Mary Cherry is forced to wear a trash bag 'hobo sheik' for clothing and hunt for food in a dumpster after law-enforcement officers seize her belongings in the wake of her mother's financial troubles, seizing her 'ripe cherry assets'. Lilly lends a helping hand to Mary Cherry in hopes of making a different in the self centered spoiled girls views on the world. Lilly takes her to see those who are living on the streets to see the other side. Sam and Carmen decide to hold 'free makeovers for the poor' in an effort to boost sales of the yearbook. Things don't go that well at first, that is until they makeover April Tuna. Brooke and Harrison decide to dress up in costume for yearbook pictures to make them more fun. Brooke realizes her feelings for Harrison, and the two decide to date. Mary Cherry promises Lilly she will never wear fur again, that is until her mother returns to fix their financial trouble and set all right. Sam and Carmen's makeover of April Tuna is revealed as a ploy instead of friendship as she thought hurting her feelings. Brooke realizes that Harrison has feelings for Sam after Sam snaps a picture of them, and Harrison turns away from her. Lilly feels her attempt to bring some humanity to Mary Cherry has failed, until she finds Mary Cherry giving her new clothes to those who are less fortunate.