Bruce/Caitlyn Jenner – Age 71

Caitlyn Jenner easily takes the win for the most drastic of transformations after coming out as a trans woman and undergoing gender reassignment surgery. Jenner had multiple procedures done as part of her transformation, including facial-feminization surgeries to contour her jaw, chin, and forehead. She also had hairline correction procedures done.

2020 was Jenner’s fifth transition anniversary, and she told People magazine that she’s just happy being herself. She headlined I Am Cait in 2016, a reality show that shared her experiences since transitioning, and these days she shares more about her life through her YouTube channel.

Janice Dickinson – Age 66

The ’70s and ’80s were good to Janice Dickinson when she strutted the runways. She gained even more fame in the 2000s as part of the judging panel on America’s Next Top Model. She’s gone under the knife over the years, attempting to slow down or perhaps conceal the effects of time.

Her surgery habits dug into her finances to the verge of leaving her with stacks of unpaid bills. Dickinson eventually decided to embrace her natural looks, and for 66, she’s every bit as gorgeous as we first because acquainted with her. We recently saw her in the 24th season of The Bachelor in 2020.

Scott Thompson – Age 55

You might know him as Carrot Top, but he was born Scott Thompson. He banked on his signature red hair and sense of humor to make people laugh. Three decades later, he’s still at it with features in the Last Comic Standing as a guest judge and a cameo in Sharknado: The 4th Awakens.

He’s maintained a colorful mane over the years, but at 55, he wears some signs of aging. Carrot Top boasts of being the longest-running resident comic at the Las Vegas Strip, and he even snagged up a five-year extension deal at the Luxor. However, his show went on hiatus because of the pandemic.

Lindsay Lohan – Age 34

The Parent Trap told the story of twins who reunite after meeting at summer camp, and Lindsay Lohan did a great job portraying both parts. It opened the doors for her to star in other films like Freaky Friday and Mean Girls. She also got into music, and in 2020, she released Back to Me, a single from her upcoming third studio album.

These days Lohan looks markedly different, and fans have speculated that she might have had some work done. She debuted her new look in 2019 when Lindsay Lohan’s Beach Club premiered. Everyone is just happy that Lohan seems to have left her troubled days behind.

Demi Moore – Age 58

Demi Moore created ripples as a Brat Pack member with appearances in St. Elmo’s Fire, Blame It On Rio, and About Last Night. Moore is still at it and diversifying her portfolio, like in 2020 when she joined other stars to model lingerie for Savage x Fenty Vol. 2 by Rihanna.

Moore hasn’t changed in any unusual ways, and it has a thing to do with the skin-tightening procedures she’s had done. She told the Daily Mail that she gets the treatments to firm up the surface of the skin using radio frequencies. These procedures can set you back by as much as $150K annually.