By Megan Riedlinger
9:58am PST, Feb 17, 2023
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Valentine's Day might be a holiday meant to celebrate love, but it's also a popular time for breakups — and the rich and famous aren't immune to cruelly timed heartbreak. Wonderwall.com has rounded up the stars who saw their romances come to a tragic end right on or around the romantic holiday, starting with this former couple…
Bam Margera's second wife, Nicole "Nikki" Boyd, filed for legal separation from the former "Jacka**" star on Feb. 15, 2023 — just one day after Valentine's Day. Court papers listed their actual breakup date as Sept. 14, 2021. Her attorney told People magazine that Nikki felt she had no choice but to finally file "due to [Bam's] continuing drug and alcohol abuse, erratic behavior, and due to his failure to provide support for her and their son," adding, "Nikki has put everything she has into trying to get Bam to stay sober, and to trying to preserve her family."
Keep reading to see more stars who went through similarly unfortunately timed breakups…
MORE: Stars born on Valentine's Day
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Jennifer Aniston and Justin Theroux began their romance in 2011. They got engaged in 2012 and three years later, they tied the knot in their backyard. But it didn't last: They announced their breakup the day after Valentine's Day in 2018. "In an effort to reduce any further speculation, we have decided to announce our separation," read the statement. "This decision was mutual and lovingly made at the end of last year. We are two best friends who have decided to part ways as a couple, but look forward to continuing our cherished friendship."
MORE: Forgotten celebrity couples of the '90s
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During Valentine's week in 2021, TMZ broke the news that Kim Kardashian had filed for divorce, making her split from rapper Kanye West official following a major rough patch in the summer of 2020, which was followed by reports they were ready to throw in the towel in early 2021. Kim made it official five days after V-Day.
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Does Kanye West have a Valentine's Day curse…?! The rapper spent the first month and a half of 2022 enjoying a whirlwind romance with actress-artist Julia Fox after they met in Miami on New Year's Eve. But it wasn't meant to be: On Feb. 14, 2022, her rep released a statement announcing that they were "no longer together." The "Uncut Gems" star also addressed the breakup on her Instagram Story on V-Day, writing, "Kanye and I are on good terms! I have love for him but I wasn't in love with the man."
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Just a few months after making their Instagram debut as a couple in September 2020, Rebel Wilson and Jacob Busch called it quits. On Feb. 2, 2021, Rebel revealed her new single relationship status with an Instagram photo post. "Lots on my mind…aghhhhhh…#single-girl-heading-to-Super-Bowl!" she captioned the snap. Two days later, Us Weekly reported that Rebel dumped the Anheuser-Busch scion via text in mid-January.
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Days after she attended the 2019 Grammy Awards solo on Feb. 10 — without her engagement ring — news emerged that Lady Gaga and fiancé Christian Carino, who was also her agent, had split.
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You might have forgotten about this celebrity couple, but Amanda Seyfried and Ryan Phillippe were once an item. The two dated for a few months in late 2010 and split in early February 2011. They decided to try again in March but only lasted another four months before calling it quits for good.
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Though she never publicly named Malcolm-Jamal Warner, fans assumed that Regina King was talking about her famous ex when she told Us Weekly that she'd once been dumped on V-Day. "Someone broke up with me on Valentine's [Day]," she told the outlet, adding, "Then he actually sent me flowers that said, 'I still love you' and I threw the flowers in the trash." That breakup took place in 2013.
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Milo Ventimiglia and Hayden Panettiere ended their Hollywood romance in 2009 just a few days after Valentine's Day. The stars kicked off their two-year relationship while co-starring on "Heroes" when Hayden was 18 and Milo was 30.
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How bad do you think Valentine's Day 2012 was for Sophia Bush and Austin Nichols? News that the couple — who were co-stars on "One Tree Hill" and dated on and off for six years — had split was made public one day after the holiday that year.
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What's worse than a breakup before Valentine's Day? A really tumultuous breakup that makes headlines right after the holiday. After less than a year of dating, "I Am Number Four" co-stars Dianna Agron and Alex Pettyfer went through a split in February 2011 that was reportedly so nasty, the "Glee" star moved out of their home right around V-Day — and days before their movie came out that Feb. 18 — amid claims that Alex was controlling.
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Less than a week before Valentine's Day in 2011, Jude Law and Sienna Miller ended their on-again, off-again love affair. This was five years after Jude's infamous cheating scandal involving his family's nanny. Despite the betrayal, he and Sienna reunited and were trying to make things work. Until they realized it just wouldn't.
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In 2016, news of Nina Dobrev and then-beau Austin Stowell's split emerged a few days after Valentine's Day. They'd been dating for seven months. It was then reported that the couple had ended things shortly before the holiday, which made sense because on V-Day, Nina posted a photo with her friends and captioned it, "Sunday Funday #HappyGALentinesDay."
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Actor Tim Robbins filed to divorce Gratiela Brancusi on Jan. 27, 2021 — just a couple weeks before Valentine's Day. It came as a huge surprise because no one knew the couple of about three years had even married.
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Though they didn't have a super-lengthy relationship — about nine months — Nick Jonas first showed he had a penchant for older women in 2011 when he dated Australian singer Delta Goodrem when she was 27 and he was 19. They confirmed their breakup a week after Valentine's Day in 2012.
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Yup, "Buffy the Vampire Slayer" actor James Marsters and his wife Patricia Rahman are another couple that called it quits around the holiday. On Feb. 3, 2021 — just 13 days shy of Valentine's Day — Us Weekly confirmed that the actor and his wife of 10 years were going their separate ways.
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Hilary Duff and Mike Comrie had a pretty grim Valentine's Day present in 2015 — a divorce filing. The couple — who split in January 2014 after nearly four years of marriage — made their breakup legal right around the holiday. Their divorce was finalized the following February.
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Jordin Sparks certainly didn't have a happy V-Day back in 2016. That year, she and Sage the Gemini shared their breakup news just four days before the heart-filled holiday. The music stars had been dating for nine months.
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After 29 years of marriage, "The Mentalist" actor Simon Baker and wife Rebecca Rigg called it quits, revealing the news shortly before Valentine's Day on Jan. 29, 2021. "We remain close friends and our three children will always be the most important focus of our lives," the pair said in a statement released to People magazine, which reported they'd actually quietly separated the previous April.
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"Teen Mom" star Maci Bookout split with boyfriend Kyle King the week before Valentine's Day in 2012. The breakup happened after Maci discovered Kyle had been cheating on her. Yikes! Though the two eventually got back together — they dated on and off for around two years — they didn't last.
