Jill Gets First Enema Literotica.com Stories

324,194 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2025 SmutMD.com

Lynne's Unhappy Lesson

by JillS on Sep 19, 2017
Fetish

Lynne was hunched on the edge of the couch, her arms wrapped around her. Her downcast eyes followed feet pacing before her. When they stopped, she raised doleful brown eyes to Gary's face. Neither spoke. She knew that he was furious. Hands clasped in her lap, she lowered her eyes, and waited for the tirade to break over her head. "Lynne...look at me!" he ba...

A New Guinea Pig Ch. 02

by A_Dark_Poet on Sep 26, 2017
BDSM

When Jill arrived back at her flat, she stopped the engine of her car and slumped back in her seat, her hands still firmly wrapped around the steering wheel and trembling furiously. She closed her eyes, trying to assure herself that this had all been just a dream, but the stinging in her butt and the growling from her stomach told her that the last hours had...

Jill Finally Gets It All!

by gasmuse77 on Sep 14, 2017
Loving Wives

Hopefully this follow-up to, Jill Finally Gets What She Needed posted August 31, 2010 on Literotica.com is a tribute to its author gasman69, Dan and Jill. * Getting to see his wife flash other men or unable to resist sex with a better hung man seemed hopeless until Dan returned sooner than Jill expected from a business trip. Dan saw her peeking through the...

Story of Jenny Ch. 01

by rick_oh on Sep 17, 2017
BDSM

Part 1 - Friday Night With Jenny The sound of talking, laughing, and music filled the room at Jenny's house. As happens during every party, there was soon a lull in the conversation, and Jenny called to him. When he was by her side, she told him, in front of the four other women in the room, "I want you to strip. Now." He looked at her questioningly, and s...

Mature BBW Foot Goddess

by mrstanley on Nov 6, 2018
Fetish

My name is Jill and I am a 55 year old widow living alone in Las Vegas Nevada. I stand 5' 11" and keep my weight at around 180 pounds. I wear a size 18 dress and my feet are a size 10. My calves and biceps are very muscular. I show off my calves and feet in high heel thongs and short dresses. I am in better cardiac shape now than when I was much younger. Eac...

Enlarging Hubby Ch. 04

by Buffwriter on Sep 25, 2017
BDSM

So Much Semen *** Eric *** "Year?" I asked hesitatingly. "Oh, yes, enlarging Pat and Brian didn't happen overnight. That first quarter inch on Brian was easy, the rate of growth slowed down after that. I think we mostly stretched the ligaments in his penis out over those first weeks, letting more of his internal penis hang on the outside. His actual growt...

An Office Interlude

by JillS on Aug 31, 2017
Fetish

Jilliane Scott chewed her lower lip as she sat at the worktable in Professor O'Neill's office and scanned her computer screen. Fifteen feet away, behind his wide, oaken desk, Professor Devlin O'Neill, MA, Lit.D., typed away at another computer. A fire crackled in the hearth while late-season snow drifted past the wide bay window. "Devlin?" "Hm?" "I was...

Kink Night Ch. 02

by Lethaine on Sep 16, 2017
Group Sex

This story starts to take place a week after Kink Night 1. I build on the themes started in that story and build on kinks and ideas I've had for years. * The Friday following my coming out at a toy I got an e-mail from Jill. She was just checking up on me since they hadn't heard anything from me since I left the house the next morning and they were wonderi...

Jill's Secret Ch. 03

by meatgrinder500070 on Apr 30, 2018
Transsexuals & Crossdressers

I arrived home from work on Friday afternoon eager to begin the long weekend of mind-blowing sex I knew was waiting for me. Not that Jill and I didn't have lots of sex during the week, but weekends were special because there were no interruptions for work or needing to go to sleep by a certain time. I had moved in with Jill three weeks ago after pledging m...

Kinky BBW Fucks the Cycle Pt. 02

by mrstanley on Jun 8, 2020
Fetish

Kinky BBW Foot Vixen Fucks Lover as Maleficent and More Read Part 1 Kinky BBW Fucks the Cycle If You don't like BBW's, Extreme Sex, Fetishes, Bondage and Feet don't Read Jill is a red headed 55 year old widow living in Las Vegas Nevada. She is 5' 11" tall, weighs 190 pounds and wears a size 18 dress. Her sultry figure is accentuated by muscular forearms,...