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S5, E16: Jack (Sean Hayes) reconnects with his childhood babysitter (guest star Demi Moore, "A Few Good Men") and falls back into childhood patterns, befuddling Will (Eric McCormack). Meanwhile, Grace (Debra Messing) has a girl's night out in Brooklyn with Karen (Megan Mullally), Rosario (Shelley Morrison), Ellen (guest Leigh-Allyn Baker) and new neighbor Julie (guest star Rosanna Arquette) and offends Karen when she doesn't take her advice regarding Leo.
Comedy · Feb 13, 2003 · 20 min