I used this Groupon yesterday on a pair of $54 jeans at a local NYC Gap, and it was very nice to swipe my card for $4.54. Asked the cashier if they've had a lot of these, and he said "oooh yeah, a ton" so I'm sure it's going to happen again.
The great thing about this was that, unlike other 50% off coupons, this had almost no restrictions (the only ones being outlet stores and maybe Gap Baby or Gap Kids). As soon as they start attaching restrictions to coupons, they become very unappealing (a la Macy's).