Russell Simmons has a history of courting some pretty bad women, namely his ex-wife, former model and businesswoman Kimora Lee Simmons. He’s also been connected to Karin Taylor, Veronica Webb and current Real Housewives of Atlanta star Cynthia Bailey, all of whom are models as well. It’s safe to say the Def Jam pioneer has a type, and still does, as he recently hit up young model chick Tyrie Rudolph via Instagram to compliment the beauty on her looks and ask for her number.

While this may be standard procedure for the everyday guy trying to connect with a woman online, Simmons’ stature in the business made it a noteworthy case. Check out Simmons hollering at Rudolph and more pics of the beauty in the gallery above.