Woman Boy Stories

247,614 results
Orientation
Length
Source
Infinite Scroll

Long Time Coming

by Bruno1027 on Sep 13, 2017
BDSM

Megan suggested the movie and that's how it all started. She was a grad student in Design and knew more than Troy did about such things. Besides, her tastes in movies went much deeper than his interests in college comedies and cheap action movies. They went well together though, and she taught him a lot and helped him expand his horizons. The movie was Frenc...

Something Old, Something New

by denny9 on Sep 12, 2017
Mature

Author's Note : This is a continuation of 'Denny, His Mom and Her Best Friend'. The reader might be wise to read that story prior to reading this one. * * * * * A new meaning for the word 'cougar' has been coined by a local newspaper columnist. She says that 'cougars are older women who hunt younger men'. Barbara Hoey was a cougar. After seeing her former...

An Hour Before The Wedding

by Carnevil9 on Sep 19, 2017
Loving Wives

Author's note: This story was written in response to a request in the Stories Idea forum on the Literotica message board. ********************* It was Bec's wedding day; the happiest day of her life! At least, it was supposed to be. And she figured, it was. Probably. She was totally in love with Josh, after all. She loved his face, his body, his personali...

Selection Day

by JMaxwell69 on Sep 11, 2017
Sci-Fi & Fantasy

I A scrolling message flashed at the top of Julian's pad interrupting his "Math for Boys" tutorial. The message said: "Congrats on your impending 18th b-day. This is a gentle reminder that you are hereby required to present yourself to the Ministry of Occupational Assessment and Assignment for evaluation by 3:00pm on March 14, 2052. Failure to comply will r...

Nun Pussy Ch. 04

by 80niner on Sep 26, 2017
Novels and Novellas

A few days later, Maria Clare led the young novitiate down the dark curving steps that led to the more remote catacombs beneath the convent. It was a place the young novitiate had been warned never to enter. Now within the bowels of that deserted section they entered a large room that appeared to have been a place of recent activity. There were candles and o...

Temptation's Sweet Cheeks

by MstrssTemptation on Sep 17, 2017
BDSM

"Sweet Cheeks was a name well chosen, I see." "Yes, Mistress, you know this boy well." His voice held that wry tone, that suggested his smart ass nature, a quality that could border on bratty, but nearly always was humerous. The long shadow of the woman in the business suit, fell over the barely clad sunbathing vision, who lay upon his belly, his tanned ar...

Mrs. O'Malley's Golden Juices Ch. 04

by milfleglover on Sep 25, 2017
Fetish

(AUTHOR'S NOTE: This is a very graphic story, with farting, piss-drinking, cum-sharing and a dominant older woman, so you've been warned. If this appeals to you, please enjoy. If it does NOT, please do NOT keep reading. If this sort of thing isn't to your liking, don't read it expecting it to be and then complain about it in comments, there are tons of other...

Lots of Sex Lots of Ways Ch. 02

by Penisleeve2020 on Apr 20, 2020
Fetish

JOURNAL ENTRY Lots of sex, Lots of ways, 2 In the car park B climbed out naked shielded just by the car, opened to case on the back of the Ute and pulled on a loose sun dress as I stuffed my painful erection back into my jeans. I got out to join her and went into the restaurant to have some lunch. We were both a bit flushed and disheveled, nothing too bad...

Produce Urges

by Nifferotica on Sep 11, 2017
Toys & Masturbation

The Woman checked her hair in the mirror before she shooed the kids out the door. She dropped them off at the sitters and off she went to the grocery store for the week's supplies. It was an ordinary start to an ordinary day. The Woman had on a pair of new jeans and they fit tight. Her ass was plump and filled them out with little room to spare. The crotch...

Train Car Named Submission Ch. 01

by abercrombie_studs on Oct 15, 2017
BDSM

Author's Note: As is oftentimes the case when I write a story, at some point, I see more than one possible ending to my tale. After this first post, I will have two more posts, both will be a different ending to the story. And I always appreciate your opinion. Please rate the story, and leave a note if you like. Let me know which ending you prefer. Constru...