Would it be okay to date a guy is in his 40's when I'm in my 20's?

I'm afraid I agree with SoFine. Why does he need to be with a chick half his age? Try having a talk with his last woman his own age, like maybe an ex-wife. Find out what his game is. I once had a fling with a guy twice my age when I was young. Later, after a bad time and a breakup, I found out he'd killed a family member in order to collect some insurance money. Some of these guys are con artists and dangerous. Some of them are just immature.