I guess I'm a minimalist or a slave to comfort or both because, here in the TN summers, I wear shorts and a t-shirt almost everywhere I go and I want something small and light that I can carry in a pocket. So, these days, it's either an old H&R hammerless .32, an Iver Johnson TP 22 or my newest, a Beretta 21A Bobcat. Yeah, I know that they're all popguns, pea-shooters, etc, but they're small and very, very convenient; I have one of them with me 24/7 without any discomfort.
I'm very impressed by the little Beretta, btw. It's quite a bit more accurate that the TP 22 and has been totally jamless in 2 extended testing sessions at the range. The grips are a bit fat for my taste, though, so I'm having a guy I met on another forum make me a set of wooden ones which he guarantees will be more than 1/16" thinner.
In heavier-clothing weather, I carry a few different guns depending upon my mood; I only carry those that I shoot well. Usually, it's my Makarov but sometimes I'll even whip out a Webley MK III snubbified generations ago. It's a fine natural pointer; one can almost do without sights. Occasionally, I'll use a .38 SPL Colt PPS made in the early twenties. It's a little big for my tastes but it's quite light. I'd love to carry my Model 67 (no dash!) but it's a bit too heavy & bulky for comfort. It kind of grinds my gears because I shoot that particular one best of all I own.
In any weather, I'll also have my cellphone, license, permit, debit card and some cash.
TP 22:
The old H&R .32, a remarkably dependable, accurate little revolver:
Webley MKIII chambered for .38 S&W: