I may be in the minority here but I like to think that Usopp’s appearance (pre and post ts) has never been a source of insecurity for him. I think that Usopp loves his nose because it reminds him of his mom. He loves his brown skin and his curly hair! His thick eyebrows and big lips and round eyes help him make lots of cool expressions when he’s telling a story. Plus, Kaya used to always compliment his long lashes, so he’s come to love those, too. He knows he got hot during his two years on Boin and he owns it. Usopp has a lot of self-esteem issues, but that boy wouldn’t consider himself ugly.