Dave Portnoy Has A Shady Past Of Age Gap Relationships (& Cheating Rumors) - Nicki Swift

Dave Portnoy Has A Shady Past Of Age Gap Relationships (& Cheating Rumors) - Nicki Swift

Dave Portnoy has racked up quite a track record of age-gap relationships, and no matter what he does, those cheating rumors just won't quit.

Dave Portnoy Has A Shady Past Of Age Gap Relationships (& Cheating Rumors)

Gary Gershoff/Getty Photographs Some might have clutched their pearls after Barstool founder Dave Portnoy revealed in an April 2025 episode of “Drop A Pin” that he was courting 26-year-old Camryn D’Aloia, but it surely would not be the primary time the 48-year-old had been concerned in a significant age-gap relationship. Au contraire, Dave’s love life has been a bit messy since he and his ex-wife divorced in 2017 — and plenty of of his love pur…