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Trading Rooks 

A chess term meaning exchanging of Rook with your opponent's rook during a chess game.

Trading Rooks was used in the Limited series of a chess movie titled The Queen’s Gambit.

Trading Rooks also means getting Involved in an intimate relationship or entanglement.
I had to exchange my rooks as the king side was getting exposed.
May I know whom you are trading rooks with? I.e May I know whom you are in a relationship with?

I heard you and Joy traded rooks in 2010. How true is that?
Trading Rooks by FawolizzoChess October 27, 2020
Used to describe putting two fingers into a girl's ass.
I gave that bitch the hardest twoadin she's ever had.
twoadin by G Murda August 4, 2007

Trading Pokemon Cards 

"I've been trading Pokemon cards wit Luke all week long now!"-Lauren

Penny Trading 

A joke similar to Ligma. If told correctly and the recipient fall for it, they will be told that the teller is penetrating their mother.
"Hey did you hear about that Penny Trading thing I'm doing?'

"No, what is it?"

"Pennytrading your mom".
Penny Trading by Penny Trading September 15, 2018
just chillin tryin to eat some flies and fuck bitches
Ong im toadin in Louisville
Toadin by Snap-@scotttology August 20, 2020

Win Trading

Win Trading is a practice common in games with ranked leaderboards. Essentially, one party agrees to lose in a ranked match, leading to records of 500 wins to 0 losses, and a guaranteed spot on the top of the ladder.
I want the top spot in SSF2THDR, and you want the top spot in Marvel Vs. Capcom 2. So I host a ranked match, and leave the match if anyone other than you joins. Then, if you join, we make sure that I eventually lose. Win Trading.
Win Trading by Valcien August 17, 2011