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Similar to skiing but instead of jerking off two penises it is when a man jerks off himself while performing a reacharound on another man.
When asked if skiing or giving a sidecar was a more homosexual act, Jerry was perplexed. On one hand, skiing has twice as many foreign dicks in your hands but on the other hand with a sidecar he would also be hard therefore presumably enjoying himself. Jerry reasoned that one could reluctantly ski but a sidecar implies self pleasure.
Sidecar by Anonymoos3 January 4, 2020

Sidewars 

Gay. Known from the world of hobowars. Is when the East, South, and West sides war against each other. Complaining about not winning sidewars on the boards is not advised, and will often result in support from n00bs and flames.
n00b: he south side. Everyone attack people under your level. Stop losing. Don't sell sluts/rapes. Win your fights.

Other n00b: Because Most of the East Side Hobo's as of RIGHT NOW are at a Low Level, averaging at Levels 2 to 5, they are right there for the picking :)

Not n00b: Listen up, retard, and learn something before you make another retarded post about killing some other side, because the following statements are proven scientific facts:

NOBODY CARES ABOUT SIDEWARS. SIDEWARS IS GAY. I FUCKED YOUR MOM IN THE ASS

Now kindly shut the fuck up and GTFO of this board.
Sidewars by ƒlip July 1, 2008

Philadelphia sidecar 

When one engages in coitus with a colostomy stoma, using the stoma as a site of entry for a cock or some other pleasurable instrument.
The philadelphia sidecar I got from Tom last night nearly perforated my bowel!
Philadelphia sidecar by Nursy January 15, 2009

philly sidecar 

Ostomy sex. The act of putting a penis into an ostomy site, be it a colostomy, ileostomy, etc., for intercourse. Popular among prisoners as a means to get cigarettes or pay off debts.
You didn't know Gilman was into Philly sidecars? Where do you think he picked up smoking?
philly sidecar by uptodate April 30, 2008

Sidecar Karen 

A supporting Karen who tags along with another more dominant Karen. They seem involved but are just along for the ride, and they are used by the dominant Karen to accomplish their goals.
Sheila brought a sidecar Karen with her just to get that $20 gift card.
Sidecar Karen by Smul September 6, 2021
A cocktail invented around 1918 in either London or Paris. To make it, you take eight parts brandy or cognac, mix with two parts orange liqueur (Cointreau, Grand Marnier, or another triple sec), and one part lemon juice. To serve, you mix the ingredients in a shaker half-full with ice, then strain and serve in a sugar-rimmed glass, and finally garnish with a strip of lemon rind. You can also use vodka, bourbon, or gin in place of the brandy and/or cognac
Man, the bartender at that restaurant made the best damn sidecar I ever had.
sidecar by Your Testicles September 22, 2011