Kendall Long chaperones a date between strangers, Bill and Jessie! Both have lived full lives (Bill has worked his way up in an animation studio and is one of EIGHT siblings, while Jessie has traveled all over the country in her twenties), but there are some concerns about compatibility. Bill oscillates between being the quiet, serious type/more carefree, while Jessie is VERY Type-A. Will the passion found in their debate on "is it ethical to murder a murderer?" lead to a love connection and a future with a house full of animals (Jessie's lifelong dream)? Or are their self-proclaimed "Quarter Life Crises" incompatible?

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Follow Kendall Long: @keykendall88

Follow Jessie: @jessiebaude

Follow Bill: @jillbohnson

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