A few things in this film that bug me... (Spoilers)
1. I don't even want to exist in a world where Mae Whitman is considered a "fat, ugly friend". I know Wes specifies that the term means being the ugliest in your group rather than literally fat or ugly, but on the video's of her humping the dummy there are comments about her weight and they impose a pig mask on her face. She's a bit ungroomed, unstyled and scruffy in the film, but she's still a very attractive girl. They should have chosen someone much plainer for the part.
2. Speaking of her style - the whole film leads up to the typical "I'm happy being myself" theme, but then by the end of the film her dress sense is much more feminine. I guess you can say this is because she's developed as a character, but it kind of reinforces the idea that a girl in a flannel shirt and denim jeans can't still get the guy without making a physical change.
3. Wes is super unrealistic as a character. He wouldn't have gone that far out of his way to help her, especially if being seen hanging out with her embarrassed him. There's some super awkward moments where she barges into the mens room and he's completely fine with it, he takes her into a spare room to strategise her "date". What's he really getting out of all this? A better science grade? Is there nobody else in the school willing to tutor a really hot/popular guy without him getting into some binding contract?
4. The date with Toby. Why did he assume she was saying her friends were into him when she clearly said "I like you". Did the video not make it kind of obvious? And as for thinking her friends were going over to his house - their names were never even mentioned when he asked her round.
And something that really bugs me is that he keeps saying "Jess and Casey" - which one does he actually fancy? Is he just kind of taking a stab at either of them? They look nothing alike so that must make his taste super varied. Her friends are referred to as "Jess and Casey" throughout though, like they're just one entity, despite having no other simiarities than being "hot".
5. Bianca essentialls falls out with her friendsbecause they're prettier than her, and they don't even question it or stop her, they're just like "ok I've deleted your Twitter". Then they're done until they're needed again at the end of the film.
6. There's very little development of the romance between Wes and Bianca. One minute they're a bit disgusted by each other, then she's suddenly kissing him on a rock, then they're mutually jealous and by the end they're this super serious couple and living happily ever after. Yeah - that happens.