18 4 3 7 14 Top 10 All-Time Hottest Playboy Playmates thefreeadult Admin posted on 2 years ago — updated on 1 week ago 139,178 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? 27 AWESOME! 28 NICE 69 LOVED 13 LOL 9 FUNNY 16 FAIL! 7 OMG! 14 EW!