Chubby Milf Stories

12,667 results
Orientation
Length
Source
Infinite Scroll

Who's Vanilla Now? Ch. 01

by sirhugs on Sep 12, 2017
Novels and Novellas

"Tell me a fantasy." "What? No way. I don't know you nearly well enough." "Come on, Rachel, we've worked together what - four years now?" "But do we really know the people we work with? What they really think?" "And which ones wear leather underwear?" "Ewww...thongs would be gross enough." "So what sort of underwear do you wear?" "I won't tell you."...

Serpent's Trail

by JimBob44 on Jul 24, 2018
Loving Wives

*Author's Note: Any and all persons engaging in any sexual activity are at least eighteen years of age. Disclaimers: This story has been edited by myself, using Microsoft Spell-check. You have been forewarned. ***** AND THE SERPENT SHALL CRAWL UNTO ITS BELLY Driving down Wesley Drive, Mike Morrison looked at each house. Of the eleven houses from the corn...

At The End Of The Road

by D Fiant on Sep 19, 2017
Romance

This is the preachy part; I thought I'd get it out of the way. When you take responsibility for everyone's lives except your own, you take everything for granted. When you take everything for granted, you soon find yourself with more than your fair share of regret. With regret comes guilt, with guilt comes hopelessness and so on and so on until you find you...

Becoming a Drag Queen

by silkstockingslover on Sep 26, 2017
Transsexuals & Crossdressers

Summary: A man on a trip to San Francisco descends into the drag queen world. Warning: This story is a rather lengthy tale with a fair amount of plot at the beginning. That said, as the story unfolds the sex comes in pretty heavy doses. Thanks: To the amazing copy editing of Estragon who catches my many mistakes. Thanks 2: A thank you goes to the followi...

Ardmore Pt. 02

by Salamis on Sep 26, 2017
Non-Erotic

This is part 2 of a 4 part story. There is virtually no sex in this story. Your comments, good or bad, are always welcome. Chapter 5: The Fan I was nine years old the summer my father moved us from Philadelphia to the nearby suburb of Ardmore. After many years as a secondary school teacher in Philadelphia, Papa had landed his first administrative position...

PowToon

by peterswiftt on Sep 14, 2017
Group Sex

Tammy and I were a little over three hours out from Destin when we decided to stop for a light lunch to take the edge off before our dinner meeting. The normal seven hour drive from Sarasota proved to be a little longer due to some heavy rain, but it was still very pleasant thus far, because her fun conversation made it interesting to me and seem much shorte...

Men Are From Mars

by londonsmut on Aug 30, 2017
Fetish

"Just try it", she whispered. "I know you'll love it". These words word the start of a journey in to a lifestyle I barely knew existed before I met her. I'd seen gonzo documentaries and the usual clip from sensationalist chat shows but to experience it first-hand explains it all. The primal urge that rests within so many of us was unlocked in me that night...

Megan & Kasey - Job Training Ch. 04

by dlsloan on Sep 24, 2019
Exhibitionist & Voyeur

MEGAN & KASEY: ON THE JOB TRAINING (A Sequel to Megan's Summer Education) By DL Sloan CHAPTER 4: KNOW YOUR ROLE, GIRLS AUTHOR'S NOTE: Dear readers, as there are a number of characters, I thought it might be helpful to have a quick guide as a reminder: Walters: Geometry teacher, glasses, mustache, average height, 50s, beer belly but not fat....

The Temptress

by ngnx on Sep 24, 2019
Erotic Couplings

Comments and feedback are appreciated. Enjoy. * Since you're here, I'll tell you a little bit about myself. That's what you wanted, isn't it, to read about the sordid trysts of a home-wrecking slut? Now, before you judge me too harshly, know that the shattered lives of the men at my feet are caused by their own desires. If only they had a little will, a...

Kit's Stories - Sofia Pt. 02

by RioRedKing on Sep 19, 2017
Mature

San Antonio, 7:30 AM, Thursday Kit woke to a gentle tapping on his door and a feminine voice saying, "Senor Keet, Senor Keet, Senora Sofia says you get dressed for breakfast now. Senor Keet, can you hear me?" The tapping continued and the voice repeated itself. "Yes, I hear you. I'm awake. I'll be in when I get dressed. Thank you. Go away." Kit rolled ov...