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02/05/19 - "12 HOURS IN CHASTITY"

Dear Chastity Diary,

Mother has been very proud of my self-control as I have not made unauthorized cummies in over 2 weeks now! As her little pansy, I too have been proud in being able to please her, not unlike a toddler getting a gold star for a dry-day on her potty training chart.

Despite my faithful devotion to Mother's will, she remains worried that I might spurt again very soon, either in a backslide of sissy delight, or due to the sheer unpredictability of my premature ejaculating penis, which remains so undersized it could be considered a 'clittie'. That said, Mother really wanted my peenie to again be secured within the steel confines of my BON4 chastity cage. This is not only to prevent any wayward orgasms, but to also begin working on my 'goals'. One of which is to lose weight, given I have become a bit 'tubby' in recent years. Obviously, Mother intends to use my chastity (or release from it) to serve as rewards/punishments for progress in this department.

Before bedtime, I assembled several different configurations of my BON4Micro cage. As previously stated, I have had trouble with irritation to the skin of my testicles. After an hour I felt some discomfort so I decided to try my 2nd BON4 (called the 'BON4M'), which was the next size up. This seemed to give me less irritation since the 'head' where the tip of my penis goes does not dig into my sensitive scrotum as much. Given this, I decided to go with the BON4M.

UPDATE: I did successfully spend the past 12 hours in chastity, including being locked up all night long. I was happy that I was able to get comfortable enough to sleep given there was a foreign (and somewhat heavy) object on my most delicate of places. Although I did get some sleep, I occasionally stirred from my slumber, reaching down to feel the condition of my encased genitals. There were times when my testicles felt a bit crushed (a side effect likely due to tossing and turning that is normal to my usual sleep patterns) and other times were I sensed slight burning due to friction from the areas where my chastity rubbed against my scrotal skin.

Overall I made it through unscathed after a full half day in chastity. I removed it to check for any damage. Aside from an indentation from the underside of the cage itself (pictured), there were no major marks left on my scrotum. While the BON4M itself fit well, I am not through trying to make the BON4Micro work since my rather smallish penis feels much more snug and secure in it (whereas with the BON4M there is a lot of unnecessary open 'real estate' left in the cage section).

02/03/19: "MY AMATEUR VIDEO PROMOTING THE BON4MICRO"

The maker of the BON4Micro (Peter Schuurhof) asked if I'd like to contribute a product video so I decided to edit a few clips and images together below. If any other sissies are thinking about locking their useless, baby-sized peepies up in chastity, I highly recommend the BON4Micro: www.bon4.com/Category/Micro-Male-Extra-Small-Chastity-Cage

 

02/02/19 - "STARTING OVER"

Dear Chastity Diary,

I have a few updates to write to you about after having taken a short break due to several unforseen setbacks. Firstly, my newfound arrangement with 'Auntie' has endeared us to one another rather quickly. As a result, we've become especially close, so much so that she now insists I call her 'Mother' so she can better govern me as her very own little sissy girlie. Similarly, the new title warms my heart since it makes me feel so very special to be loved as Mother's child.

The primary reason my chastity regimen was delayed is because I had trouble fitting into my new BON4 Micro Chastity Device. This is not because of my penis is too large (quite the contrary), but because my testicles are too big. Thus the CBRs (cock and ball rings) that were supplied did not sufficiently allow me to wear the device for more than an hour without irritation. Fortunately, I was able to order larger CBRs, which I just received last night.

I did a 3 hour 'test run' with corresponding pictures and videos for Mother to see. She had made it clear that she wants me to be comfortable since the goal is to work my way up to a point where I remain in chastity longterm. This is especially important before I ultimately mail her the keys, which will effectively put my gentials [and any future orgasms] at her complete mercy.

The experience last night was a marked improvement, with far less irritation to my scrotum. While I did have some mild discomfort, aside from a little reddness I was happy to find that there were no marks left behind after I removed the device. Better yet, by morning my scrotum was back to normal. This gives me confidence to try my new micro cage overnight and then prehaps wear it for a full 24 hours thereafter.

 

Day 8: 01/14/19 - "CHASTITY INSTALLATION HIJINKS"

Last night I did my best to slip my little sissy clittie into it's new 'MicroBON4' chastity cage. I took a long, oily bath, and also ran my bathroom's space-heater for over half an hour to ensure that the room was toasty enough for my testicles to properly discend. Unfortunately, it was a prolonged struggle during my first attempt installing the device. As a result, I had to do a lot of jostling with my genitals to get them to fall into the proper position. All of this undue friction caused my helpless peenie to erupt (it really doesn't take much stimulation - if any - for this to happen). I captured the accidental violation on video and have provided several screenshots as evidence for Auntie to rule on. Despite my failings, I did eventually get the device on in the end, but it came at the cost of getting 'spurtie stains' all over my pretty pink ruffle-butt panties. Oh, I do hope Auntie is merciful...

