The heart says: age doesn't matter, love conquers all, it may be worth a shot, what's the harm in trying - the worst thing she can say is no, and the sun will still rise the next day and you will probably be back on Sajha soon after chatting with other girls and falling in love all over again :) The head says: At 60 age may not matter but in your teens and twenties chances are it does. It's better to get hurt now when the stakes are lower than lets say 3 years from now, where she may wake up one day and think what am I doing with someone so much older. If you are not looking into anything long term, it's worth a shot but if you have any thoughts about a long term relationship then you might want to think about how to manage all the issues that could arise as a result of that age difference. So who wins, the head or the heart? I say go for the heart - ask her out and if she accepts find out for yourself if this what you really want. Often times, after you get to know a person failry well, they turn out not to be what you thought they were. But you'll never know till you take the first step. No risk no reward! :) Good luck ! DISCLAIMER: Don't sue me or come after me if any of this lands you in wretched misery :) LOL