30 Rock - Season 1 Episode 3 -

Jack convinces Liz to go on a date with his friend Thomas. Since she hadn't had a date for a year, Liz gets quite nervous about the Blind Date. When her date turns out to be a woman, Liz is quite confused about how other people see her. Meanwhile the writing staff have a poker night with Tracy and Jack. The later one turns the usually friendly game into a tough competition, when he convinces everyone to play for real money. The only one, who gives Jack a hard time winning is Kenneth.