Most humiliating real life thing you have done..

While my wife and her best girlfriend were drinking wine when I got home, her girlfriend measured my small white penis. Although at the time it was humiliating, I now like small penis humiliation. Phil and Nicole

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My ex wife would have me strip down for her friends as well to show them why we would share her with another guy (preferably well endowed)
 

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I absolutely love CBT and castration play. We have discussed castration a few times but it always comes back to the necessary sacrifice of no more ball beatings if they are gone, and we both love that, so it usually ends there, but it remains one of my strongest fantasy desires.
Fortunately (for me), we don't engage in play that would directly result in injury... certainly CBT, castration play and similar fun has some inherent risk. However Krista is interested in some pretty extreme things.

It is exceedingly erotic, and simultaneously humiliating to be put on display to anyone whom Krista feels like showing me to. Especially when she's engaging in emasculating verbalizations and role-play.

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Fortunately (for me), we don't engage in play that would directly result in injury... certainly CBT, castration play and similar fun has some inherent risk. However Krista is interested in some pretty extreme things.

It is exceedingly erotic, and simultaneously humiliating to be put on display to anyone whom Krista feels like showing me to. Especially when she's engaging in emasculating verbalizations and role-play.

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Lot of us cucks would be proud to have your cock.
 
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By far at least for me, the most humiliating thing that has happened between me and my wife was me entertaining her family while she snuck out of the house to her boyfriend‘s house to get a train run on her. I have a hard time thinking that her family didn’t know something was up. They flew eight hours to visit us and there she was wearing lingerie and a slutty dress and I distinctly remember her telling her sister that she had something to go and take care of and that I would be there tour guide. I remember her sister asking her why she was so dolled up and she giggled and told her that I would explain knowing full well I was too embarrassed and then I would have to pull an excuse straight out of my ass. It wasn’t an outward humiliation like I don’t really think she was trying to do it. I think she knew she had some really good cock lined up and just didn’t give a fuck about anything other than that. But I don’t think I’ve ever felt like more of a cuckold than I did it that moment.
 
Wifes BF bi and I straight so the two of them seem to play on that or least he does ? jesus this summer we have a pool , summer kitchen they will hang swim and fuck ill watch and make lunch or dinner time? etc they keep me hard the whole time one or the other i prefer her :-( any how one day they done we eating he puts suntan lotion in her hand and tells me to fuck it ? LOL I'm so worked up at this point I'm game he starts grabbing my ass running his finger up and down till I'm pushing back i just close my eyes thinking of her? LOL fuck just his tip of his finger and her hand back and forth till im panting....he stops her!!! pushes her away and makes me put my cock in his fucking hand LOL its way harder and he squeezes tight a few stroke then loosens up again over than over till panting now finger so much deeper in my ass! touching me where i want to fucking cum put cant each time you have no idea what its like so am pushing back on his finger god lol at same time frantically trying to hump hi hand to get off on either side and he just playing me like an instrument Jills laughing hysterically telling me i look like the energizer bunny and to wiggle my ass more? and he drawing it out as long as possible .......most humiliating yet best handjob ever
 
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