Headless Woman Stories

221,107 results
Orientation
Length
Source
Infinite Scroll

Driven To Desperation Ch. 04

by fluidline1 on Sep 17, 2017
Loving Wives

What was happening to me when Headless was not present during our sessions was beginning to alarm me. It was pretty much like what had happened when Ann wanted to make it in the car some time ago. In the beginning, I would just close my eyes and think about either that big, black prick from Ann's magazine; later, I would conjure up the image of her straddli...

Diana Meets the Ghostly Honeymoon

by Slamril1 on Sep 12, 2017
NonHuman

Diana had come for a weekend get away to this old castle motel she'd heard about from some of her friends. They had all told her how incredible the architecture was and how many great trails there were leading out around it into the countryside. She sighed to herself, hands reaching up to slowly run through her long, wavy auburn hair. She passed by an old wa...

Driven To Desperation Ch. 03

by fluidline1 on Sep 17, 2017
Loving Wives

I was dictating the final draft of my quotation to Meghana at the office when the three guys who worked for me walked into the office. "Sir," said Ajay, a longhaired boy, in his mid-twenties who'd graduated from the Fine School of Architecture last year. I frowned at him. It was a well-known fact that I did not like to be disturbed when I was dictating quo...

Sleepless Hollow

by DustinMidnight on Mar 9, 2020
NonHuman

In the small town of Sleepy Hollow. Many things had happened in this small town. Most people know the stories. The place is haunted by ghouls and Goblins. Spirits long since passed, and horrors like those that never die. The most excellent story from this town was that of the Legend of Sleepy Hollow. For those who don't know this classic American short stor...

Ultimate Head

by cauchemar80 on Aug 31, 2017
Fetish

"Do you think a woman could eat herself out?" Even now, bringing her feet down the wall step by step, inching her pussy closer and closer to her waiting tongue, the conversation Jenny had heard while walking between classes rang through her head. "What the hell are you talking about, Gerald?" "I mean, you know, if she was flexible enough, do you think a c...

Ride of the Headless Horseman

by Acktion on Dec 12, 2018
Erotic Horror

I felt like I had butterflies in my stomach. Or maybe bats, considering the time of year. It was time for the annual fall festival. Which meant it was time for him to appear. While everyone else was looking for the hayride to pull in, I was looking the opposite direction. The direction he had appeared from every year for the last decade. I glanced down and...

Three Wishes

by cauchemar80 on Sep 17, 2017
Fetish

I had to laugh when I rubbed the gravy boat and the genie came out. It only looked like a magic lamp; I didn't really think it was one. Still, plain as day, there stood a shimmering, slightly-see-through female genie, dressed in the classic Arabian getup. Now, I'm not one to believe in ghosts or fairy tales or supreme beings. But somehow my conviction of d...

36+1 Ep. 32

by Robotman1974 on Sep 15, 2017
Sci-Fi & Fantasy

Tammy followed the naked technician down into the basement lab. She got an uneasy feeling, but at the same time got a little aroused from watching Laurie walk. This was beginning to drive Tammy nuts too. She didn't have the limitations a real woman had, and could spend all her operating time in one big digital orgasm if she wanted to. So not going without o...

One Halloween

by DanceWithMe on Sep 12, 2017
NonHuman

Katrina sat down across the young man Indian style, carefully arranging the dress around herself while she nursed a steaming cup of coffee. "Is it a deal?" she repeated again. The man sighed. He wasn't unpleasant to look at, but still not very handsome. He wasn't exactly stupid, but clearly not the sharpest cut Jack-O-Lantern. His name doesn't even matter....

Acquiesce

by Dar_Jisbo on Jul 16, 2019
Romance

I frowned as I looked in the mirror. I saw back a very bland-looking male. Not ugly, but not particularly handsome. Just another face in the crowd. I had zero distinctive features. Straight brown hair, slightly receding at the temples (showing my age a bit -- to be expected at 37.) Average height. Slight paunch, the result of a lifestyle where I had a job th...