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One of Vivian 's students, Kayla Samuels (Jasmine Guy) comes over for dinner and Will tries to impress her but fails.

Eventually, Will wins her over and inadvertently starts taking time away from her studies so Aunt Viv tells him to cut back on their relationship so Kayla can have a good future. Vivian winds up lecturing Kayla and revealing things about her owns struggles to be successful.