I am in the same boat. I was late to the party (finally moving to a Free State just shy of eight years ago at the tender age of 45). I got my CHL and started carrying.
I experimented with a variety of handguns within the first five years...we're talking 50+ different handguns. I would own five or six at any given time and was always selling this and buying that. I settled on the Kahr PM9 and carried it for 3 1/2 years, although I continued to buy-and-sell, always looking for something "better". I quickly realized that I shoot a 1911 better than anything else, followed closely by an S&W N-frame. I also have a lot of confidence in the .45 auto /.45LC cartridges.
A couple years ago, with the change of seasons (winter) I started carrying an S&W N-frame. Next summer I started carrying my Kahr P45. The following winter I carried the N-frame again. The following summer, a 1911.
I've been carrying the 1911 since, although I still carry an N-frame during the winter.
My favorite holster for the 1911 is an old Alessi Watch Six. Milt Sparks makes a Watch Six these days, althoug I prefer the Kydex clips of the Alessi. Milt Sparks also makes the Versa-Max II, which I also own, and while it is an excellent holster, I don't find it as comfortable as the Watch Six.
I also own a Striker One made by Nate at UBG (
www.ubgholsters.com). It is for my P45, and is is exceptionally well made, fits perfectly and is very comfortable. I need to order one for my 1911.
There is also a hybrid kydex/leather holster (I forget the name, but hopefully someone will chime in soon). It uses a large piece of leather that sits against your body. The Kydex portion holds the pistol. There are Kydex clipt that attach to your belt. Ah yes, now I recall...Crossbreed SuoperTuck.
http://www.crossbreedholsters.com/S...efault.aspx?SortField=ProductName,ProductName
I'm going to have to try one of these one day soon.