Radio Free Roscoe

Radio Free Roscoe was a Teen Drama that aired between 2003 and 2005 on The-N (now known as Teen Nick) in the United States and on Family in Canada. From the co-creator of The Adventures of Pete and Pete, it was about the exploits of four teenagers who ran and DJ-ed their own pirate radio station in response to Cougar Radio, their school's radio station:

Ray Brennan ("Pronto") - An easygoing jokester, who has been in love with Lily since they were kids.
Robbie McGrath ("Question Mark") - A steadfast passionate guy who believes in the truth. He fiercely opposes Cougar Radio but eventually falls in love with Cougar Radio's DJ, Kim Carlisle.
Travis Strong ("Smog") - A mysterious, spiritual guy who is the son of a diplomat and he has lived all around the world.
Lily Randall ("Shady Lane") - RFR's music and creative director. Despite her booming musical talents, she is insecure and self-conscious. She is in love with Ray.

The show ran two seasons of 26 episodes, and never quite touched the popularity of The-N's top show, Degrassi the Next Generation. It is still a pretty good alternative as it's not as melodramatic (though can get preachy at times).

Tropes used in Radio Free Roscoe include:

Aborted Declaration of Love: Ray and Lily to each other at various points.
Adults Are Useless: Or completely evil.
All Girls Want Bad Boys: For a while, Lily felt an attraction she couldn't explain for the brooding Travis. Noticeably, her attraction fades as soon as the brooding disappears into clingy attachment.
Because I'm Smog: After most of an episode spent wondering how to expose a classmate claiming to be Smog without revealing their own identities, Shady Lane hosts an RFR dance over the radio and prompts the crowd to have the fake Smog start mixing records live. When he fails terribly, Shady announces the real Smog is in the studio with her, and he proceeds to do a dance mix live over the air.
Buccaneer Broadcaster
Butt Monkey: Ray, on and off-air.
Cerebus Syndrome: The show became more and more focused on drama, relationships, and who will Lily fall for?. Almost certainly as an attempt to try and compete with Degrassi.
Character Blog: While the show was originally running, the radio station had its own real website, that was regularly updated by the characters. It's long gone by now though.
Cloudcuckoolander: Parker
Conflicting Loyalty: In-fighting amongst the group usually leads to someone getting stuck in the middle.
Everyone Can See It: Ray and Lily
Dating Catwoman: Robbie and Kim Carlisle
Dean Bitterman: Waller starts out this way, but gets better.
Failed Attempt At Drama: Ray tries it multiple times as a Running Gag in "Radio Wars". The first occurrence is when Kim Carlisle steals RFR's segment asking listeners to call in with complaints about their lives -- Ray declares This Means War and leaves around a corner. He soon doubles back and tells the group they were meant to follow him. Also a subverted Unspoken Plan Guarantee, as Ray assumed everyone realized they were going to find a private area and call into Kim's show as their RFR personae.
- "Question Everything". "That's... so deep!". When teenagers try their hands at philosophy, you get this. Face Palm.
Gadgeteer Genius: Travis can hook up a fairly elaborate pirate radio station in an afternoon, and repairs anything from a snowglobe to a shattered walkie talkie in seconds. While still a relatively realistic portrayal, it's often handwaved as a result of his previous loner, globe-trotting life.
Garage Band: Lily's band, No Man's Land
Heel Face Turn: Kim, who may not come around on RFR, but becomes warm with most of the main characters despite their status as freshmen. Principal Waller similarly has bonding moments with the students, notably Travis.
He Is Not My Boyfriend
Keeping Secrets Sucks: Robbie and Ray both have episodes where they become frustrated that their popular on-air personalities don't translate to recognition in school.
- A number of school soap drama plots, where someone has to hide who kissed whom, etc.
Last-Minute Hookup: Ray and Lily
Lonely Rich Kid: Travis
Love Epiphany: In the finale, Lily realizes how strong her feelings are for Ray when she hears her band will go on a tour during the summer, and Ray (instead of River, her boyfriend) is the first person she wants to tell.
I Am Spartacus
Inept Aptitude Test: The subject of the first not-terrible radio show.
The Quiet One: Travis, especially under the Smog persona. Sometimes wishes he wasn't so quiet, as the others may assume he has nothing to say.
Pungeon Master: Ray
Really Gets Around: Lily had dated almost every male character on the show, except Robbie. And even then he got an episode where he thought she might have feelings for him.
Romantic False Lead: Grace, Ray's shorttime girlfriend and also River Pierce.
Rule of Cool: Could a local pirate radio station run by bored teenagers really have so much power in their area that they could actually host school dances in the very school they are devoted to bashing? Well, no, but it's awesome nonetheless.
Savvy Guy, Energetic Girl: Travis and Parker
Secret Identity: How the kids stay out of trouble when speaking their minds on the radio. Leads to a number of related plots, such as whether to reveal their identities or having to be in two places at once, which work surprisingly well outside of the superhero genre they typically belong to.
Smoking Gun: A cell-phone picture captured by Travis of Kim Carlisle attempting to frame RFR with "RFR RULES" graffiti. Sent directly to Kim so that she can make a Last-Minute Reprieve and convince Principal Waller to call off the resultant witch hunt.
Stealth Insult: Done in the first episode.

(Lily is nervous about playing her song in front of an audience)
Robbie: Did the White Stripes wait till they were ready [to play in front of people]? No!

The Stoic: Travis
This Is Sparta: Principal Waller's "I. Am. Danger Man."
This Means War: Exact words declared by Ray when Kim Carlisle steals an RFR segment.
Token Minority Couple: It turns out that Robbie, the only black guy in school, starts having feelings for Kim, the only black girl in school.
Two Words: Obvious Trope: Used twice in "Radio Wars"; subversion of The Fool variation, as the speaker realizes and admits his mistake immediately. The first exchange:

Principal Waller: Three words, Kim. Stick to the program.
Kim Carlisle: Um, sir -
Principal Waller: Yeah, I know. It was four words.

Victorious Childhood Friend: Ray finally getting with Lily in the end.
Voice of the Resistance
Will They or Won't They?: Ray and Lily both eventually admit to having feelings for each other, and are mutually attracted to one another, at the same time, and still hesitate to risk their friendship by dating. Other couples tend to get together after a few episodes of teasing, such as Robbie/Kim and a Lily/Travis arc.