Never slept with an older woman after I reached about 22.
The oldest was probably 29, when I was around 31.
Now that I am trying to bring up the age bar, I find that most of my prospects are in the mid 20's range. It's noce to have the tight little bodies, but it's too bad that it's hard to relate to them on any other level.
I have a female friend who is 36 that I could probably tap if I were to put a little effort into it. Had a couple of drinks with her at the bar the other night where she was giving me back rubs and sh!t.....we were even talking about hitting the sex shop that night so she could stock up on toys. Too bad we both had a few too many drinks to be driving across town.