Anna Nicole Smith’s former boyfriend spent nearly $3,000 at a celebrity auction last Saturday scooping up lingerie once worn in a Playboy shoot by the late playmate. Larry Birkhead said he is trying to make sure their 1-year-old daughter, Dannielynn, has something to remember her mother by. “I have a lot of history I have to put together that she doesn’t really know about,” he said. “Playboy was such a big part of Anna’s career.” Birkhead bought a pink bustier for $1,800 and a white negligee for $1,000. Lingerie for a one year old…Isn’t this just a bit creepy??

Former Playmate of the Year Jenny McCarthy owes her fame to Hugh Hefner’s Playboy Magazine. She is also well known for her hosting job of MTV’s Singled Out. Though Jenny has seemed to be a bad girl turned good after a marriage and birth of her son, we will all remember her back in her wild days.