Hmmm... I have four that I carry depending on situation and dress.
Probably most frequent carry gun: Kimber Compact CDP (pre-Series II). Usually it's in a Milt Sparks VMII but occasionally in the cooler months it rides in a MS 60TK.
Next frequent is my latest acquisition: S&W 442-1 (no lock). Most likely it's in a Double Triple pocket holster, but it could be riding in a Fist thin Kydex IWB. An extra five rounds of Speed GD SB +P 135-grain JHPs are carried in a Quik-Strip. Once the weather gets cold enough for a jacket, this may switch to a HKS speedloader. (I don't know about other people, but I haven't found a load that I can use with the moonclips yet.)
Next in the rotation is a Springfield Armory Mil-Spec. Again a Milt Sparks is the most common holster, but this time it's a Summer Special II. If I'm going to carry OWB, then it's in another MS, this time a 55BN.
Last and least often is a Kel-Tec P3AT. 95% of the time this rides in a Desantis Nemesis pocket holster. I've got two other leather pocket holsters and a Fobus paddle holster I can use as well.
ALWAYS there's a lock blade pocket knife, either a various Spyderco offering or a CRKT Crawford-Kasper Fighting Folder. And, there's ALWAYS a pocket flashlight as well. Most common is a 4Sevens Tactical 123 on a homemade lanyard.