Big Earl, the owner of a Christmas tree lot in Compton, California runs into some trouble when his son Derrick crosses the line to prove to his father that he is a success.

Greg is near the end of his senior year in high school, wanting to go to the prom, eyeing Cinny (the school's beauty with brains) from afar, and regularly trippin', daydreaming about being a big success as a poet, a student, a lover. His mom wants him to apply to colleges, but Greg hasn't a clue. One of his teachers, Mr. Shapic, tries to inspire him, too. He finally figures out he can get close to Cinny if he asks her for help with college applications. But friendship isn't enough, he wants romance and a prom date. So, he tells a few lies and, for awhile, it seems to be working. Then, things fall apart and Greg has to figure out how to put the trippin aside and get real.

Ryan (Shane West) is a bit of a geek with eyes for the school sex bomb, Ashley (Jodi Lyn O'Keefe), which induces cringing in his neighbor and best friend, Maggie (Marla Sokoloff), a cute intellectual girl. But popular jock Chris (James Franco) has his eye on Maggie, and he offers to help Ryan win Ashley if Ryan will help Chris with Maggie. So begins a two-headed variation on Cyrano de Bergerac; Ryan composes soulful e-mails for Chris, and Chris advises Ryan to treat Ashley like dirt, which seems to be the only way to get her attention. At first, neither finds it easy to change their ways; Chris comes on too strong, and Ryan is too nervous to be a jerk. But as they start to succeed, Ryan begins to see Maggie in a new light and wonders if he's pursuing the right girl. He realizes Ashley is not meant for him, and tries to convince Maggie about Chris's affection for her. Maggie is reluctant to take him "back" at first, but then realizes Ryan has a change of heart.

The controversial bad-boy of comedy delivers a piercing look at his life, lifting the metaphorical smokescreen that he feels has clouded the public view, commenting on everything from the dangers of smoking to the trials of relationships, and unleashing a nonstop litany of raucous anecdotes, stinging social commentary and very personal reflections about life.

Art, a drug-addicted dealer and hustler, arrives at his girlfriend Cody's apartment to find that she has overdosed on heroin. He tries to fix things by traveling back in time in an attempt to prevent her death.

A weathered Lieutenant, his police force, and a local vigilante are all caught up in a dangerous scheme involving a recently arrested, troubled man who's linked to years of female abductions and murders.