"Heck, just a few years ago I had a guy - who I really liked and hoped for something long-term from that relationship - this guy said I didn't "need" him, that I would resent "settling" for him because I was smarter than he was and I made more money than he did."
This is a really interesting comment. For those of you without any experience with Match.com (lucky bastards), one column in a person's profile lists their 'stats,' which include height, body type, religion, ethnicity, job, education and salary, among others, and in the column beside it the values to those categories that he/she wants the person they're looking for to possess. I've found that generally (meaning this is a generic statement for all you anal types), the more educated a woman is, and the more money she makes (when they list their salary, many people do not), the more they want the guy they're looking for to be in one category higher. So if they have a bachelor's degree, they want their mate to have a graduate degree. If they make $75,000-$100,000, they want their mate to make $100,000-$150,000.
As far as the guy you reference above, while I've never had those feelings once in a relationship (the two longest term relationships I've had were with women who had graduate degrees, while I have no degree), I have at times not pursued a relationship because I felt something along the same lines. And since the vast majority of women are smarter than me, that makes it tough sometimes!