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.

Cuckold Husband versus Boyfriend
Cuckold Husband versus Boyfriend
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Show Your Tiny Dick
Condom Challenge: Are You Man Enough?
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Tinypp sissy wimp I'm only a quarter of the size of the husband's tiny condom and that's when I'm fully erect ...
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Tinypp sissy wimp Every girlfriend I ever had cheated on me with real men with big dicks and big ball's becau...
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Cryingmicropenisfaggotwimp My condom would be a quarter of the size of the husbands small condom
Who got that big dick? Magnum challenge time
Who got that big dick? Magnum challenge time
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Show Your Tiny Dick
Condom Challenge: Are You Man Enough?
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sissycock I think I could fit my balls into it too..I'm pretty damn small
Can you fill out a condom? Prove it!
Can you fill out a condom? Prove it!
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Show Your Tiny Dick
Condom Challenge: Are You Man Enough?
Magnum fits that big BWC perfectly
Magnum fits that big BWC perfectly
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Show Your Tiny Dick
Condom Challenge: Are You Man Enough?
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Sissy_Cindy Mmm...I'd love to deepthroat that piece of meat.
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sissyGarretn Deep Throat time.!
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...
Sissy Webcam Trainers
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?
Penis Ratings
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?
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?
Show your penis to women online
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?

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