Suggested by Sonic Gokudera is a very earnest fighter who is always trying to improve his abilities. You can’t help but have a lot of respect for the guy. Usopp is not quite as skilled in combat. His equipment is pretty good for sure, but the guy doesn’t have the physical abilities needed to give Gokudera a true fight. He would quickly be overwhelmed and Gokudera will be able to blast away at him with his fire cannon. Gokudera wins.