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Simon has confessed to once going on the blind date with Denise Richards.
The 51-year-old music mogul revealed the get-together with Denise, who is the ex-girlfriend of Charlie Sheen, in a recent interview on Howard Stern's Sirius XM Radio show.
He told Stern, "She's cute... She turned up eight months pregnant and had a dog in her handbag... (but) she is gorgeous. I liked her a lot....She's funny, a bit of a wacko, but I like that."
He also revealed it wasn't a one time meeting, saying: "We met up afterwards."
However, there was no real romance between the pair and there are rumours that Simon is engaged to make-up artist Mezhgan Hussainy, although Simon refused to confirm this on-air...