4. Grace’s Water Bra Debacle
(“Das Boob,” season 2, episode 3)
Debra Messing is a gifted comedian, especially when it comes to physical comedy. Her skills were on no finer display than in the episode where Grace’s breasts look really big in a newspaper article photo. When an old crush asks her out, she’s afraid to show up without a big chest, so she wears a water bra —which springs a leak at an art gallery. Hilarity ensues as Grace does everything she can to keep the water inside the rapidly deflating boobs.
