@doc, of course Brad Pitt in his prime is going to pull more and better than a fat hairy ugly virgin, but online levels the odds a bit. Especially if you have any wit.
I'm low 40s but I've dated online on and off since the Yahoo Personals days. I've banged everything from 22 year old college girls to board certified physicians. White black Indian Asian Latina.
I'm a handsome guy, but no Brad Pitt. If I have any advantage it's that I'm a smart MF and a great writer. I know how to work that, and that puts me high on the online dating food chain.
And I date good girls, not wannabe sugar babies or bar sluts. I don't do any of the PUA game shit, that scares away well adjusted women. Never been a big one night stand sort of guy. Good girls, once they're comfortable, don't hide their need for the D. I like extras girls too, it's a different thrill, but I want to leave the SC game at some point. On my terms, on top.
As for what's creepy? Sending pictures of your dick, asking a random girl if you want to suck her titties, jokes about serial killers. Just stuff like that. Don't misrepresent what you're looking for. Number one thing is to put them at ease, it comes back to that.