Coming in Chastity

I am locked up in chastity almost all of the time. the only times I am let out is for flying commercial to get through TSA and when they want to torture my genitals.

Every now and then I get to come though. Usually from getting fisted, although I have a big painful strapon they sometimes use that will make me come. I have come from electro stimulation a few times, but it is somewhat difficult to get it to work. I have been looking into ejaculators though. Women really seem to enjoy making me come this way. It is not like a normal orgasm though. Often there is no orgasm at all, it puts my body kind of into convulsions.

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Humbler Bar

This set up works as both a humbler and a bondage device.
It keeps my hands away from my cock if I am temporarily unlocked from chastity.

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Sarah’s Anal Slut

Mistress Sarah had a couple of nicknames for me, "Anal Slut" and "Muppet".

She kept me locked in chastity 99% of the time and expected me to always be cleaned out for her to fist or fuck at any time she wanted. More than a few times she would wake me up by shoving her hand into me.

Often I would be bound for bed, and or locked in a cage when she would be with one of her girlfriends.

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Mistress Sarah and her Baseball Bat

Mistress Sara always insisted I be cleaned out at all times, so she could shove things into me whenever she wanted. More than a few times, she would just bend me over, pull down my pants and shove her fist into me. She is the reason I can so easily take fists etc. now. After getting fisted almost daily, you get stretched out. Her nickname for me was muppet.

In this series of pictures you can watch her fuck me with a baseball bat then she fists me to make me come while locked in chastity. She also marks me with a marker, Mistress Sarah's anal slut.

At this point I had been locked up in chastity for a few months already.

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Mounted

I was chained to a post in the middle of the room, suspended off of my feet.

She put a huge plug on a post and shoved it up inside of me, then let my squirm there for a while.

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Chastity

I spend pretty much 99.9% of my time locked up in chastity.

It started out years ago as a fun play game, maybe for the day or two. Just for play with playmates and girlfriends.

I introduced it to a new girlfriend as a sort of “security” for when she was away. She sort of was iffy about it at first. It was not long before she fully embraced it though. She got to hold on to the keys and knew I could not stray.

The next girlfriend I introduced it to embraced it more and decided she wanted me locked up unless she wanted to play, so my time in chastity would be for like a week at the most then.

Next girlfriend had decided kink was not so much for her, so she found a dominatrix to fulfill my kink needs. She would keep me locked up to make sure that part of me could not be used, and would unlock me when she wanted to play. Her view was my cock and balls belonged to her, I was allowed to share my ass to others.

Next girlfriend liked to keep me locked up for longer periods, it was also a long distance relationship, so my lock up times stretched to a month or two at a time. She had local keyholders, one of which was an ex-girlfriend, which was interesting. Her big kink was voyeurism and she liked to watch me getting violated. The only times I got unlocked, what when she was watching via skype, and then only for torture.

Next girlfriend, with my past history as she called it, liked to keep me locked up unless she wanted use of those parts. During this relationship I started traveling a lot for work, so we created a process with a lock box where she would unlock me before I left for the airport. Once through TSA I would have to go lock back up and send her proof of lock up. When it was time to come home, she would send me the combination to the lock box so I could unlock to go through security, and of course once through, send photo proof of being locked back up.

Once Covid hit, I was no longer traveling by air and I spent at one long stretch 461 days in chastity 24/7/365 by Lady Vi. That ended when I had to travel by air again. We had to grind the lock off because it had corroded shut and bolt cutters would not work.

The reason for not dealing with chastity through TSA is I mostly travel for work, and I do not want something to happen with missing a flight, or other trouble getting back to my day job work.

Lady Vi has moved away now, so I am no longer locked in chastity to any one.

There were a few others through all of this, these were the main keyholders in my life.

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House Toy

Naked, harnessed, plugged, shackled, and put to work around the house:

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RubberBoy the Bondage Toy

 

Toy in a Box

It is best to put your toys back into their box when you are done playing with them.

She attached the ball stretcher with an eyebolt so she could padlock me down to heavy weights. Then using the leather harness she strapped a big plug into me. Then she put me away in the box for safe storage until she wanted to use me again.

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First Foray into Long Term Chastity

This is dating back to 2008 When I started being in long term chastity. I had been locked up for play times for years before, starting around 1999. This is from my first time being locked up for months.

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Chastity and Strapon

I have spent most of the last 20 years locked up in chastity and getting fucked and fisted in the ass.

I have to say I do not mind it one bit.

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RubberBoy the Bondage Toy

 

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