This reminds me of an old Jimmy Buffet song
I took off for a weekend last month
Just to try and recall all my guns
Those HK P7s and 1911s
Wondering where they all could have gone
I didn’t ponder the question too long
I was hungry and went out for a bite
Ran into a chum with a 50 round drum
And we wound up shooting all night!
That's how that one goes, right?
To answer the OP's question, though, I've been carrying for about 12 years. It went something like this:
1. 1911, 5", in .45 -- because I "needed" a caliber that started with 4..... After a few years, I decided it was just too heavy. So I switched both materials and caliber.
2. Glock 19, Gen 4 -- Good pistol, a little fat for my hands, but I liked it a lot for a while. Still, after a few years, I decided it was just too heavy.
3. Shield 1.0, 9mm -- Carried it for maybe 4 years? It outperformed my G19 in every measure. I thought I might have been done shopping for CC pistols. Then S&W introduced the...
4. Shield Plus -- Virtually identical to my 1.0, except for the increased capacity, fits the same holsters, had my night sights moved from the 1.0 to the Plus (no machining required, FYI), and moved on. I had a couple of little bobbles in about the first 100 rounds, but it's been flawless since then. Truth be told, the Shield Plus may well be the last carry pistol I ever buy.
I haven't included my Ruger LCR in the list, because it's not really in that "lineup." It's more something I keep on hand for the rare occasion when I pocket carry.