It depends on you as an individual. Me? No. Because my attractive friend will always be that white whale and it will torture me. But that's in my head, not necessarily yours.
Sounds like a lot of talk and not much kino? Women won't respond to logic. You will lose every time because logic is where the hamsters live. You need to appeal to their feelings. They will act on those in the way you want.
200 lbs?! Man, congrats! As far as your question is concerned, I've found that must women I meet in that demographic tend to be insecure. So you have the opportunity to help. Having said all that, where do you live? DC has a ton of confident women.