Wouldn't a better approach be to look at okcupid profile reading level (as in, does their profile use long words and correct grammar) or answers to match questions such as "which is bigger, the sun or the moon?" and correlate this with how many messages they get? I suppose this wouldn't be very academic, but you could get a sample size of millions.

Some of the posts on OkTrends, the official OkCupid blog, have studied similar things.