Ruling out a urinary issue is important, and I also had a bunny with dental issues that had very bad box habits. Sometimes being in pain is enough to cause them to not care about going to the box. So it might be worth having his teeth checked if he has any other symptoms of a dental issue, esp since he’s a dwarf breed.
Sometimes it seems like bunnies perceive more of a litter box zone than a specific box, especially in bonded pairs. Getting a really big box with lower sides can help, just so they are more tempted to jump inside. I’ve also found it helps to make sure they can only reach their hay while they are actually sitting inside the box. Some of my bunnies will just side right outside the box and eat hay (and pee and poop) if given the opportunity!
Having a solid floor also helps (and at least makes clean-up easier). I use a sheet of cheap vinyl flooring in my buns’ pens. It’s slightly textured and they don’t seem to have trouble walking on it. And at least if/when they pee it’s easy to clean!
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The answers provided in this discussion are for general guideline purposes only. The information is not intended to diagnose or treat your pet. Seek the advice of your veterinarian or a qualified behaviorist.