Skip to main content

Sidesaddle

When your thong moves to one side in your pants
Dude you have to see what's going on in

my pants. I got a sidesaddle happening.
Sidesaddle by mememe6969 December 6, 2014

Riding Sidesaddle 

A term applying to men who have recently been to the Snip Doctor to have their plums done.
He's currently "riding sidesaddle" but I'm sure he'll back to normal when they've healed up.

Southampton Sidesaddle 

The specific Birmingham Saddleshank wherein the target of a window is reduced to the target of an awaiting anus in a window.
Steve: Hold on, Dave, I’ve just gotta wind the window down, lean my arse out of it and take a dump, I don’t think we’ll be off the Birmingham ringroad before I have to open the brown blast-doors.

Dave: Go for it.

Steve: Oh yeah, that’s the stuff.

Dave: Oh... my... cuntfucking... God...

...

Screech of a Mighty Hawk: SOUTHAMPTON SIDESADDLE
Southampton Sidesaddle by 535 October 9, 2012

CT Side Saddle 

While hittin' it from the back, subtly plop the hand onto the lower back/upper right butt cheek. As you are reaming her fuck tunnel, slowly insert your thumb into her butthole. Make an inward to outward motion until you are knuckle deep and massage.
CT: "I just executed the CT side saddle."
?: "Knuckle deep?!"
CT: "Knuckle deep!"
CT Side Saddle by Speedracer19 April 21, 2010

ride side-saddle 

1. To be an effeminate (often homosexual) man; hence, side-saddler.
2 a. To engage in effeminate equitation.
2 b. To engage in effeminate sex.
Jeremy isn't really into girls, women, ladies, whatever; he likes to ride side-saddle, if you know what I mean. Eye-ee, he is a gay.
ride side-saddle by Tama Boyle January 20, 2007

Side Saddle Typing 

Sitting with your legs crossed or un-crossed with your body perpendicular to the keyboard while typing.
Jim was side saddle typing a lust letter to Glenn Beck to hide his small hate boner.
Side Saddle Typing by JWeebs March 3, 2010