Sissy Kris training diary

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  1. PuppyMastersPet
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    Time for new diary I think. I’m well on the road to becoming the sissy I so desire, so starting a new diary seems right

    Got quite a bit done today. I made a start on the garden, it’s only small but I haven’t had time to tidy it so the buddleia was about 6 foot high and the weeds were growing out of all the walls. Reset some of the crazy paving with some cement. Master made a start on tidying the flat and managed to clean the kitchen, he let me have a little nap whilst he was doing that which was nice of him. :chores004: :chores001:

    After we’d finished Master ordered me to but on a skirt and a little t shirt and then he taught me how to do my makeup properly. It was nice for Master to make a start on my sissy training. I practically begged him last night, I felt compelled to ask, I want to spend as much time as I can dressed as master’s sissy and want him to treat me more like a sissy gurl.

    After my makeup training I ran Master a bath and pampered him a bit. I think Master enjoyed being pampered by his sissy slave. Things seem to be moving in the right direction now. :party0011:
     
  2. PuppyMastersPet
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    I enjoyed my sissy training last night. I like it when Master takes control of my feminization. I’m hoping for more training over the next few weeks, Master’s starting from scratch with me, hopefully teaching me to sit, walk and how to speak properly.

    I have to admit I was a bit disappointed last night. Master had suggested the night before that he was going to put me in the sleep sack, but we never got round to it. We watched TV for a while after I have pampered Master and then went to bed. Master made love to me and then we went to sleep.

    I didn’t say anything, I didn’t want to ruin the moment, and I didn’t want Master to think I didn’t appreciate what he had done for me. I do miss playing with the toys though, we have so many. I especially like restraints and gags. I’ve learned now not to ask and I try not to top form the bottom but I do think to myself sometimes that I would like Master to get the toys out.
     
  3. newsub4a
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    newsub4a Senior Member

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    Glad to hear you are seeking out your bliss!

    I have found that as my D/s relationship has progressed (all 9 months of it!) that i too have become less demanding. i am sure it has something to do with learning to let go and not be so controlling.
     
  4. PuppyMastersPet
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    Not a lot to report today, things have been a bit quiet round here lately. Master’s given up smoking so he’s a bit cranky and tired having had a few restless nights. I’ve been tired myself, have had to work extra hard to pay the rent, I did my first full week only last week, my foot was still hurting then and still is :anim_43:.

    I have been tired but I think I would have the energy for play. I wouldn’t say I’m horny in the sense that I want to cum, but play is frequently on my mind. I know though that I have to give Master time until he’s feeling better and not to nag him (this isn’t nagging either btw :tongue:).

    Been looking at buying some proper frilly panties, I bought a few pairs of ‘boy briefs’ so that I can still wear gurly pants but so there not so obvious for when I’m at work. I think it’s time that I had some proper frills to wear when I’m not at work .

    I know we’ll get sorted one day, it’s just the waiting that can get annoying. The desire to be Master’s sissy is a strong one so any time not dressed feels like time lost. Given a few weeks I think things mite pick up though. At least I know Master does want a sissy and is wiling to teach me how to be the best sissy I can be.
     
  5. PuppyMastersPet
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    Quick update. We got a new addition to our family this week, a little staff doggie called Spike. He had previously lived at Master’s Mum’s house but couldn’t stay there anymore so I said to Master that we could have him as I know how much he loves the dog.
    The dogs completely mad, I don’t think he’s ever had so much attention. It’s nice having him around thought.

    Having the dog hasn’t stopped play time though. Last night after we had been the pub for a quick drink we got home and Master got the sleep sack out.

    I was ordered to strip and then to get into the sleep sack, I climbed inside the leather cocoon and Master zipped the front up and began to tighten the straps.
    When Master had secured me into the sleep sack he began to tease me, playing with my nipples and kissing me, he then climbed on top of me and forced his cock into my mouth and began to thrust, my sissy clit by this point was incredibly swollen.

