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.

Sex is for men who wear large condoms
Sex is for men who wear large condoms
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Show Your Tiny Dick
Size Matters
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littledickwanker jay i have no business trying to have sex. i've never even had a reason to try on a condom. i'm ...
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CHICAGO_BISEXUAL_SUBMISSIVE Same thing my ex and her roommates said.
The guy your girlfriend said not to worry about
The guy your girlfriend said not to worry about
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Show Your Tiny Dick
Condom Challenge: Are You Man Enough?
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BusenReloaded apparently i need "Iron Grip" condoms.
Loser Size Condom
Loser Size Condom
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Show Your Tiny Dick
Condom Challenge: Are You Man Enough?
Sissy callum uses XXS condoms to goon with.
Sissy callum uses XXS condoms to goon with.
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Ninfes
Sissy in Condom
Condom Play
Condom Play
5
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Cisathickone9
At Attention
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mikejct79 I want to have it on my cock after he’s finished so I can stroke my cock
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funatnight12 Hot, thick cock ! Would love to rub it with mine ! That condom seems too tight for your hot,...
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Sissyclitty72 I bet you could fill me up baby wow 😳 what a beautiful cock. My clitty is leaking now.lol
Sad dick failed the condom challenge
Sad dick failed the condom challenge
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Show Your Tiny Dick
Condom Challenge: Are You Man Enough?
Penis too small for a condom? Prove it
Penis too small for a condom? Prove it
3
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Show Your Tiny Dick
Condom Challenge: Are You Man Enough?
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Chrisissy Oh I know I would be an epic fail so no way I would take that challenge
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funatnight12 Mostly condoms are too short and too tight for my erected cock, or they even tear ☺️
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littledickwanker jay Would y'all believe i've never even tried to put a condom on my tiny virgin micropenis? (Nev...
“Do you still think you’re big or even average, cucky?” “No, Mistress.”
“Do you still think you’re big or even average, ...
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Chaste Sissy
Dildo challenges and comparisons
Hmmm, exactly the right fit! Please share and repin these results!
Hmmm, exactly the right fit! Please share and r ...
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Chaste Sissy
Condom fail
Her Bull’s condom versus my condom. XXL vs smallest around.
Her Bull’s condom versus my condom. XXL vs smal ...
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Chaste Sissy
Condom fail
Sissy Webcam Trainers
(Repin) Wow! Now this is a cock!
(Repin) Wow! Now this is a cock!
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Chaste Sissy
The big dicks
21 cm
21 cm
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Regular_Newspaper_55
What do you think?
That condom is for big dicks, cucky, like the ones you take. It’s not for your micro penis.
That condom is for big dicks, cucky, like the o ...
1
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Chaste Sissy
Condom fail
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bredbottom its ok sweetie, you don't have to wear that baggie thing when you're with me <3
Penis Ratings
My Cuckoldress was totally right.
My Cuckoldress was totally right.
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Chaste Sissy
Condom fail
When you realize you need extra small, thin desensitizing condoms.
When you realize you need extra small, thin des ...
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Chaste Sissy
Condom fail
Pop your boner in a condom for me
Pop your boner in a condom for me
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Show Your Tiny Dick
Condom Challenge: Are You Man Enough?
My Cuckoldress and her Bull couldn’t stop laughing.
My Cuckoldress and her Bull couldn’t stop laughing.
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Chaste Sissy
Condom fail
No words. She just couldn’t stop laughing.
No words. She just couldn’t stop laughing.
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Chaste Sissy
Condom fail
Show your penis to women online
3.5 versus 8.5.
3.5 versus 8.5.
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Chaste Sissy
Condom fail
Finally tried the condom challenge and didn’t do as bad as I’d expected. What do you ...
Finally tried the condom challenge and didnR ...
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Kevyn
Baby cock loser
A dick this big can skip the condom challenge
A dick this big can skip the condom challenge
1 3
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Show Your Tiny Dick
Condom Challenge: Are You Man Enough?
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mark456234 I'D SUCKKK IT, SAAALURRRP !!! ❤️😍👅💦🤤💦👅😍❤️ ;-O..... ... .. .
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Littledh Mmmmmmm
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BillyFi72672261 That's certainly made my tiny clit cocklette twitch with shame and embarrassment
Black dicklette fails the magnum challenge
Black dicklette fails the magnum challenge
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Show Your Tiny Dick
Condom Challenge: Are You Man Enough?

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