Ashley's birthday is nearing and when the family asks her what she would like for her birthday, she shows them a picture of Little T, the popular teen singer. Hilary knows T's agent so she has him come to Ashley's birthday party to perform a song for her. They hit it off and set up a date for the next day. Will and Carlton disagree with the date, so they decide to follow them on their date. They find out that all the things they heard about him were false and let them continue on with their date. At the house, as Ashley is adjusting her hair, Will thinks back to the time he taught her how to rap and how she is already growing up fast.