Sissy Fantasy Stories

87,403 results
Orientation
Length
Source
Infinite Scroll

The Honeymoon of Maia & Kerin

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

** An Excerpt from SOUP Wars *** Kerin lay awake in his room, staring at the ceiling and listening to Maia breathing beside him. She turned in her sleep, reaching out as if seeking something, and when her hands found him, she snuggled close, laying her head on his chest and becoming quiet again. Their experience at the river had been repeated many times dur...

My Fetish for Old Men

by Forfeel on Sep 19, 2017
Fetish

I have a fetish for old men. It all started 3 years ago when I was 18. I started off casually watching porn when browsing the internet. I would click onto porn sites and get off watching a guy and a girl fuck. But as I started to watch it more and more the usual guy, girl type stuff didn't get me off no more. So I would just browse through and watch differen...

Minecraft: Real Life Edition Ch. 03

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

As the third day slowly drew to a close, the two had yet again rebuilt their humble little home. This time they had built it out of a cave a short distance from their spawn point. Built mostly from stone, it was mostly fireproof. There was a front entrance, a spacious living room, a kitchen, and a back door leading into the dark depths of the cave. The two s...

Swampland Succubus

by RevNight on Sep 12, 2017
NonHuman

There he stood at the pulpit. The mugginess hung heavy in the swampland air. He wondered if this is what hell felt like as he scanned the singing congregation. Pentecostal blue grass music was playing in the background. He blinked hard as his eyes crossed over the blonde in the back row. She was new; there was no mistaking that. Bright red hair ruby red lips...

Nudist Fantasy

by exhibitionistguy on Sep 13, 2017
Exhibitionist & Voyeur

My wife and I are nudists and we have belonged to the same nudist club for years. It is a family oriented club and not a swingers' club and we are not swingers. Let me tell you a little about my wife, Sue. She is twenty-eight years old with long straight black hair and brown eyes. She is a petite little thing, only 5 feet 2 inches tall, with 36B tits that a...

Hot Wife Ch. 01

by kishavaral on Sep 13, 2017
Loving Wives

My beautiful wife, Ileisha, and I have enjoyed a wonderful sex life through more than a dozen years of marriage. We figured this was because we liked to try new things from time to time. Months ago, when we were out for dinner with a couple who were good friends of ours, one of us raised the topic of another couple we all knew who were "swingers". The four o...

Squad Car Fantasy

by ¤W¥k€Ðð¤T€mþ†®€§§¤ on Sep 14, 2017
Erotic Couplings

I had thought about meeting him for a quiet lunch for some time. He was always on duty. Working for the Sheriffs Department took its toll on the relationship. I was always worried that the next phone call would be bad. I called him at work that day, asking that he meet me at the lake we visited last summer. He was curious why but I insisted he just meet me t...

Chance Meeting

by Piotr on Sep 17, 2017
Mature

David rolled onto his side and studied her nakedness, his eyes running from her slender throat languidly down to her glistening pale pubic hair. With equal slowness they returned and continued passed her throat to her moist face and stopped short when he realised that she was examining his body in the same manner. Comprehending he was staring at her, Louise...

Craigslist CD Hookup

by Lovinhose on Sep 16, 2017
Transsexuals & Crossdressers

I have been crossdressing since I was a kid. I started out with a pair of my mother's pantyhose, as most other crossdressers start out the same way. Once you get bit by the bug, you're hooked. This is my first story, but I have so much to tell that this certainly won't be my last. All of what I tell you here will be 100% true. I will not dramatize or sensati...

Caught

by 2sweetforu on Sep 13, 2017
Erotic Couplings

I rolled over and found myself alone in bed. The spot where you were sleeping wasn't even warm, so I climbed out of bed to find out what you were up to, creeping through the house as quiet as I could. Not surprising I found you in front of the computer screen, reading erotic stories on the web, your face aglow from the light of the monitor. I can see your s...