Two And A Half Men: Season 2, Episode 4

2 - 4: Go Get Mommy's Bra

Jake is very impressed with his mother's new boyfriend, Greg, after Greg teaches him various activities which annoys Alan. Meanwhile, Evelyn borrows Charlie's car to help her impress a Saudi prince she's trying to sell a house to and lends Charlie her electric car. Alan and Charlie then teach Jake how to drive in this car. Judith breaks up with Greg and Alan is there to support her; the two begin to have sex until Jake and Charlie walk in on them, but Jake doesn't believe Charlie when he explains that Alan and Judith were about to sleep together. Title quotation from: Evelyn, to Charlie, asking him to retrieve her $300 bra from his car in which she had sex.