Jessica Simpson – 3

When Jessica Simpson grew older, she took on a more mature image, pivoting away from that sweet-girl image she maintained when starting in the music industry. Nonetheless, she was thankful because fans were all out in terms of support for her though she was only 17 at that time. Her debut album sold two million copies right away. It was the second one where she took a more adult style.

All grown up, Simpson is also now married. The 41-year-old singer, actress, and fashion designer have three children, Ace Knute, Maxwell Drew, and the youngest, is Birdie Mae. Such cute names, right? Simpson is so proud of her children. She usually posts their photos on Instagram. She even revealed that Thanksgiving was somewhat different at the Johnson house—she is married to Eric Johnson—but the kids loved it. Well, we wish for more investments and projects for this couple.