1. Grace

    “What do you mean, ‘Shia LeBeouf is the biggest douchebag’?”

  2. cc

    Compared to the earlier pick of Johnny Depp, he looks like he’s about to be called to the bar.

  3. Just asking for a baseball bat to the lips.

  4. Now where’d my sunglasses go?

  5. BlackAndWhiteMinstrel

    See, whatever you might say about bellbottoms, you could just take them off when the eighties started.

  6. Squishy


  7. Tad Bit Tipsy

    Still waiting for that sequel to Way of the Gun.

  8. MAX

    Who is Ryan Phillippe? Why does he look so pissed off? Doesn’t he have any decent clothes to wear? Doesn’t he have enough money to buy a razor?

  9. g-moonie

    He thinking a nice little life with chisel chin sounds pretty good right about now…

  10. Cock Dr

    I was gonna call moobs, but I think it might be a bad angle & a weird shirt.

  11. bethy

    Guys….I think he’s…hooking. Shh…Look away.

  12. vlad

    aw man, it’s leaking out, IT’S LEAKING OUT!

  13. Skeezik

    “Hey, Mom…it’s that guy who was briefly famous for being married to Reese Witherspoon!”

  14. vitobonespur

    Ryan Phillippe walking through town wearing a wife beater and, coincidentally, looking for a wife to beat.

  15. Now with 80% MORE douchebag

  16. Do you know how hard it is to get Jheri Curl off sunglasses?

  17. CharmlessMan

    Awww, cheer up, Phillie-pilly! It was just Reese Witherspoon!

  18. mimi

    Damn this muthafuckin white boy is fine as fuck! I’d fuck him silly!!

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