Dildo Challenge

Cucky versus 8 inch dildo. Not a fair competition.
Cucky versus 8 inch dildo. Not a fair competition.
It truly doesn’t get much more pathetic than this!
It truly doesn’t get much more pathetic than this!
So humiliating, and yet, nothing new.
So humiliating, and yet, nothing new.
Cucky in panties versus 9 inches and 6 inches. Cucky’s 3 inches are no match.
Cucky in panties versus 9 inches and 6 inches. ...
Cucky is small enough to ride this ride.
Cucky is small enough to ride this ride.
1
bredbottom mmmmm, the smaller the better!
Macro vs micro. It really isn’t a comparison!
Macro vs micro. It really isn’t a comparison!
Hiked up his sissy skirt only to reveal this. 🤣
Hiked up his sissy skirt only to reveal this. 🤣
My Cuckoldress and her Bull enjoy making me do these comparisons. I don’t see why.
My Cuckoldress and her Bull enjoy making me do ...
I love being humiliated in sexy lingerie.
I love being humiliated in sexy lingerie.
Tinier than the head. Dildo challenge didn’t go so well for cucky in chastity!
Tinier than the head. Dildo challenge didn’t go ...
Sissy Webcam Trainers
Cock and balls don’t even measure past the head. Dildo challenge results = FAILURE.
Cock and balls don’t even measure past the head ...
Lookin’ and feelin’ small, very very small.
Lookin’ and feelin’ small, very very small.
Shorter, thinner, and far more useless. Dildo challenge: complete fail.
Shorter, thinner, and far more useless. Dildo c ...
Tell the truth ladies, which one would you choose?
Tell the truth ladies, which one would you choose?
Penis Ratings
I’m a loser.
I’m a loser.
It doesn’t get smaller than this. No seriously, it doesn’t.
It doesn’t get smaller than this. No seriously, ...
Cucky accepted the challenge. He really shouldn’t have.
Cucky accepted the challenge. He really shouldn ...
Cucky is extremely nervous. He knows the penalty for losing the dildo challenge.
Cucky is extremely nervous. He knows the penalt ...
Show your penis to women online
So one-sided, isn’t it?
So one-sided, isn’t it?
Does it get more embarrassing for a cucky bitch than this?
Does it get more embarrassing for a cucky bitch ...
Is anyone else this humiliated?
Is anyone else this humiliated?
Tonight’s matchup: 9 inch thick dildo vs. cucky’s 3 inch pee pee. The winner is… not you sissy cuck!
Tonight’s matchup: 9 inch thick dildo vs. cucky ...

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