This Jensen Ackles photo contains
business suit, automobile, car, auto, suv, and truck.
There might also be
street, city scene, urban setting, tailgate, and tailboard.
Supernatural San Diego Comic Con 2008 with Eric Kripke, Jared Padalecki, Jensen Ackles, Sera Gamble, and Ben Edlund. There may be spoilers in the segment.