Jay Cutler Girlfriend 2025. The former nfl quarterback is getting engaged to girlfriend samantha robertson, people reported on tuesday night. “sam ️ jay,” cutler, 40, shared via his instagram story on friday, january 19, with the message written in the sand at the beach,.

Jay cutler stepped out with his girlfriend samantha robertson for the first time since his dui arrest two weeks ago. Taking to his instagram story on thursday, the former pro bowl quarterback shared a.