I was told by my tack shop to put Horsemans one step on the INSIDE of the boot on the leather, and then just work it in real good, then ride in them. It worked great. Just make sure you wear tall socks or the oil will stain your breeches. I would do that then walk in them, wear them the whole day. I went grocery shopping in mine, then rode, then went to the feed store and everything with my boots on, and they were broken in by the next day. What brand are they? That will determine how long they take as well. Like, Grand Prixs will break in the fastest, Ariats a little slower, then Ovations even slower. Just depends on the type of leather used.