Learn your damn lesson already. If someone doesn’t want to be with you, move the fuck on. If someone’s not interested in you, move the fuck on. There is no sense in being miserable. What’s that old saying? Fool me once shame on you, fool me twice shame on me? Something like that. I mean, at the end of the day there is little chance you’re going to trick, convince, beg, plead, or do anything to get someone to change the way they feel. When you talk about that girl or guy in ten years, do you think you’re gonna say they were the one that got away? Or more likely just another one on the list? Odds are you’ll say they were someone that never was and have little feelings besides that. All I’m trying to say is that you need to move on and moving on is definitely tough. But there’s no reason to chase after something that doesn’t want you.

I received an interesting email lately form someone lately…They basically were asking me questions about why this one girl he’s always after will never have him. They’ll hang out, have a great time, even hookup (makeout) but nothing past that. He is as he puts it, “legit in love” but she’s not having the same feelings. What do you do in that situation? I mean, it’s tough. I told him he’s just gotta do what makes him happy and try his best not to be let down when things don’t change. Because like I said earlier, you’re likely not going to be able to sway the way someone feels. I didn’t know what to tell the guy. I felt bad. I’ve absolutely been in his shoes, but at the end of the day what is there for me to say to make him realize it’s a fools errand? Realistically, this girl is never going to alter the way she feels about him. And unfortunately for him, he may already know this, and choose not to accept it.

Look, dating is tough. There’s no debating that. Sometimes you think you’ve found what you’re looking for only to have things change, and rapidly. At the same time, sometimes things grow out of nowhere and become something great. There’s no rhyme or reason to why things happen and work out. The only thing I will say, and I mean this honestly…go for what makes you happy. If you’re going to be happier when you’re miserable with someone then miserable with out them, then so be it. But don’t say I didn’t say I told you so. I won’t, but I’ll be allowed too.

So here’s the deal…go for what you want. I support that. But don’t be too bummed if you don’t get what you want. I whole heartedly believe you should always take risks and chances. And at the conclusion of your life you’ll be happy to have been turned down more than having regrets. Never regret. You might as well go all out and get rejected then play it safe and not know. The only thing I will say is this…take a deep thought before throwing yourself out there. Listen to your friends. Think things through. Maybe the person you think you want to be with, really isn’t the person you want to be with. Don’t let the feelings in the short term cloud your judgement for the future.