On Wednesday, the couple and a few friends enjoyed steak and beers at STK Downtown in New York City, a source tells PEOPLE.
The gang was "laid back," the onlooker says, and they finished off their meal with a number of desserts, including bread pudding, peanut butter cups and doughnuts.
"Matt was also talking about the Red Sox's recent win with a fellow fan," the onlooker adds. "He was super animated about it and talked about how he's their biggest fan."
– Dahvi Shira