The Costume Ball at Arden Playhouse

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2. The Costume Ball

Harry and Gwen are going to a charity masquerade ball, but Harry’s costume has gone astray. Gwen suggests that he wear an old dress of her aunt’s. He doesn't like the idea of wearing a dress. They bicker; she wins.

Harry tries on the dress and starts to enjoy it. Add some makeup, a wig...and something to make him not look so flat-chested, and he feels like he's playing a glamorous role.

The doorbell rings. When Gwen opens the door, Harry is discovered dressed as a woman by Wilbur Wilberforce, an upright businessman from Chicago, whom Harry hopes will save his advertising agency from bankruptcy. Harry panics and pretends to be “Hilary”, supposedly Harry's sister from Boston.

Things get rather sticky when Wilberforce seems to be enamored of “Hilary.” But then there's one more twist that let's us know Harry wasn't as clever as he thought in playing the role of Hilary.