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 I have always gravitated towards bondage but never found a girlfriend that would indulge me and I didn’t want to pay for a domme.

So, I tried self-bondage.

I loved the idea of not being able to release myself – in both senses of the word.

However, self-bondage is fraught with risk, potentially serious risk, so I stayed away from it for quite a while.

I bought various sex toys. Fleshlights, masturbation aides. I also bought some toys that should be used on women such as dildos but the chance to use them never materialised.

I tried self-spanking. Some enjoyment, but obviously I stopped when it started to hurt, which is not the point really.

Over the course of a few years I built-up a toy box that had a wealth of toys and equipment of all natures.

My favourite masturbation would be to play a vibrator over my cock, then push it up my ass. Very kinky and my ejaculation would be bigger and better depending on the kinki-ness of the situation.

I’m a decent looking guy, but nothing special. Late 20’s, I work in IT. My own apartment with a decent income. A bit of a catch I suppose, but I lack confidence to score with women. My name is Paul.

I live alone, cook for myself mostly and am fairly independent.

I have a cleaner twice a week who also takes care of my laundry.

Life is good.

But my sex-life is centered around weekends when I can be sure of privacy and can indulge my fantasies. The last few months have seen me experiment with self-bondage.

Let me describe my session from a couple of weeks ago

When I do self-bondage about 1 hour is the maximum I can take before joints start to ache as well as the need for the toilet on occasion. I woke on Saturday morning, had breakfast, tidied around and then laid out the day’s items.

Ankle cuffs and spreader bar, connected to a chain that ran under the bed. I would be kneeling at the side of the bed, with my arms forward and handcuffs connected to the chain running from under the bed. This keeps me secure, but not totally free of some movement.

A cock ring, a butt plug and lube. Plus my latest toy, a vibrating anal dildo with a remote control which was also programmable. It had 3 ‘intensities’ and a set of timings could be set to control the length of the stimulation. The best feature was the ‘random’ button. In random mode it would turn off and on, run for between 20 seconds and 5 minutes and be either low, medium or high intensity.

This was going to be my treat for the day. I had tested the new toy and found out two things – a new set of batteries and was still running after 8 hours and also if it wasn’t secured within me, it was likely to fall out. So, my final item was a pair of very tight briefs that would hold the dildo in place as well as keep my cock restrained so I couldn’t get a full erection.

Once all was ready, I gave myself an enema and had a shower.

I returned to the bedroom and inserted the butt plug with plenty of lube. I would need 10 minutes with this in place before I could take the large dildo. I put the ankle cuffs on me and the handcuffs on one wrist.

The most dangerous part of self-bondage is the release – but this is also what makes it exciting. I had the handcuff key frozen in a block of ice, attached to a string, suspended over the bed. When it melted, it would fall and I would be able to grab it as I would be bound to the bed across the width and it would fall into the middle of the bed. The string was attached to the ceiling with a hook and the ice cube suspended from the ceiling by blu-tack. Once the ice melted, the key would drop and swing onto the bed. My hands would have enough movement to grab it and the string was fairly long.

I had experimented with ice-cube sizes until I go one that lasted between 45 and 65 minutes depending on temperature.

I eased out the butt plug and inserted the dildo with plenty of lube. I turned on the dildo with the remote, it buzzed nicely inside me catching my prostrate just right.

I then pressed the random button and left the remote on the dresser. I pulled on my tight briefs and my cock with its tight cock-ring was pulled tight to my groin, facing backwards. I already had a semi and the strain was exquisite.

I knelt on the floor on a pillow and spread my legs and attached the spreader bar. I then pulled the chain under and up onto the far side of the bed and the slack chain rattled until tight. I passed the arm of the open handcuff through the chain so it was tight but I still had some wiggle room.

A last check of everything, a look to the ceiling for the ice cube and key and then I clicked the handcuff in place.

Almost instantly the dildo kicked-in on its high setting and my ass squirmed as my cock started to drip. I moaned deeply and felt the ripples run through me. After only 2 minutes it ceased and I breathed deeply.

Over the next hour my ass was tortured by the dildo. My cock couldn’t get fully erect but I could feel it weeping and the liquid turning sticky in my briefs.

Each thrust from the dildo was lovely but I decided the low setting wasn’t strong enough.

After about an hour, noiselessly the ice cube dropped onto the bed. It was still a little frozen but I was able to grab it and the warmth of my hand released the key. I undid one handcuff, unhooked the chain and was able to sit back. I removed the spreader bar, lay down on the bed and grabbed the dildo remote.

I pulled my straining cock out of my briefs and turned the dildo on high, no random mode.

I jerked my sticky cock and sprayed spunk all up my chest.

I felt so perverted and excited.

– – – – – – – – – – – –

There was still something missing though. I wanted to get dirtier.

My favourite fetish was stockings and heels. I adored women wearing them.

I decided to purchase a set for myself and would dress myself as a slut when I next abused my ass with the dildo. I SO wanted a woman to dominate me and force me to dress this way.

So, a few weekends later, I thought I would follow the same routine as before as it was so intense for me. But I needed to add an extra layer. I had purchased some sexy clothing to make me feel even more like a slut.