In a universe full of giants, roidheads, goths, worm-chewers, snake charmers, tattoo freaks, imitation pimps, masked "monsters", severe pesonality disorders, and generally speaking muscle bound fake tan enthusiasts wearing their underwear in public, I'd say that the weirdest WWE/F superstar would in fact be the most normal superstar.
to that end, I pick Tommy Dreamer. Just a normal, goateed, pot-bellied man from the outerboroughs trying to get over. Sure he did make some questionable fashion choices in the early 90s (green suspenders), but well, who didn't? Because he was so undeniably normal, minus the fact that he seemed to enjoy getting beaten with a singapore cane, he gets my vote as being the absolute strangest in the parallel universe that is the WWE.