Here is another Google search that landed on my website, but not on a page that addresses this question:
Well, Inquirer from Seattle, the answer is “yes you can” as in yes, it is both possible and it is also customary, or typical, for bikers to do so.
I ride a motorcycle and wear boots when I do. Always. You won’t find me wearing sneakers or worse, flip-flops. I am not stupid enough to wear something that will not provide protection for my feet, ankles, and legs when I ride… but I digress….
Most guys who ride a motorcycle wear jeans over boots. While I personally like to show some of my tall boots by wearing jeans or breeches tucked into my boots, I realize that most bikers do not. I ride with lots of guys, who show up in jeans and boots, with jeans over.
So yes, you “can” wear jeans over boots when riding a motorcycle. The real the answer to this question is, “you should wear boots when riding a motorcycle.” Always. No question. “Jeans over” is most common, regardless of how tall the boots are. See this post about how to wear biker boots and this guest blog post about looking good on a motorcycle.
Life is short: wear boots when riding a motorcycle.