Two and a Half Men (2003)

S2E4 Go Get Mommy's Bra

Jake can’t stop raving about his mother’s new boyfriend, Dr. Melnick, which is starting to get on Alan’s nerves. Meanwhile, Evelyn takes Charlie’s car to try and win over a Saudi prince in hopes of selling him some real estate. When Charlie finally gets his car back, he stumbles upon his mother’s bra in the backseat. After learning the reason for its presence, he decides it’s time to trade in his car.