Bianchi 106 or an Uncle Mike's ankle holster, depending on the circumstance and weather.

I wear a Galco paddle holster to carry my Colt Detective Special, because of the "easy-on, easy-off" feature, which is important to people who prefer the cross-draw carry. But as with all easily removable holsters, there is the hazard that when attempting to draw the weapon, the wearer can unconsciously remove the holster with the gun under stress, from force of habit.