The Fresh Prince of Bel-Air

Season 1 Episode 24:

Just Infatuation

Ashley's birthday is nearing and when the family asks her what she would like for her birthday shows a picture of a boy, Little T. 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.
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About The Fresh Prince of Bel-Air:

The Banks family, a respectable Californian family, take in a relative - Will Smith, a street-smart teenager from Philadelphia. The idea is to make him respectable, responsible and mature, but Will has got other plans...