5. Pamela Anderson – Kid Rock
Pamela Anderson has, for a long time, been a staple in the world of great looks, but she has really gone off the deep end with some of the men she chose to call her partner. For one, she was famously married to the “American Bad Ass” Kid Rock, who is slinky and whose appearance is anything but traditionally desirable. Though the two didn’t last long, it didn’t stop them from having many PDA moments together while things were good, leaving many on-lookers wanting to cover their eyes.
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But, Kid Rock wasn’t the only questionable man Pamela chose. She’s also dated other men far less attractive than she, including names like Fred Durst, Arsenio Hall, Criss Angel (yikes) and was even rumored to have dated David Spade.
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