I use Gloves on all 4 of my TB's feet while out on trails. I added the new Power Strap to the hind boots and they stay on perfectly. He has naturally low heels on the hinds and the Gloves protect his heel bulbs on rocky, downhill trails.
If anyone has trouble with the Gloves coming off, they are probably not the correct size, or need the Power Strap to snug up the fit on a narrow hoof. I have also had good success with wrapping the hoof walls with a few layers of athletic tape before applying the boot - those boots really stay put!