I've dated older women before. And it was a really nice experience. I found them to be more mellow and laid-back, and at the same time, more forward with their intentions than women my age. Social faux pas, such as trying to kiss her when she wasn't interested, were forgiven more easily. (Either refused non-verbally by not allowing the kiss, or deflected with a genuinely humorous phrase.) While I still put my best foot forward, as opposed to completely being myself, it was much more relaxing than dating women my age. Those women, in turn, seem to be attracted to, interestingly, my dance skills. I've been taking dance lessons for quite some time by now, and while I'm not a pro, I get complimented on a fairly regular basis. Women 36+ are also past the rush to settle down, have already settled down and got divorced, or gave up on the idea in the first place. This whole lack of the settling down dynamic is why I feel comfortable dating them.
I'm now 30, and I noticed the strangest thing. I'm also interested in younger women, ages 21 to 25. (The 21+ limit is there because I don't want to be their alcohol supplier and because 18 is just too damn young for me.) I found that women in this age group now act very relaxed and comfortable when talking to me, rather than getting creeped out within seconds of seeing me. I don't know if it's because I act more NT than I did when I was younger, because aging helped improve my looks, or because I talk to them as a fatherly figure of some sort (without realizing it, possibly), rather than as a guy on the prowl.
Ironically, I feel downright not attracted to women my age. Late 20's to early 30's is when a lot of women are in a rush to settle down (stereotypically, at least), while it's the last thing on my mind at this time. I'll talk to them at parties, and I'll dance with them, and I'll even make out with them when the opportunity presents itself. But I've had situations where I voluntarily passed on an opportunity to date a woman my age. Care to help figure this out?