Nope, broken ankle flipping a quad on a trail riding in just work boots put a stop to my assumptions.
Alpinstar 50/50 boot I wore on the street. Just enough ankle protection to minimize roll side to side, and thick ass leather construction for grind-to-the-bone-resistance from your foot being smooshed between the bike and the pavement on a lowside. With riding jeans on (as in riding around then walking around say to LG or something) nobody would notice, they looked like bigger sneakers, and you could only see the lower 1/3 of the bottom buckle.
$150 irc, well worth it.