I would buy a gun! And it prolly wouldnt be on my list, it would be random. I already know where all of my money is going, but on a whim I'll blow somebody elses dime
IF I could find one, I'd buy a Smith 686-4 (last model without MIM parts, and no bloody internal lock, yay) with four inch barrel, and a bunch of ammo, speedloaders, other various toys that I absolutely "need".
Nah I'd pick up a service model V10 Ported Springfield Armory XD (non M version) in 40 cal cuz' it's what I shoot best. Then I'd stock up on mags and rounds and consider my shopping spree done. Maybe night sights
Say you won a raffle at your favorite local gun store and you could have any handgun under $1000. What would you get? My wishlist would start with a Colt Defender in .45acp or a Sig P238 .380.