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I feel like 25 should be the oldest a 20 year should date. Mostly because humans in there 30s want different things. Also if a man in his 30 is interested in you it normally accompanied with he is the problem. Not knowing this guy at all given him a benefit of a doubt. He still likely won’t consider this a serious relationship.
Depends how you met. If its on line, he's a groomer. If its a family friend that watched you grow up he is creepy at the least. If you met recently in real life and don't look like a kid and his ex's are mostly age appropriate then not worries on the 'creep' factor imo.
Doesn't mean he's not too old for you and you might be in different places in your life and want different things but that can still be a factor if you are the same age so my advice would be have fun but if he tries to push you to alter or give up your personal ambitions or control you in any way its red flag & dump time.
She’s 23 not 13. She can travel on her own or you can hire an airport guide like we do for unaccompanied minors or elderly or other nervous travelers and they can get her through the airport. I mean seriously. She’s not flying Ethiopian where you need a cash bribe just get on the plane and people are trying to pick pocket you.
Send her on her way and do your thing. Or offer to go if she pays for your ticket?