Sissy in chastity vs dildo


10 inches versus 1 1/2. It’s not really a competition, is it?
10 inches versus 1 1/2. It’s not really a compe ...
Yes Mistress, and so humiliating!
Yes Mistress, and so humiliating!
Comparing and dreaming of what I wish I had!
Comparing and dreaming of what I wish I had!
Telling the truth, I am a cuck for life!
Telling the truth, I am a cuck for life!
It truly doesn’t get much more pathetic than this!
It truly doesn’t get much more pathetic than this!
One is thick and as long as my thigh. The other is, well, not. Which would please you?
One is thick and as long as my thigh. The other ...
2
bredbottom maybe it's just because I'm greedy, but I want both <3<3
Cucky You can have both, sorta. I’ll put the big one on as a strapon!
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 ...
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
Cucky is extremely nervous. He knows the penalty for losing the dildo challenge.
Cucky is extremely nervous. He knows the penalt ...
So one-sided, isn’t it?
So one-sided, isn’t it?
The size of her Bull and me. I wonder why she picked his…
The size of her Bull and me. I wonder why she p ...
Pictures really do say a thousand words!
Pictures really do say a thousand words!
Show your penis to women online
Well cucky, the results couldn’t be any clearer. You belong in that tiny chastity cage.
Well cucky, the results couldn’t be any clearer ...
The giant wins.
The giant wins.
Barely past the head, and that’s only because of the lock of my chastity cage. #patheticcuck
Barely past the head, and that’s only because o ...
I think I’m shrinking. Not even past the base of this 9 inch dildo!
I think I’m shrinking. Not even past the base o ...

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