Unfortunately, being brash and cocky is what sometimes works. You're pretty much right with that. Now that's not easy for some of us to pull off but it does tend to work. Just most times it doesn't work out in the long run. I'm not really a big fan for friends with benefits thing, only because it has blown up in my face a bunch of times so in a way I learned from my mistakes. I was recently having a little issue with that as a matter of fact. But anyway, thats a different story.
You gotta support your best friend regardless, as long as you know he'd do the same for you in the same situation.
College is a different atmosphere. The opportunities can be endless, it's easier when you're surrounded by prospects all the time. So being back home is a challenge. But it's not all together different. Just because you're not in direct contact with the fairer sex at all times like away at college, there still is plenty of opportunity you just have to keep your eyes open and play the game smart. Just the other day my cousin was telling me a story about how he got some girls number in the produce section of the supermarket. He used this line saying that he just moved out on his own and now he has to do all the shopping and shit by himself and he has no clue how to pick out a vegetable, let alone cook. Well wouldn't you know it but after about 5 minutes of small talk she offered to cook him dinner at her place and give him a cooking lesson. Yes I know that doesn't happen all the time, but the point it you have to make your self seem available at all times. And a lot of times a not caring attitude tends to win over. Thats where being cocky comes into play but it takes practice. I'm sure you know what to do.
Common sense tells us the more we do something we're bound to get something, example, if we are fishing and nothing is biting 9 times out of 10, as long as we keep throwing the line out there, something is bound to bite. Its just the way of the world. I happen to be fortunate (or unfortunate depends on how you look at it) enough to work at a place where I am surrounded by women most of the time. If I were single, I would place the odds against myself. If I hit on 15 - 20 women, one is bound to take the bait. It's frustrating at times, but it does work if you don't let rejection get you down. Sometimes, as a good friend once told me "overconfidence is key" If you act like your overconfident (not obnoxious theres a difference) and are outgoing enough you're going to attract attention. I've seen it happen and work with flying colors.
But if you're real problem is feeling like your losing out on your friends then thats a different issue that can be discussed.
Keep me updated.