Fifteen-year-old Andrew lives in South Beach with a bunch of foxy women. Trouble is, they're all relatives. But it makes him a pseudo-expert on women and the envy of his friends.
Andrew and Keith have a new Chemistry partner meeting them called Lauren, but when she arrives she ignores the chemistry and asks Andrew on a date. After Andrew dates Lauren, he finds out that another girl, Kendall has been asking about…
Andrew finds a copy of Julias will. Jordan reads it and sees that she has not been made the childrens guardian as she is not responsible enough. Jordan bets Julia that if they switch places she will prove she is responsible. So while…
Andrew gets a date with one of Paiges friends Caroline, to Paiges annoyance. But once Paige thinks of Andrew floundering with an experienced Caroline, she decides to let him embarass himself. Andrew nervously arrives at Carolines house…
A 15-year-old Venezuelan model who is a client of Jordan's comes to stay with the family as Jordan's house is being fumigated. Andrew tries to be a good host for the model. However, his clumsy conversation and actions end up insulting…
Keith enlists Andrew's help in a ""foolproof"" plan to get girls interested in him. Since the school's all-star quarterback doesn't know how to use the school's e-mail system, Keith plans to write romantic messages to girls using the…
Julia and the rest of the family are in charge of catering for a rich woman's Halloween party. The children are supposed to pretend they are not related to Julia though, as the woman doesn't like family businesses. When Andrew and Keith…
When widow Julia finds out that Keith's divorced father Alan is romantically interested in her, she agrees to a date. Andrew is disturbed by the prospect of his mom dating again--especially because her date is Keith's dad--but she feels…

Julia reluctantly agrees to cater for Jordan's modeling agency party. The agency boss tells Julia she would be a good model, to Jordan and Paige's disgust. Meanwhile Andrew and Keith argue over the correct way to get dates with the models…
Paige anxiously awaits for a letter to say she has been accepted at Emory, a prestigious out-of-state college. When it arrives, she tells the family that she didn't get in, and will attend the local college. Julia finds out that Paige was…
Andrew punches a Photographer who has upset Paige after doing a modelling shoot with her. Andrew thinks Paige is upset because Phillip forced her to pose in intimate clothing, but she is actually annoyed because the photographer (Phillip)…
Julia is having a good dinner date with a new man called Dave but then she suspects he likes Jordan. Meanwhile, Andrew must bond with a group of middle-aged fathers when he takes Elizabeth on a camping trip.
Andrew and Keith plan to create a Web site selling inside information on what women want from men. They want to sell it to Bob, a very successful businessman and good friend of Andrew's deceased father. However, after the guys get excited…
Already the one who does most of the chores around the house, Andrew also endures a bossy new girlfriend, Gwen. His sisters chide him for behaving passively with a woman, but Andrew claims to be happy. Julia worries that Andrew is…
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