Chastity Sleep Journal V.3

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  1. Sissygal
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    Hi all, sorry for the delay. Chinese New Year just passed on my side and I was not able to upload my journal with the family around me.

    24/01/2020 - 25/01/2020

    Day 47 to 48

    Device: Holy Trainer V3 Nub

    Ring Size: 40mm

    Sleep time till 1st erection: 4 Hours

    Number of erection: 3

    Important note:

    1. Lube is really critical for sleep.

    Remarks:

    Today is the Chinese Lunar New Year. For the chinese it means our finaly chance to clean the house and office. So that is what we did. We cleaned and had our reunion dinner together before spending the time to clean the house.

    Cage wise. Other than the change to 40mm. Nothing to report during the day.

    Sleep:

    Woke up after a 3 hours nap due to my big headed thoughts that I'm used to the 36mm, so there isn't a need to lube up.

    My clits says otherwise.

    After lubing up and all. I went and had another 2 more 1 hour nap before waking up and preparing for CNY gathering.

    More to come tomorrow...
     
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    25/01/2020 - 26/01/2020

    Day 48 to 49

    Device: Holy Trainer V3 Nub

    Ring Size: 40mm

    Sleep time till 1st erection: 2 Hours

    Number of erection: 2

    Important note:

    None

    Remarks: So with Chinese New Year upon me. I spend my day productively stuffing mysel silly with all the rich, juicy food and snacks that comes with the festival. My male side loves it. However, my female side cringes with every bite I take.

    The feasting went on till when I met up with my cousins and we arranged to go out for the night.

    Bad Idea!

    In the end, we ended up awake till 4am wth me needing to help out at 8am.

    No remarks for days use due to being all lubed up.

    Sleep

    Woke up ater a 2 hour nap. Might be due to my body clock realising it but I seem to be waking up at 5am plus regardless of the time I sleep.

    I went off to use the ladies before proceeding to do it another time at 7am.

    Woke up with the door being banged t 8am on by my brother to help out in the house as the guest were coming in at 10am.

    More to come tomorrow...
     
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    26/01/2020 - 27/01/2020

    Day 49 to 50

    Device: Holy Trainer V3 Nub

    Ring Size: 40mm

    Sleep time till 1st erection: None

    Number of erection: None

    Important note:

    None

    Remarks: THe second day was another tiring day for me as we had an open house in the morning / noon.

    Send my parents to the airport at the mid afternoon. Before finally going to my cousin place to be a BBQ cook.

    After all the hard work over the day, I decided to reward my self with a cage cummie. Watched some porn in a school girl outfit before leaking my load into a cup.

    Sleep:

    Due to tomorrow being a self proclaimed rest day and with it being the 50th day in chastity. I deided to sleep without a cage.

    Yes. I know that is just wrong but I do need the sleep quite badly. So I enjoy a long long sleep till 10am the next day.

    More to come tomorrow...
     
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  4. Sissygal
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    27/01/2020 - 28/01/2020

    Day 50 to 51

    Device: Holy Trainer V3 Nub

    Ring Size: 40mm

    Sleep time till 1st erection: 3 1/2 Hours

    Number of erection: 3

    Important note:

    None.

    Remarks:

    First thing I did this morning was to have another delicious cumie. This time unlocked but without the boy movement just rubbing.

    After that, I spend some time cleaning up all the clothes that I tried on before heading out to meet my girlfriend at her sister's place.

    Once I was there, she decided that we have enough people to play Mahjong. While honestly was something that I was really rusty at. My fears were on the unfounded side as they were very patient with me as I soon realised my girlfriend was lousier than me in the game. Her sister even said I was just acting as though I was bad in order to win them (We were playing for money).

    With 2 lousy players on the table. We played for 7 straight hours before I raised the white flag as I was too dizzy from the cigerette smoke to carry on.

    Cage wise, nothing to report as I had lube up the night before.

    Sleep:

    As we reached home really late. I woke up at 5 plus after 3 hours of sleep for my first toilet break.

    As usual the pain was not fun and I half wished I was not locked up.

    The second and third erection came and passed with me going to the ladies on both occation. I also learned to not carry my phone with me. Tempting as it may be so that I can go straight to bed.

    The morning came with my brother screaming his lungs out as it was time for work and he was not ready to go.

    More to come tomorrow...
     
  5. Sissygal
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    28/01/2020 - 29/01/2020

    Day 51 to 52

    Device: Holy Trainer V3 Nub

    Ring Size: 40mm

    Sleep time till 1st erection: 5 Hours

    Number of erection: 3

    Important note:

    None.

    Remarks: Today was the first opening day for the company. With the Wuhan flu virus coming around. Everyone is trying to grab mask regardless of it's effectiveness. Coupled with my brother taking the day off to go out to sea. I had a busy enough day to the point where I had to close another store to help with the main store.

    Cage wise. Nothing too bad to notice now that I am wearing a 40mm ring. Blood seems to be flowing more smoothly, so I sometimes have baggy bags. This isn't nice since the cage will drop towards the balls with the excess space.

    Sleep:

    Sleep was okay with the usual wake up at 5 plus. Did my business before going back to bed.

    Woke up the second time, although this time it was quite a reluctant trip as I had a dream I was in a sissy camp where they feminize you all the way.

    Woke up slight late with me jumping out of bed as I forgot about an appointment.

    More to come tomorrow...
     
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    29/01/2020 - 30/01/2020

    Day 52 to 53

    Device: Holy Trainer V3 Nub

    Ring Size: 40mm

    Sleep time till 1st erection: None

    Number of erection: None

    Important note:

    None.

