I've always had a thing for older women.
I've only ever dated one woman who was younger than I was, and it only lasted a few weeks. My most successful relationships have been with women at least three years older than me, and the best sex I've ever had was with a 42 year old, Karen, when I was 20.
I see a lot of younger guys complaining that older women are inaccessible, and I see a lot of older women explaining that younger guys just aren't as experienced as they prefer a partner to be. I'll be the first to admit that when Karen and I hooked up I was lost. I'd only been having vanilla sex for three years at that point, and she was quite the kink (one of those kinks being a preference for younger men). I can certainly understand where the older women are coming from when they turn down the advances of 20 year olds.
But being with Karen really had an impact on me. It really spurred me on to learn how to please a woman, and since then I've known some great ladies and never given a woman less than two orgasms during a sexual encounter. That's something I take a great deal of pride in. I've had the pleasure of occasionally hooking up with women significantly older than I and each time the sex is great -- mostly because it's not JUST about the sex.
The key to getting an older woman is mental stimulation. Sending a "wanna fuck" email isn't going to do it, and if you don't really have a personality you don't really have a chance. But if you're willing to actually invest yourself in getting to know a woman and can show her that you can offer both good sex and good conversation any age difference can be pretty easily surmounted. This is why a lot of younger women seek older men, FYI.
Every relationship I have, from one-nighters to long terms, involves a great deal of communication before any sex, even if it's no-strings. It's fun to get to know people, and it really enhances between-the-sheets action, too!
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