Amy, Adrian and Grace struggle to reconcile their pending marriages with their individual dreams. Anne begins to feel like an outsider in her own family but soon finds an unexpected ally in Kathleen. Kathy and Ethan get into a fight after Ethan questions the status of their relationship. Leo worries about Ben's obsession with Amy. Meanwhile, Chloe reconnects with someone from her past.
s05e01 - To Begin With...
s05e02 - Shotgun
s05e03 - I Do and I Don't...
s05e04 - Lies and Byes
s05e05 - Past History
s05e06 - Holy Rollers
s05e07 - Girlfriends
s05e08 - Setting Things Straight
s05e09 - Property Not For Sale
s05e10 - Regrets
s05e11 - Half Over
s05e12 - Hedy's Happy Holiday House
s05e13 - To Each Her Own
s05e14 - It's A Miracle
s05e15 - Untying the Knot
s05e16 - Shiny and New
s05e17 - Fraid So
s05e18 - Money For Nothin
s05e19 - Interference
s05e20 - First and Last
s05e21 - All My Sisters With Me
s05e22 - When Bad Things Happen to Bad People
s05e23 - Caught in a Trap
s05e24 - Thank You And Goodbye
Good-girl band geek Amy discovers that she is pregnant after losing her virginity to Ricky at band camp. Christian cheerleader Grace, however, has promised abstinence to her parents. As their secrets start to spread, everyone is affected by the news.