Cassie & Diddy: See Photos of the Former Couple

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                                                                                                          September 20, 2024 11:11AM EDT
                                                                                                          NEW YORK, NY - MAY 07: Cassie Ventura and Sean "Diddy" Combs attend the Heavenly Bodies: Fashion & The Catholic Imagination Costume Institute Gala at The Metropolitan Museum of Art on May 7, 2018 in New York City. (Photo by John Shearer/Getty Images for The Hollywood Reporter)
                                                                                                          Getty Images for The Hollywood R

                                                                                                          Diddy and Cassie settled their lawsuit, but their former romance is still making headlines. Look at photos from their relationship here.

                                                                                                          Cassie and Diddy had a lengthy romance from 2007 to 2018. The couple met when Cassie modeled for the rapper’s clothing brand, and they went Instagram Official in 2012. Cassie even signed to Diddy’s Bad Boy Records at one point in their relationship. The pair’s on-and-off romance sparked many rumors, including some engagement speculation in 2014. The pair had a few breakups and reunions especially before they eventually split up for good in 2018.

                                                                                                          About five years after their split, Cassie filed a lawsuit against Diddy, where she alleged that he had raped her. She also accused him of years of physical abuse. After the filing, Diddy’s lawyer released a statement saying that he denied all of the allegations. However after the lawsuit settled in 2023, a video of Diddy abusing Cassie surfaced in 2024. 

                                                                                                          Look back at the former couple’s photos from their past relationship in the gallery below. 

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                                                                                                          Diddy & Cassie

                                                                                                          Diddy & Cassie
                                                                                                          Broadimage/REX/Shutterstock

                                                                                                          Cassie and Diddy pose together at the Metropolitan Museum of Art’s Costume Institute Benefit celebrating the opening of Heavenly Bodies: Fashion and the Catholic Imagination in New York in May 2018. Diddy wore a white suit with white shoes and a cross necklace and Cassie wore a black suit with a white undershirt and black shoes. 

                                                                                                          October 17, 2018, 10:43AM
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                                                                                                          Diddy & Cassie at a 2018 Pre-Grammy Party

                                                                                                          Diddy & Cassie at a 2018 Pre-Grammy Party
                                                                                                          Efren Landaos/REX/Shutterstock

                                                                                                          Cassie and Diddy posed for photos at a Pre-Grammy Gala thrown by Clive Davis and The Recording Academy in New York on Jan. 27. 2018. She wore a black and white dress, while he went in a full black tux with a matching coat. 

                                                                                                          October 17, 2018, 10:42AM
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                                                                                                          Diddy & Cassie at a Film Screening

                                                                                                          Diddy & Cassie at a Film Screening
                                                                                                          James Shaw/REX/Shutterstock

                                                                                                          Cassie and Diddy used to do very fancy date nights. Here, they attended the ‘Can’t Stop, Won’t Stop: A Bad Boy Story’ film screening in London on May 16, 2017. 

                                                                                                          October 17, 2018, 10:42AM
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                                                                                                          Diddy & Cassie at a 2017 Met Event

                                                                                                          Diddy & Cassie at a 2017 Met Event
                                                                                                          Kevin Tachman/Vogue/REX/Shutters

                                                                                                          Cassie and Diddy turned heads at The Costume Institute Benefit celebrating the opening of Rei Kawakubo/Comme des Garcons: Art of the In-Between inside the Metropolitan Museum of Art in NYC on May 1, 2017.  The singer sported a long black gown with an intricate design along the floor. 

                                                                                                          October 17, 2018, 10:42AM
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                                                                                                          Diddy & Cassie at a 2017 Film Premiere

                                                                                                          Diddy & Cassie at a 2017 Film Premiere
                                                                                                          Broadimage/REX/Shutterstock

                                                                                                          Diddy and Cassie went on another date to another premiere event for ‘Can’t Stop, Won’t Stop: A Bad Boy Story’ in Los Angeles on June 21, 2017. Here, she wore a bright red gown and stole the spotlight. 

                                                                                                          October 17, 2018, 10:42AM
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                                                                                                          Diddy & Cassie at ‘The Perfect Match’ Film Premiere

                                                                                                          Diddy & Cassie at ‘The Perfect Match’ Film Premiere
                                                                                                          Matt Baron/REX/Shutterstock

                                                                                                          Diddy and Cassie smiled big for photos at ‘The Perfect Match’ film premiere in Los Angeles on March 7, 2016. She wore a gold and black sparkly gown, while he looked dapper in a three-piece suit with a tie. 

                                                                                                          October 17, 2018, 10:42AM
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                                                                                                          Diddy & Cassie at a 2016 Benefit

                                                                                                          Diddy & Cassie at a 2016 Benefit
                                                                                                          Andrew H. Walker/WWD/REX/Shutter

                                                                                                          Cassie and Diddy at the Boys & Girls Harbor ‘Salute to Achievement’ benefit in NYC on Sept. 16, 2016. She wore a gorgeous dress, and he went in all-black. What a cute couple they were!

                                                                                                          October 17, 2018, 10:42AM
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                                                                                                          Cassie and Diddy at the 2015 Met Gala

                                                                                                          Cassie and Diddy at the 2015 Met Gala
                                                                                                          Matteo Prandoni/BFA/Shutterstock

                                                                                                          Cassie Ventura and Sean Combs are seen seated at the 2015 Met Gala. The singer sported a beautiful, plunging black dress, while Diddy sported a simple black tux. 

                                                                                                          November 17, 2023, 9:32AM