"(Diddy) said, 'If I could turn back time, things would be different! After Diddy's Lopez days, he dated the 42-year-old "Sex Tape" star from 2008 to 2012.
Things were reportedly steamy up until the very end of their love affair.
"Her hair was all crazy, her makeup was smeared and they made out in front of everyone," an insider told Us in 2012 about Diaz and Diddy's PDA during a gala in West Hollywood. " Something soured along the way and Diaz eventually parted ways with the hip hop mogul.
After dating hunks such as Justin Timberlake, Jared Leto and Matt Dillon, the "Bad Teacher" star fell into the arms of the Good Charlotte rocker in May.
The 4 power couples wined and dined with friends inside, and were all smiles until they stepped out ... Kanye gave a 7 minute speech at that night's award show, despite the 4 minute time limit.
This sighting comes on the heels of reports that Kourt's baby daddy Scott is dating 20-year-old model Christine Burke, also 12 years his junior.
Diddy recently opened up about the one that got away, and it wasn't Jennifer Lopez.
"He was at dinner and the subject turned to Cameron (Diaz) dating Benji Madden," a source told Us Weekly.
Still, the beauty left a lasting impression on Diddy, who has been dating Cassie Ventura for a couple years.
This isn't the first time Kourtney's been spotted on a date with Quincy.
Some fans think she bears a striking resemblance to Kourtney's younger sister Kendall Jenner, which only ups the ick factor.
But clearly, what's good for the goose is good for the gander.
"He was bummed, saying, 'She's the sexiest girl in the world,'" the source said.The kings and queens of hip-hop had themselves an epic post-VMA feast that left them too stuffed for words ... Kanye and Kim were joined Sunday night by Jay Z and Beyonce, Diddy and Cassie and Swizz Beatz and Alicia Keys at Pasquale Jones in NYC after MTV's Video Music Awards.