Frankly, how did this discussion turn from talking about failboat's friend's prob to what kind of person do you find attractive......I mean, just wondering, seems kinda derailed a wee bit.
In my opinion, I'd go out with any girl who has good character. I would be lying if I say I do not care how the girl I'm going out with looks, I mean there gotta be some limitations, I might sound selfish here, but that's just my personal opinion. But basically, I think character and the ability to click together is the most important thing in a relationship, it doesn't matter how one looks, as long as you are happy and can have a stable relationship with one another, I'd say that is a pretty good relationship you are in.
I believe that the world is very fair, there is nothing perfect. So everybody wins some and lose some. It's all about the ability to click with your soul mate and have a stable and calm relationship that eventually gets you to the Good Ending in relationships.
(Although, I have to say, I am still clearly a lolicon otaku gamer and I love short cute flat girls from anime/manga that are extremely shy and not tsundere, also I have never dated anyone so I guess I'm just using whatever of my knowledge to give my own opinion. Also, sorry if I offended anyone, this is just my personal opinion, it just stands as an opinion, nothing else)