Probably took me a good 6 months till concealed carry felt 'normal.'
At first I tried a Glock-19 (compact double stack 9 mm) and various iwb holsters; had to wear a jacket to feel comfortable. But eventually I did.
I then for giggles tried a kel-tec pf9 (also 9mm, but a very compact single stack) and that just 'clicked' for me.
I carry it with a pocket holster daily, spare mag in the other pocket. Feels right for me.
I was worried about ND at first, and therefore did not carry condition 1 initially. Got mixed advice, but had to listen to myself. As you get comfortable, and please read as much as you can (and try to separate the gold from the dross) you'll learn to be safe.
I never forget I'm carrying; and it's a good feeling. It's when I am headed to places I
cannot carry (e.g. the prothonary's office to renew) that I'm
uncomfortable.