Self milking while he sits at work?

Discussion in 'Chastity and orgasm denial' started by CaptainScarlett, Mar 13, 2017.

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  1. CaptainScarlett
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    My husband is caged pretty much all the time now, and I milk him about once a month, sometimes more often for good behavior, sometimes less. I use an Aneros prostate stimulator or a curved glass dildo to milk him with good results, but I have a desire to have him milk himself while he's at work.

    Does anyone have a suggestion for a suitable, wearable plug I can make him wear? He'll have a condom over his Holy Trainer to catch his cum. Maybe he'll need more than one, who knows.

    He's not a fan of vibration, and he doesn't find the Aneros comfortable to wear while sitting down, so....

    And yes, I do have plans for the cum.... and he knows that too... but that's for him to tell you about...
     
  2. JiL
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    JiL servitude4u

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    I don't have specific information, but I recently saw a good looking plug that is hollowed out' in the middle so it does not have to be taken out at all during the course of the day. If he needs to go, he simply opens the end, and then closes when he's done. It had plenty of size and would keep plenty of pressure on his prostate to produce some contents for the condom. Maybe you can look into that item.
     
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  3. Jasmic68
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    Jasmic68 Long term member

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    I hope he doesn't have a job in which concentrating on what he is doing is an imperative!
     
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  4. JiL
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    JiL servitude4u

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    Really. You aren't kidding,
     
  5. DoesasTold
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    DoesasTold Long term member

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    That sounds like a great Idea. Never thought of the condom over the cage to cage all the good stuff!
     
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  6. JiL
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    JiL servitude4u

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    They also make a nice blue tooth plug which you can active via your cell from anywhere at any time of your choosing. This item is a little bit pricier but could be what your looking for. Really get him flowing at work like you want at a strategic time of your choosing. Just sayin. Have fun. Let us know what you go with.
     
  7. Corsetbob
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    Corsetbob Active member

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    I would go for a e-stim butt plug attached to a small controller, with a bit of thought you should be able to strap the controller to the inside of his trouser leg in a way that he cannot turn it off.
     
  8. Felix cum ea
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    Felix cum ea Vanilla Chaste

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    Exactly, depending on his job requirements this could be a very bad idea.
    What job does he do?
     
  9. sylvana chastity
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    sylvana chastity just Syl

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    Brain surgery! :D:D:D
     
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  10. bob40B
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    bob40B Active member

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    I'm plugged 21/7, that hollowed out plug may be just what Ii need for 24/7 plugging. So far all I've found are hollow without a cover/cap/whatever. Can you please provide a link?
     
  11. Wendygirl
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    Wendygirl To offer advice and keep CM safe and welcoming

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    Humm remote control milking very nice idea.
    Till his wife forgets what time he is landing that jumbo jet !!

    Xx Wendy
     
  12. CaptainScarlett
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    This morning I sent him to the office with an nJoy Large plug. He was squirming and whining. He's normally worn this one when he's using the strap-on on me. The motion of his thrusting makes the poor buggar weep, although not a full on milking. I put on a condom over his cage, though I'm doubtful we will see much today. He's not a fan of sitting with this plug in, and has to be careful about sitting on hard surfaces (hehe).

    I do like the idea of a remote e-stim or vibrating plug. How devious. Looks like I need to sign myself up here instead of using his log in. I can see how I can find some useful tips.

    Now I still need to find a plug, so off to the internet I go.
     
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  13. asonx355
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    asonx355 Hey there, how are you?

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    If you are looking for a good plug that can be wore for extended amounts of time my suggestion is the worlds most comfortable butt plug from Mr. S Leather. We have one and I find it amazing!!!! It is made of metal and rubber so hopefully he doesn't pass through any metal detectors. And, choose the size wisely.

    https://www.mr-s-leather.com/D259/world-s-most-comfortable-butt-plug.html
     
  14. CaptainScarlett
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    Thank you. We have looked at this - and for the price we were concerned that the type of base was going to be uncomfortable - we'd hoped that a T-bar type base would be incorporated. We LOVE the concept of the plug, and have not dismissed this as an option. Maybe if anyone has one of these could advise if it's possible to replace the base?
     
  15. asonx355
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    asonx355 Hey there, how are you?

