Even though I'm half Scottish, I didnae ever wear a kilt or sporran.
However, I don't know how I ever did without a purse.  It's been totally natural since day one.  Oh, I've forgotten it a time or two, early on, but I caught on pretty quickly.  
I don't know how my wife has such trouble loading and unloading hers.  I always have the same stuff in mine: wallet, change purse, cell phone, glasses, pen, pocket knife, lipstick, Kleenex, mirror, keys.  I keep it loaded, so when I have to go out, I just grab it and I'm ready to go.  If I change purses, everything gets moved at once.