11. Rosie O’Donnell Plays Jack’s Son’s Mom
(“Dyeing is Easy, Comedy is Hard,” season 4, episode 15)
Rosie O’Donnell gives a great performance as Elliot’s disapproving mother who doesn’t want her son spending time with Jack. When Jack accuses her of being homophobic, she admits she is also gay but hasn’t had the courage to tell Elliot and she’s jealous of how easily Jack told him.
