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Jimmy Kimmel hit Karoline Leavitt where it hurts with a scathing, one-two punch about her age-gap marriage and her employment under President Donald Trump.
Read More"Young Sheldon" star Iain Armitage broke out in a big way when he took on the iconic role in the hit spinoff/prequel show, but he remains a bit of an enigma.
Read MoreMatt Gaetz and his much younger wife, Ginger Luckey Gaetz, are clearly in it for the long haul despite his high-profile scandal and their considerable age gap.
Read MoreSean Hannity and his ex Jill Rhodes were married for almost 30 years but a couple of eyebrow-raising red flags emerged, and were summarily dismissed, early on.
Read MoreSophie Grégoire Trudeau has been refreshingly open about her mental health journey since splitting from Justin Trudeau, frequently updating her fans online.
Read MoreRachael Ray has had a celebrated career on television but being in the public eye for so long means that fans worry over every little problem she seemingly has.
Read MoreArnold Schwarzenegger raised his kids with very strict rules, but it hasn't hurt his relationships with them, and the family remains closer than ever.
Read MorePhotos circulating online after Donald Trump attended a UFC match have sparked speculation about his health due to a few odd things about his appearance.
Read MoreDonald Trump has made it embarrassingly obvious just how jealous he is of son Barron Trump's impressive height, so this latest accomplishment must really sting.
Read MoreLauren Sánchez and her tech billionaire fiancé Jeff Bezos lead an insanely lavish life but money can't buy everything as the celebrity couple learned in Monaco.
Read MoreRosie Huntington-Whiteley and Jason Statham have been together since 2009, but despite getting engaged in 2015, they've never actually gotten married.
Read MoreSophie Grégoire's style has evolved considerably since her high-profile split from Justin Trudeau with the author taking more risks and even going a bit sexier.
Read MoreBarack Obama and Pope Leo XIV might seem like an unlikely pair, but the former president and newly-elected religious leader actually have a lot in common.
Read MoreBruce Springsteen has made his dislike of Donald Trump clear, but the legendary rocker's onstage performance with Michelle Obama really drove the point home.
Read MoreHGTV stars' fans can't help speculating about how their favorites maintain their good looks, leading to plastic surgery rumors and some public acknowledgements.
Read MoreKate Middleton is widely considered one of the most beloved royals, but there are also plenty of celebrities who seem to openly despise the Princess of Wales.
Read MoreVivian Wilson had a reliably pitch-perfect, and suitably scathing, response to her estranged father, Elon Musk's, very public feud with President Donald Trump.
Read MoreTaylor Swift was thrilled when her longtime BFF Selena Gomez got engaged to Benny Blanco but will the "Blank Space" hitmaker be a member of their wedding party?
Read MoreDonald Trump loves coming up with offensive nicknames for his detractors and enemies, but more often than not they expose how thin-skinned the president is.
Read MoreRyan Reynolds was one of Hollywood's most affable and well-liked celebrities for many years, but several controversies have soured his reputation.
Read MoreSophie Grégoire and Justin Trudeau's split shocked the world and sadly, in the intervening years the former couple's relationship has grown more complicated.
Read MoreJD Vance has adopted some intensely polarizing stances over the course of his political career leading several A-listers to delight in calling him out publicly.
Read MoreDespite her celebrated career veteran journalist Diane Sawyer's reputation has been tarnished by several unsavory rumors, from feuds to accusations of misogyny.
Read MoreLauren Sánchez's reputation took a hit after her ill-advised trip to space. Jeff Bezos' fiancée should take inspiration from his ex about flaunting her wealth.
Read MoreLauren Sánchez and Elon Musk have a surprising amount in common from their love of space travel to their reported plastic surgery. But is she trying to be him?
Read MoreKaroline Leavitt took a much-needed break from her demanding boss during Memorial Day weekend, but fans were quick to pick at her age-gap marriage yet again.
Read MoreCassie Ventura was romantically involved with disgraced rapper Sean "Diddy" Combs for over a decade, but their relationship was marred by tragedy and abuse.
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