Caption This: The Cowboy Hat

This one’s pretty simple! A college frat boy reclines outdoors with his arms behind his head, showing off his hairy pits and spreading his legs wide open in a pair of short orange swim trunks. A cowboy hat rests over his crotch, begging us to ask the question—what’s he hiding under there? His beer? His Fleshjack? His pet Mogwai? You get to tell the story in today’s round of Caption This.

If you’re up for the challenge, leave a comment with your wittiest (or sexiest) caption for the image below. We’ll sift through the entries for the best of the bunch and post the winner in next week’s 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

Take a look at today’s image and last week’s winner below:

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THIS WEEK’S PIC:

cowboy hat

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LAST WEEK’S WINNER:

one more piece of wood

With a whopping 42 votes, Bleuspecter crushed this round.

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29 thoughts on “Caption This: The Cowboy Hat

  1. imagining a frat boy challenge … guys lined up on their knees with hands behind their back, having to go up between the guys legs to try and get the cowboy hat on their heads … kind of like bobbing for apples – only better. I don’t know how to caption this scenario however.

  2. “The sales clerk said it was ten gallons. I figured that’d be plenty big for a bukkake.”

  3. You know what real Scotsmen wear under their kilts….want me to show you what a real cowboy has under his hat?

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