Freeks And Geeks
Before The 40 Year Old Virgin and Superbad, Judd Apatow made this magnificent TV show about awkward teens in the early 80s. I was an awkward teen in the early 90s, so I can attest to the show being a nearly perfect depiction. None of the characters are cool, most especially the cool kids, and yet even the most hideous geeks are noble in a way.
Acne, braces, low self esteem, general lostness and pissedoffedness at your parents, bad decisions and bad lies that get you caught, pier pressure, life-giving crushes on people who are later revealed to be total dweebs. Yep, let it bring you back.