    After a while he decided he was going to turn around and sit on my face forcing his ass into my face I then used my tongue and pushed it deep inside him, Master was moaning with every lick, I was enjoying myself to.

    Master got of and then asked me if I would like to work on my hair trigger and asked me to remind him why I wanted one so much. He reiterated the point that I only had 15 seconds in which to cum and said that he knew just how to get me going. He straddled me once again and forced my face between the cheeks of his ass, he then began playing with my swollen clit. It didn’t take me long to cum, maybe just over 15 seconds.

    After I had cum Master fed me the mess that I has spilt and told me I have 10 seconds next time. I felt as if I had climaxed but I didn’t get any of the release you would associate with and orgasm, I think it could be the fact that I was given so little time that it turns it into more of a ruined orgasm. I’m glad my trainings going well though.
     
  6. PuppyMastersPet
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    Hello again. Been a bit quiet lately so I thought I’d write a quick update.

    Not a lot to report really, Things have been a bit quiet since the weekend. We managed so intense play sessions over the weekend but things have been a bit quiet since. Back to reality with work which means we’re both tired.

    The dog is driving us both mad, it won’t leave us a lone. It hadn’t had a lot of attention before he came to live with us so I don’t think he wants to miss a second. He’s quite a handful, only small but very strong. I’m sure he’ll settle down over time and when we can afford to have his balls removed he’ll settle down even more.

    Hmmm wonder if I could bribe the vet to do mine, the ultimate chastity. On the other hand maybe not, might be a bit too extreme :balls:. I have though read articles about American men that have had bribed a vet to do it. Anyway enough rambling.

    Not much more to report. I have tried some 24/7 penis tucking but haven’t got enough gaffs in order for me to wear them day in day out and normal panties don’t seem to hold things in place. Just wanted to see spot any effects of having my balls kept warm for a few days, I also prefer to the flat look, there’s just something about it that I prefer.

    Can’t think of anything else for now but will try to keep on top of my diary.
     
  7. Mistress Watchful
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    Mistress Watchful Dont believe the hype ;oP

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    Wow.... I've missed so much and I don't know how!

    Congrats on the new addition. Staffies are daft buggers at the best of times. I know ones that are well trained and the are lovely, bouncy and a bit boisterous, and I know little gits that control their owners and are shitty little bastards! I'm sure yours will be very well trained and behaved, just like you Kris! Lol.
     
  8. PuppyMastersPet
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    MW how dare you miss my diary after all the effort I put in :tongue: LOL. I’ll let you off just this once, I know how busy you’ve been :sad0147:.

    Got gaff problem sorted, found some nice cotton panties that seem to be able to hold everything in place. The panties are only plain white so I will be wearing my normal panties over the top of them, the panties which Master chooses for me to wear each day.

    I like having my sissy clit all safely tucked away, it feels good and in some way reassuring. I much prefer the flat look and can imagine staying tucked for quite some time, only touching my sissy clit to clean and tuck it safely back in.

    People might be surprised that I don’t wear a chastity device, it seems to be an almost fundamental part of submission and denial. I’m surprised at how well I have managed without chastity, I haven’t pleasured myself in long long time, I can’t remember the last time I ever masturbated, I think the intense training I had when I was first put into chastity has helped me a lot and the condition must have stuck for all this time.

    I would one day like to be placed back in chastity, but I would prefer my chastity device to be a Neo Steel. The CB and devices like it don’t work for me anymore, I don’t like the bulge at all and the security isn’t enough for the strong symbolization of chastity I desire.
    I know it may sound selfish but the Neo Steel seems the only way forward for me.

    For me wearing a Neo Steel would hold a lot more symbolization, the thought of not being able to touch or even see my sissy clit excites me and also I feel would be reassuring to me. Master is also keen for me to wear one and is supportive of my chastity needs. As long as I can refrain from pleasuring my clit then I think Master will happy.
     
