Tony/Pepper
For a genius, you can be kind of an idiot. Your brain is special because you have your own perspective and experiences - other versions of you from the future don't connect to your age anymore. But if you're in paradise, who am I to try and push you somewhere you don't want to go?
And I'm sure you'll ask someone else out before the hour is over, so I'll leave it alone to avoid making it such a big THING.