want = need
-Kel-Tec P3AT or LCP 380 for pocket (no lock J-frame if willing to tolerate more bulk)
-Subcompact Glock 26/27/33 for appendix IWB, or Smartcarry
Those are essential mimimums ^
-Glock 29SF 10mm for trail, CC (appendix IWB) or HD
-Glock 19/23/32 for strong side IWB or HD
-No MIM 1911 (Dan Wesson, Les Baer, Ed Brown) for skinny strong side IWB or HD
Strive to always carry what you would carry on the "bad" side of town.