Chastity Sleep Journal V.3

2019/12/13
Cage: Holy Trainer V3 Nub

Ring size: 36 mm

Number of hours sleep till the first erection: 2

Number of erection: 2

Remarks: TGIF Today! Due to the lack of consistent sleep over the past few days, I reach work slightly late again... Cannot make this a habit.

For the past week I was looking forwards to today as I'll be practicing doing my make up in the office.

So after kindly offering to take the late shift from my colleague and informing my gf I will be coming home late. I proceed to unpack my make up items and dress that I will be wearing (little red riding hood).

As expected after 3 month of lack of practice, I had to do lots of prep work. Shaving my brows and facial hair to begin. I did my face and all. This took me almost 3 hours (Gasp! More practice required).

After all that I continued my work. Before finally ending it with some porn.

What I didn't expect due to the size of my cage, I recently heard from my chat group that jiggling my cage while having an erection will cause an orgasm to occur. At the point of time, I was in too much of a haze to care and I did it. Bad mistake. I came... and I came and I came. So much fluid was release I could not hold it in my hands. In the end, the entire floor was covered in cum.

Needless to say, I had to cover the floor with layers of toilet paper before wiping it clean.

Lesson of the day: DON"T JIGGLE YOUR CAGE.

Sleep

By the time I reach home and clean up it was almost 3 am. Tired I went to bed straight.

First erection: Woke up with both balls swollen and suffering from dull ache. So off I went to the ladies for a pee. After which back to bed.

The next erection started just before my alarm clock rang. Problem for this erection is I realized I'm bone dry. No pee! With no other choice I had to release my cage which was not really a good choice as the 2 lines on the ring dug into the penis which caused more pain. In the end, I just had to relax and let it go away before locking it back up again.

More to come tomorrow...

 

2019/12/14

Cage: Holy Trainer V3 Nub

Ring size: 36 mm

Number of hours sleep till the first erection: 5

Number of erection: 2

Remarks: Woke up at 8 am on a Saturday morning as I had arranged to watch jumanji with my gf. Although it wasn’t my plan but I had to do it. As her friends were planning to have a surprise party for her after the event and I’m got to make sure she stays distracted till the event.

Cage wise. The usual sensitive pains occur here and there but nothing important to talk about.

Sleep

Woke up at around 6 am with both balls swollen. I’m starting to get sick of these and really hope I’ll get used to the cage and stop swelling up fast!

After peeing I went back to bed and 2 hours later the pains starts again. Used the ladies before running off to sleep again.

More to come tomorrow...

 

I have a size 40mm. The pain seems to be there as well. Previously I wore a HOD Holy Trainer V2 small with various sizes and some were painful while other sizes slipped off.

I'll try it for another week to see if the body gets used to it. Then I'll try the 40mm. Worst case back to the 45 with the HTV2.

 

Yes it is good. Go watch it. Not going to give you any spoiler, but we laughed quite a bit thanks to their acting skills. #smoldering look

 

Thanks I'll give it a try later tonight!

 

2019/12/15

Cage: Holy Trainer V3 Nub

Ring size: 36 mm

Number of hours sleep till the first erection: 3

Number of erection: 2

Remarks: Woke up late this morning after a late night sleep. I think I woke up on the wrong side of the bed.

Initially I thought with my gf off my back doing her nails and hair I would have a nice calming day.

Turns out it seems everyone wants to take over her position to nag me. After a rough day at work with everyone after my back I took a cup noodles and did one of my most favorite thing.

Practice my make up!

Played till midnight before going home.

Sleep

I woke up with the pain and the swelling. This time round I started searching for the ache. After touching around the area, I realized it was the skin that was aching. Not the balls, or the pelvis bone or the dick.

I think all I need is some time before the skin gets used to it, but before that. The ladies.

After the first erection is done. The second came after 2 hours. Used the ladies this time before I got chased out once i'm done as the girl want the ladies as well...

More to come tomorrow....

 

2019/12/16

Cage: Holy Trainer V3 Nub

Ring size: 36 mm

Number of hours sleep till the first erection: 4

Number of erection: 1

Remarks: Woke up late again but thank goodness my brother was at work.

