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Insecure: Wine Down with Issa, Prentice Penny & Kendrick Sampson | Inside The Episode (S4 E9) | HBO
Insecure: Wine Down w/ Issa Rae, Prentice Penny & Kendrick Sampson | Inside The Episode S5, E9 | HBO
Insecure: Wine Down with Issa Rae and Prentice Penny | Inside The Episode (S4 E6) | HBO
Insecure's Kendrick Sampson Breaks Down Ghosting
Insecure: Wine Down with Issa Rae, Prentice Penny, & Amy Aniobi | Inside The Episode S5, E7 | HBO
Insecure: 'Wine Down' with Issa & Prentice Penny | Inside The Episode (Season 4 Episode 1) | HBO
Insecure: 'Wine Down' with Issa Rae, Prentice Penny & Jean Elie | Inside The Episode (S4 E5) | HBO
Insecure: Wine Down with Issa Rae, Prentice Penny & Alex Hodge | Inside The Episode (S4 E7) | HBO
Insecure: Wine Down with Issa, Prentice Penny & Amanda Seales | Inside The Episode (S4 E10) | HBO
'Wine Down' Ep. 7 w/ Issa, Prentice Penny & Kendrick Sampson | Insecure | Season 3
Insecure: 'Wine Down' with Issa Rae, Prentice Penny & Elmore | Inside The Episode (S4 E3) | HBO
Insecure: 'Wine Down' with Issa Rae, Prentice Penny & Rothwell | Inside The Episode (S4 E4) | HBO
