Gay Whip Stories

883 results
Orientation
Length
Source
Infinite Scroll

Brother/Sister/Slave

by brownmonkk on Aug 18, 2017
Gay Male

Brother / "Sister" " TML", November. 1970 A Monk's monk or two virgins in the monastery; "Good loving & Good Scourging "Sissy" does her magic. WOW, "it" finally happened!!! I had had my first sex, and it was with a fellow brother monk in the monastery. It was great. I was a 20-year-old virgin and had fantasized about lots of women. I distinctly remember...

Lifestyles of the Rich and Depraved

by Turbidus on Aug 18, 2017
Gay Male

Something short and hopefully sweet. Any errors that remain are mine. Thanks to LarryInSeattle for his editing efforts. All the participants are over eighteen. Enjoy. ***** Being rich takes a lot of work. Being obscenely rich, not so much, especially if you're lucky. Luck is a relative concept. I was unlucky that my parents died when I was but a wee la...

In The Dark Room

by sayoon on Aug 18, 2017
Gay Male

You wait for me in the darkened room, leather encasing your wrists, my blindfold over your eyes, your knees aching from bearing your weight on the bare floor. I wonder sometimes what you think, bound as you are, preparing to give everything to me. Why must you do it? What is it about abasing yourself that brings you such contentment? I take a breath, then...

Privilege

by IAmThePuppetMaster on Sep 14, 2017
Gay Male

It was shaping up to be a stressful day for Paul. The eighteen year old had spent the morning on his family's private golf course and most of the afternoon getting acquainted with his new private masseur only to enter the west kitchen for a snack and be blatantly disrespected by Alphonse, the uncouth new pool cleaner, causing him a level of stress he was not...

House boi Training 101

by StraightSlaver on Oct 15, 2017
Gay Male

Houseboi in Training - 101 I was lucky to get my latest IT gig. Contrary to what the Advisors told me in college, any technical skill (no matter how good you are or how many years of experience) are easily Offshored these days... leaving you, as it did me, with a load of debt and a skillset that can barely cover those minimum payments. Ah heck, at least I d...

African Nightmare

by briboy2008 on Aug 18, 2017
Gay Male

This story takes place in Nigeria. The year is 1968 and the country was in the midst of civil war. The Ibo's, a tribe that lived in the eastern region on Nigeria had broken away following the assassination of the Nigerian Premier. The Ibo's called their territory Biafra and as this area contained Nigeria's oil reserves tensions were running high. In the nort...

Bio of a Bully Ch. 5 Pt. 1

by ozeboi69 on Sep 14, 2017
Gay Male

The world was fuckin’ black, man! I couldn’t see a fuckin’ thing and I thought I was gonna be sick. There was this funny smell around my nose and mouth and I couldn’t work out what the fuck it was. All I knew was that I wanted to chuck so hard, my shoes would’ve come out my mouth -if I was wearing any. My shoes had disappeared off my feet, like the rest of...

Chad and Blaine Ch. 03

by Baby789 on Sep 25, 2017
Gay Male

Blaine hurt. Not just the muscles haven't been used in a while hurt but the all over pain. He vaguely remembered his dad and the hits, then somehow he had struggled his way to Chad's, he blushed whilst remembering the foot-job. "Hey, are you awake, baby, I brought you breakfast." Chad's voice whispered through his mind. "Hmm, I hurt Chad." "I know swee...

Satin Sleigh Ride

by sr71plt on Aug 18, 2017
Gay Male

(Posted to Literotica to mark the Halloween season, this story fulfills a request from a reader, James A, for a satin fetish story.) Count Gregor Arninov towered over his elegantly dressed host and hostess in the foyer of their winter dacha as his sleigh was being brought around. He was leaning over them and holding the admiral's wife's small silk-gloved ha...

Orbis Romanus Ch. 1

by SonOfAGun on Aug 31, 2017
Gay Male

Foreword After reading a few stories placed in the Roman Empire I decided to write a few myself. These stories won't show Rome like the kind you saw in old Hollywood movies, I intend to show the Rome the way Romans saw it. Language will be modernized. I won't use their own words and syntax, but instead modern language to express their thoughts. Somewhat li...