Jack and Sally's journy

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  1. Sally and Jack
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    Sally and Jack New member

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    Surprisingly difficult to start a journal!

    It seems that the introduction I wrote when we first created this account has not been posted so I guess a proper introduction is needed.

    We are a couple in our thirties. Both switches, but chastity/femdom has been the dominant factor for about a year or so due to how our kinks are aligned and practical reasons. However we are both happy with how our dynamic has evolved.

    The meaning of this journal is to let me (Jack) empty my head from time to time (hoping for weekly / bi weekly updates) and have some good talks with you on this forum. Tips, comments and thoughts are more than welcome.

    Before I end this I’d just like to say that everything I write is based on the real world and not fantasy if not stated otherwise. Our primary language is not english so in advance, please excuse any weird phrasings should they appear. Sally also reads every major/joural post before I post them.

    Now into some real journaling...

    Another week is over. And it’s been a really good and busy week for me. A lot of work Monday to Friday did not leave much energy nor time for play during the work days, but I guess that's just how real life works. We are currently testing out an arrangement where I’m locked one week and free to be my own master the other week. We are done the second week now and it is working out good for both of us.

    Lock the Cock posted that they will start a new chastity challenge on May 12th and Sally was fast to sign me up for that so it seems like my next “free” week will be cut short by some days. I’m more than happy to be signed up for that as I love a good challenge. Even though we have been practising chastity and femdom for some time it still feels like there are so much to explore, test and discuss so I’m probably like a kid in a candy store still :D

    We had a great play session on Friday evening where Sally was keeping me locked and ordered me to find the porn I like the most and cast it to her TV for my entertainment. She asked me to put a timer on 20 minutes (to check on me. She did not tell me before after the session) and that timer eventually got reset a couple of times as I get quite distracted when I have to look at Marie Kaefer teasing the hell out of her sub and Brodie pegging Aiden (cosmicbroccoli) as expertly as she does :D . Eventually as my balls were as swollen and sore as they probably can be after 5 days of denial and the teasing she un-locked me and reset the timer!

    I was on the edge of what I could take when the timer ended. Sally seemed satisfied with her tease and ordered me over to her chair where she started sucking and stroking my cock. I can’t really explain how good it was because words will probably not give Sally’s touch the praise it deserves, but it was mind blowing! She told me not to orgasm as she wanted to ruin my orgasm. I’m not really sure how that went as I came so much and I was so sore in my balls that I honestly don’t know if it was a big ruin or a small full orgasm. After we cleaned up the mess I made it was straight back into the cage. I think that is the first time we ever have gone straight back into the device and it was a good surprise and it just felt so “right” to go straight back in under Sally’s control.

    Saturday morning ended with a comical disaster. I’ll spare all of us the details but I’ll try to guide you to where I’m going with this. Let’s just say that it was a combination of my steel cage, base ring being a “tad” too big for cold newly drained balls, me not using the elastic band to secure the device to my body and a trip to the toilet with a horrible finale. Anyway neither man, device or toilet was seriously harmed besides of mental scars and I’ve replaced the base ring with one that’s fit more snug and it’s been like that since :D I could happily lived my life without that experience but It's now part of the messy everyday involuntary cosmic humor that real life has to offer :p

    Stay safe!

    Jack

    P.S. I really hope you like my writing, and as stated earlier; please don’t hesitate to comment, ask questions or come with ideas and suggestions.
     
  2. cody halter
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    cody halter Active member

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    Wish i had a video of THAT Saturday morning! :+1:
    Well written, and thanks for sharing!
     
  3. Sally and Jack
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    Sally and Jack New member

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    haha, well well to be honest I'm really glad it's not on tape, that stuff could not have been a pretty sight even from afar.

    Sally was laughing hard while at the same time felt a bit sorry for me having to clean that mess.

    Thank you for your kinds words in regards to commenting my writing!

    - Jack
     
  4. LesterBallard
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    LesterBallard Long term member

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    hope it goes well for you both
     
  5. Sally and Jack
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    Sally and Jack New member

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    June 06, 2021

    I had such plans on keeping this journal updated every 14 days’ish and here we are 28 days later. Oh that’s one nice movie by the way, love the music in that one, especially when Jim wakes up in the hospital, walks out and get that overview of London being all empty and abandoned. Anyway guess this demonstrates that I do not qualify as a good key-holder, or maybe I do :D


    So yeah it’s been kinda busy on our end with everyday tasks like family, keeping our houses up and in good shape and inhuman amounts of tasks at work for my part. However we seem to survive this as well. Now I won’t talk on Sally's behalf, but from my point of view we seem to come out stronger and stronger for each curve ball life throws in our direction. I’m a lucky guy!


