Random Will Smith Girlfriends on Fresh Prince (20 items)

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  (#4) Vanessa L. Williams as Danny Mitchell

  In season three, Uncle Phil has to back out of taking a pregnant Vivian to Lamaze class. Will reluctantly agrees to step in as Vivian's breathing coach, and the two head off to Lamaze.

  During the class, Will hits it off with Danny Mitchell (played by Vanessa L. Williams), a pregnant sportscaster who invites Will to a game with him. Their day out takes a turn when Danny unexpectedly goes into labor.
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  (#13) Naomi Campbell as Helen

  When Geoffrey's birthday rolls around, in season one's "Kiss My Butler," Will knows just what to get him: a blind date with Ashley's friend's nanny, Helen, played by the gorgeous Naomi Campbell. What Will doesn't know is that Helen is exactly his type! The two hit it off at Geoffrey's birthday party, and Geoffrey ends up giving Helen's number to Will so that he can ask her out instead.
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  (#15) Tisha Campbell-Martin as Kathleen

  In the first episode of season two, Will experiences his first California earthquake while he and his girlfriend, Kathleen (Tisha Campbell-Martin), are trapped in the basement. Uncle Phil and Vivian think that Will and Kathleen are moving too fast for their new relationship, until Will discovers who Kathleen really is during their time stuck in the basement.

  They realize that they aren't compatible together as a couple, and end up going their separate ways.
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  (#16) Michelle Michaels

  Stacey Dash plays celebrity superstar Michelle Michaels in season four. Will meets Michelle when she shows up on his college campus for a tour. The two of them date, but their relationship is more of just a fling for Michelle, who is constantly in the spotlight and not really ready to settle down. Will realizes that he'd rather have a more meaningful relationship with someone else, than what Michelle can give him.
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  (#14) Kim Fields as Monique

  In season three, Will is ready to go all the way with his new girlfriend, Monique, played by Kim Fields. Monique, however, is an old-fashioned girl, and wants to wait until marriage to lose her virginity. Will and Jazz set up a crazy scheme to trick Monique into thinking that she and Will are married. In the end, Will backs out of it because his conscience gets the better of him.
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  (#2) Jackie Ames

  Tyra Banks played the lovely Jackie Ames, one of Will's recurring friends on the show. Jackie and Will grew up together in West Philadelphia, and they haven't seen one another in three years.

  Initially, Jackie is upset because Will hasn't called her in so long, but she eventually forgives him when she learns that he didn't call because he missed her too much. Jackie moves out to LA on a basketball scholarship for the University of Los Angeles. She gets a job at the campus store, the Peacock Stop, and hires Will to be one of her employees. Will reveals that he and Jackie once hooked up back in Philly, but Jackie maintains that they are still just friends.

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