Actual carry guns? Not that many.

Ruger P93
HK USPc 9
G19
P228
P365

So going back to 1991…
-S&W 640 in .38 and a Beretta 92 compact type m
-AMT .45 Backup (horrible handgun) and Sig P228
-S&W 640-1 and Glock 19
-Department switched to .40…
-Glock 27 (horrible as well)
-Kimber Pro Carry 1911
-Colt Defender .45
-HK P2000 and P2000SK in .40
-Some .380’s in there for a bit
-S&W Shield
Today - Glock 43, 43X, 26 (with the .640-1 and a Colt King Cobra snubby)

There are a ton, more mixed in there, like a Sigg P3, 65 from the first generation that I had for a bit.

My evolution can be summarized as:
--began with full size semi-auto
--experimented with all sorts of smaller pistols
--carrying full size semi-auto

Being a LEO and wanting things to stay familiar, my daily carry gun was usually my back up while on duty:
1991-started with a PPK or PPKs
? went to P230/232 for a while.
? went to J frames
currently mostly a G43 or still carry my SW 442
If going somewhere special and feel like I need more firepower I will still pull out my P228 or G17 (duty gun) but as I live in shorts/jeans and T shirts here the smaller guns are easier to conceal so are more frequently carried.

A Colt Government Model since that is all I had.
G23
G27
Various compact single stacks which seemed too small for waistband but printed in a pocket.
Now mostly S&W Air Lite Ti J-frame in a pocket.
If I feel like having more firepower it's back to the G27 or the P30.