Milf Sissy Stories

11,621 results
Orientation
Length
Source
Infinite Scroll

A Heated Celebrity Cruise

by jackvitale on Sep 17, 2017
Celebrities & Fan Fiction

From the author Previously, these three chapters were published under user name vicvitale as individual stories. This was a big mistake as it ruined the continuity of the overall story. So, to help remedy our grave error, we now present this erotic tale of celebrity fucking as one continuing story with three separate celebrities, all by original author...

Don't Ask, Don't Tell Ch. 01

by myndstorm on Sep 14, 2017
Loving Wives

I can tell there will be trouble when it first starts. Here is my second wife, huddled in the den with her older girlfriends on a rainy Friday night, sipping wine and chatting. And as with most chats, it turns to one thing: sex, or rather the lack of it thereof. Now, this is my wife Cheryl's first marriage, and there are some things she doesn't know that I...

My Little Porn Stars Pt. 03

by fatdaddio on Sep 15, 2017
Interracial Love

Disclaimer: This story is fiction. All persons are 18 or older. It contains incest and black cocks and white pussies. If you don't like that stuff, then go read something else. ***** AS you can tell from chapters 1 and 2, I lead a very unusual and adventurous sex life. This next chapter picks up a year after chapter 2 leaves off... A lot has happened in...

Gifted Grifter Ch. 10

by DrSqueaky on Sep 16, 2017
Novels and Novellas

Chapter 10: A Slight Change of Plans It was our last day in Austin, and Julie and I were plotting a course through uncharted territory. I had come to Austin to attend a conference and have a rendezvous with Julie, since it wasn't far from her hometown of Oklahoma City—but there had been a slight change of plans. Our relationship had once been purely sexual,...

Her Last Bow Ch. 02

by WifeWatchman on Sep 13, 2017
Group Sex

This story is part of an ongoing series. The chronological order of my stories is now listed in WifeWatchman's biography. Feedback and constructive criticism is very much appreciated, and I encourage feedback for ideas. This story contains graphic scenes, language and actions that might be extremely offensive to some people. These scenes, words and actions...

Like Horny Mother, Like Son Ch. 01

by SusanJillParker on Sep 11, 2017
Novels and Novellas

Please vote. Please give me the support of your vote. Please vote. Mother and son masturbate together but in separate rooms. Caught on hidden camera with a camera hidden in his bedroom, Mom watches her 19-year-old son wearing her panties while masturbating. "Oh, my God," said Padjama, Raj's 44-year-old mother, a true MILF of an Indian woman that any son w...

The Seven Deadly Sins: Greed

by Vandemonium1 on Mar 6, 2018
Loving Wives

It is fairly obvious that some authors on this site have different views to me on what constitutes unforgivable cheating. An example is Badwolf123's Decisions, Decisions. A good story, very well written, but one where the wife has multiple sessions of making out with another guy and gets her boobs groped. She insists it wasn't cheating and her husband accept...

The Life Aquatic with Susan Langdon

by PrevertOne on Jun 19, 2018
Sci-Fi & Fantasy

Inspired by the picture "Always Swim With A Friend," by Don't Fap Girl Picture and Artist can be found on Hentai Foundry Thanks to Yorkie Chai for the edit Jaime Calderon's time in the hotel industry had spanned twenty years. He took great pride in his work. Jaime's career started as a lobby boy and, over the years, rose through the ranks to the current p...

Another Day in the Life Ch. 03

by WifeWatchman on May 9, 2018
Erotic Couplings

This story is part of an ongoing series. The chronological order of my stories is now listed in WifeWatchman's biography. Feedback and constructive criticism is very much appreciated, and I encourage feedback for ideas. This story contains graphic scenes, language and actions that might be extremely offensive to some people. These scenes, words and actions...

Connie Takes Charge Ch. 01

by heavenlyKK on Dec 3, 2017
Exhibitionist & Voyeur

Authors note: This is a continuation of my story, "Jane's New BFF". Most of the characters contained herein have appeared in my previous works. ***** CRACK! "Damn, that hurt," said Brad. WHAP! "How does that feel, huh? You like it?" WHAP! WHAP! Brad was practically sniveling. "Goddamn, that really hurts." But he remained bent over, leaving his buttocks...