I'm 30, she is 23. Until this, I had never dated anyone more than 2 years younger...and I thought that was a bit of a stretch! I was pumped to have such a young girl interested in me, it made me feel attractive; like I've "still got it," you know? I also tend (not on purpose) to date women with established careers and very steady lives. She has a great job (HR for a very large, multi-national company), but not a very steady life otherwise. Serious health issues (which didn't bother me), stressful childhood, and really bad relationships immediately prior to me coming along (scared me a little).