You can channel Robert Mitchum or Robert De Niro, depending on your preference. The important part is that you stick your thumb in some chick’s mouth.
Who else but David Lynch could have two of his characters make it on a list like this? Frank Booth is pretty much the epitome of a creepy dude that women love. Seriously, man, put Blue Velvet on the ‘ol VCR (pretty much the only way to watch it, duh) and watch your date start grinding her thighs together right around the part where Booth screams “It’s ‘daddy,’ shithead! Where’s my bourbon?” Booth went ahead and cut someone else’s ear off in the raddest subversion of Van Gogh we’ve ever seen.
Granted, if a chick is into Pennywise, there’s a good chance she has a clown fetish. This means all you have to do is invest in a fright wig, oversized shoes and some of John Wayne Gacy’s paintings to impress her. On the other hand, if you miscalculate this, you’re likely to catch a restraining order. Tread lightly, gents. The clown fetish is not a thing to be trifled with.