The day came and went pretty fast and I finally get to do something that I am happy about make up!

After that it’s back to work until 3 am before I decided it’s time to go home to sleep.

Sleep

It maybe the short hours of sleep but the first erection came at 8am when my gf asked for help with some printing issues.

I therefore became Fred Flintstone grumbling while having a sore balls and lack of sleep.

After all that fixing its back to bed...

More to come tomorrow...

 

2019/12/17

Cage: Holy Trainer V3 Nub

Ring size: 36 mm , 40 mm

Number of hours sleep till the first erection: 4

Number of erection: 2

Remarks: Crap! After all the late night work and play I woke up at 12noon! Received a message from my brother telling me to take my time to come to work. So sweet of him

During dinner time, I walked over to my local beauty store which was having a 50% discount on all of their product. This totally perk me up the inner girl in me and by the time I’m done I’ve spend quite a bit on their products.

After work ended. I decided to practice but tonight was different.

I got caught by my father!

After lots of scolding later, he left me to my own, but not before leaving me a parting gift.

My gf next called me to come home.

So with her orders, I packed everything and went back.

Sleep

As usual I woke up after 4 hours of sleep. While feeling my balls, I notice the lack of access for the blood to leave the balls once it has expanded. Deciding to try the 40 mm ring again before drifting off to sleep.

Woke up another 2 hours later. This time I didn’t feel the pain which was great! I did feel my cage sliding forwards which wasn’t so great. Prod it a little before going back to sleep.

More to come tomorrow...

 

2019/12/18

Cage: Holy Trainer V3 Nub

Ring size: 40 mm

Number of hours sleep till the first erection: 4

Number of erection: 2

Remarks: Woke up in a rush after waking up as I woke up barely on time.

Came to work and started to get swamp with it so I didn't think much today. Plus after yesterday telling off I packed all my items and began to bring it back home.

After coming home with a slight migraine from drinking. I took a bath before allowing myself one erection to help with the blood flow (Not interested in shrinkage). I didn't feel the urge to cum which felt weird. Before going to bed

Sleep

Woke up 4 hours later with only one side aching. Started prodding it to let the blood flow out which slowly made it felt better. However, it felt like forever, so I went to the ladies again. Problem with the 40 mm ring was that it allowed the cage to slide forward which allowed blood to flow but at the same time cause the balls to be more restricted.

After pulling the cage back I went back to sleep.

2 hours of sleep later the pain came once again.

Was slightly afraid this time as I forgot to drink some water before going to bed on the last erection. Didn't know if I have enough pee for this. Luckily, I did. So I relaxed myself before going to bed.

More to come tomorrow...

 

2019/12/19

Cage: Holy Trainer V3 Nub

Ring size: 40 mm

Number of hours sleep till the first erection: 0

Number of erection: 0

Yeah! It's Christmas time for me. Everyone went for holiday except me. So I took the chance to do more cleaning and wearing of ladies wear in the house.

At night, I did my usual run wearing a complete ladies outfit. Love the feeling.

After that it was some work before going to bed.

Sleep

Maybe it was the run or the excitement but even after getting 6 hours sleep I did not feel anything at all. Might have to check this out further.

More to come tomorrow...

 

2019/12/20

Cage: Holy Trainer V3 Nub

Ring size: 40 mm

Number of hours sleep till the first erection: 0

Number of erection: 0

Remarks: Tomorrow is my coming out day. So to make the day better, I decided to book a hotel room and paint the town red (Or black). After work I checked into the hotel room and started on my make up. Did up a smoky look and wore a little black slut dress and went down to the best club in town.

A few heads turned but I was enjoying myself too much to care. After a couple hours in there, The girls and I jump over to another club where I change into a more kinky outfit. Latex and PVC wear. The bar exploded.

Finally, after the clubbing I changed into a more neat outfit and went to have some supper.

It was magical and by the time I went to bed it was 5am. Do I regret it? NO! Will I do it again? YES!!!

Sleep

Woke up at 8am thanks to my gf called me over the phone. I barely understood her in my sleep but that work me up. No erection then since it will usually occur only after 4 hours of sleep.

