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I would think for most people their 18 year old self isn't anything like their 30 year old self.

What's strange about what he wrote?

"Met a few other times in our past lives"

he means in different careers. people use that turn of phrase all the time.

But are you attracted to him? ;)

Uhhh.. Care to elaborate?

Incidentally, getting some "strange" is often a source for romantic desire.