Though the timeline is a bit unclear, Eminem reportedly dated Tara Reid in the mid-2000s, and the rapper seemed to confirm their alleged relationship on his song "Kamikaze." He rapped, "The shit’s embarrassing as me rear-ending Tara Reid bare." 

The American Pie actor has not confirmed or denied if she ever dated the rapper.

Overall, Eminem may be an open book when it comes to his issues, but his personal life aka his dating status continues to remain a mystery.