A new key holder

Discussion in 'Female led relationships' started by sissy_kendle, Jan 24, 2023.

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  1. sissy_kendle
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    sissy_kendle very smooth member

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    Today is the start of Mistress' retraining and instilling her requirements that I be locked into a chastity device. I have permission for a release, which means I am allowed to masturbate until an enjoyable full orgasm has been achieved and satisfied.

    Knowing that I was soon to be locked up and that I would no longer be able to have any contact with my penis or have normal erections, let alone be able to masturbate, I decided to have a long and fruitful session with my old friend.
    I had a long relaxing bath, dressed myself pretty in match bra, panties & suspender belt, slowly I pulled up the stockings.

    Strangely, I felt nervous, and the tension built up as I knew I wanted this to be enjoyable as it could be the last orgasm for some time.
    I laid out some lube and the prostate massager with its remote on the bedside cabinet.
    I then selected some porn videos to watch and linked to TV so that I could watch whils in the bedroom.

    So I began my playtime videos with soft music in the background, popped on a pair of high heels and a leather skirt and a pretty blouse, and got myself in the mood.
    Without being too detailed, after almost two hours and with the help of the prostrate massager, I had completely drained myself and felt wonderful.

    I went for a lovely dreamy sleep wearing my sexy pretty lingerie.

    tbc
     
  2. Caged for life
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    Caged for life Long term member

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    Very nice, sounds like you had a great night
     
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  3. madams-sissysub
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    Congratulations!
     
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  4. sissy_kendle
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    sissy_kendle very smooth member

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    Thank you
     
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  5. sissy_kendle
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    sissy_kendle very smooth member

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    Thank you
     
  6. ozzy-one
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    ozzy-one Long term member

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    Look forward to reading more of your journey. Knowing you were enjoying the last orgasm for who knows how long is a special moment
     
  7. Stephplayswithyou
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    Stephplayswithyou Long term member

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    Congrats, sounds like you got the most out of it if it was your last.
     
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  8. sissy_kendle
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    sissy_kendle very smooth member

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    Thank you
    Hopefully not my last ever ….. gulp!
    Just the last for a while (worried SMILEY)
     
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  9. Miss Bella
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    Miss Bella The Head Balls Coach

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    If it were your last orgasm by 'gripping', it surely doesn't have to be your last, let's reframe that, you may just be able to now train yourself to have some superior orgasms...don't think of it as closing the door, think of it as opening multiple new ones! ;)
     
  10. sissy_kendle
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    sissy_kendle very smooth member

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    Now six months locked in rigid chastity device.
     

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