Firstly, you gotta love the strategic placement of that Louis Vuitton man-pouch—or whatever you call that thing.
These were snapped last night as record producer and rapper Jermaine Dupri played the sugar daddy card by puffing on his cigar as he left a L.A. restaurant with a hot mystery brunette wearing a fitted leopard print dress. The dude mainly works in the background these days producing music, but judging by the fact that he’s still scoring hot chicks, it appears everything is going smoothly.
As most of you know, the Jermaine Dupri’s most famous & long-term conquest was his on-and-off relationship with Janet Jackson from August 2001 to March 2009 (source). Janet cashed in her chips & is set to get married to billionaire businessman Wissam Al Mana from Qatar. The wedding will reportedly cost $20 million & best of all, Janet worked in juiciy prenup terms that has her receiving $500 million if they get divorced after five years. I have a feeling she’ll be cashing in that fat check sometime in sometime in the summer of 2018.View All Photos ›