You're hilarious, with a sense of humor like that how can you not get laid? Girls love funny men!
Seriously though Kicky, I think everyone here would agree that you are a great guy, I think you should stop thinking about your age so much. You should go out and have fun, time waits for no one, and it never forgives. So what if you are not Brad Pitt, few men are, and even though looks, like penis size, does matter, there are ways to compensate.
If you are not sure of how to approach a situation don't go for subtle, give it all you've got! It might either get you a slap worth a masochist, or the best sex you've ever had in your life.
Now what are you waiting for? go shoo, take a shower put on some nice clothes and get huntin'!