These 40 Celebrities Opened Up About Their Greatest Regrets

Regrets. We’ve had a few. Or perhaps you’re a person who has a whole host of them? Maybe you are wishing you took that job, are reminiscing about a lost relationship, or are groaning whenever you see your yearbook photo. If so, then believe it or not, you’re much like these 40 celebrities. They’ve spilled the beans on their greatest regrets – from lost loves to incredibly embarrassing hairdos and awkward tattoos. Read on, and you’ll discover what decisions Kate Winslet and Jennifer Aniston are still mortified about many years later.

40. Melissa missed out on Ryan romance

Before he was headlining big-time blockbusters, there was a time in the mid 90’s when Ryan Reynolds was just a young upstart trying to make it in Hollywood. And the Deadpool star appeared in the 1996 TV movie Sabrina the Teenage Witch that went on to birth the popular series. Alongside him was Melissa Joan Hart, and the pair had a brief romance. However, it didn’t go on long, with Hart telling Studio 10 in Australia, that despite them being “smitten and cute” she ultimately decided to stick with her boyfriend. Oh, Melissa!

39. Sophie should’ve slummed it as a student

Game of Thrones shot a young Sophie Turner to international fame, and that HBO glory ultimately helped her bag a Jonas brother. But the English actress still has a major regret about working on the show from the age of 13 until she was 24. Turner revealed all on The Graham Norton Show. Spilling the beans, she told Norton, “I wish I’d had the university experience. I wish I could have gone out and drunk a lot and thrown up in the middle of a club without it being photographed!” Erm, sure Sophie.

38. Haircut own goal by David Beckham

Throughout his long career, soccer ace David Beckham displayed a wide array of different — and sometimes terrible — haircuts. Taking risks is part of being a sports-fashion icon. But there’s one style in particular that the Englishman regrets having. The cornrows. During a candid appearance on The Graham Norton Show, he opened up, “[They] were maybe a bad decision! It was bad timing as well because I was going to South Africa at the time with England and ended up meeting Nelson Mandela, so that’s why I regret that.” So you should, David.

37. Overthinking Oprah

With a reported $2.9 billion in the bank, it’s fair to say Oprah Winfrey has done pretty well for herself. But the talk show guru is still just like all of us, in that she has a few regrets about her past. Yes, Winfrey admitted to her own channel and magazine that her main one was wasting time worrying about things that ultimately didn't matter that much. Whatever you say, Oprah. Compared to the average joe, it seems like you did a pretty impressive juggling act throughout your unparalleled career. We are sure that Stedman is proud of you!