The multi-faceted Ryan Leslie may hang with young, hot stars such as Cassie and model Chanel Iman, but the R&B singer/producer has his eye on an older, married woman. Find out which sexy Hollywood mother wins Ryan’s title of “Diamond Girl.”

When asked who he has a crush on, the 30-year-old hitmaker told staging-rapup.kinsta.cloud that it’s not Angelina Jolie or Charlize Theron, but 43-year-old actress Brooke Shields who wins him over. “I think Michael Jackson had a crush on her. So yeah, put me on for Brooke Shields!” Ryan said about the former Calvin Klein jeans model.

The Harvard grad is featured as part of Rap-Up‘s Class of 2009, five artists to watch for in ’09. To read his profile, pick up the Winter 08/09 issue of the magazine, on sale now.

Ryan Leslie’s self-titled debut album is scheduled for release on February 10. View the official cover and tracklisting here.

–Reported by Tracy Garraud