Most Helpful Girl
Most Helpful Guy
Most of the age ranges they list are too restricted, and I believe they are only hurting themselves by not having a more open mind. I mean, I've seem them with no more than a five year age range including their own age. So, a man three years younger or three years older wouldn't be someone they'd consider, apparently... I'd think most of these women would be willing to push it another couple of years or so. Of course, a 44 year-old looking specifically for 30-40 is a bit off. Like, she wants at least a few years younger than her, but not too young? That's slightly picky.
I'd go ahead and send a message to that person in particular (unless it was a totally made up example). What's the worst that could happen? They actually respond with a no? That's the beauty of the internet; you don't really face any backlash for approaching someone who isn't interested. You see text on the screen, or you get nothing. No big deal.
I'd say unless you're five or more years out of their listed range, go ahead and give it a shot. Heck, even if you're well out of the range, it wouldn't hurt to go for it if something about them really caught your interest. You might be wasting your time in that case, but it can't hurt.