I ride in jeans and half chaps and am pretty much just now learning to actually ride, rather than just be a passenger. Catching on to the dressage theory and only just understanding how to apply it all. Still a LONG way to go. Haven't had a problem yet with the jeans, but I've ridden in jeans my entire life, and don't show, no money to do so. However, when I eventually can show I'll obviously buy some breeches, tall boots, etc. and then we'll see how I feel about riding in jeans. But for now I'll kick it tacky style and keep doing what I do.
I give myself very good advice, But I very seldom follow it