Jay Cutler and Kristin Cavallari out and about in Chicago (5/2)

Jay Cutler decided to go all tough guy on the paparazzi last week during a walk in Chicago with his pregnant fiance Kristin Cavallari. And I don't think it worked. I've been more intimidated by Girl Scouts selling Thin Mints.

*20 Jay Cutler pictures total in the gallery:

  • Jay Cutler Douche Finger 1
  • Jay Cutler Douche Finger 2
  • Jay Cutler Douche Finger 3
  • Jay Cutler Douche Finger 4
  • Jay Cutler Douche Finger 5
  • Jay Cutler Douche Finger 6
  • Jay Cutler Douche Finger 7
  • Jay Cutler Douche Finger 8
  • Jay Cutler Douche Finger 9
  • Jay Cutler Douche Finger 10
  • Jay Cutler Douche Finger 11
  • Jay Cutler Douche Finger 12
  • Jay Cutler Douche Finger 13
  • Jay Cutler Douche Finger 14
  • Jay Cutler Douche Finger 15
  • Jay Cutler Douche Finger 16
  • Jay Cutler Douche Finger 17
  • Jay Cutler Douche Finger 18
  • Jay Cutler Douche Finger 19
  • Jay Cutler Douche Finger 20
[FameFlynet]
  • Sfvr

    Chicago Jay Cutler isn't shit compared to Olympia Jay Cutler

  • MacKenzie Hawkins

    He seems to be displaying his game face/attitude. Should I put my money down on the bears and super bowl run? Oh hell who am I kidding. If Minnesota didn't have such a weak roster, I'd put money on them to be at the bottom.

  • Jim

    less middle finger and more production on the football field

  • Biggie

    Some places giving people that gesture would get you either shot, or beaten to an inch of your life.

  • LIZ THE SHIZ

    just saluting Tom Brady and the Manning brothers


Would You Rather?

Would You Rather...? Spend one night with: