Just a casual dinner or something more?
On Monday night, the duo stepped out for a meal at The Bowery Hotel in New York City that ultimately left the supermodel smiling for the cameras.
Brinkley opted for a casual look with denim jeans, sneakers, a blue scarf and yellow jacket. Meanwhile, the "Jack & Diane" singer chose to wear ripped jeans, a peacoat and boots.
While the pairing may be a surprise to some, something that is far from shocking is Brinkley's gorgeous look at 61 years young.