Before Chantel Jeffries stepped out with Justin Bieber, she dated NFL star DeSean Jackson. Per Larry Brown Sports, she and Jackson were together for a few months in 2013, as evidenced by an Instagram photo of the two cuddling up while she cooked breakfast. They allegedly broke up because DeSean cheated on Jeffries with former “Basketball Wives” star Brooke Bailey.
It was after Jackson that Jeffries entered her Bieleber era. Jeffries was with Bieber during the DUI arrest in Miami, and they got together again in the summer of 2016. “Bieber likes Chantel. He thinks she is a great girl. Chantel would really date Bieber exclusively if he was ready. They have been good friends for a while,” a source told E! News at the time. Judging by this, the relationship was only ever casual. Jeffries also told Us Weekly that she was “happy” for her ex when he married Hailey Bieber, so there seem to be no hard feelings.
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In 2017, TMZ reported that Jeffries was spotted getting cozy with Scott Disick aboard a yacht in Monaco. This was during Disick’s hard-partying phase in Cannes when he was coming to terms with his split from Kourtney Kardashian. Despite the flirty pics, Jeffries insisted they were absolutely not an item. “I’m cordial with Scott, he’s friends with my friends,” the DJ shared with Us Weekly. “We were joking around. I said, ‘Scott get away from me, I’m not going to be your 7th girl from this trip!'”