Cassie has revealed that she dated Kid Cudi during a break in her relationship with Diddy. Amid the unfolding Cassie and Diddy drama, Cassie has used Diddy’s reaction to her fling as evidence for her lawsuit. AFPCassie and Diddy towards the end of their relationship in 2018[/caption] When did Cassie and Kid Cudi date? Cassie said that she had a brief relationship with Kid Cudi when she was going through a rough patch in her relationship with Diddy. According to Cassie, she had ended things and attempted to create distance between her and Diddy towards the end of 2011. During this time, she started to date Kid Cudi while Diddy was away on a trip. How long did Cassie and K
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