Sissy Milking Stories

28,345 results
Orientation
Length
Source
Infinite Scroll

A Financial Decision Ch. 02

by LuvsPreggers on Aug 18, 2017
Fetish

Donna and her neighbor Kevin sat in her living room, watching a movie. It wasn't that unusual – Kevin was a sweet, sensitive guy who had really taken care of Donna and her kids while her husband Michael had been in Iraq. There was nothing sexual about their relationship. In fact, if Kevin hadn't been married to Beverly, Donna might have suspected he was gay....

Fellatio

by kinkyraerae on Sep 13, 2017
Fetish

DISCLAIMER:// My boyfriend and I started writing these stories for each other a while ago. He challenged me in the beginning to write the most kinky story I could think of. You'll see what came of it. He's also posting his stories on his account. I'll update this with what it is soon enough. No, none of these events have actually happened. They are pure fan...

Owned by The Boss and Her Gay PA Ch. 01

by labrysuk on Sep 16, 2017
Fetish

This is a story that will take place over a few chapters. Some of it, both what has happened and the feelings behind it, is true. Most, unfortunately, is just fantasy. The main characters, m,e Jo, and Andy are all real people and I've kept as close to the truth as I can without giving away who we actually are. * I first met Andy some years before this st...

Journey Beyond Time Ch. 01

by always_akima on Sep 14, 2017
Sci-Fi & Fantasy

Ever since her parents were killed in war, she had wanted to fight for her country and join the army. So, as soon as she finished high school, she joined the Nepal Army. It had been 3 years since she joined and she was a Captain now. She had successfully finished her commando training back home which was the second toughest in the world. Five months after co...

Ditched at the Beach House

by robinson123 on Sep 16, 2017
First Time

My wife, Cynthia, and I divorced about six months ago. She was very sexually adventurous and I could only imagine what she was doing to the guy she was seeing now. Probably blowing his mind, like she did mine when we made love for the first time, and many times after. In any case, there I was in my mid-forties and it had been six months since I'd had any act...

Erica's Downfall Ch. 04

by Lion24655 on Sep 15, 2017
Fetish

After her adventures, her journey of discovery, her descent to depravity - Erica wasn't sure what to call it but she was certain it wasn't a descent into depravity - they had had a mixed effect on her. On the one level - having been sexually tortured to bliss by the two men - by Eric and Tony, and after the gangbang by the group which had included her Father...

A Company Man Ch. 3

by John41inTX on Aug 30, 2017
Group Sex

Waking the next morning, I found that Karen was already gone. I had not heard her arise nor quickly looking around the room, did I see any signs of her in the room. I got up and walked into the bathroom. She was not in there either. Knowing I hadn't dreamed any of this, I walked back into the room, intending to get dressed and go find her. I looked around. T...

Rose Lips

by KittyCas on Sep 17, 2017
First Time

Mr Robert Alexander went through his lesson smoothly without a moment's thought. His lessons were like a memorised script with no alterations, one that he repeated seven times a day. His entire life seemed like deja vu. The only thing that changed year after year were the faces before him. The vacant faces which bored eyes sat in the middle of. If it weren't...

My First Bisexual Experience

by desires2 on Sep 12, 2017
First Time

Let me say straight off that I don't consider myself bi-curious. Bi-sexual, or gay!! I'm not attracted to guys at all. I don't want to touch them, kiss them and I never look at guys with any sort of sexual thoughts. Having said that, as a teen I had this friend and we did engage in what can only be described as bi-sexual behaviour, and sure - I guess it w...

Roommate Seduction

by lovepowers on Sep 14, 2017
Mature

Christine and Will had been living together for a couple of months. Christine had desperately needed someone to share her apartment with her when the semester started because her friend Becky had made a hasty decision to transfer to another college, leaving Christine stuck with all of the rent. At first, there were surprisingly no responses to her ad for a r...