Sideways Homer Simpson 

really fat pussy lips that look like Homer Simpson's mouth turned sideways

The porn I'm watching right now has a bitch with a Sideways Homer Simpson, its so fat!

Sideways Homer Simpson by davidbrookstone November 2, 2006

Sideways 90 

The phrase one uses when intoxicated off butterscotch and Jagger-Bombs to break up make-out sessions.

Two people are making out, random fat guy comes between them placing one hand in the shape of a circle next to the other hand in a straight line and says with a lisp "Yo guy, sideways 90". Making the two people laugh and stop making-out, he is satisfied that he is no longer the third wheel.

Sideways 90 by Sideways90haha July 24, 2011

Sideways monkey mouth

The vagina

She loves it hard in the sideways monkey mouth

Sideways monkey mouth by Cosmicdave October 29, 2017

sideways fart 

Intestinal gas pain.

I suffered from sideways farts in the hospital, so they added simethicone to my medicine list.

sideways fart by Smithy666 September 19, 2018

Sideways Canal Drop 

1) A disgusting sexual maneuver involving 2 or more very gay men. The maneuver begins by enlarging the anus of one of the gay men (gape). This can be accomplished with a very lare penis or an inanimate object, such as a baseball bat. Once the gape has been achieved, the gaping anus is elongated by inserting two hands and pulling in opposite directions. This elongation of the gaped anus creates the "canal" which is essential for the next part of the maneuver, the drop.

See also: Canal Drop, Upside Down Canal Drop

Dave loves a good sideways canal drop on the weekend.

Sideways Canal Drop by Ballzbaldwins November 30, 2011

sideways asshole 

A person whose mouth looks, smells or sounds like an asshole.

This sideways asshole is in my back seat humming danny boy.

sideways asshole by adonisvonwhiskysnob January 20, 2019

sideways hug 

A Denny Crane- like phenomenon in which a man tries to disingenuously cop a boob feel by putting his arm around a woman's shoulders, then inadvertently letting his hand drop below the shoulder and the arm, as a result getting a nice handful of tit "by accident", allowing the victim to rationalize the boob squeeze as an honest mistake, probably hers. Generally occurs in the workplace and is used most commonly and successfully by white men over 50.

Yeah, Dave thanked me for closing the deal and then gave me the sideways hug.

Oh yeah, once you make partner you'll for sure get the sideways hug, its just Dave's way of saying congratulations.

sideways hug by cowgirl007 February 15, 2009