Holly's mother Jean has devoted her entire life to taking care of her and her sister and has not regretted it. But she also knows that eventually Holly and her sister will leave the nest and she will be alone, so she wants to meet a great guy but unfortunately, when the guy she is seeing turns out to be not the great guy she thought he was, she uproots her family and moves to another city. This time they find themselves in New York, and Holly not wanting to move thinks that the best thing she should do is to make up a suitor for mother, who is the perfect guy, and hopefully she won't want to move again. So on advice from her friend's uncle she starts sending her mother flowers and gifts with words he provides her and before she knows it, her mother is taken with this perfect man. But eventually her mother wants to meets this guy but can't so what can Holly do?

Teenager Holly Hamilton (Hilary Duff), is fed up of moving every time her single-parent mother, Jean (Heather Locklear), breaks-up with another dead-beat boyfriend. 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 self-esteem. When the virtual relationship takes off, Holly finds herself having to produce a suitor from somewhere; borrowing her friend's charming and handsome uncle, Ben (Chris Noth), as the face behind the emails, notes and gifts!

Holly must resort to increasingly desperate measures to keep the ruse alive and protect her Mother's newfound happiness... Almost missing the real perfect man when he does come along.

Special Features:

Deleted Scenes

• Outtakes
• Mom and Me
• Getting the Perfect Look
• The Clever Clapper
• Ready, Set, Soak, Shoot
• The Sweet Arts: Creating the Cakes
• Get the Dirt!: Feature Commentary
• On the Set with Hilary: Blogs and Buddies
• Hangin' with Hilary
• Chattin' with Chris