Hey Belle,
A while ago I was talking to my sister about finding it hard to date in your mid 30s and she said something that took me by complete surprise. She told me that maybe I'm still single because I keep saying NO. Long story short, I'm broadening my options without dropping my standards and things are looking more positive.
It sounds like you tend to date older guys because they are typically more mature and successful - something you generally don't get with younger people and I can fully relate to that. But if this younger guy meets all those criteria, maybe his age shouldn't be held against him.
Have fun and take it for what it is, just lunch with a cute guy. And who knows, he might just share your peculiar obsession for Thai Lady Boys..........
Nothing ventured, nothing gained