Dennis Rodman – Age 59
Dennis Rodman’s journey from an overnight janitor to an NBA superstar is nothing short of remarkable, and his ever-evolving image has kept fans and critics talking for decades. When he was drafted by the Detroit Pistons in 1986, Rodman sported a modest, everyman style, focusing primarily on excelling on the court. But as his career progressed, so did his bold self-expression. Facial piercings made their debut, followed by vibrant, bleached hair and striking tattoos during his time with the Los Angeles Lakers in the late 1990s. His flair for the unconventional didn’t stop there—he eventually stepped into the world of professional wrestling, even winning the first Celebrity Championship Wrestling title in 2008. By 2020, his fascinating life and career were immortalized in the documentary Rodman.

Dennis Rodman – Age 59
Lindsay Lohan – Age 34
Lindsay Lohan’s journey is one of the most talked-about transformations in Hollywood—though not solely for physical changes. Born in 1986 in New York, Lohan began her path to stardom at a young age, reaching fame by 12 with her standout role in The Parent Trap. What followed was a tumultuous ride marked by both success and setbacks. She dazzled audiences in hits like Freaky Friday and Mean Girls before facing legal troubles, including arrests for DUIs and drug possession. Today, Lohan is embracing a healthier and more grounded image as she reclaims her place in the spotlight. With over 8.7 million Instagram followers, she continues to captivate fans and recently announced her involvement in the upcoming project Cursed.

Lindsay Lohan – Age 34