  9. Miss D
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    Miss D Expert In Femming

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    Tucked away - very good gurl, krissi! And it will help your hair trigger as well - keeping everything tucked away until you are eager and ready for a very, very quick release....
     
  10. maid katrin
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    maid katrin chaste sissy maid

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    Dear krissy,

    first of all let me say thanks for sharing your experiences in becoming a true sissy with us.
    You are perfectly right about the Neosteel. Keeping your clitty tucked away at all times, neither being able to touch nor to see it is far more than just chastity. It is a symbol that makes you feel truly owned by your Master and it makes you feel de-maled and feminine.
    I definitely agree with you that a simple CBxk is not suitable at all for a sissy like you. Rather than hiding and tucking away your oversized clitty it is going to be emphasized in an almost offensive way.

    Fingers crossed the day isn't far you are going to be locked in a proper steel belt.

    Hugs and kisses

    maid katrin
     
  11. PuppyMastersPet
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    Master and I had a good night of play last night. Master has decided that only good gurls get play time so I’ve been following all my orders and trying to remember my manners.
    We had a little strap-on play, Master constantly reminding me that sissy clit wouldn’t satisfy him like the strap on does.

    We began playing in the bedroom with Master riding the strap-on and then we moved into the living room, Master said he wanted to watch some porn so he could see some real men in action. I was used almost like a chair with Master sat on the strap-on watching the porn DVD. Master seemed to enjoy himself and after I had played with his cock for a while he soon came and then made me lick him clean.

    I’m glad things are getting back to normal now and that we’re finding time for play.

    I’ve managed to improve my clity tucking, I had the idea to use a panty liner to help hold my clit in place, it seems to work and produce a flatter look.

    On the subject of panties Master just picked some out as usual but they we’re boy pants, I couldn’t hide my disappointment (a manager told me once just before he laid me of ‘you have a very expressive face’). I know though that I haven’t got any clean brief panties and I can’t wear frilly panties to go to work. At least I’m tucked and wearing gurl panties underneath and a liner today as well.
     
  12. Mistress Watchful
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    Mistress Watchful Dont believe the hype ;oP

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    I just love your idea of normal! It's very much the same as mine.... kinkiness and a lot more of it! :happy0011:
     
  13. PuppyMastersPet
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    3 Listings on the new stats board, not bad. I must be doing something right. I hope my threads are of at least some interest.

    Yet again its been a quite week, Master and I see each other for a couple of hours a day after weve both had a hard day at work.

    The observant amongst you may have spotted that I have reset my orgasm date. Last night Master gave me one of the best orgasms Ive had, so good I came twice.
    He didnt stroke my sissy clit like youd expect. He used his fingers and put them deep into the reassess where my balls are usually tucked. He then rubbed my sissy clit as if I was a real gurl. It felt so good.

    By the time Master was done I was covered in cum, two loads from my clitty and Masters cum. He had me stroke his cock, my moans must have been driving him wild.

    Seeing as I seem such a prolific poster I will try and keep my diary updated more often. As long people read and get something from my diary then I will keep it updated.
     
  14. sandman9355
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    sandman9355 Junior Member

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    Kris, I'm surprised (and a little bit envious) that you can stay tucked using only panties and a liner. If I may ask, how do you keep your testicles inside, especially when you're all the everyday activities one has to do?

    My experience is that one needs medical tape to hold everything in place...
     
  15. PuppyMastersPet
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    I use cotton panties that are a bit of a squeeze to get into. To tuck I push my testis into the reassess and then pull my clit back I then use my thighs to hold my clit in place whilst I pull the panties up. My clit doesn’t always stay in place but my testis stay up there.

    Gaffs would be better to use, but can be expensive and sometimes uncomfortable.
     
  16. Mistress Watchful
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    That's far too horny! One of those phrases that a) you don't expect to hear (lol) and b) you don't expect to get your juices running at 8.30am.

