He could live long enough to see the kind of person he grew into and made a decision when Tai was well into adulthood to date him. It's not like Tai was ever setup to fall for the guy.
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I know but the idea of being a grown adult and watching someone grow up then proceeding to date them makes my skin crawl. It just felt like a completely unnecessary addition to their story when they could have just met when Tai was a grown man and everything storywise would have been the exact same.