Tyga, Jessica Simpson and Other Stars Who Got Dumped Around Their Birthday

Kylie Jenner breaks up with her boyfriend on his special day

By Samantha Schnurr Nov 20, 2015 9:23 PMTags
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Breaking up can be brutal. Breaking up around your birthday—now that is pure torture.

Unfortunately for this list of famous celebrity couples, fate was simply not in their corners when their significant others decided to break the news around their big days. For one particular celeb, it was especially heartbreaking when the split happened on the very eve of their birth. 

From the looks of this trend in Hollywood, Hallmark may want to consider dabbling in a unique "Break Up Birthday" card section to help soothe the sting of quite an unpleasant situation. 

Here are five celebrity duos who called it quits around their big days. 

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While Kylie Jenner rang in her 18th birthday with a shiny $295,000 ferrari from her then-boyfriend Tyga, it was quite the opposite scene when the rapper rang in his 26th birthday.

Instead of presenting Tyga with lavish gifts, Jenner broke up with her beau of over a year and did not attend his party or offer any well wishes on social media. Wonder what he'll do about that "Kylie" tattoo imprinted on his arm...

For two years, Jessica Simpson dated Dallas Cowboys quarterback Tony Romo. While they were initially the picture of romantic bliss, their relationship quickly turned sour when Romo dumped the blond beauty on the eve of her 29th birthday in 2009. 

Simpson canceled the Barbie-themed birthday party she had planned in celebration of the occasion. "She was surprised. She wouldn't have planned a party if she knew this was coming," a source close to Simpson told E! News at the time. "They're both going their separate ways." 

Romo certainly went his own way—straight to a club. He was spotted later that evening hanging poolside with a group of over 10 friends while "quite a few women" stopped by his table, an onlooker said.  

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After the 2015 summer of celebrity breakups seemed to finally come to a close, a funny couple unexpectedly called it quits after just two years—Amy Poehler and Nick Kroll.

While they attributed their separation to difficult work schedules impeding their personal lives, the split stung even more considering it took place just a week after the former SNL cast member celebrated her 44th birthday. 

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Despite being married for more than 15 years with three children, Patrick Dempsey and his wife, makeup artist Jillian Fink, ended their marriage when Fink filed for divorce on Jan. 21 citing irreconcilable differences.

The date just happened to be a few days after the former Grey's Anatomy star celebrated his 49th birthday.

Watch: Kylie Jenner Talks Attending NYFW With Tyga