X-treme Charlie is portrayed as an accurate interpretation of a modern-day teenager.
Charlie doesn't attempt to be "hip" in the first place.
Enforced: "We have to find some way to relate to our demographic and we don't have time to extensively research their lifestyle. Hm... let's throw in some slang from the nineties and call it a day."
Lampshaded: "'Totally radical?' Who uses 'totally radical' nowadays?"
Invoked: X-treme Charlie deliberately uses his dated "coolness" to induce groans.
Defied: X-treme Charlie researches present-day youth culture to avoid coming off as dated.
Discussed: "Do you think we should maybe tell X-treme Charlie that the slang he uses hasn't been used since 1993?" "Nah — it'd be funnier to see how long it takes for him to discover he's not cutting edge anymore for himself."
Conversed: "Do these writers seriously think anyone talks like that these days, much less kids?"
The two generations can't understand each other, since the kids have built up their own incomprehensible-to-outsiders culture that they don't want adults being a part of, and the adults find their culture strange and disturbing.
X-treme Charlie's mannerisms reflect an excessive nostalgia for the nineties, one that causes psychological problems for him. He is so convinced that everything was better back then that he struggles to function in the present-day world.
Reconstructed: X-treme Charlie accepts the flaws of the nineties, comes to terms with the changes that occurred between the nineties and today, and adapts to these changes. But he also finds a healthy balance of nostalgia. He still sports his dated aesthetic with pride, but as part of his own unique identity in the present rather than as an escape from the present.
Plotted A Good Waste: X-Treme Charlie is a superhero who rides a skateboard, speaks in '90s slang, and wears a backwards baseball cap. It turns out to be an indication that he's secretly a time traveler, and doesn't know what's currently cool.
Dude, you should like, totally return to Totally Radical! It's the bizee's knizees, n00b!