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    I thought the same thing but we went for broke, especially since we like toys, and that comfortable as well. What I think makes the difference is using the tube for the shaft. That is my opinion from my experience.
     
  16. Miss Lesley
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    Miss Lesley Nicely neutered feeling female

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    WOW. What a thought -milking in front of other people at work. Interested to know how the condom will be kept in place - what about leakage - plastic pants or adult diaper ?
     
  17. Corsetbob
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    Corsetbob Active member

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    A tie wrap will keep the condom in place
     
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  18. CaptainScarlett
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    Condoms do come in smaller sizes. I don't use ones with lube or spermicide, just a smaller, plain latex condom. Apparently, according to the text I received within the last hour the condom is still in place, with nothing to show. The plug is still in, and apparently has turned it 180 degrees for greater comfort.

    We have this "condom procedure" before, as it's a lovely way to retain all of his expulsions. I then normally tie it off with a knot and store in the fridge or freezer for a day or so for future "use/consumption".
     
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  19. JiL
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    JiL servitude4u

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    How nice.:p
     
  20. rhodry04
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    rhodry04 Long term member

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    I can't say enough about the Meo 24/7 plug.
    I bought the small and it's is perfect. I got the silicone stopper to keep things clean.
    I have kept it in for hours with the stopper out while wearing a diaper and it was like being incontinent. It's aluminum and extremely smooth and I recommend warming it up before inserting.

    https://www.meo.de/en/anal-stretching/3414-24-7-anal-stretching-ring-ref-8616.html
     
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  21. Vinny
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    Vinny Locked up again. Starting year 6.

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    I guess that I am the only one who was rushed from work directly to an operating room where they needed to go into my urethra. Sometimes it is the things you cannot even imagine that come back and bite you on the ass. One lung was collapsed from a kidney stone lodged in my urethra and was causing a massive infection that kept me in the hospital for 8 days. Insurance companies want you out quickly, but I was in such bad shape that they had to keep me there that long. I thought I was not going to ever leave that place, especially when I developed a staff infection and went into isolation. They needed to do two operations and after each they inserted a catheter. I have been into BDSM for 47 years and lets just say that I learned the hard way to play safe and sane, as I was always being told by the more experienced BDSM players. Had my first surgery after getting pegged too hard and tearing my colon. Online everything sounds great but in real life there are real dangers. So let's be safe out there. :)
     
  22. CaptainScarlett
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    After using the glass milking dildo as a gauge for the depth of his prostate, we decided on a prostate massager on Amazon ($25!), which had the right dimensions to reach that perfect spot. It arrived yesterday and we tried it last night.

    A quick wash in some good toy cleaner, plenty of lube and after a few seconds, "Oh my!" were the magic words from my husband. There were some various setting, and I left it on random. I just left him with his hands secured behind his back, laying on his side in the spare room. I closed the door. I could hear him moaning.

    After around 30 minutes I returned, and there he lay, all spent. I didn't have to raise a finger, except to turn it on.

    The only disappointment ... it was too noisy to wear in the office, although in his enthusiasm he continued waling around for the remainder of the evening wearing it under his jeans. He also found it uncomfortable to sit with it in, but standing and laying were, in his words, intense.

    We have a much better idea of the massager we need now, because this length and shape hits the spot. I'm going to have to hide this one away, I think he enjoyed it a little too much.
     

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  23. DoesasTold
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    DoesasTold Long term member

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    Wow, this sounds like a lovely way to spend an evening! When you said he was laying there spent did the massager just empty him right out without orgasm? My wife would love to find a way to really milk it without having to do a whole lot of work herself. Very curious if one of these should be in our repertoire! :)
     
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  24. JiL
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    JiL servitude4u

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    I agree. My KH wants to milk successfully without making it a total work out. Although she does seem to enjoy sitting back watching me suffer through a good dribbling.
    Any suggestions on how to make life easier in this department are always appreciated.
     
  25. Jonny 12
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    Jonny 12 Active member

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    Like this.Wish my wife would milk me,don't think it's going to happen,you never did say what you were going to do with the cum,are you leaving us to imagine what happens.just got back from holiday and started to wear the cage again it took me two days to start dribbling again,I like to drink my cum,my wife made me drink it all the other week after she sucked me and transferred it from her mouth to mine,God I had a mouthful.Sheer bliss
     
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