William Freddie McCullough, the man, the myth, the legend

He attracted more women than a shoe sale at Macy's. He got married when he was 18, but it didn't last. Freddie was no quitter, however, so he gave it a shot two more times. It didn't work out with any of the wives, but he managed to stay friends with them and their parents. (H/T Jim Romenesko)