Lots of people have told me unequivocally that they would never date a friend's ex.
What I've noticed, though, is that every person I've heard espouse this worldview was straight.
Some older fellas are flexible in trying new things (aka, the stuff you like), but what happens when you’re dealing with one who says, “I stopped hanging out at places like that in my 20s”?
Sometimes you just have to accept that you might be messing with a party pooper, and from there you will have to determine if his lack of spontaneity is enough to make you leave because you feel you’re being held back.
I’m currently in a relationship with a fella the age of my older sister.
It has its perks and it has its bummer moments, but I think dating up in age is something that women should do at least once in life, even if it doesn’t turn into something serious.