|Release||June 17, 2005 (Wide)|
|Cast||Hilary Duff, Heather Locklear, Chris Noth, Aria Wallace, Vanessa Lengies, Mike O'Malley, Ben Feldman, Carson Kressley|
Teenager Holly Hamilton (Duff) is tired of moving every time her single mom Jean (Locklear) has another personal meltdown involving yet another second-rate guy. To distract her mother from her latest bad choice, Holly conceives the perfect plan for the perfect man – an imaginary secret admirer who will romance Jean and boost her shaky self-esteem. When the virtual relationship takes off, Holly finds herself having to produce the suitor, borrowing her friend's charming and handsome Uncle Ben (Chris Noth) as the face behind the e-mails, notes, and gifts. Holly must resort to increasingly desperate measures to keep the ruse alive and protect her mom's newfound happiness – almost missing the real perfect man when he does come along.