Chessman 

Needless to say, this is a nickname for a very specific kind of dude, not specifically one who plays chess.
This is the kind of guy who always makes all the right plays, and receives an ungodly amount of rizz.
The "right plays" is originally based off the terminology used in the game, Chess.

Person 1: Hey! Did you see that sick guy at the party?
Person 2: How could I miss him?! He was a total Chessman!

Chessman by DeleriumNautilus February 14, 2023

Chessmate 

Chessmate is a more formal way of saying “checkmate” when you beat someone in an argument. It’s like giving them an extra chance to win, but if they say “minor spelling error” then show them this definition page to show them it’s a real word coined by me: aro ralsei, master of trolling.

“XxGenericUsernamexX beats Tom1452 in an argument”
“Chessmate, tom.”

Chessmate by Aro Ralsei, Master of Trolling December 28, 2022

Chessmate 

A chess position in which a king can not escape. This word is also often used when someone has won an argument.

And that’s why Gorillas SHOULD be added to Minecraft, Chessmate buddy.

Chessmate by Mudklip March 1, 2023

Chessmaker 

Someone who can predict the outcome of events because he built the board and the pieces, and he created the sequence of events of the pieces on the board. The Chessmaker is usually manifested upon a potent mixture of alcohol and high dosage of nicotin.

Chessmaker: double, single, strike out, home run.

Pawn: how did you know that would happen?

Chessmaker: I have four packets of snus in and knew that would happen. I am the Chessmaker.

Chessmaker by Na-po-li October 25, 2011

Chessmate 

A person with whom, you play chess daily.

Kay is my Chessmate

Chessmate by Axon98 May 29, 2021

Chessang 

The name Chessang is very unique, possibly 1 in a million. If you are a Chessang, you are caring but only when you want to be, you are funny but only when you have to be, you are strong but only when you have to be. You go through a lot and overcome almost anything life throws at you, but there are days where you give up and fold up into bed and ignore the world and its problems.

When it comes to loyalty and commitment, for you it can be quite difficult. The reason for this is not because you are unfaithful but because you have trust issues. You are afraid that once you find someone and get attached, you wouldn't know what to do if you ever lost them. Commitment also plays a strong role in your trust issues, you may trust your partner but you overthink about trusting yourself.

Rumors upon rumors spread about Chessang's. Some are good and most are bad, but you don't let any of that affect you... or do you?

You put on a smile and laugh out seriousness because you are an overthinker and aren't fast enough to think of a solution to your problems. But you still try.

Chessang's are unique and magnificent, they have beauty on the outside as well as the inside. Treat them with care as they only want what's best for you.

"Who are you staring at Chessang?"
"If you say those things then Chessang will actually do them"
"Oh here comes Chessang"
"Is Chessang really as beautiful on the inside as she is in the outside?"

Chessang by Xayjon November 22, 2021

ChessMaster42069 

A Chess gamer who has connections with BubbleZGaming

Yo, ChessMaster42069, can you get me some autographed BubbleZGaming merch?

ChessMaster42069 by ChessMaster42069 May 13, 2022