Day 6: 01/12/18 - "CUMMING FOR AUNTIE"

For this diary entry, I will share my response to Auntie after she granted me what is to be my final orgasm before I embark on my new life in chastity (for this I have ordered the new Bon4Micro Cage which should arrive today - I shall write about it in my next diary entry).

My bond with Auntie has grown significantly over the past week, as she has essentially become my 'sissy guardian', embracing me as her weak-willed poppet. Over the past weekend things got even more personal after I shared visual documentation of my final orgasm with her. We proceeded to exchange several back-and-forth messages, during which Auntie shared some rather steamy details about her enjoyment over seeing me ceremoniously soak my panties for her.

And so, without further ado...

Dearest Auntie,

I am still buzzing from the events of the past 24 hours that had been set off like a chain reaction from the warm, titillating message you last sent to me.

Mesmerized after reading it (and re-reading and re-reading it over again), I suddenly became faint and had to lie down, overwhelmed by visions of your dampened panties. For hours, naughty thoughts percolated though my sissy brain as I fantasized about putting your soiled panties over my face, inhaling their sweet fragrance while my tongue probed for just a hint of succulent 'Auntie Juice'. I confess that I even dreamed about wearing them to encase my little peenie and ballies in the warmth of your divine wetness (*I do hope that these decadent admissions do not offend you).

Of course I was touched and overjoyed to learn of my 'special reward' for being a 'good boy' (thank you for such utter kindness!) Realizing the gravity of this (soon-to-be rare) opportunity, I wanted to do my very best to make it special, as well as to express my immense gratitude for such a treat. And so in addition to picking out my most sissyish pink lingerie, I was also compelled to make myself even more effeminate by first trimming away 'all' of my unsightly male body hair, and then applying girlish shades of make-up to my quivering face. I then promptly set up my bedroom to serve as the ceremonial location for my panty soaking.

Here is the result of my joyous (albeit brief) orgasm:

Day 5: 01/11/18 - "FROM DIAPERS TO PANTIES"

Overall Auntie was pleased with the progress I made last night, since (for once) I did not make any 'diaper squirties' in my sleep. She also confirmed it was indeed her intention all along to test my resolve by ordering me to spend another night in Vaseline and cream filled diapers.

Perhaps most importantly, she did not view my toilet seat dribbling as a violation since it was an 'involuntary' response, adding, "Aunties understand that sometimes little penises have a mind of their own and leak at the most inappropriate times."

Of course, this is not to say I received a perfect overnight grade as she did call me out for my frisky bedtime wriggles, which in her mind were a clear indication that I was attempting to appease my beckoning libido. She asked that I work on this 'weakness' and do a better job of avoiding any unnecessary stimulation going forward.

For tonight, Auntie promoted me from diapers to 'panty'-status. She first asked if I owned any especially silky ones (a question she already knew the answer to) and I confessed to having many pairs.

She then instantly teased, "I just knew you were a 'panty boy'!"

My heart flutter in submissive ecstasy as I read this. In a very short amount of time, such shameful elation has become a regular occurrence for me, especially since Auntie has clearly stepped up her authority by incorporating more and more such emasculating remarks.

She next personally picked out the color I was to wear ('white'), adding, "We both know you would probably prefer 'pink' but Auntie controls the color of your panties from now on too."

Smitten in ways only a true sissy could understand, I humbly complied with her request, taking care to wear a pair of white, waist-high granny panties under my long johns and pajamas.

*UPDATE: Auntie will be happy to know that there again were no incidents to report, although I did struggle with many satin-induced erections throughout the night (apparently my return to chastity cannot come soon enough!) Aside from the inopportune arousals, I also experienced numerous panty ride ups between my fanny cheeks, no doubt a byproduct of my tossing and turning. At first I continually pulled each one back out again, but eventually gave in, surrendering to their inevitable return (such is the life of a 'panty boy').

Day 4: 01/10/18 - "BACK IN DIAPER-CHASTITY"

There was no diary entry for yesterday (Day 3) since Auntie continued to have me hold off on resuming chastity until she's absolutely convinced that my scrotum no longer has any redness or irritation. While she has mothered me by being overly cautious in this regard, she did express distinct disappointment about the accidental 'squirties' I made just 2 nights ago.

