chessboy 

someone who plays chess too much

danny russett plays chess on his black and white tiled kitchen floor

chessboy by jason April 27, 2004

chessboy 

a gay boy who likes to bum animals

danny russet bums animals all day

chessboy by jason May 11, 2004

chessboard 

A friendship between a white person and a black person which is so awesome that experts can't explain it.
Notable examples include J.D. and Turk from Scrubs, Shawn and Gus from Psych, Riggs and Murtagh from the Lethal Weapon series.

Daniel: Henry my black friend you are so awesome
Henry: And you too, my white friend Daniel
Daniel: We are so awesome. Like a chessboard!

chessboard by InspectorNoir November 5, 2012

Chessboxin' 

A form of martial arts, developed by the Wu-Tang Clan. It is a thinking man's martial art, and involves heavy meditation along with toking massive amounts of ganja before battle.

I'm gonna chessbox that punk ass, then hold him down and give him an "Angry Pirate."

Chessboxin' by Mantis7 Soulseek February 2, 2005

chessbot 

a bot at chess. not stockfish since that would have a space between chess and bot. but a "CSGO" level bot in chess. bad enough to be considered a bot by any other game's standards, but playing chess. imagine chesskid level 1 type of bot.

darn he's bad at chess, he must be a chessbot

chessbot by nubscrub3366 December 24, 2020

Chessboxing

Competitive game of alternating chess boxing. Grand champion Scott Smith

Chessboxing is exhilarating.

Chessboxing by Chessboxing June 16, 2015

Chessboard 

A derogatory term used to describe a woman whose chest is so flat you can play chess on it

Xiao Li: I just signed up for chess.com
Richard: Why though? You carry a chessboard everywhere

Chessboard by Frederick Yeo November 13, 2023