User blog comment:AYET/Post-TS SHP member vs old pre-TS foe (Part 1)/@comment-4493594-20120716084224/@comment-4493594-20120716213404

It is the only serious fight of two Straw Hats no matter how I look at it:
 * Sanji VS Zoro is just for the lulz and never reached a conclusion anyway,
 * Luffy VS Zoro wasn't serious either and
 * Luffy VS Franky got interrupted by the Galley-La guys

Plus, Usopp got beaten up REALLY bad before it and wasn't in best shape. They both had qualms about fighting the other one so that can be left out. (In fact Usopp had even more emotional pressure than Luffy.) So, yes, I think if he got serious post-ts Usopp (MANsopp lol) would be able to beat pre-ts Luffy in a duel. Not with one hit. Maybe even just barely. But he would.

That is just my opinion, though.

As for Lola: We don't know anything about Lola and her crew. It might as well be possible that she was under her mother's protection before she set off for Paradise.