I'm pretty new to the cuckolding scene, and haven't yet experimented with it, though I'm looking to. I think the aspects of humiliation I'm most looking forward to would be the idea of coming home after work, and my girlfriend or wife relaying her story of being fucked while I was away. Or of her talking behind my back to her friends about my small dick, then regaling me with their reactions, or how they joined in. Or maybe going into a sex shop to buy a big black dildo, with which she can use to ream me out. There's plenty of it I can really see, and hope to experience some day.
I've had some pretty hardcore unrealistic fantasies, and dreams about the subject too. I've dreamed that I was paraded in front of a group of people, my little white dick on display, and everyone pointing and laughing at it. I've dreamed that I was taken to a medical office to have a vasectomy performed, so as to prevent my ever having children. I've even dreamed that I was being castrated by a celebrity, Jessica Biel to be precise. So, like I've said, I've had my fair share of dreams.