Not that it's unexpected, but some of the gorgeous women on Hugh's arm have been caught on celebrity sex tapes with other high-profile men.Kendra Wilkinson, for example, is high on the list of celeb sex tapes and is no stranger to the attention.
"I didn't immediately realize that all girlfriends were required to sleep with Hef," Madison writes.2.
The almost 91-year-old founder and chief creative officer of Playboy Enterprises has infamously dated blonde after blonde, most notoriously courting the cast members of the short-lived reality series .
Even though he's certainly had his fill of bombshells — previously admitting to sleeping with "more than" 1,000 women — Hef maintains that he always stayed faithful during the multiple times he was married.
They are pictured next to a poster of the 1942 classic film , Hugh's favorite movie."Happy 90th to a man with a heart of gold. Hugh and his wife, his third, have been married since 2012. Hugh has hosted a He also received a sweet birthday shout-out from son Cooper Hefner, 24, one of his four children.
His mother is Hugh's second wife, former Playboy Playmate Kimberley Conrad, 53."To a man I immensely admire and love," he wrote, alongside a black and white photo of the two walking together.