Condom Challenge

The Condom Challenge is a way of determining whether a guy’s penis is big or more like a tiny twig. It was thought up by the goddesses of the famous website ShowYourTinyDick.com and has now grown into an internet phenomenon of its own. Browse the latest submissions and pictures, learn how to do the condom challenge and if you’re man enough, give the challenge a try and submit the results here on freakden.

Ready for pussy
Ready for pussy
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Sissy4mistress
Worthless hairy cock
Got Condoms and a Cam? Do the condom challenge live!
Got Condoms and a Cam? Do the condom challenge ...
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Show Your Tiny Dick
Condom Challenge: Are You Man Enough?
Condom humiliation cam for small penises and cocklettes
Condom humiliation cam for small penises and co ...
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Show Your Tiny Dick
Condom Challenge: Are You Man Enough?
Find the smallest condom and still fail the challenge
Find the smallest condom and still fail the cha ...
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Show Your Tiny Dick
Condom Challenge: Are You Man Enough?
When your dick is thick enough to make condoms fit like this
When your dick is thick enough to make condoms ...
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Show Your Tiny Dick
Condom Challenge: Are You Man Enough?
Pathetic Clit Sissy Attempts Condom Challenge
Pathetic Clit Sissy Attempts Condom Challenge
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Show Your Tiny Dick
Condom Challenge: Are You Man Enough?
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littledickwanker jay I’m not getting any pussy with my pathetic clit either . But I'm always getting hard...Ironi...
Nothing like failing the condom challenge
Nothing like failing the condom challenge
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Show Your Tiny Dick
Condom Challenge: Are You Man Enough?
Magnum xl might be a bit big!
Magnum xl might be a bit big!
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Show Your Tiny Dick
Condom Challenge: Are You Man Enough?
I think I might have failed the Magnum condom challenge
I think I might have failed the Magnum condom c ...
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Show Your Tiny Dick
Condom Challenge: Are You Man Enough?
That’s passing the magnum challenge, right?
That’s passing the magnum challenge, right?
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Show Your Tiny Dick
Condom Challenge: Are You Man Enough?
Sissy Webcam Trainers
I took the Magnum Condom Challenge
I took the Magnum Condom Challenge
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Show Your Tiny Dick
Condom Challenge: Are You Man Enough?
My pathetic dick (Ruler in centimeters)
My pathetic dick (Ruler in centimeters)
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Show Your Tiny Dick
Dick Size Challenge: Dick Measuring Pics for Proof
Failing the Regular Size Condom Challenge
Failing the Regular Size Condom Challenge
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Show Your Tiny Dick
Condom Challenge: Are You Man Enough?
Finger condom for 2 inch cock
Finger condom for 2 inch cock
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Show Your Tiny Dick
Condom Challenge: Are You Man Enough?
Penis Ratings
Almost fits??
Almost fits??
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Show Your Tiny Dick
Condom Challenge: Are You Man Enough?
What do you think? Is it big, small, or in between?
What do you think? Is it big, small, or in between?
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Show Your Tiny Dick
Condom Challenge: Are You Man Enough?
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Robe_244 In between 👍
Not doing good on the condom challenge
Not doing good on the condom challenge
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Show Your Tiny Dick
Condom Challenge: Are You Man Enough?
I don’t think this condom fits… Yay… I’ll just put…
I don’t think this condom fits… Yay… I’ll just ...
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Show Your Tiny Dick
Condom Challenge: Are You Man Enough?
Show your penis to women online
Now that’s how you fail the SYTD Condom Challenge!
Now that’s how you fail the SYTD Condom Challenge!
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Show Your Tiny Dick
Condom Challenge: Are You Man Enough?
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Failing the condom challenge while premature ejaculating like a…
Failing the condom challenge while premature ej ...
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Show Your Tiny Dick
Condom Challenge: Are You Man Enough?
Regular size condom, do I pass?
Regular size condom, do I pass?
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Show Your Tiny Dick
Condom Challenge: Are You Man Enough?
Another condom challenge failure
Another condom challenge failure
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Show Your Tiny Dick
Condom Challenge: Are You Man Enough?
Safe to say it’s a fail on the condom challenge
Safe to say it’s a fail on the condom challenge
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Show Your Tiny Dick
Condom Challenge: Are You Man Enough?
Magnums? Yeah right
Magnums? Yeah right
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Show Your Tiny Dick
Condom Challenge: Are You Man Enough?
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theCOCKroach Ikr?! Maybe we can sponsor a new clitty wrapper just our size? i'd call them "Derringers"...
One of the worst condom challenge fails ever
One of the worst condom challenge fails ever
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Show Your Tiny Dick
Condom Challenge: Are You Man Enough?

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