Toofer and other TGS staff members don't look thrilled in this scene. It's from the episode "Winter Madness."
James "Toofer" Spurlock is a character on 30 Rock.

30 Rock Quotes

Jenna: Oh, I'm not worried because I have something the other actors don't.
Liz: Don't say your sexuality.
Jenna: My sexuality.
Liz: Oh, god, Jenna! When has that ever worked?
Jenna: When has it not worked?!

Passing out and cursing on St. Patrick's Day. Is nothing sacred anymore?