Ashlee Simpson

For a while, American singer and actress Ashlee Simpson lived under the shadow of her famous older sister Jessica Simpson. She began her career at the age of 15 as a backup dancer for Jessica. She also joined auditions and was able to land parts in TV commercials. It is with credit to her memorable appearance on the MTV reality show Newlyweds: Nick and Jessica in 2003 for paving the way for her own spin-off series, The Ashlee Simpson Show. Soon she was launched into her solo music career, which turned out successful. Though there were challenges along the way, it still received relative success over the years.

Ashlee was only 23 years old when she got in a relationship with Fall Out Boy member Pete Wentz. This drew public attention to her, especially when she became pregnant with Bronx Mowgli in 2008. Despite the well-publicized split up she had with Pete, she carries no regret, but only the best part of her 20’s when she had her son.