Imhapless - Literotica Stories

351,159 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2025 SmutMD.com

Concise

by imhapless on Feb 25, 2019
Loving Wives

I don't like to waste words; if you require 7 pages of text this isn't for you. ************* The basics: I'm Van, six three, 210, wrestled in college at 195, a bad-ass (trial attorney) to men, a formerly perfect gentleman to women. I'd been married to Lisa for twenty years without any real stress in our relationship until I read in the Post about her bei...

For The Greater Good - Redux

by amyyum on Sep 17, 2017
Loving Wives

Upon reading the comments on imhapless' story "For The Greater Good" I started to believe that many were written by whiny petulant little girls. Then I realized that my thoughts were insulting to the whiny petulant little girls of the world. Since no male took up imhapless' challenge to write another ending to the story, I decided to, even though I was quit...

Happy Subterfuge

by imhapless on Sep 1, 2017
Group Sex

I don't know if this is the best category, but the only one I could find that might apply. If you don't like bisexual women, don't read on. * Who says fantasies don't come true? Well actually, I had something that happened to me that was so too-good-to-be-true that I hadn't even actually fantasized about it before -- although I would have if I had ever th...

For The Greater Good - Ending No. 3

by Hooked1957 on Aug 7, 2018
Loving Wives

I recently came across imhapless' original story, "For The Greater Good," which I enjoyed very much except for the non-ending. But since imhapless asked others to write their own endings, I read both the GeorgeAnderson version and the amyyum version, and enjoyed both. However, I saw it a little different than both of them, so for the first time ever I decide...

Name That Dick

by imhapless on Sep 14, 2017
Loving Wives

The sex stories on the site brought back a vivid memory of mine from about five years ago. My name is Scott. I played college basketball at a Division III (small, non-scholarship) school. After basketball season my senior year the assistant coach - Coach K - was leaving coaching to work in his father-in-law's insurance business. After he was all ready to mo...

The Job? Interview

by imhapless on Sep 16, 2017
Mature

The author is always supposed to describe herself when writing a story, right? Assuming that's true I'll tell you a little about me, Jill Joy (obviously not my real name). I'm a brunette, 43 years old, five feet tall, 98 pounds, little tits, big ass for my size, enormous libido. My body looks 25 since I work out two hours a day, six days a week; my face loo...

Sneak Attack

by imhapless on Sep 14, 2017
Loving Wives

I never thought of myself as devious, but a few months ago, I engineered a sneak attack that worked out great; it ended up as a sneak attack on me too. I'm so thrilled I thought I would share it, but first a little background. I'm 6'6", 220 lbs., mid 50s, and workout regularly. I have average-sized sex organs and until the story I'm about to relate an avera...

Name That Dick Ch. 02

by imhapless on Sep 14, 2017
Mature

The Sequel After I wrote "Name That Dick" (published in the "Loving Wives" section August 29, 2012) a couple of years ago, I couldn't get that slut Jill out of my mind. Shortly after writing it I really wished I hadn't because it opened up a whole can of worms. Instead of weekly, I now thought about her hourly. I realized that every woman I was with after J...

Hitting The Jackpot!

by imhapless on Sep 14, 2017
Erotic Couplings

I am a fairly average guy in my thirties, about 6 feet tall, 180 lbs. The only things that distinguish me are that I am fairly well off financially, am considered by many women to be very good looking, and I have a clinical fear of intimacy that has totally screwed up my sexual relationships with women. I had no problem with performance the few times that I...

All Show, No Go

by imhapless on Sep 14, 2017
Mature

"Push harder, Thompson. Get motivated. Be a dolphin, not a walrus!" Another shitty swim practice, with the coach yelling at me way more than anyone else. "Why do I have to push myself to the puking stage every fucking day? Why can't I just go to meets?" I tossed in my mind as I pushed even harder on my last lap of the day. I was a senior in High School, ol...