Originally Posted by Saddlebag
Wear cowboy boots with a good high heel or buy a set of tapaderos. They limit how far the foot can go in the stirrup.
I'm going to fundamentally disagree.
While both equipment "solutions" will reduce the chance of getting hung up, the best solution is to train yourself to NEVER place your foot in the stirrup past the ball of the foot. That's even more important with western saddles, where the stirrups are attached to relatively inflexible (compared to english stirrup leathers) fenders.
None of my boots have a heel taller than an inch. But they never go in the irons any farther than the ball of the foot.