Last night I actually forwent applying additional ointment and, in lieu of diapers, returned to my traditional sleepwear consisting of underpants and pajamas. I had a sound slumber and wrote to Auntie this morning to inform her that I felt ready to resume my chastity again. To my surprise, she insisted that I once again apply cream to my privates and return to diapers for yet another night.

This news gave me immediate cause for concern, since as previously stated, I've never in fact been able to make it through a whole night in diapers without succumbing to the intense temptation to wriggle around until my padded crotch is left plastered in a sticky goo. It crossed my mind that Auntie is not only well aware of this fact, but that she perhaps prescribed another round of 'diaper-chastity' to serve as her first true test for me. Further supporting my theory was the following stern warning which concluded her message:

"You are to wear your diaper and NO squirties or there will be consequences...."

As I again prepped my loins with powder and diaper rash cream, I pondered why Auntie was so disheartened that I'd made 'squirties', and why it was so important to her that there not be a repeat offense. It then occurred to me that since she had assumed responsibility of my genitals, they now essentially no longer belonged to me, thus making my unauthorized ejaculation a blatant misuse of 'her' property. It was in that moment that I swore to myself to keep this in mind for the rest of the night, as I sealed Auntie's 'property' into the quilted confines of my princess pink Pampers.

*UPDATE: It is now morning and I officially survived the night from making cummies in my Pampers. I 'think' Auntie will be pleased to hear this, although there were indeed a few close-calls.

One of the conditions of our chastity relationship is that I provide Auntie with confessions to any and all wayward behavior. Although I went to bed with the utmost intention to remain celibate from any masturbatory tendencies, I once again found myself intermittently rubbing my diaper crotch against the bedding and pillows beside me. I was conscious enough to know that I was flirting with danger, especially since it is quite clear that I lack self control in the face of even the slightest penile stimulation.

A bigger offense came in the morning while I was doing my daily 'business' on the toilet. As the usual pressure in my bottom was applied to facilitate things, my penis unexpected began dribbling a puddle of pre-cum onto the front of the toilet seat. While technically not an orgasm, I do wonder if Auntie will see this as an infraction since my nighttime thrusting had undoubtedly been the most likely catalyst.

Day 2: 01/08/18 - "HEALING & PAMPERING IN DIAPERS"

Auntie was very understanding and concerned about the unfortunate setback that occurred on my first overnight in chastity. She assured me that she is not cross and she wants me to be 100% healed before we start again with my regimen. The goal, of course, is to eventually be able to stay locked up long-term to the point where the chastity cage feels as natural to my daily existence as possible.

To help with the healing process, Auntie agreed that it would be a good idea for me to pamper my genitals with generous amounts of ointment (I used baby Vaseline and diaper rash cream) and then spend the night in diapers to allow it all to soak in overnight. Being that I am a closet sissybaby, I appropriately picked out one of my Rearz Princess Pink Nighttime Diapers with a pretty pink and white onesie to hold the diaper in place from any eventual sagging.

Although the babying sensation was wonderful, I did have a close call while applying the rash cream to my testicles and nearly ejaculated in the open air before sealing up my diapers. Sensing this would be very much against Auntie's wishes, I took a 'time out' to allow my eager penis to settle down before snugly taping my diaper in place.

 

I went to sleep with the mindset that this diaper session was strictly to allow my boy bits to heal and was not an opportunity for me to make 'Naughty Number 3'. Truthfully and despite my best efforts to avoid it, anytime I've ever attempted to wear diapers overnight it has always ended with me succumbing to the irresistible urge to crudely hump my pillow (for usually just a few seconds) until I promptly spurted naughtiness into the slippery confines of my padded encasement.

Unsurprisingly, this same inappropriate occurrence did rear it's ugly head again, but I think Auntie will understand (and may even be proud) in how I handled it. You see, I tend to toss and turn in my sleep. Last night, while in a semi-conscious state, I turned over and found myself instinctively and unknowingly wriggling my hips into the bedding next to me. I became fully conscious at the cusp of a release, and although a flooding of ejaculate did result, I fought through the orgasmic spasms and forced myself (and my penis) to lay entirely motionless to avoid the ecstasy of a full fledged release.

This same tactic is essentially aligned with the cuckolding principles of a practice known as 'milking' and/or a 'ruined orgasm'. By definition, it is the intentional actions of a dominant to bring their submission to the brink of an orgasm only to prevent them enjoying it's pleasurable finale. It is normally employed by the dominant to drain their submissive's testicles of built up sperm while still keeping them at a heightened, albeit frustrated, sexual state.