Cuckold Boots Stories

43,253 results
Orientation
Length
Source
Infinite Scroll

Coming Home for the Very First Time

by fantasymr on Sep 14, 2017
BDSM

They first met for lunch. He turned around and there she was, as if by magic. She was tall and stylish - a handsome woman; striking rather than feminine; boyish and androgynous, but still definitely a woman. Her photos did not do her justice. He didn't have to think about it. He knew immediately that she was going to be the one. She was calm and confiden...

The Punishment Ch. 01

by tigerangel2 on Sep 14, 2017
BDSM

I looked at myself in the bathroom mirror. My chocolate eyes were round with excitement. You would be here soon, and I wanted everything to be perfect. I nervously checked my hair and makeup, smoothing non-existent flaws that had been fixed just a moment before. I ran my hands over the tops of my breasts, pushed up high by the metal stays of my red jacquard...

Sasha's Tail

by Boxlicker101 on Sep 16, 2017
BDSM

WARNING: This is not my usual story of affectionate and enjoyable sex among willing men and women. It is the story of the degradation and humiliation of a woman who has been abducted to a fate she can't even guess at. If this kind of thing bothers you, you are completely normal, and should probably read no further. If you do read, I would appreciate knowin...

Lunch in the Chair

by Trubbycat on Sep 14, 2017
Fetish

She had lost all track of time while she sat there. There was no sound in the empty room except her breathing echoing off the bare walls and hardwood floor. The furniture had not yet been delivered. She could still smell the new floor varnish, refinished the day before they moved in. It gave her a slight headache, but the room was large enough that there wa...

The Ebon Wood

by BoundForYourPleasure on Sep 16, 2017
Sci-Fi & Fantasy

The Ebon Wood was never to be traversed, not by the town's womenfolk at the least. None dared to venture far in, and those who did were seldom seen again. The very few who returned all developed torments before returning to the wood. Wild stories of demons and devils, of imps and phantoms were told to the young girls of the village to scare them away. Left o...

Nether-Land

by cby2 on Sep 16, 2017
Anal

Sasha and I were having a great time in Amsterdam. We had spent most of the week under the influence of some sort of hashish (brownies, cigarettes, etc.). The previous night we had done some ecstasy and gone to see a live sex show. Of course, we returned to our hotel that night and had passionate sex. We lounged about the hotel until noonish. After a wild ni...

Lady of the Stars Pt. 02

by Sevilles_voice on Sep 16, 2017
Sci-Fi & Fantasy

The interior of the Lady of the Stars was like nothing I had seen before. The first thing I noticed was the cold. Sacchari was a hot planet, but the ship felt like a freezer! My skin goosebumped, and my feet felt like ice on the cold metal grating that served as the floor. But I kept my complaints to myself as Master lead me through a maze of cold metal pass...

Mistress

by VPDrifter on Sep 14, 2017
BDSM

He was nervous, very nervous. He had been speaking online with her for six months and this was to be their first meeting. Over this time, he had laid his sexual soul bare to her. She knew his every desire; indeed his every fear and today she wanted to play with him. When she arrived at the pub, they kissed. It was a tentative kiss, but after a couple of dri...

Fuzzy Flight Pt. 03

by MarcusWoolf on Sep 14, 2017
Fetish

We peeked out of the crack between the fibreboard plates looking for a slack in the traffic outside of the small cubicle and tried to make as discreet an escape as possible. My mature friend proved remarkably adept at this and soon strode on alongside busy travellers in a very confident manner with me struggling to keep pace behind her. My eyes were transfi...

Kelly's Adventures Ch. 02

by auraazura on Sep 13, 2017
Group Sex

Michael Walters, the star player of the Tiger football team, was trying to think of a really spectacular anniversary present for his girlfriend, Kelly Winters. It was their senior year in school and summer was fast approaching. Which meant graduation and separate colleges in the fall. They both knew they'd eventually be going their own ways. Until then the...