#37: Jessica Simpson Then
Jessica Simpson was the ultimate 2000s pop princess — a Southern sweetheart with powerhouse vocals and a knack for making headlines. Her reality show Newlyweds: Nick and Jessica turned her into America’s ditzy darling, thanks to unforgettable moments like the infamous “Is this chicken or tuna?” scene. She was charming, funny, and totally herself.

Behind the laughs, Jessica was a serious talent. Albums like In This Skin showcased her emotional range, and her voice could hold its own next to any of her peers. But fame wasn’t always kind — every outfit, romance, and diet was under scrutiny. Still, she handled it all with a mix of humor and heart.
Pages: Page 1 Page 2 Page 3 Page 4 Page 5 Page 6 Page 7 Page 8 Page 9 Page 10 Page 11 Page 12 Page 13 Page 14 Page 15 Page 16 Page 17 Page 18 Page 19 Page 20 Page 21 Page 22 Page 23 Page 24 Page 25 Page 26 Page 27 Page 28 Page 29 Page 30 Page 31 Page 32 Page 33 Page 34 Page 35 Page 36 Page 37 Page 38 Page 39 Page 40 Page 41