My Family (2000)

S10E5 He's Just Not That Into Ben

In an effort to showcase his hip side, Ben takes a reluctant Michael to a gay club, where he catches the eye of the smitten Rupert. After a night filled with flattery, Rupert follows Ben home and surprises him with flowers. Realizing her husband needs help, Susan steps in to save the day while cleverly securing a free vacation for herself in the process.