After pointing out her serious cash-flow problem, Samantha's mother gets her to agree to get back into the real estate game, only this time with her mother. Andrea attempts to use Todd's friend to further her own gold-digging excursions.

Sam thinks it's all right for Todd to be in her life as a friend while dating Owen, but doesn't like the idea of Owen's ex, Willow, being Owen's best friend. Meanwhile, Andrea gets Dena to take pictures of her in hopes of landing a professional basketball player.

Sam tries to make herself appear to be an environmentalist, so Owen might like her more. Andrea doesn't fare well when the basketball player, Tony Dane, is looking for a date.

Andrea has a new boyfriend and Sam wants the couple to actually go on a real date for once. Todd doesn't like being just the roommate. Dena has a new penpal in Iraq, but she wonders if it means she's cheating on Chase.

Sam tries to become friends with Frank, once she thinks her old self was a racist. Andrea doesn't want to lose all the glamour of dating a celebrity, after Tony is outed as being gay.

It's Andrea's wedding day! While Andrea has chosen her life partner, Samantha has to make a decision as to who she wants to be with. Will it be debonaire millionaire Winston Funk or her not-rich-but-ever-reliable ex-boyfriend Todd. Even Sam's parents are at a crossroad as Regina and Howard begin to take separate paths.