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Title: Drake (14 May 2016)
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| Episode cast overview, first billed only: | |||
| Vanessa Bayer | ... | Ivanka Trump / Various | |
| Beck Bennett | ... | Matt Iseman / Dick Patterson / Various | |
| Aidy Bryant | ... | Various | |
| Colin Jost | ... | Weekend Update Anchor | |
| Taran Killam | ... | Speaker Paul Ryan / Various | |
| Kate McKinnon | ... | The Cookies / Olya Povlatsky / Various | |
| Kyle Mooney | ... | Various | |
| Bobby Moynihan | ... | Chris Christie / Jeff Metcalf / Various | |
| Jay Pharoah | ... | Ben Carson / Amir / Various | |
| Cecily Strong | ... | The Cookies / Various | |
| Kenan Thompson | ... | Darnell Hayes / Various | |
| Sasheer Zamata | ... | Keeley / Various | |
| Michael Che | ... | Weekend Update Anchor | |
| Pete Davidson | ... | Various | |
| Leslie Jones | ... | Various | |
Drake serves as host for the second time and musical guest. Sketches include Donald Trump/Chris Christie Cold Open, Drake More Than a Meme Monologue, Rental Car, American Ninja Warrior, Dennis Walls & The Cookies, Office Boss with Drake, Weekend Update: Olya Povlatsky on Donald Trump, Weekend Update: Leslie Jones on Following Your Dreams, Weekend Update: Jay Pharoah on Rappers Meeting, Black Jeopardy with Drake, Drake's Beef, and Chaperone. Written by anonymous
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