Man Up! (2011)

S1E4 Wingmen

Kenny confesses to the guys, including Grant, that he hasn't been on a date since his divorce from Brenda and that she's the only woman he's ever been with. To help him get back into the dating scene, they decide to take him out to a club. However, the night takes an unexpected turn when one of Theresa's friends spots Will and assumes he's cheating on his wife.