IMHO: It's NOT taboo to date people who are outside of your "league"

There is no league as other people have said. My girlfriend/fiancee is less physically attractive than I am or most of the others I have gone out with but that effect wears off after about a week.

She used to be really self-conscience about it until I told her I just love her for being her which is completely true. I also have a whole lot more money than she does so, on paper, I am out of her league but she is a priest that also happens to be incredible in bed and I think that is really damned hot. Most importantly, we are a near perfect personality match and that is what really allows you to go the distance. I will take blowjobs on demand, great character and ambition over a sterile beauty queen any day.