Best show for a first timer....

Either of the Disney on Broadway shows (Lion King, though it's hard too get tickets, and Beauty and the Beast.) Hairspray, Phantom, a lot.

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She's 28, so age isn't an issue....I'd LOVE to see Wicked again, but was really leaning toward Ave. Q.---she's seen tourning versions of Phantom, Beauty and loved AIDA

Dirty Rotten Scoundrels is hilarious and very entertaining. Hairspray is also a fun show. I love Chicago, but its not for everyone.

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I think that HAIRSPRAY, AVENUE Q, THE LION KING and RENT are all great and different choices for someone new to Broadway !

Fiddler
The Producers

Sweet Charity is a maybe

Chicago is a no-no for a first timer

I agree completely with DRS. Also Hairspray, Chicago (unless she's seen the film, then the show might disappoint a little), Phantom is another personal favorite.

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Hairspray, for sure. It's a fun, upbeat show that's fairly straight-foreward and enjoyable for a first time theater goer. The cast is good right now too (for added enjoyment, just watch Tracy Miller for the whole show. I guarentee you'll laugh). But I may be biased, as it's one of my favorite shows (seriously, the lotto guy knows me by name).

Dirty Rotten Scoundrels and Avenue Q are also good bets (though I enjoyed the former more than the latter).

And, if you can swing the price, try the cancellation line for Spamalot. Sara Ramirez is NOT to be missed. I got in the cancellation line around 4 hours before the show and wound up with an 8th row center orchestra ticket, but that was on a weekday (I imagine it's much more crowded on the weekends). Orchestra seats are about $110, but it's worth every penny.

DRS is great anytime, but for a 20 something, first timer, and someone who dosen't get into Broadway too often, Avenue Q and Hairspray are must sees.