I carry every minute I'm away from the house, except for the 40 or so hours I''m at work. (Carrying at work is a whole 'nuther topic)
I've carried a 5" 1911 steel framed gun (keep in mind that's three POUNDS of steel), a Makarov, and a Beretta 21A Bobcat.
The one that's carried far and away the most is the little Beretta. Why?
It's just part of the routine. Open desk drawer. Wallet, rear right pocket. Watch, left wrist. SAK, left front pocket. Check gun, pull mag, tip up barrel, load one, insert mag, front right pocket. Cell phone, keys, and I'm off.
The .45 and the 9mm Mak sit safe in the safe. The holsters sit in another drawer. The gunbelts sit in the closet.
And wherever I go, I carry a gun. And I sleep fine.