Caption This: A Very Serious Gentleman

The man in the picture above? He has a finger up his butt. While this may come as a surprise to you given the blank expression on his face, we assure you someone’s index finger is shoved halfway into his hungry and willing butthole. So why does he look so damn bored? We’re letting you fill in the blanks!

If you’re up for the challenge, leave a comment with your wittiest (or sexiest) caption for this image. We’ll sift through the entries for the best of the bunch and post the winner in next week’s Caption This post. Think you have what it takes? Prove it, you cocky motherfucker!

For those of you who aren’t coming up with anything good, we encourage you to click through, check out the current submissions and show some support by “liking” another reader’s caption. Who knows? It might influence our final decision…

– Dewitt

To see the whole picture and last week’s winning caption, follow the JUMP:

And here’s last week’s winning caption…

Kudos to ICUcasper! Honorable mention to Naughty Santa.

108 thoughts on “Caption This: A Very Serious Gentleman

  1. See, that my friend is where our g-spot is. Now go tell you wife that she’s not doing it right!

  2. See, that my friend is where our g-spot is. Now go tell you wife that she’s not doing it right!

  3. You’re not George Clooney! The only reason I came to this f*@#ing ER was to have GEORGE do this to me!

  4. “So at work today, my boss goes, “can you get me some coffee”?, and then I say what would you like in it?”

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