She may look like an awkward little girl with messy hair and funny teeth, but she had the same sparkle in her eye back then – that crazy beautiful gaze that made her so special. It’s the one and only, Amy Winehouse.
She quickly grew out of those pigtails and went on to become the first ever female British singer to win 5 Grammy Awards. She went on to win several other awards; Winehouse was beloved for her one-of-a-kind, heartbreaking soul vocals and her crass, honest personality. She didn’t apologize for who she was, and we loved her for it.
This guy! I know him!
It seems no one escapes puberty and an awkward yearbook photo, not even hardcore rapper Eminem. Back when he was still known as Marshall Mathers, Eminem looked as strange and nerdy as the rest of us. Just look at those big eyes, that dark hair and that geeky smile.
He didn’t always have that sexy buzzed blonde hair, but he definitely had serious talent that propelled him to the successful hip-hop icon, record producer, songwriter, actor, and director he is today.
Eminem
“Slim Shady” is not only an incredibly skilled storyteller and rapper, but also a great actor.
He surprised us all in his debut performance in ‘8 Mile’, which was loosely based on his life growing up in Detroit. Whatever he decides to do next, we hope he keeps that hair short and blonde!
Amy Winehouse
Amy Winehouse told us her life story through her songs, and did it like no other artist had before. The song ‘Rehab’, which literally talked about her experience in going to drug rehabilitation, became instantly famous, breaking several world records.
Winehouse joined the infamous 27 club when she passed away in 2011. She was revered by greats, like Bob Dylan and Tony Bennett, and definitely left us way too early.
One Crazy Transformation
Could you ever have imagined that this chubby, serious looking kid would go on to become one of the most famous British stand-up comedians and movie actors in the world?! We couldn’t have! Russell Brand definitely went through a big transformation since high-school.
Brand has admitted in several occasions that he was a very lonely child with a very difficult upbringing. He suffered from Bulimia, an issue he’s been struggling with over the years.