The thing about Chris's social life from childhood to adolescence. He was mostly kept at home and we have very few moments of him on record interacting with other kids. Aside the stories he's told about kids like Sarah Nicole hammer or hid brief stint as a cub scout. He wasn't really around other peers till high school and while it wasn't either the idyllic animie au or the John Hughes movie he'd hoped it would be/remembers it as. He definitely was more social during this time.
The only downside is most of his interests even back then were still strictly things children were into and not 90s/y2k teenagers. Chris was still reading rl Stine. Playing sonic the hedgehog, watching Pokémon, listening to nsync and Brittney spears, and collecting trading cards at a time when his peers probably would have been into things like the matrix, South park, metal gear solid, twisted metal, limp bizkit, eminem, and other hallmarks of teen culture of the era. If his hs had a club devoted to geek culture they'd be into things like computers, av, star trek, d and d (when that series was still respectable) and anime that wasn't censored beyond all belief for children like ghost in the shell and Akira.
That explains why he was so far behind socially in the past at least now? Well we all know WHY He's ostracized now.