Which 'Fresh Prince' Will Girlfriend Was Cooler: Lisa Or Jackie? Both Had Pretty Great Sides, When You Think About It

One of the most memorable things about Will Smith on The Fresh Prince of Bel-Air was his love for the ladies. His lust and ridiculous lines, often landed him in hot water with both the women he desired and his family. His womanizing ways often caused him to ignore his studies, and even, sometimes, the women that he was supposed to be courting. And yet, because his intentions weren't malicious, his charm often got him out of sticky situations. While his cousin Carlton often spoke about finding the woman of his dreams, Will seemed content with chasing skirts.

His two main love interests in the series were women who forced Will to become the man he was meant to be. In the fourth season of Fresh Prince, Will reconnects with Jackie (Tyra Banks), his home-girl from West Philly, who moves out west for a college basketball scholarship. Though they rekindle their friendship, it soon becomes more than that. Interestingly enough, Jackie is like the female version of Will; she understands his humor, and could deliver sarcastic quips just as quickly as he could. 

In contrast, Will and Lisa meet during Season 5 when Carlton enlists her sorority to teach Will some lessons about respecting women. Lisa tricks Will into a date in order to lure him out to a cabin, where members of sorority perform a series of pranks on him.

Though Jackie just sort of disappears from Fresh Prince, and Will and Lisa never make it down the aisle, both of the women left their mark on the series, and in Will's heart. Though they were different in many ways, their strong personalities were what attracted Will to them in the first place. This Venn diagram sheds some light on the things they had in common.  

Image: Warner Bros. Television; Caroline Wurtzel/Bustle

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