The Many Funny Faces of Jane Lynch
Everett
The 40 Year Old Virgin, 2005
This Judd Apatow feature reunited Lynch with her fellow Second City comedy troupe alum, Steve Carell. In the film she plays Paula, the randy boss of Carell's character Andy. "I'm very discreet but I will haunt your dreams," said Lynch's character to Andy when she offers to solve his coital dilemma by being his "friend with benefits".
Get the Latest Photos from Time.com
Get TIME photos and pictures of the week delivered directly to your inbox.