Hugh Hefner Finally Files for Divorce

Nobody could ever accuse Hugh Hefner of rushing into things.

After an 11-year separation, the Playboy founder, 83, has filed for divorce from his second wife, former Playmate Kimberly Conrad, citing irreconcilable differences, Los Angeles court records show.

The pair were married in July 1989 and separated nine years later, but remained legally wed.

Hefner tells PEOPLE he isn’t ruling out another walk down the aisle someday. “It’s unlikely since I haven’t been very successful at it. But anything is possible,” says Hefner, who is currently dating Playmates Crystal Harris, 23, and twins Karissa and Kristina Shannon, 19.

Hefner decided to file for divorce, he says, after Conrad sued him in recent weeks for $5 million stemming from the sale of a home they owned together. He strongly denied that he owes Conrad any money, and that he’s faithfully paid her $250,000 a year as promised in a prenuptial agreement.

Hillel Chodos, a lawyer for Conrad, would only say, “Mr. Hefner’s divorce filing speak for itself, and we’ll respond in due course.”