I've owned an '88 LX 5.0, '98 GT, '02 GT, '08 Bullitt, '14 GT Track Pack, and now my '09 GT500, and loved them all.
The Bullitt has been my fave of all, but the GT500 comes damn close. I like the attention it brings from onlookers who know what it is- the knowing nods, the thumbs up, the smiles & looks of envy. If you're going to buy a GT500, you better be ready for that.
Technically, my '14 GT/TP was a superior car in every aspect- performance, build quality, etc.- but it lacked what I call 'character' or personality. The GT500 has that in abundance and is a damn fun car to own/drive. For that matter, mine is a daily driver, no garage queen. Take it easy on that right pedal and enjoy her.
Good luck w/your decision.