    Glad you're ok krissy. :animal0008:
     
  17. PuppyMastersPet
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    I really don’t know what’s up with me these days. I’ve lost my hornyness and I haven’t made an attempt to dress up in what seems like ages. I almost feel like I’ve forgotten what chastity and submission feels like. I haven’t even got rid of my fuzz with the new hair removal products I purchased.

    I’m not sure if I’m just tired, Master doesn’t get home till 9 so that doesn’t usually leave us that much time together and I’m usually knackered by the time he gets home. I told Master I’m horny in the mornings but that’s only if I can wake up before I realise that I’m late for work, even then I need a cup of coffee and a good half an hour to wake up. :mad0259:

    It’s not as if I don’t want to submit, there is a part of me that wants it still, but I don’t feel like I’ve got the energy to submit. Master’s been tired too and I realise it takes a lot of energy for him to be dominant also.

    If only I could sort my sleeping and waking up problems out then I’m sure I’d be fine. It’s not as if I have a overly rubbish diet and we do usually go to bed for about 11 but it doesn’t help when I wake up 3 or 4 times a night.

    Argh, enough of me, me, me. I think I’ve ranted enough for one day. At least Master if you’re reading this it’s nothing you’ve done or haven’t done.

    :anim_39:
     
  18. PuppyMastersPet
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    Well it’s 9am and I’m fully awake, already had coffee, sex and breakfast. I’m going to have to get tested for bi polar disorder I feel the complete opposite of how I felt yesterday.

    Master and I had sex last night and I managed to quickly whack myself off just after Master had cum. And then again we had sex this morning. Both times only vanilla sex of sorts but both good and I think what we needed.

    With all the sub dom play we’d been having over the past months I’d forgot how close it makes you feel when you’re being penetrated. It wasn’t necessarily just about pleasure although it did feel good it was the closeness we’d been missing for a few weeks.

    We’ve both been giving mixed signals about the sub dom stuff, sometimes I’ll be submissive and both times we had sex Master lubed me up and stuck his cock in without a second thought to if I wanted to be penetrated, I’m glad he did though.

    I felt like saying that I wanted to submit again but I want to make sure the time is right and not just getting caught up in the moment. We both need to know that we both want to go back to our roles. I think this time though with more time out for us time.

    Oh, on the waking up note, I bought I coffee machine that brews coffee for me automatically in the morning. It seems to work but I’ll see how I get on.
     
  19. Mistress Watchful
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    Tsk... getting a machine to do what is obviously YOUR job.... :animal0017:

    You know I'm kidding, right!

    It sounds cool, what make is it? I went from a full on, all singing, all dancing coffee machine to a Tassimo which I forget is there, despite it sitting on the side!

    I was thinking the other day about the good old fashioned teas-maids.... small world!
     
  20. PuppyMastersPet
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    It’s Morphy Richards, only cheap but if it continues to wake me up then I don’t mind. Got it from Makro, being self employed has it’s perks.

    Maybe one day when getting up relatively early is routine for me then I’ll make the coffee but for now I’ll have to rely on a machine to get me up in the morning.
     
  21. PuppyMastersPet
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    Things seem to be going well again. Yesterday We went and bought a few sex toys, some love eggs (which I’ve reviewed), a tassel whip and Master bought himself some sexy hot pants.

    We had a little play time yesterday, Master tried the whip out on me. It’s good for teasing and for punishment. He stroked and tickled me with it and then occasionally without warning he would whack me with it.

    All the play got Master excited so he got me on all fours and used my sissy pussy for his pleasure. After he had cum we had a little cuddle and then Master ordered me to put the love eggs in.

    Shortly after that We got a call and had to dash of, I drove 180 miles with the eggs in and was fine with them. No pleasure no pain just a constant reminder that they were there.

    We had more sex after we’d watched Being John Malkovich (now that is what you call a weird film). Master seems to like playing with my clit as if it we’re real clit and did so last night for some time before penetrating my sissy pussy. After he was done he continued playing with my clit until I had cum.

