A look back at Drake’s most famous conquests

Rihanna at BET's Black Girls Rock! event (Photo credit: Raymond Hagans for Steed Media Service)
Steed Media Service

Rihanna – Some may argue that the bad gal is Drake’s most well-known conquest. In fact, the Bajan beauty stole the rapper’s heart some seven years ago — and then again this past May. According to reports, the pair had been secretly dating for months. Unfortunately, the longtime friends and collaborators shared a short-lived affair before rumors of infidelity plagued their relationship … again.

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