More to come tomorrow...

 

2019/12/21

Day 15

Cage: Holy Trainer V3 Nub

Ring size: 40 mm

Number of hours sleep till the first erection: 5

Number of erection: 3

Remarks: I was planning to skip breakfast and sleep till before work start. So I messaged my gf to continue sleeping. To my dismay, she was awake and had made up. Do doing my fastest make up I did myself up and went for breakfast with her, before heading to work.

During my work period, I was reading up a friends post and I notice his micro metal chastity had 2 plastic wire tie holding the cage securely. Thinking this might be the answer to my cage dropping issue, I tried it on. Success! It no longer dropped out and was fitted nicely.

After taking a cold bath to freshen up and dinner. I proceed to do doll myself ready to meet my friend again.

Sadly, that was not to be the case as by the time I reach her room she had fallen asleep.

So I made my way back home to sleep.

On my way back, I notice that the cage was becoming more uncomfortable. It may have been the gaff or the fact that there were more nerve endings exposed due to the metal open design. Upon reaching home, the balls were blue and in my agony, I decided then it was time to change back to the holy trainer.

Granted that I need to remove the cage once a day. But the good news is I have a tried and tested cage which I know deprives my male clit from any outside sensation while keeping it safe and blue balls free.

Sleep

After 2 nights of painless sleep. I woke up after 4 hours of pain. I put my fingers to relief the ring but it was not fast enough so I went to the ladies. Only after I pulled the cage closer to myself that the pain stopped.

2 hours later the pain came again. Once again it was back to the ladies. As usual, it is back to the ladies. However, this time when I am putting it back on I put some vaseline on it. Then it was back to bed for me.

The third time it happen. Instead of going to the ladies. All i did was rotate the cage. This stopped the pain almost immediately and allowed me to go back to sleep.

More to come tomorrow...

 

2019/12/22

Day 16

Cage: Holy Trainer V3 Nub

Ring size: 40 mm

Number of hours sleep till the first erection: 3

Number of erection: 1

Remarks: With the much needed sleep I woke up nice and happy as I had a colleague that was here to help me with the store.

As doing my usual ritual, it was back to the store to be as busy as a bee.

By the end of the day, while thinking of going over to run in my ladies wear, I received a message in the chat group where one of the girls was planning to go out to play.

As this was my last chance to dress up. I took the plunge and went out with her.

My gamble was spot on as she turned out to be a wonderful lady both in personality, fashion and features. She literally brighten up any room that she walks into and made every person whom she met a lot more happier than before they met her.

After staying with her longer than expected. I send her home before heading back to sleep.

Work up at 5.30 with the usual pains. But this time round I knew what to do. Rotating the cage instantly brought relief. What I didn't relief. What I forgot was in order to ensure I had enough pee, before I slept I had drank a bottle of water. So in the end, instead of the pain. I had to go due to my bladder. calling.

When the alarm rang at 7.30 (Brother knocking) I woke up without any pain whatsoever.

Nice and Happy~~~

More to come tomorrow...

 

23/12/2019


Day 17


Device: Metal Micro chastity, Holy Trainer V2 Small


Ring Size: 40mm


Sleep time till 1st erection: 3


Number of erection: 2


Remarks: Last full day before my trip to Japan. Woke up real early thanks to an order. By the time it was noon I felt ready to go to bed especially after last night party.


After finishing work. I went home changed in some feminine running appeal and due to me being backside itchy (local slang for asking for trouble) changed back into my metal chastity. After giving myself an intense lube. I headed out for my evening jog.


The jog itself was okay. What wasn’t okay was my fast shrinking balls and sharp burning pain that company it. After every few kilometres. I will stop rotate the ring then proceed with the run. It was not fun.


When I reached home I dumped my clothes into the washer and started to clean up my room of any Jennifer’s items.


This was followed by dinner/supper, grocery shopping and sending my clothes to the dryer before heading to bed.


