Playboy has reported another quarterly loss, making things tough for Hugh Hefner in his bid to keep control of the company. He’s currently in a battle as the company is being pursued by well-funded buyers.

The latest figures come as the company’s future ownership remains in doubt. FriendFinder Networks, owner of Playboy rival Penthouse magazine and adult websites, wants to buy the company for $210 million. It raised $551 million in debt at the end of last month, a move that could give it the cash to follow through on the bid.

But Hefner, who owns 70% of the company’s voting stock, says he has no interest in selling. And he has proposed to the company’s board that he buy out the remaining stake in a deal that would value Playboy at about $185 million. A special committee of the company’s directors is considering the offer.

In the meantime, Playboy’s management is trying to transform the company from a publishing and TV business into a “brand management” company, leaning more on revenue from licensing out the Playboy name and bunny ears for a range of products.

FriendFinder seems serious here with all that cash. It will be interesting to see what other properties they pursue in this space.