With graduation looming, Lawndale High seniors scramble to make their college plans. Daria and Tom decide to apply to Bromwell while Jane gets rejected from several art colleges, making her think about life without a degree in art. But the pressures of finals, graduation, and college begin to wear on friendships, even threatening them in some cases. Meanwhile, Jodie applies to an African American college, despite her parents' disagreement; Quinn gets a part-time job; and the cheerleaders eagerly look forward to their future at Great Prairie State.
Chantel Kreviazuk -- Before You, XTC
-- Dear God, 311
-- Don't Stay Home, The Posies -- I May Hate You Sometimes, Biz Markie
-- Just a Friend, Eve
-- Love is Blind, Beck
-- Nicotine and Gravy, Ruff Endz -- No More Shopping Sprees, MxPx -- Responsibility, Pharaohe Monch -- Simon Says, Parade of Losers (DVD only) -- Sixteen and Confused, Korn
-- Somebody Someone, Duran Duran
-- Someone Else Not Me, Outkast
-- The Art of Storytelling, Splendora
-- Turn Down the Sun, William Orbit -- Water Babies, Macy Gray
-- Why Didn't You Call Me?
Guest Stars: Kiki Barrera
as Superintendent Cartwright (as Sydney Perez)
Daria feels like Tom is taking her for granted as they near their 6 month anniversary. Daria talks to Helen about how she feels, but Helen doesn't give her too much help. Tom admits to Daria that he isn't the romantic type and was only romantic with Jane to save their relationship. Meanwhile, Jake gets hired at an internet start-up company. However, the other employees are younger than him and he can't understand their lingo.
-- The One I Love
Sandi gains weight after being on crutches. Since she is in violation of the Fashion Club's weight policy, Sandi resigns as president, leaving Quinn to head the club. However, Quinn resigns out of respect for Sandi and the club can't function without either of them. Meanwhile, Daria and Quinn bet on whether or not the Fashion Club will completely fall apart and both Daria and Jane try to influence the members so they'll win the bet.
Daria and Quinn return to Camp Grizzly for a reunion. At the reunion, Quinn's old friends are similar to the Fashion Club, and Daria sees how antisocial she still is. Meanwhile, after Trent and Jane drop off Daria and Quinn, they meet an elderly storekeeper who becomes the inspiration for one of Trent's songs. Back in Lawndale, Helen and Jake clean out their garage.
Daria writes a story that she wants to get published, but only lets Jane and Tom read it. Tom encourages her to submit it, but when she does, the story gets rejected and Daria becomes discouraged. The Fashion Club set out to win a humanitarian award by donating a mirror to the school, but can't come up with the money to do so. Meanwhile, Helen worries that Daria may rush into having sex with Tom.
Save Ferris -- Everything I Want to Be, At the Drive In -- Invalid Litter Department, Nickelback -- Leader of Men, Pharoahe Monch -- The Light, Coldplay
The Lane's gazebo falls apart and Lane and Trent decide to rebuild it. To earn money for the repairs, Lane sells some artwork and ends up being hired to recreate famous paintings for a gallery in town. Trent tries to hire guys to help them fix the gazebo, but he can't get the slackers he hired to do any work.
-- Innocent, Oasis
-- Listen Up, Bow Wow
-- Puppy Love (feat. Jagged Edge), A.F.I. -- The Day of the Phoenix
Helen wants Daria to invite Tom over for dinner, but Daria is afraid that Jake will embarrass her and Tom. Quinn sets out on a mission to find one guy to date exclusively and finally settles on Jeffy. At dinner, Jake ends up bonding with Tom and Jeffy when they all try to capture the squirrel that's been bothering Jake.
Jane starts to date Nathan, a retro guy, but Daria and Tom don't like him as well as Jane. Later, Jane sees how far Nathan takes his retro lifestyle and decides that he isn't right for her. Meanwhile, Upchuck finally attracts Stacy when he performs magic tricks at school.
Helen agrees to be the lawyer for her sister's divorce. But the two end up fighting over whom their mother favored and Jake, not being able to handle the fighting, leaves. Aunt Amy, who is very similar to Daria, is called to mediate, but is sucked into the fight as well. Daria and Quinn are affected by the fighting; leading Daria to wonder if she should be with Tom and Quinn to wonder if she and Daria will end up like their aunts have.
Helen wants Daria to apply for a scholarship and Daria reluctantly enters an essay contest. She is chosen as a finalist, but is unhappy with the business's racist and sexist practices and has to decide if she wants to drop out of the contest or not. Meanwhile, Jake buys hot dogs in bulk by mistake, but tries to make the best of his error.
Daria and Tom study alone and they both end up falling asleep in Daria's room. Tom wakes up at 4:00 AM and tries to sneak out of the house, but Jake catches him. Daria has to convince Helen that nothing happened but Quinn overhears part of their conversation and assumes that Daria had sex with Tom. The rumor gets out at school and Daria begins to wonder if they should have sex or not.
-- Clint Eastwood, Savage Garden -- Crash and Burn, Train
-- Drops of Jupiter, The Gathering -- Eleanor, Ricky Martin (1)
-- Nobody Wants to Be Lonely, The Prissteens -- Scandal, Controversy & Romance, Destiny's Child
-- Survivor, Spooks -- Things I've Seen
After going through a box of old stuff, some of the items trigger Daria's childhood memories. The memories, which were about her parents arguing over Daria's antisocialness, upset her. Daria then has to come to terms with her problems as a child.