Wild. My last thoughts on the idea were that you'd need to stick with the same or similar genre to avoid tonal whiplash. D&D is D&D after all. But old-school fantasy crossed with superheroes seems like it would be crazy to deal with.
System-wise it wouldn't be that hard generally. Most systems are overly complicated yes-no generators. You can leave that to the player and only ever have to deal with the result as the referee. Even more interesting results like "yes, but" or "no, and" or PbtA results of mixed success or hard-soft moves would be simple enough to handle.