Sleep


Sleeping with the cage turned out to be harder than I thought. What I felt during my run was nothing compared to it burning + balls swell + erection. No amounts of twisting or pressing gave me any relief. I even went to the ladies and sprayed cold water onto it, which didn’t work either. In the end I raised the white flag and cut it.



After that incident I thought that was the end of it. No. My gf decided to drunk call me from japan. Couldn’t believe it and it got me very worried as well.


When I woke up from the next erection. I didn’t get any relief even while wearing the htv3. I presumed this might be due to the metal cage as the skin had been overly tortured before that. I there gave up and unlock my penis to let it rest...


More to come tomorrow...

 

24/12/2019


Day 18


Device: Holy Trainer V2 Small


Ring Size: 40mm


Sleep time till 1st erection: 0


Number of erection: 0


Remarks: Woke up to the sounds of my brother calling for help due to him forgetting to bring his work key to the store. So, I rushed out to help him out before I did anything.

By noon I had to make my way back to pick my luggage up which was a rush but I managed to get there.

While sitting in the taxi, I was thinking that I should not have any issues as my cage is made of resin and the machine are metal detector only. Oh... how wrong I was.

They no longer use metal detector but X-ray machine instead. Instantly they saw my cage plus saline breast. A lady guard was called to the scene and I was searched. Luckily she didn’t go touching the cage

After boarding the place I went to sleep.

Sleep

No pain during the sleep owing to the sleep being crap while sitting.

More to come tomorrow...

 

25/12/2019


Day 19


Device: Holy Trainer V2 Small


Ring Size: 40mm


Sleep time till 1st erection: 0


Number of erection: 0


Remarks: Merry Christmas everyone! Reached my holiday destination very not well rest and I still have a drive to go.

Took the car and started the journey all over Japan. During the ride, I kept jumping from pitching of the skin again the panties/Jeans. Gave me lots of issue on this.

By the time I reach the hotel it was 1 am. After some issues on room cleanness issue and all it was 3am and time for bed.

Sleep

Didn't get anything but that might be cause I only had 4 hours of sleep before I had to wake up and go leave for my next days journey.

More to come tomorrow...

 

26/12/2019


Day 20


Device: Holy Trainer V2 Small


Ring Size: 40mm


Sleep time till 1st erection: 3


Number of erection: 2


Remarks: Another day awaits. First thing I did once I woke. Onsen! Woke up late though so there were ladies walking around trying to clean while I try to hide my chastity. In the end I think I was successful and managed to get out with my modesty intact. Did more driving, more temple visit. With the weather being so cold, I notice my balls seem to be rounder and fuller and more uncomfortable throughout. I tried to remedy it by putting more vaseline on it. The pain still linger though.

By the time, I reached back to the hotel it was a hide and seek trip in the onsen followed by an early night to bed.

Sleep

Not sure to put 3 or 6 hours as I slept from 11 till 1am then 2 to 5am. In between, I was awake as there were some family emergency.

Woke up at 5am with all the pain from the past few days gathered around my poor balls. I was sore!! Had to jump out and go to the ladies.

After that it was another 2 hours of sleep before the pain happen again. This time I was so groggy that I rolled around the bed. But my gf was not that sympathetic to the pain and I was promptly thrown out of the room to clean myself up.

 

27/12/2019


Day 21


Device: Holy Trainer V2 Small


Ring Size: 40mm


Sleep time till 1st erection: Unknown


Number of erection: 1


Remarks: I spend my morning enjoy my hide and seek onsen, before heading out.

Today like yesterday I had a lot of discomfort due to the cold. I am really starting to wonder how do the people who have winter managed to get comfortable. My reply from them was that my ring was too large and I am allowing too much excess skin through or that they stick warm bags to the area to ensure the balls is kept warm.

After an exhausting day of temple visits and a delicious plate of Kobe Beef. It was back to the hide and seek onsen. Tonight was tough as I realized I did not close the silicone oil bottle well and it leaked onto everything in my toiletries bag. Had to clean everything and my bag was still not clean. Might have to look for a new bag.

Sleep

Interestingly, I felt the pain during my sleep, but what I did was rotate the ring to ease the pain then proceed to continue sleeping. Maybe I'm getting used to the pain? I'm not sure but I did not have any pain when I woke up. Might be due to my gf waking me instead of me waking up naturally.

