S5, E7: When Grace (Debra Messing) accompanies Leo (guest star Harry Connick Jr.) to dinner with some "friends," she doesn't realize that he's tricked her and instead introduced her to his real parents - and she soon regrets her earlier salty dialogue and suggestive attitude. Elsewhere, Jack (Sean Hayes) is again confronted by Zandra (guest star Eileen Brennan, "Private Benjamin") - his gruff acting teacher - when he tries to showcase his meager talent in a class while a willing Will (Eric McCormack) joins Karen (Megan Mullally) in subjecting to a Botox facial injection.