Recent content by ryan22nd

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    Kik

    If anyone would like to speak to me, I am available on kik messenger. We can discuss my blog or anything really :) Username: Ryan.hunt22
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    Sissy twin, dating registration, g-spot training, real life.

    Firstly i was told that i must ask my wife to fuck me in the ass. I did this with quite some significant trepidation, especially that she might think i was gay. I finally gathered myself and asked her. She loved it, and wants to do it again, and is likely to form part of my ongoing training. I...
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    Owed punishments

    So currently I am unable to receive punishments due to insufficient privacy. I am therefore accruing punishments, and thought it would be useful to tally them here. I had hoped that I would remain inside my free allocation of 4 punishments... now a distant memory. Current total punishment...
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    A long discussion

    So last night Mistress and I were talking about many things. the most significant item discussed was a new task that involves getting my wife to insert a dildo into my sissy hole. I cannot coach her into doing i must ask her. this is something i have never done before and genuinely scares me...
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    Paying to be dommed

    So last night Mistress and I discussed paying to dommed. She agreed and I sent a payment of 40$ to her. This is now a monthly requirement. And additional charges may result following misdemeanour's. I find this very exciting and motivating to comply.
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    Day 4

    Despite the days misdemeanour's Mistress was surprisingly nice me. The offences included: failure to attend a public bathroom for teasing, Not having done my homework, and not tidied up. Later it was also told that i had failed to purchase the chastity device which Mistress had demanded. My only...
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    Day 3

    Firstly Id like to start by apologising for this late addition, I should have of course ensured any tasks requested by Mistress are performed on time. This evening Mistress had be model all the new knickers that i had bought. thereafter also all of the existing items as well. (I can upload if...
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    Day 2

    Mistress woke up and began messaging me by saying that I had been a good boy today. She has said that approves of the nightie. I was punished today for having touched without permission this morning which I could only own up to. I was sent the isolation room again, this time wearing the...
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    Becoming a sissy slave

    21/5/2013 introduction After many weeks of searching through online personal adverts I finally met my Mistress. I was initially concerned to whether she was female following a spate of guys pretending to be. I was punished through 10 minutes in isolation, due to not keeping my panties clean...