Self Insert Stories

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Jill's Missing Button Ch. 1

by Imaginator on Sep 16, 2017
Interracial Love

Sally turned off the overhead light to her office and closed the door. She was in such a hurry to leave, that she almost forgot that the front door to the building where she worked had a double-keyed lock, and that it was always locked promptly every Friday at 5 p.m. It was now going on 6:30, and she could hardly wait to get home and set into motion the spec...

Surprise Interruptions Ch. 03

by PanamaJaxxx on Sep 15, 2017
Anal

I decided the shower could wait. I went to the kitchen and brought back two glasses and a nice bottle of wine. I turned on the taps in the large jetted tub, passed Lisa her wine and told her how remarkable she looked standing there wide-eyed and naked. I dipped my finger into my wine and then moved it around her areola, cupping the fullness of her breasts in...

Sara's Introduction to Swinging

by SaraPeal on Sep 19, 2017
Group Sex

I was out at a nice local Italian restaurant, celebrating my 20th birthday with a few girlfriends, when I met Sean. The waiter came to our table with a bottle of champagne for us 'courtesy of the gentleman across the room' he said. We all looked over to see a gorgeous guy at a distant table raising his glass to us. From where I was sitting I could see tha...

Teaching Lovely Lisa Ch. 02

by rafters11 on Sep 13, 2017
Erotic Couplings

When Lisa came into the living room where I was and saw my stiffening cock she said, are you ready for more? I replied, let's head into the shower, I am all sweaty from before, then we will see if I am ready for more. Thankfully the shower was big enough for both of us. I adjusted the water temperature to a nice warm level, grabbed a washcloth and Lisa and s...

The Ad

by maturemaleinmo on Sep 12, 2017
Group Sex

The ad read as follows: Single bi mature (55) male into a variety of things. I'm masculine and average looking, but love the feel of lingerie on my body. It simply turns me on to have silk, satin, and lace on. I'm certainly not a passable cross dresser but enjoy the feel. I am clean shaven, discrete, a non smoker and ddf. I expect the same in a partner. My...

Lynn and Lee: First Anal

by LesLumens on Sep 13, 2017
Anal

Author's Notes: This is a stroke story, so if that isn't your sort of thing, this is your warning. This is more or less a true story, although the build up to our broaching the subject was actually a dance of several days. I simply applied a little artistic license to the actual events in order to tighten up the retelling. Odds are, this will be part of a...

A New Beginning

by BiCurSubCplinFL on Sep 16, 2017
Interracial Love

For nearly the past two years I have been dating a wonderful man, I will call John for the sake of this story, wonderful for the way he makes me feel and the growth I have learned since knowing him. When we met I was the typical early thirties divorced mom, just having got out of a dull and lifeless marriage. Looking back to the beginning it’s hard to imagin...

A Lesbian's Dream

by Kikori on Sep 12, 2017
BDSM

The internet's a powerful tool for nearly anyone who devotes more than energy for typing onto it. The more emotions you put onto there, the more you become attached to what you do, and who you may correspond with. The more you get to know someone, the more about yourself you hand to them, and if both you and your correspondent act online as you do in real li...

Oral Vixen Liberates

by lefty69 on Sep 14, 2017
Group Sex

Another lifetime ago, I was blessed to be in a relationship with an enlightened sexual vixen that helped break me out of the confines of my structured traditional upbringing to explore new terrain in my sexuality. That, and she loved to suck my cock. Really, her oral fixation was what singularly unbound me from a number of sexual fears and associations I had...

House Warming

by Justtoold on Aug 30, 2017
Group Sex

This whimsical story is like the rest of my stories in that I do not write them with much descriptive sex in them. I like to think that my style is more of describing the chase, than the actual catch. It is just a quirk I have although this story should have enough facts for you to use your imagination to fill it in. I like the constructive criticism comme...