Whats the worst punishment you've had?

[boog]

one of the worst punishment was having my cock submerged in water straight out of the kettle it was placed in a large bowl and i was held there til it went cool
one of the other was having a q-tip drenched in tobasco sauce inserted in my peehole and having an orgasm with it in there it is so painful when it is removed and hurts to pee for a few days after

[aaaanisback]

one of the worst punishment was having my cock submerged in water straight out of the kettle it was placed in a large bowl and i was held there til it went cool
one of the other was having a q-tip drenched in tobasco sauce inserted in my peehole and having an orgasm with it in there it is so painful when it is removed and hurts to pee for a few days after

Didn't that burn your cock ?

[DavidF]

Hrm, My worst punishment ever would have been...

Having to wear a butterfly, yes one of those sublte female external vibrators, against my cock, and a vibrating buttplug in my rump, for two weeks, edging three times a day. Both toys were on full, and were only allowed off when I had to go to the toilet.

All done in a black pair of panties.

Mistress was very happy with the size of her blue balls, needless to say.

[Nika Ferlinghetti]

one of the worst punishment was having my cock submerged in water straight out of the kettle it was placed in a large bowl and i was held there til it went cool
one of the other was having a q-tip drenched in tobasco sauce inserted in my peehole and having an orgasm with it in there it is so painful when it is removed and hurts to pee for a few days after

I'm all for fun, but that's not safe.

Nika

[kats_toy]

mentally, being ignored by your Mistress is horrible :(

and physically the worst i had was deepheat. All over freshy shaven balls
and ofc the variation of this... the ruined orgasm using deep heat as the only lube....

full of ouchies at the time, and lasting frustration afterwards.

[neloangelo1227]

For me, it takes a very specific activity for it to feel like "real punishment". It has to be something that I don't enjoy, and something that the Domme doesn't enjoy either. In most cases, the only thing that really fulfills those criteria is being ignored.

The reason is that if a Domme is getting off on something she is doing to me, then I am at least slightly getting off on it too. For example, I absolutely hate hate hate hate HATE the taste of my own come. I hate the texture, I hate the temperature; it humiliates the bejeezus out of me. But my girlfriend thinks it's spectacularly hot for a man to eat his own come, so when she makes me do it, it's not as much of a "punishment," because I'm getting off on her arousal.

That said, there are certain things which have been used to "punish" me for being a smartass, which I really did not want to happen at the time:

• Aforementioned come-eating
• Binder clamps of varying sizes on the cock (up the center of the underside, on the head, over the tip, etc.)
• Having an inflatable plug pumped up until I can just barely take it, and leaving it there while I beg

[ozvader]

Foot caning - Some years back I told a pro mistress i could not have marks on my but ..so she introduced me to foot caining and whipping .... which she said I would remember forever .... she was right ...tied on a bench with feet in the air ... she proceeded to firts whip my feet with a long thin riding crop .... fifty on each foot ...I was screaming but could not escape ... after that she said it was only the warm up ... what followed was some of the most excruciating pain I have ever felt ...twenty stroke of a thin whippy cane on each foot ... and these were not gentle strokes ... i just screamed and thashed about and I just about passed out ... took me three days to walk properly .... and now ten years on ... it is still vivid in my mind ... never dared visit her again ... but have a strange yearning ....

[sarah_subsissy]

The worst punishment i ever received was to put icy-hot on a q-tip and shove it down my pee hole. Ouch! I was then made to fuck my poor little hole with it, in and out, in and out, until I came. I had tears running down my face and nearly cried after it was done. It hurt like hell for days.

[beachaccess]

Well i have never really had the pleasure of being owned by a domme, but i do live with a female roomate that once caught me masturbating on the couch. She said she was going to tell all of our friends, so for punishment she made me dress up in panties and a skirt for the rest of the day and then made me cum inside the panties and wear them. It was very humiliating.