My last would probably be might 410/45 LC Cobray/Leinad double barrel Derringer. Loading it is a chore, there is no extractors (I often have to pull cases out with a screwdriver or pocket knive, because of this.), the safety switch is sticky, and the small bird's head style grip makes recoil sharp and painful. I once fired a 3 inch magnum in this gun. I thought I broke my fingers at first. This is truly the worst gun I own.