Hi, Just a quick reply, cos shouldn't even be here... too busy!
Good for you for being prepared to have a go! If you learn properly & are prepared to do it regularly, your horse will really benefit. I think learning the principles and factors of hoof function, health & trimming are very important though, and if possible I'd also advise you get at least a few lessons from a *good* trimmer too. hoofrehab.com, barehorsecare.com ironfreehoof.com & e-hoofcare.com are all great sources to start with, to learn what's what. Pete Ramey's DVD course is also excellent.
I've marked one of your pics, to hopefully better explain... With a hoof that's become overgrown & flared, I might be inclined to take the walls down to level with the sole plane, but it depends on a number of factors, so assuming I wouldn't go that far, the blue line is approx where I'd trim - the walls should not be more than 1/4" longer than the sole plane & should be uniform all round - so you can see the toe is a little long, but quarters way long. The green line shows where I'd take the toe back to, and roll it, probably regardless of what I'd do to the rest, on this foot at least, because of that crack. It seems that you may have pared a fair bit of the sole, which I generally wouldn't do, but especially in the area I've put a red line around - the toe callous. It's important not to pare/rasp or otherwise thin this area generally. I would probably not have been inclined to pare so much of the frog. It's not a good move to pare the frog *as a rule* either, but you do generally need to remove daggy, thrushy material, so that can be a balancing act. The heels also look like they could still be a bit high & forward, but impossible to say for sure with these angles.
Anyway, remember this is just my opinion too, based on a little info only. Do your research & make sure you understand the principles behind the trim & you should come to a good, informed decision of what's needed. Hope that helps.