I actually was sort of in the same boat as I approached my senior year, and I am now a sophomore in college and I call tell you the things I did that succeeded.
-Become friends with the popular kids but qualify them: treat them as if they are not cool enough for you or as if you have something special.
-Begin opening solo or with a friend at malls, beaches, restuarants whatever BUT DONT LET ANYBODY KNOW WHAT YOU ARE DOING! begin posting facebook pictures of you with random girls who arent from your school. People will be confused at how cool you are but what is essential is that you never tell them about pickup and just say 'i randomly met this girl, i guess she thought i was cute' instead of 'i just picked her up'.
-become friends with the hottest girls while banging girls out of school to give the image that you have all the hot girls on lock but that youre too cool for them.
Follow these tips and you will quickly be the hero of your high school.
BUT
Remember you have made friends with i imagine many kids of average reps and to keep your new rep you may lose some of these friends, consider what you are doing, what you value, and whether being popular is really what you want. I found that after I succeeded I regretted what I had done and in the last few months of school became the known legend of the nerdy group and reunited with my old friends.
Hey its all up to you. Its going to take drive, balls, failure and pain, dont get discouraged.
Congrats on getting in shape too...i feel like athleticism is underrated in the pickup game as it will jumpstart your game like nothing else.
Fiery
Btw this is my blog check it out
http://fierypickup.blogspot.com/