This is a often a category he does not like but that he will do it when you push him. You can see the disgust with himself when he is doing some of these but it still really gets him off because he does find it so genuinely humiliating.
• Simply fuck him with a strapon. Some men does like this part of it though he does not like the pain that comes with it. Respect his wishes here and take your time to work it in but others may wish to cause a bit of pain.
• Get him to suck your strapon. This he will not like but make him do this a lot as it is a good safe humiliation tool. I like to get quite in to it as well and thrust a fair bit whilst holding his head there.
• Make him wear sexy lingerie for you. Again, this still makes him uncomfortable but really does work. Have him lie on the bed and play with himself through the panties. Make him slide the bottom of the panties over while he fingers himself. All the while you refer to his ass as his pussy and ask him to finger it. Ask him to put his hands under the bra and play with his tits. Also put him in crotchless panties and stockings whilst you bend him over and fuck him with the strapon.
• Put him in a dress and refer to him by a female name whilst you have sex with him. He leaves the dress on whilst you do him from behind. Then turn him around and make him look in to my eyes whilst you do this too him whilst you keep spitting in his face. This is again by no means something he will enjoy but it is utter degradation.
• Simply fuck him with a strapon. Some men does like this part of it though he does not like the pain that comes with it. Respect his wishes here and take your time to work it in but others may wish to cause a bit of pain.
• Get him to suck your strapon. This he will not like but make him do this a lot as it is a good safe humiliation tool. I like to get quite in to it as well and thrust a fair bit whilst holding his head there.
• Make him wear sexy lingerie for you. Again, this still makes him uncomfortable but really does work. Have him lie on the bed and play with himself through the panties. Make him slide the bottom of the panties over while he fingers himself. All the while you refer to his ass as his pussy and ask him to finger it. Ask him to put his hands under the bra and play with his tits. Also put him in crotchless panties and stockings whilst you bend him over and fuck him with the strapon.
• Put him in a dress and refer to him by a female name whilst you have sex with him. He leaves the dress on whilst you do him from behind. Then turn him around and make him look in to my eyes whilst you do this too him whilst you keep spitting in his face. This is again by no means something he will enjoy but it is utter degradation.
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