He's photographed a topless Mischa Barton eating raw meat, Hunger Games star Josh Hutcherson covered in mud and Backstreet Boy A.J. McLean in a pair of Christian Louboutins.
"Glamour has many sides to it," Shields tells PEOPLE. "There is an idea of what glamour is, but at the end of the day, the most glamourous people still use the bathroom. I love destroying glamour, it makes it much more meaningful to me."
Now Shields, 31, has compiled his risqué photo shoots into his first book, The Dirty Side of Glamour.
"The biggest challenge in making The Dirty Side of Glamour was patience," he explains. "It took years to build it up and years to wait for the right time to put it out, but when it was ready, everything that was supposed to be in there was."
Heather Morris, Zachary Quinto, Justin Long, Ashley Greene, Demi Lovato and Gary Busey are also featured in the book.
"Floyd Mayweather Jr., he's my top person to photograph," he says.
The Dirty Side of Glamour is available Nov. 12 from HarperCollins.