    In the last post we were testing the one week in the device and one week out, that period has ended and we had a good talk that weekend. For Sally's part it became more of a hassle than a comfortable solution and I really had problems enjoying it as well, especially in regards to my kinks involving longer periods of denial like my wish to try prostate milking in between orgasms. So here we are with a new plan: I’m locked and in Sally's mercy until July 1, where a day or two of freedom awaits me at the end of that period.


    I’ll be honest and say that I’m not the biggest fan of solo play, most times it feels more like a chore than some sexy-time. (Guess I have some bad luggage from my previous relationship fucking my head). Anyway we have this agreement saying that I’m to have my “balls” emptied one way or another every 5 day(ish). 14 days ago (or so) we tested something new: I got 5 minutes to try to empty out with the magic wand, with my 24/7 cage on. Off to the bedroom I went, stripped down and fired up the wand. I’ve never done this before so to say “I was a bit excited” will be a bit of an understatement (I’m a total slut when it comes to trying new things). I set the timer on for 5 minutes and “went to town”. Hehe, probably 2 minutes later I made a mess like I've ever had in a cage. Precum and cum was dominating the site of the impact. I felt totally denied and satisfied at the same time. I had that fuzzy feeling after a good orgasm, felt a little good humiliation that I did not have real access to my cock and that cage was given a real quality test with me testing all the welds from the inside. I had some cage bruises (red marks after busted blood vessels) on my cock after that encounter so we learned that caged orgasms are absolutely a thing but in the name of cock health it should be done with a bigger cage.


    Fast fwd some days we were in bed for the night and I got a bit carried away. The thing is that I’m not to touch Sally's breasts, booty or pussy unless she asked me to do it or has given me permission. Cocky as I was, I went too far and got myself on thin ice. Punishment time. I was sentenced to edge 3 times the day after. This was day 4 after last “draining” so I tend to get pretty full down there during this time, edging at this point tends to be awfully frustrating on my part as I literally can feel my prostate full while doing basic stuff like walking or sitting down. I feel like a total idiot pussying out so I decided to take my punishment as a man. The day after arrived and I went to town yet again. This time with my hands without a cage. Took my time and built up to a good orgasm just to stop milliseconds before the point of no return, let it calm for a minute and going back at it until all three rounds were done.

    At this point Sally was at her house working on that and I was to come over later that evening. My balls had swollen up to a size I've not seen in some serious amount of time and it felt strange walking around with precum leaking and heavy sore swollen balls between my thighs. I wrote Sally a message after the deed was done but she did not see it. I arrived at her house, the evening went with non-kink activities, I was totally gooned in my head and we eventually went to bed. Sally told me I should have called her after I had done the edges because there was actually a reward at the end that I had missed. I felt like free falling for a second. Sally took pity on me and stroked the underside of my throbbing cock that night until I came. A grand miscommunication with a happy messy exhausted ending.


    So normally i’m locked in this “Stainless Steel Small Male Chastity device Adult Cock Cage With Curve Cock Ring Sex Toys For Men Bondage Chastity belt” (lol, let’s just call it the “SSSMCDACCWCCRSTFMBCB”) from DHGate, It’s actually pretty good but a bit narrow and heavy. It makes doing physical work or walking with the dog a bit of a gamble so I have been wanting to switch to a Kink3d device with similar measurements. I have finally saved up the cash but got a nice bucket of ice water over my head the night we sat down finalizing the measurements and putting the parts in the cart. Close to $100 in shipping costs! Dunno what to say but it kicked us straight over to Shapeways. We now have a CherryKeeper short on it’s way in the mail, hoping this device can function as a true 24/7 device that does not have to come off for other reasons than play time, cock maintenance or cleaning. Sally is into “reverse pegging“ so we went with the unicorn attachment as well. I’m excited yet again and hope the CK is not another addition to the growing gallery of chastity devises not in use.


    Before I end this post, Huge thanks to cody halter and LesterBallard for their kinds words on last post. I really appreciate it and it means a lot to me!


    Wear your seatbelt, yolo

    - Jack
     
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  6. Sally and Jack
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    Sally and Jack New member

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    Locktober 6.

    We are still alive! Summer, Life in general happened. We have had a great time since last I wrote :)

    Quick n clean update today:

    We decided to join in on Locktober this year as well, but we where both totally exhausted on Loctober 1th so we postponed until today. Just shaved clean front n back and cage on =)

    We are going for "The System" this time around, it includes workouts, point system and a "point shop". Really excited to se how the coming 31 days will be.
     
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