8 Controversial Celebrity Dating Choices That Raised Eyebrows

Nov 01, 2023

Yes, Taylor will be mentioned here.

BuzzFeed Staff

Earlier this year it was confirmed by TMZ that the actors were dating after being spotted in LA, and as recently as three days ago, they were seen shopping in Morocco.

The relationship comes after Jonathan was arrested in March in connection with an alleged domestic dispute. He was charged two days later with three counts of assault in the third degree, aggravated harassment in the second degree, three counts of attempted assault in the third degree, and harassment in the second degree. Jonathan continues to fight criminal charges in NYC.

Kim and Ye were first linked in April 2012, and were married from 2014 to 2021 when Kim reportedly filed for divorce.

Ye has always been outspoken, but he first courted controversy among fans in 2016 when he met with the then president, Donald Trump, and began feuding with Taylor Swift again. Since then, Ye has made comments about admiring Hitler, made antisemitic remarks, allegedly attacked fans, and harassed members of the press. He has also defended other problematic celebs like Bill Cosby, Marilyn Manson, DaBaby, and of course, Donald Trump.

Katy and John began dating in the summer of 2012, and were on-again-off-again lovers for several years, with sources even suggesting they were together until 2016.

Over the years, John has made several misogynistic comments in interviews, and even used the N-word in a 2010 Playboy interview before comparing his "dick" to a "white supremacist" and KKK leader, David Duke. He was also accused of racism and perpetuating Asian stereotypes in his music video for "Still Feel Like Your Man", purportedly a song written ABOUT his relationship with Katy.

Kylie and Travis began dating in 2017 and have had two children together. As of January 2023 the couple are no longer together, but they continue to co-parent their kids.

Travis has been heavily criticised for disregarding the safety of his fans at his concerts. In 2015 and 2017, the rapper was arrested for disorderly conduct after he encouraged fans to jump barricades and rush the stage. Infamously, during the 2021 Astroworld Festival, ten attendees were killed and hundreds more injured in a crowd surge.

According to eye-witnesses, Travis continued to perform and was even heard telling the crowd to "go wild" despite emergency service personnel being on hand to extract lifeless bodies at the time. Just earlier this year, a sound engineer was hospitalised after allegedly being punched by Travis, in response to him asking the rapper to lower the volume of his music.

Charlize reportedly dated Sean from around 2013 until 2015, but later told Howard Stern that they were together for barely a year.

Sean became known as an abuser after his high profile relationship with Madonna in the 1980s. It's alleged that he hit the singer with a baseball bat on one occasion, and in another incident, tied her up and beat her for hours. Sean was charged with felony domestic assault but was never convicted as Madonna dropped the charges. Sean was also once arrested for attempted murder after he hung a paparazzo off of a ninth-floor hotel room balcony.

The Orange Is The New Black star dated the frontman of the Red Hot Chili Peppers back in 2008, but it's not common knowledge when the relationship ended.

In his 2005 autobiography, Scar Tissue, Anthony described a time where he had sex with a girl he thought was 18, but who later told him she was only 14 years old. The singer recounted that she revealed her age to him and told him that her father was the chief of police in the area, and that he "had sex one more time" with her after that. Anthony was 23 years old at the time.

The businessman and the singer were first linked in May 2018, and have since had a son and a daughter together. As of 2022, the pair are no longer a couple.

Elon has made countless problematic remarks from tweeting "pronouns suck" to comparing Canadian prime minister Justin Trudeau to Hitler. He has attacked public figures like Elizabeth Warren and Bill Gates, and also allegedly enabled a racist and sexist work culture as CEO of Tesla. Elon was also a pretty vocal COVID denier at the start of 2020, even going so far as to open Tesla's Bay Area factory against local rules, which led to around 450 workers getting COVID.

The pair were first speculated to be dating on the third of May this year, but earlier this week came news that Taylor was apparently single again.

The 1975 singer has done and said all sorts of problematic things in his career so far. These include doing a Nazi salute on stage during a concert in January this year, admitting to watching graphic pornography that aims to degrade Black women, making racist comments about the musician Ice Spice, and even calling Taylor's own mother "Miss Piggy" during a podcast appearance.