Also, I think few would have predicted we would have had a (half) Black President, but not a female one.
But I'd like to differentiate between "wouldn't have predicted that" and "would find unrealistic". There are plenty of scenarios that someone might not have predicted on their own if asked to make up their own future history, yet if they read it in someone else's future history, it wouldn't seem too far fetched. E.g., maybe you'd guess that we'd have a female president before a black one, but a black president first (from the perspective of 1997) wouldn't have sounded unrealistic. I'd say that "President Trump" would have seemed far fetched though.
Or rather, if you actually described all the things that Trump did and said, then it might have seemed unrealistic that he'd both win the nomination and the general election.
Come to think of it, Hillary Clinton becoming such a prominent political figure for so long might be seen as unrealistic. "Yeah, right. The nominees in 2016 are Hillary Clinton and Donald Trump? You're just trying to keep bringing back the Clinton family over and over again, to avoid writing something new. It's unlikely that the nominees in 20 years are going to be people we've heard of today."