Plot
Single mother Jean relocates every time she gets her heart broken, much to her teenage daughter Holly's dismay. After moving to Brooklyn, Holly devises a plan to invent a secret admirer for her, so she will be happy and not need to relocate again.
Overhearing her friend Amy's uncle Ben ordering flowers for a woman, Holly uses his advice on women (which she gets by telling him she needs help for a school project on romance), sending her mother orchids, other gifts and love notes, and is soon communicating with her mother as a fictitious admirer (who Holly names Ben) via the Internet.
As her mother becomes more interested, Holly has to find a photo of this admirer. She sends one of the real Ben, and then devises the reason why they cannot meet in person: he is working in China.
While she is developing the online romance between her mother and fake Ben, and preventing her mother and the real Ben from meeting in person, she finds herself drawn to a cute, artistic boy in her class, Adam, but is unwilling to get close to anyone as she, having been uprooted so often.
Holly spends more time with Ben while picking his brain for romance tips. She slowly comes to realize that he really is her mother's "perfect man".
Holly asks for Adam's help to disguise himself as Ben on the telephone to break up with Jean. But he fails, as he is harboring feelings for Holly and ends up telling Jean the opposite of what was planned. The following day, when Holly confronts Adam angrily because of this failure, Adam tells her that he just got distracted, then reveals his feelings for Holly by kissing her.
That night, Lenny, an awkward man infatuated with Jean, proposes to her, and she replies with a "maybe". Holly, believing Ben the better choice, disguises herself as Ben's secretary and arranges a meeting between Ben and her mother. The next day, when Holly thinks Ben is marrying someone else, she disrupts the wedding to tell Ben he should be with her mother - who he does not know about - not knowing he was there as the bride's dear friend.
A disappointed Ben follows Holly out, and she admits the full story. She then goes to where Jean thinks Ben is meeting here for the first time and confesses the whole ruse to Jean, who takes it terribly; Holly insists that Jean is perfect the way she is and does not need a man. Days pass, and Holly and her mother keep distant.
A humiliated Holly begs Jean for them to move again, and they start to pack. Adam, for what he thinks is the last time, goes to Holly's, giving her mother a drawing he made telling Holly that he will always be there for her.
Touched, Jean logs onto the Internet using Holly's screen name and talks to Adam. He, thinking it is Holly, says that her mom sets a bad example by getting up and leaving when things get bad. This, in return, is creating a bad role model for her own daughters. Jean is deeply moved by this and decides to stay, finding a new job and trying to rebuild her life without running away. She also apologizes to her daughter, showing her Adam's drawing.
Meanwhile, Ben is inspired by what Holly told him about her mother, and with her help, Jean and Ben finally meet and Jean finds her "perfect man". Holly is on the road to her perfect man as well, finally opening up and admitting her feelings for Adam. Adam and Holly go to their first school dance together.
