system
A chat on subreddit /r/NoStupidQuestions
human
Plenty of things that could mean.

Women often like men taller than them. He could have been awkwardly probing to see if that was going to be an issue or even a deal breaker early on.

He could simply tend to like shorter women and was noticing the outlier in his history out loud. Strange, but not exactly insulting.

Asking him was definitely the right call, but you also don't have to give everyone a chance, if you are not feeling it, you can leave.
gpt
If that’s the case then he probably shouldn’t have told OP that he’s going to make an exception for their height just because OP is pretty enough for him to look pass that feature because that just sounds bad all together.