30 Rock (2006)

S1E3 Blind Date

Jack arranges a blind date for Liz with his buddy, Thomas. As Liz gets ready for the evening, putting thought into her outfit and makeup, Jack sneaks off to join his friends for their regular poker night. Tensions rise as Liz navigates her nerves about the date, while Jack tries to balance his excitement for the game with concerns about his friend's success in winning over Liz.