Jen contemplates leaving with Eddie; Shannon attempts to patch things up with Stevie, after outing her to her parents; Gil continues planning his grad stunt; Chris & Mark help Laurel move with disastrous results; Wayne finds his soulmate.
Jen's brother Derek, returns to town & manages to to play knight in shining armour & rescue Anika; Laurel & Mark clash at their apartment after their unofficial breakup; Shannen & Stevie make plans now that they're a couple; Mark attempts to tutor Travis when he learns he's failing math, but once again Becca interferes.
When Laurel's modeling money comes through, she's inundated with people and their ideas for her money - including Mark; Gil desperately tries to fire Erin from his movie; Shannen misunderstands when her friend Stevie asks her to a dance; and Chris & Jen attempt to deal with post-breakup issues.
Mark hosts a poker game for all the guys with high stakes results. Meanwhile, Jen continues to drive Chris further away and keeps her budding musical interests apart from him; Craig attempts to deal with Anika and the damage she caused to Tyler's car.
Mark considers a job offer that would cause him to quit school. Meanwhile, Anika & Craig compete for a job at the warehouse, things continue to go downhill for Chris & Jen, and Gil & Kevin attempt to avoid their girlfriends' wrath.
Laurel starts working at the coffee shop with Maggie, but with disastrous results. Meanwhile, Jen finds out she isn't able to carry a child to term, and the news drives her further away from Chris, Gil & Erin make up when she learns his play is being turned into a film and Kevin has issues with how Tracy sees him.
Jen's new musicial interest & friends come between her and Chris. Meanwhile, Gil tries desperately to make up with Erin, Mark has his hands full with his brother Travis & with Laurel's return.
While Laurel is away in Japan, Mark rents her room in Maggie's apartment. Meanwhile, Jen and Chris attempt to continue their relationship when their pregnancy takes an unexpected turn and Gil is in hot water when Erin catches him with another girl.