work. I was curious as...

Senior Year Memories Ch. 02

by aimingtomisbehave33 on Apr 25, 2018
Erotic Couplings

Usual Disclaimer Time: Even though this story almost entirely takes place in a high school setting, all the characters in this story are 18 years old or older, and since we're living in the wide wonderful world of porno-land here, things might get a little unrealistic from time to time, but it's all in good fun, I swear. ***** Previously, on Senior Year Me...

Tom Billionaire Ch. 05

by bluedragonauthor on Sep 25, 2017
Group Sex

**** -- CHAPTER 5: Malibu -- **** *-- JUNE, MANHATTAN, NEW YORK --* I'd come back to America for a reason, and that reason was to put my old life back together. I knew I wasn't ready to see Taylor just yet, so a trip to Malibu would have to wait a little while. In the meantime, reconnecting with Ashlyn and Joey was priority number one. At the same time,...

Back in the Saddle Ch. 05

by WhatIKnow on Sep 14, 2017
Erotic Couplings

The sun came up early the next day. Kaitlyn was still asleep. I realized I had my hand on Kaitlyn's tit. Reluctantly, I removed it. This actually caused her to open her eyes. She rolled over and faced me. "Good morning. Why'd you move your hand? It was keeping my tit warm." She gave me that damn smile again. "I didn't do it without regrets, but I thought I...

Kaitlyn and Cheryl Ch. 01

by WhatIKnow on Sep 19, 2017
Group Sex

This is the continuation of Back in the Saddle. I got several requests to continue the story and felt like it was time to describe what happens once everyone is back from the festival. For those just joining the story line, you can start here without losing much or read Back in the Saddle to catch up with the characters. ************************** "What do...

Back in the Saddle Ch. 01

by WhatIKnow on Sep 12, 2017
Erotic Couplings

I was exercising after a hard night of drinking with my buddies. It was our annual trip to the music festival and we had arrived at our campsite about noon the day before. After a few hours of setting up, we ate dinner and started partying hard. Me and my buddy Sean drank till about four in the morning. The sun woke me about 8 and now I was trying to sweat o...

Discovered

by Sissy_Nicole on Sep 16, 2017
Transsexuals & Crossdressers

3:00pm... The workday was done. I'd been eagerly waiting for this time. On lunch I pulled our 'toy' chest (actually a footlocker) out of the closet for easy access that evening. Months before, I told my wife, Kaitlyn, that sometime she's going to come home and find Nicole bound to the bed just waiting for her. It was that day. Not wasting any time, I logg...

Crazy Is As Crazy Does

by daxg2001 on Sep 16, 2017
Celebrities & Fan Fiction

WARNING: The following is a work of erotic fan fiction, the events of which are completely made up and did not happen, and is no true reflection of the persons, wrestlers, events, promotions etc depicted within. This material is unsuitable to be viewed by those under the legal age limit of viewing pornographic material in your current country of residence....