More to come tomorrow...

 

28/12/2019

Day 21

Device: Holy Trainer V2 Small

Ring Size: 40mm

Sleep time till 1st erection: 3

Number of erection: 2

Remarks: I was about to leave the town this morning, so no onsen for me. Just a clean up.

After visiting places like a golden temple, I proceed to head for a 3 hours drive to my next destination.

Throughout the ride I did not notice anything major othejjr than the usual sensitivity to the skin. But, I have no choice since it was a massively long ride.

By the time I reached my next stop it was dead at night. After having some of their local crusine. I headed for their onsen.

The onsen was really crowd with guys and so the hide and seek was alot more harder.

i accidentely flashed a person and I saw his mouth open nice and wide, after the onsen it was back to bed and ready for my sleep.

Sleep

Woke up at 5.30 with the usual pains. Went straight to the ladies to make the pain go away.

After 1/2 hours of sleep. I woke up once again to the pain. This time I decided to get up and out of the room. Decided not to pee but instead go to the onsen.

More to come tomorrow...

 

29/12/2019 - 30/12/2019

Day 22

Device: Holy Trainer V2 Small

Ring Size: 40mm

Sleep time till 1st erection: 3

Number of erection: 2

Remarks: Went to the new hotel Onsen. Man... the place is crowd. Had to do my usual hide and seek and try to avoid as many people as possible.

Went out this morning for more food and sightseeing. Still have the usual discomfort but not that much after I have pull out all of the excess skin from the hole to prevent the penis from popping out.

Had a fantastic dinner at the end but I had to pop out of the restaurant midway to adjust the cage due to the discomfort.

Came back to the hotel drunk and needing of some sleep but before that I went over to the Onsen as usual.

As I was still intoxicated, I decided in doing something I never did before. Walk around naked. Lucky there were only a few people around and even though they stare, they did look away the moment I looked at them. I guess it must have been mind blogging why would some guy do this to himself.

Sleep

Woke up at 4.30 this more with pain on my right ball. I feel as the right ball sits slightly higher than the left ball hence I will feel the pain more faster. Tried to adjust the balls and when it fails I went to the ladies for a pee. Once everything has been set, I readjusted the cage and went back to sleep.

The next time I woke was it 7.30am. After lazing around for 30mins, I changed into my Onsen clothes again.

More to come tomorrow...

 

Sorry delay. Being on holiday mean having very little time to do up my journal. Will try to update it.

30/12/2019 - 31/12/2019

Day 23

Device: Holy Trainer V2 Small

Ring Size: 40mm

Sleep time till 1st erection: Unknown

Number of erection: 2

Remarks: After thinking about it, I decide sleep is more fun. So I drop back into sleep before waking up just in time to clean up the room and get out of the hotel

Today is a road trip day, so off we went to a new fish market to grab some new year crab and sake before heading over to my friend’s father place

After heading there, I found the wonders of Google translate. Cause without it, we would not have such a wonderfully dinner.

Later it was back to the hotel for some much needed rest and sleep.

Sleep

The cage came back with the vengeance today. Woke up twice this morning. Once I can barely remember myself going to the ladies before going back to bed and the other was at 9am which gave me barely enough time before going to meet my friend’s father again.

More to come tomorrow...

 

31/12/2019 - 01/01/2020

Day 24

Device: Holy Trainer V2 Small

Ring Size: 40mm

Sleep time till 1st erection: 3

Number of erection: 2

Remarks: After meeting up the the friend’s father. He took out the crab that we bought and some soba to celebrate the new year.

He then proceed to bring us to other location to sample the good and sights before we parted way.

Went off for sight seeing before heading back.

I notice throughout the journey, that the cage no longer hurts. It might be due to me bow drying the cage or the removal of lube to help prevent the cage from sliding forwards.

Sleep

Sleep was crap as there was pain and without any lube the pain becomes more painful.
I did move it a little to remove the pain but it will wake me up again in 1 1/2 hours.

More to come tomorrow...