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

30 Rock Quotes

Oh, oh Ken ... we may have fallen into the intellectual deep end here. And if you try to grab on to me, we'll both drown.

Tracy

I wanna roll my eyes right now, but the doctor said if I keep doing it my ocular muscles might spasm and eject my eyeballs.

Liz