I agree that the jogger going for the boy sounds like a different perp to me.
I think the sunglasses may really help, though. He fit in completely and didn't seem odd at all -- on a busy day. He was wearing small-rimmed glasses that were presumably the kind of glasses he may own usually? Certainly he might not wear them now, but that could be a clue in itself, I think.
I know from my guy friends who and who does not ever wear small-rimmed sunglasses. It's not my dad, for instance
It could be my brother.
I think the dude sounds trendy or older-trendy (like he's stuck in the 90's-00's in fashion, like me. I'm right at 40 years old). If they are small sunglasses, that's really a riskier fashion choice for men than your basic aviators or classic Raybans.
He could also be hippie-ish, and they are John Lennon glasses, so he could be older.
But what sort of really young folks in Colorado wear small-style male sunglasses? Is that still 'in' at all? I've been looking at a gazillion pictures to try to ascertain that. It looks like maybe the smaller glasses are
no longer in style unless you are doing a retro thing. Or he could be stuck in retro, like me
from actually being the age where they were so very popular.
I'm getting either a tech nerdish (not incredibly fashionable, but enough to fit in very well) young or Nirvana-aged perp here, myself. But I'd really, really like to hear more about sunglass styles for men in that area!