Milf Sissy Stories

11,621 results
Orientation
Length
Source
Infinite Scroll

Next Door Neighbor

by gpstone54 on Sep 1, 2017
Group Sex

I would have thought a Navy fighter pilot would go for the cheerleader type...blonde, big tits, not too tall, maybe 5'5", intelligence not required. When the divorced wife of a Navy pilot and her 10 yr old daughter moved in next door I was pleasantly surprised to see something completely different...probably 35 yrs old she was about 5'7", dark red, almost au...

Accident

by magmaman on Sep 1, 2017
Humor & Satire

First, let me say I am NOT a pervert! I am serious, I really am not. Not one bit of that was my fault. But things happen sometimes, I guess. So on to my story. It was just a party, I happened to run into my friend Jerry at the tavern. That was an accident too, I was just down there to shoot some pool and see if there were any girls around. You know, to t...

Kay's Awakening Ch. 02

by CampPyre on Sep 16, 2017
Interracial Love

TJ's experience with repressed women told him that this was a critical moment. Much as he wanted to climb aboard and hammer his massive black staff into the tiny white woman, he knew it to be exactly what she expected and the end result would be her regretting every second of the time spent with him. While fucking her senseless would certainly feel good, hi...

Tattoo

by Naked1 on Sep 12, 2017
Exhibitionist & Voyeur

Brenda took another pull from her wine cooler, emptying it completely as the sun slipped lower towards the horizon, just beginning to paint the sky with an orangish glow over the ocean. It was her sixth, and she was beginning to feel next to no pain at all. Dan pulled another from the toss-away cooler beside them and twisted the top before handing it to her...

It Did Balance, Didn't it? Ch. 01

by bucksilver on Sep 18, 2017
Loving Wives

Mike Morgan grabbed his topcoat and brief case. He slipped on his coat, realizing that it was still a very chilly Tuesday after Thanksgiving in their little city not far from Fort Dodge, Iowa, "Liz?" he asked as he bent down to pick up his briefcase. "Yes sir." his secretary replied. "My wife was in an auto accident on her way home yesterday afternoon." "...

Soap On A Rope - The Aftermath

by StrangeLife on Sep 15, 2017
Loving Wives

"What happens in Vegas stays in Vegas." Or so the saying goes. What most people don't realize however is the fact that it refers to your money rather than your reputation. "Whatever amount of cash you bring to Vegas stays in Vegas." Oh well. What is cash for, if not for burning while having fun? After all you only live once. Which was exactly what I had t...

Fox and Guests Pt. 03B

by baranbrat on Sep 19, 2017
Celebrities & Fan Fiction

Part 03B Julie Chen's fantasy inside the Big Brother House Julie Chen standing tall and slim before the cameras looked anxious and gorgeous at the same time. Julie begins speaking; "Welcome everyone to the third day of Fox & Guests FFFF show. For those of you who haven't seen the program yet, FFFF stands for Foxy Female Fantasy Forum. The following fantasy...

Side Bet Bluff Ch. 08

by statsultan on Sep 13, 2017
BDSM

Part 8 -- Tuesday Afternoon Later that afternoon I took Jaycee to my gym. I have difficultly staying motivated to work out during the winter months as I hate running on a treadmill. I'd much rather be out at a park or riding a bike on one of several nature trails around the city. But as much as I hated running on a treadmill, I hated breathing in freezing c...

Cougar Chronicles: E is for Ella

by denny9 on Sep 12, 2017
Mature

I first saw Mrs. Evans before the concert. Except for the sons and daughters and their offspring, the crowd was mostly elderly gray haired ladies and bald haired men so it was easy for her to stand out. Little did I know that before the evening was over, I would be fucking her in her own home while her husband slept soundly upstairs. But perhaps I should sta...

A New Adventure In The Wilderness

by Lustydreamer on Sep 13, 2017
Loving Wives

(c) 2013 LustyDreamer This is story about what happened when the pressure is off and life with each other can finally happen. As you read, you will see that I am the luckiest guy in the world. I am so proud of my Smart, loving and Sexy as hell wife. Salute *********+++++++********* "Ahh, alone at last" I sighed in relief as we pulled away from my parent'...