Milf Sissy Stories

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Infinite Scroll

Man of God Ch. 02

by WifeWatchman on Oct 9, 2018
Novels and Novellas

This story is part of an ongoing series. The chronological order of my stories is listed in WifeWatchman's biography, which is currently not updating. Stories after Music Box Dancer are: Return To Apple Grove, Media Matters, Swamp Frogs, Man of God. Feedback and constructive criticism is very much appreciated, and I encourage feedback for ideas. This story...

Best Friend's MILF Ch. 04

by MarshalMarmont1815 on Dec 19, 2018
Group Sex

Much props to Dean (dmarqt2000) for helping with this chapter and many others. * Opening my eyes, I was lying in bed, which reeked of sweat and sex with dried cum everywhere. Mom wasn't in the room. Not feeling fresh, I decided to take a shower before Mom wanted another round of sex. Entering the master bath, I began showering off the layers of sweat and...

Confessions of a Teenage Slut

by GregKirkland on Dec 25, 2018
Exhibitionist & Voyeur

Introduction: All characters are over 18 years old. I would like extend a sincere thanks to Grania2 for editing this story. *** My name is Madeline, but everyone just calls me Maddie. Ever since I can remember I've always needed to be the center of attention. My earliest memories were of wanting to be watched or noticed. Growing up I was an only child....

What If? Pt. 03

by wutmytvben on Dec 11, 2018
Loving Wives

Chapter 11 - The 'Rents Ted picked Carol up at 10:00 AM for the 10:30 service. They drove to Carol's church. Carol was wearing the knit dress she had purchased on Friday night. The top had some plunge to it, but nothing too extreme. The hem came about ten inches above her knees. The dress hugged her curves. There was a black wide belt around her waist. Her...

A Cougar's Conquests - Ch. 01: Ollie

by WilliamsStories on Jan 16, 2019
Mature

Ch 1: Ollie Ollie gets more than expected when he knocks on Lisa's door Prelude It was no accident that Lisa's townhouse was situated on a narrow ridge of land which opened onto a popular surf beach at the front whilst at the rear overlooked the local football ground and skatepark. In her early 30s Lisa was already a successful professional woman. She wor...

A Cougar's Conquests Ch. 02: Brad 02

by WilliamsStories on Apr 9, 2019
Mature

Prelude It was no accident that Lisa's townhouse was situated on a narrow ridge of land which opened onto a popular surf beach at the front whilst at the rear overlooked the local football ground and skatepark. In her early 30s Lisa was already a successful professional woman. She worked in IT and mostly from home...so she enjoyed the luxury of arranging he...

The Anniversary Dance

by saddletramp1956 on Apr 3, 2019
Loving Wives

Something a bit different from my usual fare. Remember, this is a work of fiction and not a docu-drama. All constructive comments are welcome and appreciated. ***** It was mid-January 2003 and in three weeks, my wife, Addie, and I would be celebrating our first anniversary as a married couple. Of course, that was assuming we were still married. As of now,...

Cheater Likes Wife's Revenge Ch. 01

by Jay142 on Apr 8, 2019
Exhibitionist & Voyeur

My wife Sara and I met in high school and dated right through college. We have been together for about 15 years, except for a brief time when we broke up for a few months right after college. We went to the prom together, graduated together and spent every waking moment with each other. We took each other's virginity and we were inseparable. As a result, we...

Maggie's New Life Ch. 03

by sadkins116 on Dec 11, 2018
Illustrated

This story was inspired by the recent news about the NXIVM secret society, DOS. The lead character, Maggie, is desperate to rejuvenate her marriage to her husband of many years. She is befriended by a couple who are members of the cult. By the time Maggie realizes what the cult really is, she is in too deep to escape, although her husband isn't interested in...

Virtual Reality

by ms72vt on Sep 15, 2017
Celebrities & Fan Fiction

"And so that's all there is to it, Mr. Cooper. It's all completely free. For now, anyway." The young man smiled, his blond hair stringy, unwashed. Pimples dotted his cheeks, and he continually pushed his silver, wire-rimmed glasses up the bridge of his nose. Mike doubted the guy could have been more than twenty. So this was Jon Chamberlinne, inventor extrao...