One idea for approaching fashion is to dress like the person you want to be. This gentleman probably doesn't meet most people's idea of what a 'chick magnet' would look like, but he doesn't care about that. He's living his best life, and he isn't afraid to show it. Plus, based on the evidence it might be working. There's a chick sat right there with him!
The chick in question doesn't look like she's especially in love with the situation, though. We're trying to think of the best way to describe her expression, but we can't decide whether she's surprised or horrified. He looks quite pleased with himself, all the same. Maybe that's the secret of the magnetism - women don't know why they flock to him; they just do. Unless we're mistaken about the arm to the right-hand side of the picture, he might even have a beauty on each arm.