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kendra from playboy “Playboy really messed my whole life up,” said Hugh Hefner's former girlfriend — who is currently getting help for depression.. Follow our Telegram channel for non-stop access to the best 18+ videos and photos. Former Playboy model Kendra Wilkinson is best known for her glamour shoots and being a former girlfriend of Playboy boss Hugh Hefner. kendra from playboy Unlock an exclusive world of adult content on our Telegram channel—join today and never miss out! Use the "open" button to become a subscriber and keep in touch with our amazing community. Kendra Wilkinson, who became famous as part of the E! reality series Girls Next Door, told People magazine this week. “Playboy really messed my whole life up.”. Discover a hidden gem of sizzling adult content created exclusively for your enjoyment.