I don't know that I would do things a whole lot different, other than now you can carry concealed, so if I was inclined to do that, likely I would buy something to fill that need.
Here is my list of how I started buying guns:
1.) Old used Ruger Single Six, paid a fellow soldier $60 for it in 1973 in good shape with both cylinders. Shot it a ton, still have it today. I don't think anything is more fun to shoot than a .22 single action revolver.
2.) I know you only asked about handguns, but I have to include some favorite long guns also: Ithaca 12ga model 37 Featherlite, hunted for years both small game and deer. In Ohio slugs are required, updated to a rifled barrel, still have it. As I got to be an old fart I decided I didn't need to carry such a heavy gun, so I addded the same Model 37 in 20 gauge for rabbit and other small game. Either of these would work fine for home defense too.
3.) Marlin lever gun in 30-30 with a good at the time scope, was finishing up my Army career at Ft. Bragg and bought it at the PX, as centerfire rifle was allowed in NC, and killed a lot of deer with it. Still have it, but haven't shot it for probably 15 years. The new lever revolution ammo from Hornady will make these old 30-30 rifles shoot better than ever.
4.) S&W 9mm semi, I think model 459 (?), lots of rounds in the mag and shot just fine, wish I still had it, don't remember why I sold it either.
5.) Now that I am licensed to carry concealed, I'm glad I picked up a KelTec P3AT for in the pocketor IWB carry. Not my main carry piece, but one that goes with me fairly often when I really don't want to lug around a CZ 75B in .40 S&W. And to get back to the claim of fun .22 shooting, added a Kadet kit to the 75B and shoot it all the time. Great fun here, recommend it highly.
6.) No need to mention the stuff I have bought but never shoot or carry, maybe I should sell them someday, but here they are anyway: NAA 22 mag mini-revolver, AMT AutoMag II in .22 Mag., S&W Model 60 no dash in .38.
My advice is buy lots of stuff and time will sort out your favorites. I doubt I would lose money on anything in my safe if I was inclined to sell or trade.