Masterbating Outside Stories

151,253 results
Orientation
Length
Source
Infinite Scroll

La Petit Mort

by BlueEyed5ftAngel on Aug 19, 2017
Exhibitionist & Voyeur

Silently she walked down the boarding ramp, painfuly tugging at her carryon reluctantly in tow as tears streamed down her flushed cheeks. Purposely she lowered her head passing by the flight attendants gathering just inside the open hatch. Tears continued to spill as she trudged down the narrow isle to seat 20A. She let out a peep nudging her computer bag o...

Doin' the Boss Ch. 11

by RobynG on Sep 12, 2017
Mature

If nothing else K. Linford Little is predictable. I've said it before, and will say it again, the man is set in his ways. He works 50 hours a week. He adores his daughters. Loves his wife too. Oh, I guess some might argue that, since he regularly asks for blow jobs from his girlfriend (that's me!) that he doesn't really love his wife. But I believe he real...

Caitlin and Mistress Vicky

by Jemina004 on Sep 19, 2017
Transsexuals & Crossdressers

*Clack* *Clack* *Clack* The sound of my heels on the kitchen tile was distracting me right when I needed to focus. My wife, or Mistress Vicky as I'm to call her from now on, had left me quite a bit of chores to do today. I had just finished dusting and was getting ready to polish the kitchen floor when the doorbell rang. *ring ring* Swallowing nervously,...

An Afternoon of Fun

by banded_guy on Sep 16, 2017
Anal

When I've been traveling lately (over the past couple of years), I've gotten into the habit of trying to knock down barriers I have within myself mentally. This sounds stupid, but, there is a power, right when my orgasm hits, that makes me want to do anything. But as soon as the orgasm subsides, there is guilt, or a feeling of "I shouldn't enjoy that." And I...

Wife & Daughter Cuckold & Humiliate

by AnythingGoes2008 on Sep 17, 2017
Fetish

I have dreamed of my wife making me a cuckold for years. The thought of her spreading her legs for another man, me being forced to lick his cum from her pussy, and all of the humiliation was fodder for me to masterbate for a long time. The one time I discussed this with my wife, she was furious with me. She thought I had lost my mind. Nothing was said for a...

Mike & Julie Ch. 02

by ChiDom on Jan 21, 2020
Interracial Love

Many thanks to the amazing lovesexandmore for helping to edit this story. *** We were more than a little shell shocked after Mike's first visit. Yes, he was technically invited in and knew we wanted to have a forced fantasy, but showing up a day early and completely destroying her... that was unexpected and hard on our relationship. I was not planning on b...

Our Introduction into Swinging

by kenandabbey on Jan 20, 2020
Loving Wives

This story happened about 8 years ago and was the beginning of our adventures as swingers. My wife Abby and I had only been married for a couple of years at the time but had dated for about 7 years before. By this time our sex life had become fairly routine. I didn't have any complaints though as she was pretty good at keeping me pleased. Still, sex was begi...

Over The Years Pt. 06: Coronado

by oggyoggy on Oct 6, 2020
Exhibitionist & Voyeur

Part 3 is called "One Night of Liberty in Perth", it came about before we decided on putting things in order. Once a long time ago I was very wrapped up in America On-Line. I spent a lot of time chatting in various rooms and one day I got into a conversation with a woman who lived in Northern California. We chatted for a couple days and we really hit it off...

Meeting Dani Pt. 02

by SashaySasha on Nov 2, 2020
Transgender & Crossdressers

I wanted to thank everyone for all their wonderful comments! It really did mean a lot and helped me continue writing this story. This genre is not something I'm used to writing at all but because of your kind words I'm glad I'm doing it somewhat right! MEETING DANI Part 2 I still couldn't believe everything that's happened! I keep running it through my min...

Wife Fucked Mom's Black Boyfriend

by Nojustice2 on Jul 3, 2018
Interracial Love

My wife Kit and I are both 30 years old. We have been married for five years and do not have any kids yet. Kit comes from a family of money. Her father's wealthy, and she grew up living in a wealthy suburb. Two years ago, Kit's mother and father went through a big divorce. Kit's mother's name is Beth. She's in her 50's but looks 40! She really takes care of...