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The City is Mine - Toronto's own Drake wrapped up the fifth year of his OVO Fest Monday (Aug. 4) with another epic night full of star-studded guests and that signature Drizzy nostalgia. Recalling the last five-years of his career with the help of OutKast, J. Cole, YG, Lauryn Hill, G-Unit, Jhené Aiko, and a host of other music stars who've influenced and inspired him, Drake declared to the crowd, "If you’ve been a fan of music, or a fan of Drake, I'm gonna take you back tonight." Keep reading for highlights. —Dominique Zonyeé (@DominiqueZonyee)(Photo: George Pimentel/WireImage)

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Reuinion Continued - Fresh of their reunion tour, which included sets at Lollapalooza and Montreal’s Osheaga Festival the night before, Big Boi and André 3000 of OutKast hit the OVO Fest stage for Day 1 of the Fest. The duo got the crowd amped with their go-to set opener "Bombs Over Baghdad," and renditions of "Rosa Parks" and "Aquemini."(Photo: Earl Gibson/BET/Getty Images for BET)

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Soul Mates - Day 2 kicked off with an opener from Jhené Aiko. Drake’s "musical soul mate" assisted him with her verse on NWTS's  "From Time."(Photo: Lloyd Bishop/NBC/NBCU Photo Bank via Getty Images)

Photo By Photo: Lloyd Bishop/NBC/NBCU Photo Bank via Getty Images

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Something New - Perhaps one of the least expected surprises of the night, was a G-Unit take over. 50 Cent, Lloyd Banks, Tony Yayo sans Young Buck ripped into “Gangsta” then Fif got into “Smoke" with Trigga. The crew closed the set with “I Get Money,” “Don’t Worry Bout It” and “In Da Club.”(Photo: Mike Coppola/Getty Images)

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"Started From the Bottom" - The first friend to touch the stage during Drizzy’s Monday night set was his longtime friend Trey Songz, who also appeared on Drake’s groundbreaking So Far So Gone mixtape. The two reminded the crows of their humble beginnings with a performance of successful, followed my Trigga’s hit “Na Na.”(Photo: Maury Phillips/BET/Getty Images for BET)

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Day 1 - Drake took the crowd to 2010, when he met North Carolina rapper J. Cole. “Instead of becoming enemies, we become great friends,” Drizzy said before they got into Cole’s heaters Can’t Get Enough” and “Power Trip.”(Photo: Rob Kim/Getty Images)

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So "Thotful" - An appearance from newbie Tinashe surprised the crowd as Drake and his OVO rapper OB laid down their “Thotful” verses to the remix of “2 On.”(Photo: Mark Davis/BET/Getty Images for BET)

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Cali Love - YG was the only rapper beside the head Owl host to hit the stage for both nights of the festival. He repped for the West on Sunday night with a bright red “Bompton” hat for his performances of  verse on “Make It Clap,” “My Hitta,” Wiz Khalifa’s “We Dem Boyz” and Jeremih’s “Don’t Tell ‘Em.”(Photo: Roger Kisby/Getty Images)

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The Home Team - After ascending into the crowd via the mic stand, while spitting verses from his “Days of the East” Drizzy kept the Canadian energy going with PARTYNEXTDOOR. The Ontario native sang “West District,” “Persian Rugs” and Drake collab “Recognize.”(Photo: Stephen Lovekin/Getty Images)

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Miami Nights in Toronto - DJ Khaled quickly dropped the “They Don’t Love You No More” verse with Remy Ma, before jetting to Toronto turn- up with Drake. Drizzy recalled his five-month stint living in a Miami and wild times Khaled before they got the crowd hype with “All I Do Is Win,” “No New Friends” and “I’m On One.” (Photo: Earl Gibson/BET/Getty Images for BET)

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Pucker Up - The crowd went wild for Usher as he did a medley of hits including “Confessions Pt. II,” “Lovers And Friends” and “U Don’t Have To Call.” But the “Climax” of his performance was his latest hit “Good Kisser.” Before sending Usher out with his famous slide dance from his 8701 era, Drizzy announced that he would be featured on Usher’s album this fall.(Photo: Kevin Winter/Getty Images for Clear Channel)