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In May 2025, Scott Ramon Seguro Mescudi, better known as Kid Cudi, testified in hip-hop mogul Sean “Diddy” Combs’ federal trial. Kid Cudi detailed a series of alleged retaliatory actions stemming from his brief 2011 relationship with Cassie Ventura, Combs’ former partner. And before the rapper dated Ventura, he dated several other famous names, including Amanda Bynes. Here’s why Bynes once tweeted an apology to Kid Cudi, stating that she “didn’t call him ugly.”

Kid Cudi and Amanda Bynes sustained a brief romance in 2010

Kid Cudi’s relationship history has largely remained low-profile, reflecting his preference to keep personal matters out of the spotlight. Over the years, the rapper and actor has been linked to a few public figures, including a brief and often-discussed romance with actress Amanda Bynes in 2010. While that relationship drew media attention due to Bynes’ erratic tweets, most of Cudi’s romantic life has unfolded privately. He is a devoted father to his daughter, Vada, born in 2010, and has spoken openly about how fatherhood reshaped his priorities and emotional growth.

Kid Cudi and Amanda Bynes’ brief relationship in 2010 began with flirtatious tweets and playful comments. “It’s amaziing how good it feels when someone knows how to love your body! I am having withdrawals from a certain guy lol :),” Bynes tweeted at the time, according to HuffPost. “So turns out I prefer chocolate over vanilla. Interesting.” Fans interpreted this as a reference to Cudi.

In April 2013, Bynes took to Twitter to slam Cudi and Complex Magazine. “I’m so sick of the articles u write about me,” she tweeted to the publication, according to BET. “I want every fake article deleted. Ur d*** whipped by my ugly ex @ducidni [Cudi] who’s looks and talent have always been questionable to me … My music is going to be sicker then whatever the f*** kind of music Scott tries to do [sic].”

In June 2013, Bynes backtracked her previous statements. “I want to apologize to Scott Mescudi,” she tweeted. “My account was hacked, I didn’t call him ugly. He’s not ugly. He’s gorgeous and we dated. I loved him;).”

Kid Cudi and Casandra ‘Cassie’ Ventura dated after he romanced Amanda Bynes

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Kid Cudi reportedly dated Amanda Bynes in 2010 and moved on to Casandra “Cassie” Ventura in 2011. Their romance started when Ventura was briefly separated from Sean “Diddy” Combs. However, this liaison quickly escalated tensions, leading to a series of alarming events. According to Ventura’s 2023 lawsuit, Combs discovered the relationship and reacted violently. Ventura claimed that Combs threatened to harm both her and Cudi, including an explicit threat to “blow up” Cudi’s car. In early 2012, Cudi’s Porsche was destroyed in an explosion, an incident he confirmed was linked to Combs’ threats.

In May 2025, Cudi testified against Combs. The rapper recounted how Combs reportedly broke into his Hollywood Hills home and, weeks later, his Porsche 911 was destroyed by a Molotov cocktail. While Combs denied involvement during a later meeting and apologized, prosecutors argue these incidents support a pattern of abusive conduct.

The rapper says his future is ‘crystal clear’ with Lola Abecassis Sartore

Kid Cudi and Lola Abecassis Sartore’s relationship has blossomed into a significant chapter in the artist’s personal life. Sartore, a French menswear designer with a background at Louis Vuitton and ERL, became publicly linked to Cudi in April 2024. They announced their engagement at the premiere of his Paramount+ series Knuckles.

“This amazing woman makes me so happy, she is everything to me and im so excited to share this news w u all [sic],” Cudi captioned his Instagram post about his engagement, according to People. “Life is wild, and right when I felt my future was uncertain, it became crystal clear with Lola. Happy Cud in full effect.”

How to get help: In the U.S., call the RAINN National Sexual Assault Telephone Hotline at 1-800-656-4673 to connect with a trained staff member from a sexual assault service provider in your area. 

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