My ex-wife humiliated me in countless ways: went on sex trips with single girlfriends to Jamaica. Had gang-bangs in Las Vegas, while on the phone with me. Finger-banged my asshole for foreplay, and then taunting me when I got hard: "See? I told you that you want to get fucked up your faggot ass."
That led to a strap-on, which I also learned to enjoy. Whenever I would get hard while she was pegging me, she would taunt," Now, it's time you take a real man's cock. We will put your cute little ass to work." My ex-wife would tell other people at parties that she fucked me with a strap-on, and how I was totally shaved like a woman. She would even volunteer to demonstrate to people "our little show," but I always declined. She also tried many times to set me up on dates with dominant, muscular gay guys, where I obviously would be the bottom.
She would go as far as giving them my phone number, and making me agree right there that I would do it and thank them (although, sad to say, I always got cold feet when the time came). She just couldn't understand why I was too shy to get fucked, and enjoy being the bitch of another handsome man. She was having dozens of affairs, and thought it was fair if I got fucked on the side as well.
In my current, MUCH more normal marriage of ten years, there's just little subtle things my wife does to humiliate me (upon my request) that I love. During foreplay, she calls me "cucky." She shows me with her hands, how much bigger different past lovers were than me. (Out of the 16 guys she fucked before me, 12 were longer. But only 1-2 have been thicker. I'm ridiculously thick).
My favorite thing is when my current wife describes her ex-lovers, while we are having sex. She knows that if I'm taking a long time to cum, she can talk about this one stud Jon who was very bossy with her - I never get tired of those stories. Or, if she wants me to cum right away: she will talk about how much she would like a big black man to be in the room with us, and fucking my ass as I fuck her. Then I would go sit in a chair, and watch as he screwed my wife much better than I just did. So that's my current situation: all talk, no real cuckold action. But I'm not complaining! My wife is super sexy and has a dirty mind, and is very good with words.
Perhaps one day she will make me a cuckold in real life. I don't think so, though. She's pretty conservative. If anything, she probably gets fucked on the down-low during her work trips. She likes to play the role of "good, conservative wife," so those assumed secretive romps are just for her. The reason I'm pretty sure she does this, is that when she comes back from work trips, her underwear are often crusted through in the crotch with what appears to be semen. Much different than at home. Hey, no judgement. She deserves it. Just wish I got photos and video.
At any rate, looks like all my talk about cuckolding might be paying off... just in a way I didn't anticipate. Before every one of her work trips, I sincerely tell her: "Have fun! Get laid! You deserve it!" And it looks like she finally is taking me up on those offers and encouragement. The seed has been planted, so to speak, ha ha.