Hamilton Watchnian Stories

961 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2025 SmutMD.com

Tan Lines

by Dream_Operator on Sep 19, 2017
Erotic Couplings

Author's note: this is my entry for the 2017 Summer Lovin' contest. Please vote and leave comments if you have the time. All characters appearing in this work are fictitious and are eighteen years of age or older. Any resemblance to real persons, living or dead, is purely coincidental. * I was a deer caught in the headlights when he opened the front door o...

Noah Hamilton, Slave Owner Ch. 02

by montco724 on Sep 25, 2017
Erotic Couplings

*WARNING – PLEASE READ FIRST This is a story set in the American South during the period of slavery. It is an accurate depiction of the period. As such, racism, racial slurs and racist attitudes are included as key elements of some characters. If you are not comfortable with the topic of slavery, racial supremacy/subordination, or even seeing the "n" word u...

Jack's Education Ch. 18

by rovijack43 on Sep 12, 2017
Mature

Jack woke up early the next morning and went to shower before he dressed for school. As he showered he reflected on what had been another wild weekend. He wondered if he hadn't dreamed it all, but the slight soreness of his cock told him it had really happened. As he carefully washed his prick, he examined it more closely as it really did seem bigger than be...

Interracial Cuckold With A Twist

by Samuelx on Sep 16, 2017
Interracial Love

Hamilton O'Keefe smiled to himself as he thrust his cock deep inside Michael Voltaire's asshole. The big and tall Black man squealed as the young Australian slammed his twelve-inch White dick deep inside of him. Nothing a bisexual stud like Hamilton loved more than fucking Black male ass, except maybe fucking Black female ass. Holding firmly onto Michael's h...

The Office Ch. 03

by EasilyConfused on Oct 12, 2017
Transsexuals & Crossdressers

Tom awoke with a start. His right hand instinctively fumbled to switch off the alarm clock, but as his hand found the device he realised that his actions did not make the ringing sound stop. His foggy mind could not resolve his confusion instantly but he eventually became aware that the ringing was coming from his front doorbell. Tom shifted from the bed and...

The Office Ch. 07

by EasilyConfused on Sep 14, 2020
Transgender & Crossdressers

The instructions had been concise, anything more detailed and it was highly likely that they would have been forgotten or led to unnecessary confusion. "Do you understand?" "Yes Ms Smyth," they each chimed. Not completely in unison but the solidarity was sufficient for Tracey to be satisfied that each understood their role. Tonight the trio were to be esc...

Regina and the Hardcase Pt. 04

by GenghisKen on Sep 1, 2017
Group Sex

"The shiny silver coin tumbled end over end as it rose up in the air. Both girls eyed it trying to use sheer will to influence its landing. Only one would be victorious in that venture and Regina was certain it would be her." The Hardcase slid off his saddle throwing one leg over the horse in a fluid motion. Without dropping the reins he loosely threw them...

The Office Ch. 04

by EasilyConfused on Jan 23, 2018
Transsexuals & Crossdressers

There were six screens in total, one for each of those being monitored. Their heart rate, blood pressure and neural receptors all key indicators. The technician made gentle adjustments to the controls in response to certain measurements that she noticed on each of the screens before her. Behind her a woman in a business suit watched on. Paula Hamilton was sk...

Regina and the Hardcase Pt. 01

by GenghisKen on Sep 1, 2017
BDSM

"Never on the bed you miserable, filth ridden whore. Never, never, never!" New Arrival The stagecoach rumbled to a shaky stop. The coachman set the brake and jumped off the seat. The powdered New Mexico puffed up like fine talc around his worn boots. The door flung open and Ruthie paused for a moment before gathering up her skirts and accepting the blister...

A Woman's Story

by CuckoldGuy on Sep 14, 2017
Fetish

Based on a true story * "Wow! You drain me. Between your mouth and that big guy between your legs, my pussy is so sore. I think I'm going to call you, 'Bruce the Bull'. Wow!" Bruce: "Oh, I bet you tell all the guys that." "Just the well endowed guys like you." Bruce: "Have you had many experiences? Oh, maybe that's not a proper question?" "Oh, that's o...