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ORIGINAL: popeye1250

Tying your sub spreadeagle to the bed and gagged.
You tie a powerfull wand vibrator tightly to her pussy and turn it on and order her not to cum or you'll leave it switched on after she cums.

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ORIGINAL: LotusSong

My favorite example is as follows:  (I like to opt for "cute" at times)

I made my slave quite comfy on the bondage table. I tied his hands out to his sides. His legs were straight.  I tied a loop of nylon rope very tightly around his balls.  I then tied the ends, one  to each big toe that was flexed completely back and had him keep his feet in that position.   No biggy

The rope was taught to begin with.  As long as he kept his toes back toward his head... the rope would not be pulling- but after awhile, he gets tired.  When your feet relax a bit... Then the tugging increases. 

Then you embellish by  teasing him to MAKE him loose his concentration.

Much like water torture, it starts out innocent enough :)  

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ORIGINAL: mnottertail

have you seen the movie, SAW?

something on that order.

Ron

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ORIGINAL: MistressKaren51

Delimma bondage or predicament bondage is a situation where the sub is bound in a particular way that if he/she tries to move or makes the slightest change of position sometime unpleasant, pleasurable or possibly both will occur.

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ORIGINAL: MistressKaren51

In answer to the question, what is your favorite delimma bondage situation, there is one that I did several years ago that comes to mind quite often when the subject of humiliation is brought up.

A man (I won't call him a gentleman) called to set up an appointment for a session. He had been around the block once or twice and was quite experienced but said he had never been humiliated to the point of satisfaction and said that he doubted anyone could ever do it to him. Almost in the same breath, he said that though he doubted I could do what he was looking for, he would pay me a visit anyway. To be honest, he was quite insulting, mentioning that he had been in dungeons that had cost well over $100,000. I was good, kept my mouth shut but agreed to see him the following day. He was to arrive at 2pm sharp and have a very full to bursting bladder when he arrived. He wanted to know why and I told him it was none of his business so don't ask again.

He arrived on time, I did several bondage scenarios with him, all sort of basic, (boring to me) and used them as the lead up to the grand finale. Several times he mentioned he needed to relieve himself and I refused to allow it, but did relent when I could tell he was in abject misery. I handed him two clear plastic Solo picnic cups and told him to use them to relieve himself. When he was finished, I set them to one side and was ready to proceed with my very wicked predicament  bondage setup.

I had him lie down on a table that was situated between two posts, secured his hands so that he couldn't move them, and then had him raise his butt off the table with his knees bent and feet flat on the table. I shoved a big and very firm pillow under his butt to hold it up. I then took some Hefty plastic wrap and wrapped his head in position so he could turn it. Once this was done, I took a small rope and tied it between the posts (no slack in it) and positioned the table so the rope was directly over his head. I then tied a rope around his balls, ran it up overhead through a pulley, and then used some duct tape to tape the end of it to a 5 quart plastic ice cream bucket that I had hung on the rope with a double snap. A clothespin on the rope on either side of the snap kept the bucket in a perfect position over his face. Now, when I taped the end of the rope to the bucket, I tilted the bucket just a bit so it hung at an angle. Making sure everything was just as I wanted it, I went over, took both cups of his pee and poured them into the bucket. Looking him straight in the eyes, I smiled and removed the pillow out from under his butt. He said to me, you're not very nice. I laughed and said, I never said I was. lol So, there he was, in an impossible situation, his ass in the air, his balls tied to the bucket full of pee and if he should tire and try to put his butt back down on the table, he would then dump the pee right on his face. I sat down to watch after fixing a nice cup of tea and enjoyed the show. I have to give him credit, he lasted a very long time in that position, but in the end, it had to happen, he finally gave in, let his butt down to rest his legs and he had a very nice shower with his own pee. When it was over, he said he owed me an apology, that I was definately the queen of humiliation and would remember this sessions for as long as he lived. I still remember this with alot of satisfaction even after several years.

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ORIGINAL: LotusSong

What another benefit of dilemma bondage is.. the male isn't thinking "when do I get to cum?"....  it's secondary.. and usually forgotten about and if he was a very very good boy..  he can be rewarded... IF she wants to :)

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angielouwhos said:  I've always found the wooden pony to be an amazing dilemma (although I have only been on one twice). You stand on your tip toes until your feet and your calves are aching so bad, when you sit to rest....ouch!