The singer – who filmed her "A Public Affair" video on roller skates – schmoozed (She "was very laid-back and casual," Interskate owner Luther Bernstein tells us) and spent several minutes chatting on the side of the rink with a radio listener who had won a skate with Simpson. When the girl admitted that she didn't know how to skate, Simpson had no problem with just talking – she was no whiz on four wheels either while shooting her video.
During the night, the singer treated KISS deejay Billy the Kidd with a birthday serenade over the P.A. system. She sang it "in a sexy Marilyn Monroe voice," says Bernstein.
Jake: Love Connection?While Matthew McConaughey and Lance Armstrong have been making the Miami nightlife rounds, pal Jake Gyllenhaal has been partying in the Big Apple.
Winslow / Klebanow / Splash
That didn't end the fun for Gyllenhaal, who danced to Madonna's "Like a Prayer" (even doing a bit where he crossed himself) and did the limbo with a few women. So, how low can he go?
By DARLA ATLAS and LESLEY MESSER