He is older, smarter, more talented, has a better job, and is just all over a whole step above my station. How should I handle this? He is friendly and even a little flirty with me, but the thought of him falling for me seems laughable. Any ideas or comments?
Where to begin? First, he is only out of your league if you continue to believe him to be. So what if he is all of these things? You have things to offer to a relationship too, even if you don't see them for yourself. In other words, stop thinking like this & take a chance that could be the chance of a lifetime. After all, even if it doesn't work out, you've still tried & you might be surprised at the results!
Why do I say this? Well, as I just happened to comment in a previous answer tonight, my husband & I have quite an age difference...I being the older of the pair. When I first met him...well, when I first met him I thought he was an arrogant jerk but that quickly changed...I was hooked. I can honestly tell you that one of the first thoughts to cross my mind was, "Lord, he has a gorgeous smile. Yeah, like he'd even care if someone as old as me thought he was a cutie!" Uh-huh...well, we've been married for over 5 yrs. now & are deliriously happy. I was interested against my better judgement & literally had to force myself to make this interest known. Shocked me out of my socks to find out that he was trying to find a way to tell me the same thing! To realize that he actually intended to marry me was almost more than I could take :)
So, give it a shot because you may be pleasantly surprised. Also remember that men think very differently from us...where we sometimes don't see worth in ourselves or what we have to offer, they see the woman that they want to have children with. While it is true that some men out there are only interested in a pretty face or pert body, most of them are more interested what is inside & can actually see a lot of things that we don't see in ourselves.
My suggestion: Give it a shot. After all, you are alone now...what do you really have to lose? If it doesn't work out, at least you leave the table with the knowledge that you went after something you wanted. Good luck!