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.

The guy your girlfriend said not to worry about
The guy your girlfriend said not to worry about
1
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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
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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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Sissy Donna
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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Sissy Donna
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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Sissy Donna
Condom fail
(Repin) Wow! Now this is a cock!
(Repin) Wow! Now this is a cock!
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Sissy Donna
The big dicks
Sissy Webcam Trainers
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 ...
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Sissy Donna
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
My Cuckoldress was totally right.
My Cuckoldress was totally right.
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Sissy Donna
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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Sissy Donna
Condom fail
Penis Ratings
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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Sissy Donna
Condom fail
No words. She just couldn’t stop laughing.
No words. She just couldn’t stop laughing.
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Sissy Donna
Condom fail
3.5 versus 8.5.
3.5 versus 8.5.
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Sissy Donna
Condom fail
Show your penis to women online
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?
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
2 2
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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.!

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