S3·E17 That's the Trouble With You All

Whitley plays matchmaker for Dwayne and a beautiful coed in the hopes of convincing him to move on. However, she becomes extremely jealous and tries to sabotage the couple's date. Dwayne and Whitley try to establish some ground rules in an attempt to save their friendship. Walter angers Jaleesa by claiming that women cannot play poker. He bets that she cannot teach Freddie how to play, while Jaleesa challenges him to turn novice Kobie into an accomplished player. Neither apprentice picks up the game, but Jaleesa literally beats the pants off of Walter.