Yes and No
My carrying started out as car carry- I had inherited a few pistols from my father, and I would toss one in my glove box (legal without the Indiana LTCH as far as I could tell at the time). My options were a Beretta Minx and a S&W Regulation Police- a 22 short and a 32 Long. I then decided to move to a bigger weapon, and got a Ruger Security Six. After a while, I decided to find something I could carry. I checked out the M&P, Glock, SR9, XD, and Beretta lines, and nothing felt right. Then, I stumbled onto this used gun shop and he handed me a CZ-75BD. I payed him in installments, and that gun was mine. I have bought and sold plenty of other guns with the intent to carry, but that one is here to stay.
As for holsters, as has been said before, that's kinda the hardest part. I started with a Galco Scout IWB holster that was absolutely painful. I then picked up a Barsony pancake holster for OWB carry, and it has served me well. I had played around with a Crossbreed for a while, and decided to go that route with my CZ-75, so I picked up an Old Faithful Stage 3 kit and assembled it myself. It is still my CC holster for my CZ, and probably will until I finally kill the thing.
I have multiple guns that I include in my carry rotation, and they have included, in no particular order- Sig Sauer P250, S&W 642 NRA Special Edition, Beretta PX4, and a Beretta Tomcat- all of which ended up getting sold, along with that first Security Six. I learned the error of my ways, and replaced the Security Six and the 642 (plane jane version). I have also most recently added a Bulgarian Makarov and a CZ 82 to my carry lineup, and am still finding the right holster for them.