Smiley

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News Smiley Previews "Buy Or Bye 2" With New Single "Breakdown" The rising Toronto rapper gave us another single just one week before his debut album. By Taylor McCloud November 05, 2021
Mixtapes Smiley Finds New Direction & Sound In His Return Mixtape "Don't Box Me In" Smiley releases his first mixtape since 2022's Buy or Bye 2. He has released three mixtapes since 2020, including YYZ-LAX. By Bryson "Boom" Paul June 15, 2025
News Smiley Basks In The Glory On "Bill" OVO signee Smiley announces "Buy Or Bye 2 (Deluxe)" with his new single, "Bill." By Aron A. March 18, 2022
News Toronto's LB Spiffy & Smiley Link For 6ixbuzz's "Name Brand" Toronto's young rising stars LB Spiffy and Smiley collide for their latest. By Aron A. June 20, 2020
Mixtapes Never Box Me In - Album by Smiley Smiley is back with part two of "Don't Box Me In" with "Never Box Me In," which introduces five new tracks into the fold. By Zachary Horvath November 07, 2025
News Smiley & Duvy Reflect On Making It On "Topic" Two of Toronto's finest on one track. By Aron A. November 14, 2021
News Smiley Is Locked In On His New Single "In My Zone" The OVO affiliate returns with his latest single, "In My Zone." By Aron A. May 01, 2021
News Smiley & Pressa Bring Toronto Vibes To L.A. On "38" A highlight off of "Buy Or Bye 2." By Aron A. November 13, 2021
News Smiley Takes It To The Desert For The "Made It" Video Smiley continues his ascension into hip hop stardom. By Taylor McCloud December 08, 2021
News Smiley Releases New Project "Buy Or Bye 2" Featuring Drake, Yung Bleu, & More Toronto rapper Smiley drops his new project "Buy Or Bye 2" featuring Drake, Yung Bleu, Pressa, and more. By Alex Zidel November 12, 2021
News Smiley Taps Drake For "Over The Top" Single Drizzy has previously spoken about his admiration for Smiley and the two reunite on a new single. By Erika Marie July 23, 2021
News OVO's Smiley Adds 6 New Songs On "Buy Or Bye 2 (Deluxe)" OVO signee Smiley brings six new songs to "Buy Or Bye 2 (Deluxe)" including "Grammy" ft. 42 Dugg. By Aron A. March 25, 2022

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