20 7 5 9 17 Top 10 All-Time Hottest Playboy Playmates thefreeadult Admin posted on 2 years ago — updated on 1 month ago 156,004 views Sexy News In honour of Hugh Hefner's passing, we've created our hottest Playmate list. Enjoy! Thanks Hef! Tiffany Toth « Previous Next » Playboy Playmates Hugh Hefner Kimberly Conrad Marilyn Monroe Holly Madison Jenny McCarthy Lisa Welch Tiffany Toth bunnies YOUR REACTION? 30 AWESOME! 30 NICE 74 LOVED 13 LOL 9 FUNNY 18 FAIL! 7 OMG! 14 EW!