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on-the-side 

a) humorous, someone's sidekick

b) (very offensive): someone's mistress or lover.
I'd rather have an on-the-side definition a) than an on-the-side definition b)
on-the-side by Uncle Dimma December 8, 2014

on-the-side 

a) someone's sidekick
b) an offensive term for someone's mistress or lover
If you want an on-the-side definition b), don't be in a classical ltr; look for an open relationship instead.
on-the-side by Uncle Dimma March 6, 2015

on the side 

Having an extra sex partner. Having sex with a friend as in friend with benefits while in a relationship with someone else.
I like fucking him on the side, just like I like ordering my salad dressing on the side.
on the side by Frisco Stories October 8, 2008

on the side 

Having a sexual relationship with a person outside of one's primary, emotional relationship.

See, mistress.
"Hey man, I heard you were getting a little action on the side! Did you nail her?"
on the side by Nathan V. October 1, 2008

On the side 

weekend, the days on the sides of a calendar i.e. Saturday and Sunday.
Person 1: Hey what're you doing on the side?
Person 2: I'm going to Lake Taho with Matta dn Jess.
On the side by Nikkola March 6, 2005

on the side 

That dude wearing the tight nipple shirt is on the side.
on the side by mattoincapace October 24, 2005
More from Urban Dictionary

square grouper

Nickname given to bales of marijuana thrown overboard or out of airplanes. Origin is reportedly from members of the US Coast Guard in the area of Southern Florida.
"Base we've got some square groupers floating outside of Miami harbor."
square grouper by slipsheet November 6, 2004
Word of the Day on October 7, 2026
A girl who does ballet and only talks about ballet. Her schedule is filled with dance classes which does not allow her to do any other activity.
"Hey, do you know that girl Sally?"

"Yeah, she's kind of annoying. All she ever talks about it ballet."

"Wow, what a Bunhead."

"Hey Sally, you want to hang out this weekend?"
"I can't, I have dance."
"You're such a Bunhead."

"Yeah... I know."
Bunhead by Jen00 October 24, 2014
Word of the Day on October 6, 2026

trucker's tan 

A sunburn or suntan focused on the left arm. It is caused by the left side of the body being the only half that gets exposed to sunlight while driving. Presumably, it would be located on the right side of the body in countries where they drive on the left side of the road.
I had a trucker's tan after driving for 10 straight hours on a sunny day.
Word of the Day on October 5, 2026
The phenomenon where adults salivate at children's toys
Every time I walk into the toy aisle, I catch myself kidulting over the latest action figures and LEGO sets!
kidulting by Emotional Cruiser October 12, 2025
Word of the Day on October 4, 2026
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