- He has to sit when he pees, any place and any time, standing is not an option for 3 days.
- Tie a pink ribbon tight around his balls and make him wear it for one week.
- Write something degrading on his body with a permanent marker.
- Make him wear a pair of your panties when he’s out with his friends.
- Make him shave all body hair from the neck and down.
- Drag him into the shower and pee on him.
- Make him ugly. Use nose hooks, a open gag, which forces his mouth open and bind his arms back so he has to push her tummy out and them spank him until he got tears. When he has tears and saliva and nose stuff covering his face he will feel very ugly.
- Tamper with his food: spit in it, make him cum in it, use flavors he hates or make a smoothie of his food.
- Ordering a pizza and making him answer the door in his underwear: thong, jock-straps, panties etc.
- Make him use a strapon when you want some fucking. Why should you have to suffer not having a good fucking just because he hasn’t earned a place inside his Goddess?
- Deny your sub’s orgasm for an entire week. Reward him with a nice blowjob. Slowly, work your way up his body and give him a big kiss. Once your lips connect, push his cum into his mouth and make him swallow.
- Rub BenGay onto his penis and ass when is ties up spread eagle on the bed.
- Post a picture of him with his head in the toilet, and a picture when you flush out - a few flushes should humiliate him.
- Make him cam in a public room (wear sunglasses so identity is kind of hidden), use ice to size his penis down to a minimum and show him to a roomful of horny guys/girls.
- Make him sleep with your favorite strap-on dildo in his mouth!
- Send him on a public errand with his own cum on his face, clothes or hair.
- Controlling and limiting his toilet access. Restricting the number of times he can ask to use the toilet in a day and restricting the time he can spend on the toilet.
- Keep him on his knees or bent over with using the ancient torture restraint called “The Humbler”.
- Take him to a professional (fetish) photographer and have him photographed nude, tied, and exposed.
- Take measurements of his body, penis size (erect/flaccid) and the depth of his throat and ass.
- If you really want to humiliate him you first need to find his shame, what he sees as humiliating, and use that as the basis for your plans. The easiest way is of course just to ask him.
I am a genuinely nice guy who's looking to make some personal connections as well as learn a lot about myself and the community. My experience, despite being relatively young, is quite varied.
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