I have a pair of Blacks (own brand) leather hiking boots - they were probably a poor choice to begin with to be honest.
I have probably worn them 10+ times, for a reasonable amount of time each go (2+ hours of walking/physical activity for example). They still hurt, rub and give me blisters, on the top of the foot where the tongue rubs and at the heel and all sorts. I have tried two types of hiking sock, one pair was wool (which made the problem worse). I don't know if I'm just tying the too tightly/loosely (although I think I have tried all measures of tightness) or if I just need the right sock, or of they still haven't broken in yet, or most likely if they will just never fit properly.
I don't know whether to persevere with the breaking in, buy different socks, soak the boots in water, try different tricks, or whether there is really no point and there is no need to inflict further pain on myself trying to make them work.
Any advice is greatly appreciated; I can't really afford new boots, especially since this experience has taught me I probably shouldn't buy cheap ones, but I really do need some as I keep missing hiking and walking activities. On the other hand they hurt so much that I really don't want to wear them anymore unless there is a chance they will stop hurting.