Dio vs Tenshi would be a good one.
It wouldn't be a fight. I'm not hating or anything, I'm just spiting facts. If we wanna talk on pure skill, Dio would annihilate him in Taijutsu, hands down, no argument there. Dio' Water Nature counters Tenshi's Fire, not to mention the fact that Dio's tactical prowness would outclass that of Tenshi's: I.E waste most of your chakra on four clones in the start of a battle.
Dio just has the tool at his disposal to easily deal with Tenshi. It wouldn't be a good fight. If you want a real right, something like Dio vs Ira would be a interesting fight.