    That’s all for now I think. I’m just glad we’re getting back to our old selves. :party0042:
     
  22. PuppyMastersPet
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    Things have been a bit quiet since the weekend. We had some fun over the weekend with our new toys and things seemed to be getting back to ‘normal’. I think for now Master and sissy time will have to remain a weekend thing. We only see each other for about 3 to 4 hours in the week anyway so any sort of play not really practical.

    Master works stupid hours (no fault of his own) and has a long commute to work and back. He normaly gets home for about 9 and then we’re in bed for 11 so you can see how things could be difficult. I’m unusually knackered by the time Master gets home also.

    I think I’m just going to chug along through the winter and hope spring brings better times for us both. By then hopefully Master may have a more local job with ‘normal’ working hours.

    I think the play time during the weekend helps bring us back together. I can’t even have dinner with Master, I’ve worked out its part of my sleep problem, eating so late. I have my meal earlier on and then cook Master something for when he gets home.

    I’m sure things will pick up, it’s not all doom and gloom.
     
  23. Mistress Watchful
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    I feel your pain on the lack of time. My Master's degree is taking up WAY more time than I ever anticipated. It's not just the on-campus hours, it's all the reading and research too!

    We are still managing to keep "connected" even if we aren't having masses of kinky sex lately.

    On the plus-side, it has meant pet has naturally gravitated towards a more domestic lifestyle. Cooking, cleaning, taking care of baby and still feeling horny! That's my kind of pet! :animal0008:
     
  24. PuppyMastersPet
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    Master and I had play of sorts last night. I was tired as I usually am around 11 so we went to bed, we chatted for a bit and I was ready to fall asleep. Master was getting quite horny and I could feel his cock pressing against my ass.

    Master hinted using my body and my clit began to swell but I was half asleep by this time. Then Master began pulling down my pant, he then lubed up my ass and his cock and slipped it in, my clit was swollen and I was moaning with pleasure but I could feel that I was still half asleep.

    When Master had cum he started to worry a bit and asked me if it was ok and I was alright, to which I replied yes everything was fine.

    Mistress watchful said something in her last post that got me thinking, about pressure to have sex. It’s easier for me to be used by Master when he is horny than it is for me to partake, especially when I’m tired? Or am I tired or is it that fact that I know that Master is usually horny when we get into bed and I feel that I must perform.

    I am quite comfortable with being Master sex doll, he can use my sissy pussy any time, but he doesn’t like it when I’m not enjoying myself, so is there pressure there also for me to enjoy sex for fear of disappointing Master?

    My sex drive is stupid, I can go from not horny at all to incredibly horny in a second. I’m most horny when Master is in full control and I’m his sissy but I feel terrible saying that. It makes it sounds as if I don’t find Master sexy enough to get me horny which isn’t the case at all.

    When Master put on his hot pants on Saturday my clit began to swell without any need for master to touch it or my nipples. Maybe it’s because he looked so confident and hot.

    Maybe I’m addicted to D/s, maybe I need the extra release of pleasure hormones I get when I’m being dominated by Master.

    One of the reasons Master began to like the idea of chastity is because before chastity I cold cum once a week and not want sex again for the whole week, where as with chastity Master could keep me horny all of the time.

    I am quite comfortable with being Master sex doll, he can use my sissy pussy any time, but he doesn’t like it when I’m not enjoying myself, so is there pressure there also for me to enjoy sex for fear of disappointing Master?
     
  25. Mistress Watchful
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    Oh no... kris, you're overthinking things! It must be contagious!

    Complicated little flowers aren't we all?!

    From what you've been saying lately, you are both very tired and overworked, which may be making you over-think emotionally. As normal human beings, we feel less sexy when we're tired, sometimes we are horny enough to overcome that tired feeling, sometimes we're not.:animal0008:
     
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