Have a few, probably three "primaries", and one "last-ditch"..
I have a Bersa Thunder .380 (7+1) loaded with Remington 88gr (I think) JSPs. I also have an old Grendel P-10 .380 (the one they made that actually functions, though it did take some work!). It holds ten of the same rounds, eleven if you risk a fingertip working in the last, and is a little lighter and easier to conceal than the Bersa, though not as refined.
I sometimes carry my CA Undercover .38, loaded with five of the Remington 125gr JSPs.
The "last-ditch", used for limited-clothing situations here in the steamy south, is my old J-22 (6+0), that sometimes gets dropped in a pocket. Like the Grendel and the CA, I've had it for 20 or so years, and it functions.
Edit: forgot to include "why"..
These are what I have, acquired over many years, and most acquired many years ago. Concealability and affordability played the biggest roles in purchase.. the Charter Arms was a BU/OD weapon while in LE, the Grendel was purchased on a dirt-cheap PO through the agency when it came out as a potential BU/OD, but it took years to get it to function reliability. I had a PPK/S, but let it go during hard times.