Gokudera didn't really care about winning or not... Tsuna at least seemed to kind of have fun, so he was satisfied, or something.
Riku sat up and looked at Sora and Sora's not-happy face. Then he crawled over (weird or not, he'd just act like normal because Sora expected him to be normal) and put his head on Sora's shoulder, hugging him around the middle. Because Sora looked like he needed a hug, and Riku had them to spare.
"You're not boring either, Sora," Riku assurred him. "And you don't need to compare yourself," or them, "To anyone else. You're my best friend because you're the way you are. I wouldn't want you to be anyone else."