The What If Machine Stories

360,094 results
Orientation
Length
Source
Infinite Scroll

Fucking Machine Letters: Sandra

by rthnck on Sep 11, 2017
Toys & Masturbation

My girlfriend is always willing to try new things when it comes to our bedroom activities and while she is normally not inclined to suggest an idea she is more than happy to entertain my wishes and fantasies. I'm sure that part of the reason for her enthusiasm is that my fantasies are almost exclusively about giving her bigger, better and more frequent orgas...

Seven day Turn Around

by Red10Dog on Jul 6, 2020
Transgender & Crossdressers

Little about me, I just turn 30. I have had a few relationships in the past and dated a few beautiful women. Just broke up with my last girlfriend few weeks ago and that relationship was year and a half. I am 5'6 and weigh 140, so I am not a big guy and most women love taller guys. I found a classified that read "Male housekeeper needed at lake side cabin."...

A Most Convenient Bank

by MrNiceguy777 on Sep 16, 2017
Exhibitionist & Voyeur

It was spring in Montreal and my friend Adam and I had just finished our last exam of the year. As planned, we met up afterward outside the library to go out for drinks. Unfortunately it was a Tuesday night, so it seemed that it would be a pretty low key celebration. Still we had to do something. We'd just finished another semester and more or less managed t...

Best Breasts of All Time

by JuanSeiszFitzHall on Jul 16, 2019
Sci-Fi & Fantasy

August 2027 Forty-six-year-old Gordon likes to finish by fucking my tits. That was also true of forty-five-year-old Gordon. Twenty-nine-year-old Gordon only finishes that way once in a while. I think this means that in sixteen years either my tits will droop horrendously or they'll be gone because of breast cancer. If I'm even still in Gordon's life by then...

Orgasmatron

by hannsg on Nov 4, 2019
Exhibitionist & Voyeur

Antique device brings modern day delights to niece. Browsing through pawnshops and thrift stores is my version of treasure hunting. One day, at a local pawn shop, I found a strange looking wooden box with an assortment of glass tubes, in a compartment, in the lid. A small oval semi corroded brass patent label on the back and an old frayed power cord dated...

Freighter's Reward

by Oridian on Apr 17, 2019
Sci-Fi & Fantasy

Synopsis: A freighter dragon takes a break from his responsibilities hauling cargo when he is enlisted by one of the ranch hands to help her test out a strange new piece of equipment—a breeding mount, designed to milk every last drop of semen from a drake. This story is self-contained and can be read alone. (6,073 words) ***** "Maxwell! Hey, over here!...

Mr Stephensons Fucking Machine 02

by MustafaFuch on Sep 17, 2017
BDSM

Before the Victorian Era safe sex meant kissing and a chastity belt, but when the key broke in Fanny's lock it took an engineer of Stephenson's stature to resolve the problem. "Thee done champion job of Fucking Machine for the missus so if thee can spare time I got another job for thee, bit delicate like." Young George Stephenson sat in the kitchen at Arth...

The Weapon Cyborg

by NovusAnimus on Nov 18, 2019
NonHuman

Author's Notes: Each episode in the "An Inhuman Love" series will be a stand-alone novelette, meant to be read and enjoyed in a single sitting. Expect a monster/human pairing in each episode, with all the juicy details included. ~~~~~~~~~~~~~~~~~~~~~~~~~ ~~~~~~~~~~~~~~~~~~~~~~~~~ Tumbles fell. As sand and rock and a desert night sky taunted him, insulte...

Bob Stephenson's Torture machine

by MustafaFuch on Sep 11, 2017
BDSM

Warning, this historical fantasy contains references to fucking and fucking machines and contains four letter words and any resemblance of any characters to any person living or deceased is entirely unintentional. In addition it contains folk getting strapped down with leather straps and there's Snuff, Prostitutes and steam valves, and the Dowager lady McNe...

The Sex Machine

by Puppygirl on Sep 26, 2017
Loving Wives

First let me explain how the sex machine came to be... When Rob and I first met I was only just nineteen and he was already thirty-six, nearly thirty-seven. People used to look at us and think he was my father because I am quite small and slim I look even younger than I am. I found this quite amusing, especially when we kissed in public and I saw the looks...