Roughriders 

A Canadian Football CFL team whose best known CFL kicker McCallum chokes on big plays and who's fans tend to dump manure on players lawns when they're annoyed with them. The Roughriders
GM, Shivers,is known most for opening his mouth maninly to change feet. This team can do everything well except win.

Rough Riders - the team who can bring the production of manure up.

Roughriders by T-bone January 5, 2005

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

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

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

Middletown Rough Riders 

A group of bad ass individuals who roam the streets of middle town with there auto mobiles, they most likely don't give a fuck and can down a bottle of vodka within 3 seconds they know how to handle a gun but rarely use it, they rather use there fists and a broken bottle of jack Daniels to teach a bitch whats up.

Danny- did you hear what happened to drew?
Anthony- no what?
Danny- he got mugged and shoved down a sewage drain with only 1 sock on his foot.
Anthony- damn "Middletown Rough Riders" rided another bitch.

Middletown Rough Riders by The Game 2.0 November 4, 2011

Rough Riders 

A record label, which includes DMX, EVE, Drag-on

Rough riders, ride or die

Rough Riders by Burzerk June 11, 2006

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