I've got a .25 that I will carry in the pocket, or in a pack while cycling. I use it for the lower weight, and smaller size. I'd always prefer having one of my larger guns, but weight and size become an issue.
Glock 26 is the smallest I would carry (ankle holster) Glock 19 is what I carry most of the time. If size and weight was not an issue I would carry my Sig P220
Years ago I carried a makarov 9x18 and that was a perfect size, bit shortly there after bought my first glock. Also had a star 40 cal that I really liked with two 2 shot extended mags and leather shoulder holster.