roughrider 

(noun): 1) Any of the various forms of homosexuals that enjoy giving and taking it up the ass. 2) A cowboy who breaks in a saddle for a horse.

1) Tyrell's ability to get on his hands and knees and get donkeyfucked by Johnson makes him the consummate roughrider.

2) Cody just got done roughriding a piece of leather for my steed. It's all soft and smooth now.

roughrider by Skygod74 September 19, 2007

Roughrider 

Heterosexual woman who fantasizes about pegging their significant other. Can be classified as a “unicorn roughrider” if fantasy is achieved through pegging a gay man.

Did you see Katherine? I haven’t gotten a chance to catch up with her after she became a unicorn roughrider with Andy Cohen.

Roughrider by Conconconconcon April 14, 2019

Roughrider Massage 

Getting a back rub while taking a shit.

One friend: “My back always hurts when I pinch a loaf”
Other friend: “I’ll give you a roughrider massage”

Roughrider Massage by Mr. Goonch6969 November 16, 2020

Roughrider Massage 

When you get a back rub while you pinch a loaf.

One friend: “My back always hurts when I pinch a loaf.”

Other friend: “I’ll give you a Roughrider Massage.”

Roughrider Massage by Mr. Goonch6969 November 16, 2020

Hoobastank Roughrider 

Someone who would do a guy in hoobastank just to gain the fame

OMG i did Doug Robb im an official Hoobastank Roughrider

Hoobastank Roughrider by rampD January 22, 2009

rough rider 

1:a condom covered with spikes enhancing sexual experience for the female, sometimes pain
2:Someone who prefers dry anal or vaginal sex, or is extra rough with intercourse

1:dude, bobby wore that rough rider, holy shit! i had multiple climaxes!
2:man! sarah's a rough rider!

rough rider by leon phelps December 6, 2003

sheetz rough rider 

high school aged rednecks who like to tailgate at sheetz gas station parking lots; most sheetz rough riders drive lifted pickup trucks or rice burners

the sheetz rough riders were revving their sick truck and ricer engines at 1 am in the sheetz parking lot

sheetz rough rider by 69anonymous6969 March 10, 2013