Lucky Vanous

Charlie and Jake convince Alan to get a makeover when it appears Judith is moving forward since the breakup, sporting a new hairdo and new date. Alan realizes he may truly be in need of a change when his own son tells him he doesn't look cool. But when Charlie takes Alan shopping, the brothers clash over what image is right for him. Meanwhile, highfalutin Evelyn remains at Charlie's house to bond with her grandson, Jake.

When Rob (guest star Tom Gallop) and Ellen (guest star Leigh-Allyn Baker) admit that they don't have fun playing games with Will (Eric McCormack) and Grace (Debra Messing) because of Grace's competitive nature, Grace works to change her image. However, as Grace loses her competitive edge, Will's emerges and he convinces his partner to care only about winning. Meanwhile, after learning how to administer CPR from Jack (Sean Hayes), Karen (Megan Mullally) saves a workman's life.

Alex kicks Brian out after he relives his wilder days with an old friend.

A former Blue Angel leader is now recruiting and he offers Hammer a position on the Blue Angels. He also begins a romance with Kate. Burner and Spoon try to play matchmaker between Kate and Kelly. Meanwhile a retired general who is a fan of Teddy Roosevelt drops by and takes the unit on a fifty mile march with full gear.