Rob and Max had managed to calm the woman, and Rob was about to go off in search for Johnny and Mary. That had been the plan. Just get the prostitute outside, or at least closer to the door.
The youngest Winchester shifted a little, handing the woman over to Max as best he could. He wasn't sure who was talking to them, but there weren't many who knew Mary, were there? It didn't sound like what he expected from Dean.
Rob turned around, putting himself between Max and the tortured woman. His hands lifted to show he wasn't armed, or at least he wasn't holding a weapon to put down.
"Think you're pointing that at the wrong people." He ignored Max's mumblings. There was a grunt as Max soon had to take the prostitute up in his arms.