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Rough Rider 

When you stick your index in a girls pussy and your ring and pinky fingers in her asshole
Oh yeah bro last night i used the rough rider on that hoe
Rough Rider by (•)(•) tits October 17, 2021

Rough Rider 

An act of intercourse in which the person riding another(typically reverse or normal cowgirl) is slamming their hips down very hard and/or quickly
Person 1: “DUDE!”
Person 2: “What’s up with you today?”
Person 1: “I had the time of my life last night! I found out that REDACTED is a Rough Rider”
Rough Rider by Irish Yeen May 28, 2022

Rough rider 

A person who is with you through thick and thin.
A loyal person riding with you when you need them.
“Your my rough ridah through thick and thin bro”
“Ahahah but I’m just saying you’ve been a rough rider to me ever since the day I’ve met you”
Rough rider by Germaine todd November 17, 2022

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

rotterdam rough rider 

First, slather your johnson with freshly ground ginger and add cayenne pepper to taste. Next, find a sturdy young stallion and gently mount him. While he is grazing, suddenly and powerfully penetrate him from behind while keeping a firm grip on his buttocks. He should be off like a shot. Hang on for the ride of your life.
Steve: The other day I saw this horse so I had myself a good old rotterdam rough rider
Dan: Holy hell man, is your dick alright?
Steve: Still recovering bro
rotterdam rough rider by P3RV-E November 6, 2014

Canadian rough rider 

The act of using maple syrup as lubrication. Makes some sticky sweet love making.
Yeah last night we did the Canadian rough rider... made her ass taste much better
Canadian rough rider by Ddubs September 30, 2014