Well I rode again today in different, wide track stirrups (on a different saddle and a different horse). I also shortened them a bit from my usual length. I definitely still felt like my right stirrup was shorter than the left, but focusing on stepping more into it while going right seemed to help! No loose or lost stirrups!
Lots of variables changed (as they tend to when I switch horses), but I’m thinking the wide bed stirrups + shorter length might’ve made the biggest difference. My right foot still eventually went tingly/numb on the ball (it happens if I trail ride or just walk for a long time, like hacking out after the ride today), but overall I liked the stability.
@HipNo34 lol that trash can challenge looks like just the thing but all I can think is poor saddle