The long list of hot women Hugh Hefner has slept with – #2 will shock you! (With Pictures)

11. Tina Marie Jordan

This model was labeled Playmate of the Month during March 2002. Despite her fame now for posing nude, Tina Marie Jordan originally met Hefner while trying to obtain her real estate license. After becoming romantically involved with him, she was enlisted to receive the coveted centerfold spot in the magazine.

After appearing in the magazine, Jordan has gone on to appear on The Howard Stern Show, hosts her own radio show and was on Season 7 of the reality show The Surreal Life. She still remains beautiful and well-figured at 43 years old and with one child. She actually had her daughter prior to her centerfold appearance, making the accomplishment all the more impressive.