To extol the wisdom propounded in the film the 40 Year Old Virgin: slay some hoodrats first. You are going to be so nervous and fail pretty badly you want to get the training wheels off around hoodrats rather than the classy, elegant gays who might break a monocle.
The first few are the most fun since you get to learn some new things about yourself you never knew before. Also: don't drink too much before, during, or after the date. You want to avoid, respectively, looking like a lush; making bad decisions with an uggo that has beer goggled you; or drunk texting away your potential with someone you would see again.