The set of pistols I own rise and fall in my esteem, depending on my mood.
Right now, the thick gripped P229 is actually coming around to the positive, despite the bulk. I just like it better right now. It is the gun I'd take, and have taken, to training evolutions. It is my holstered CCW gun. When I tape up my finger tip the trigger doesn't aggravate me and that makes it a more pleasant gun to shoot. I've only taken to taping up recently. So that helps.
My 1911 is a bit neutral right now. It IS a 1911, and that fact alone puts it in high mental esteem. But, to be truthful, I am still not comfortable with a condition 1, cocked and locked pistol (for CCW, as I'd OC this type in a second). I am much more comfortable than I was 5 years ago, mind. If I shot the SA 1911 as well as I shot a single action revolver I wouldn't own any other pistol. But I don't shoot it that well. I want to like it more, and I'm sure it will come back around. It has the potential of being the last firearm I'd part with.
My S&W 686 has never fallen out of my high esteem. My first pistol is still a rock solid piece, in my head. I shoot it well, and rely on it to be there if I need it.
The snubbie S&W 640 is still pretty new and has never fallen out of favor. It just sits so well in a pocket holster and is most likely to be the pistol 'on me' when appropo.
I was almost ready to sell my 1903/8 Colt Pocket Hammerless more than a year ago. It was too extraneous, was an oddball caliber for me, and served no purpose. Some commenters talked me down though. It COULD be employed as a CCW pocket piece, but rather than a 'tool' it has gone to 'collection' status. It's fun, too. It's too nice to be a constant CCW for me. It was almost too nice to keep. Maybe I'll sell it one day, but not anytime soon.
The only other pistol I have is the .22 revolver, the S&W 617. All .22's are fun, I find, so that keeps it in a favorable place. But it might not be as high as it was when new. Haven't shot it too much recently. Again, the wheel will turn and I'll go through a phase of shooting the crap out of it, grinning the whole time.
So, WHY is the SIG P229 SAS DAK CCW (boy, that's a lotta 3 letter acronyms. too much!) growing on me? That Double Action Kellerman. For those unfamiliar with it, it's a 7 pound DA trigger. But even that isn't that descriptive. Most have pulled on a revolver DA trigger. It's lighter than that. But it's not nearly as light as the striker-fired triggers found on the Glocks, XDs, S&W M&Ps, or HK USPs. It's not too bad a pairing when your other walking-around gun is a snubbie. In that the triggers aren't that far different. And it's a very smooth trigger. If I do a stead pull-through, I don't get super accurate shots, but I get center mass. So I am pleased with the gun and semi-pleased with my shooting skill with it.