Yeah Fast Draw and reload is a must, for a cowboy in case of a duel. The outfit idea makes sense, but I woulden't be able to take a lot of hits. I was thinking of going independent for the character and having Rose, as a companion.
Rose is a good companion. Once you have completed her quest line (and killed the Van Graffs and the head lady at the Crimson Caravon) she becomes pretty sick with a shotgun (Give her a Riot Shotgun!).
I would also consider Raul as a companion. He is a gunslinger after all, and a good one at that. Depending on how you complete his story line, he could be walking around with you, looking just like an old fashioned Mexican pistolero, sombrero and all.