    Remarks: I had a busy but productive day with lots of data entry and work done. Cage wise nothing to report as I had lube the night before.

    Upon reaching home, I took a bath due to the rain and virus going along and played a game of Mahjong with my girlfriend before going to bed.

    Sleep:

    I'm so happy to report that I suffered no effects from the cage during my sleep. I did wake up for a moment but just to open my legs up, before continuing my sleep. In the end I woke up nice and refresh.

    More to come tomorrow...
     
  7. Sissygal
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    30/01/2020 - 31/01/2020

    Day 53 to 54

    Device: Holy Trainer V3 Nub

    Ring Size: 40mm

    Sleep time till 1st erection: None

    Number of erection: None

    Important note:

    None.

    Remarks:

    Busy Day as always but today there was a twist. I was allowed to leave early~~

    So I went with her on a supermarket shopping trip. It was fun although I was forced to wear a mask. I wish she forces me to wear the cage instead.

    Cage wise I'm starting to feel that it seems to be looser and that it is causing some pitching around the skin which makes it quite uncomfortable. I needed to use the ladies a few time to not pee but to pull the cage back to the body.

    Sleep:

    Second day in a roll that my sleep was good with no mid sleep wake up. So that is quite good.

    More to come tomorrow...
     
  8. Sissygal
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    31/01/2020 - 01/02/2020

    Day 54 to 55

    Device: Holy Trainer V3 Nub

    Ring Size: Day 40mm Night 36mm

    Sleep time till 1st erection: 5 1/2 Hours

    Number of erection: 1

    Important note:

    None.

    Remarks:

    I spend today running around the sunny island looking for N95 Mask. Gosh... With the panic, everywhere is sold out. It's troublesome.

    Evening came and we had some fish emergency to deal with. RIP fishy. Don't meet another owner like me in the future.

    I went to bed after having a few glasses of sake before switching my base ring from a 40mm to a 36mm.

    Sleep:

    First time in 3 days...I woke up. Woke up with an erection and a pair of sensitive balls.

    The surprising thing is there is no pain. The pains are just very tender and sensitive. Tried poking around but I will get a shock instead.

    In the end, I decided then to wake up and look after the pond before my parents come back.

    More to come tomorrow...
     
  9. Sissygal
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    01/02/2020 - 02/02/2020

    Day 55 to 56

    Device: Holy Trainer V3 Nub

    Ring Size: 36mm

    Sleep time till 1st erection: 2 Hours

    Number of erection: 4

    Important note:

    If it does not hurt, why go smaller?

    Remarks:

    Woke up with the realization that other than my monster sucker fish. All other fishes were dead cause of the water pump pushing water out of the pond rather than back in. Poor fishes.

    I took the opportunity to get more fish, a UV light and clean the pond. A very productive morning. Only problem is that I am not used to this amount of sleep and I did too much work.

    By 11am I was falling asleep at my work table with a very negative brother and a lot of customers.

    Went to take a nap at my cousin place during lunch. No food just sleep. Told her I wanted a 15mins nap. She gave me a 1hour 20mins nap. When I rushed back to work. I had a very hungry sister in law and a very annoyed brother.

    The sleep did wonders though. I was more productive in the afternoon than I was in the morning. However, my head and stomach had other things to say due to my lack of food.

    A migraine came, so I had some cup noodles and painkillers before going back home to continue with my pond clean up.

    Had a drink before going back to bed.

    Sleep:

    Woke up a very sore and cold balls. Went straight to the toilet to relief it. But it was so sore I did not feel much relief. Arranged it before going back to bed.

    Woke up one hour later with the same situation. I really was tired so it was a pee and go back to bed. Praying I will wake up with more sleep.

    One hour 30 mins later, the pain came again. Another problem came with it. I ran out of pee. Although I do try to drink water after every pee, I think that was just not enough.

    So I just sat there and relax it before tugging the balls and going back to sleep after drinking more water.

    The final erection came and that was the last straw. I took the key and unlocked myself so that I can changed over to the 40mm. Just at that moment, my girlfriend came in wanting to use the loo too. So instead of getting a change. I go freedom instead. Not that I am complaining but it felt good.

    Sleep well till mid morning.

    More to come tomorrow...
     
  10. Sissygal
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    02/02/2020 - 03/02/2020

    Day 56 to 57

    Device: Holy Trainer V3 Nub

    Ring Size: Day 36mm Night 40mm

    Sleep time till 1st erection: 5 1/2 Hours

    Number of erection: 1

    Important note:

    None

    Remarks:

    Woke up nice and happy before heading over to help during the lunch break.

    After that my girlfriend wanted a new watch strap for an old apple watch. So we went down to take a look at the designs. Came out $400 poorer but she is happy so no choice.

    After that we had tea before heading over to watch a movie.

    After that we spend quite some time going crazy at the local arcade before heading home to set up all her new toys.

    Sleep:

    I know I woke up midway due to an erection but due to the larger size. I was able to adjust the balls and make the pain go away before going back to sleep. This happen a few more times before I woke up to try and exercise a bit before heading out to work.

    More to come tomorrow...
     
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    03/02/2020 - 04/02/2020

    Day 57 to 58

    Device: Holy Trainer V3 Nub

    Ring Size: 40mm

    Sleep time till 1st erection: 5 1/2 Hours

    Number of erection: 1

    Important note:

    If the pain is too much. Silicone oil is the key.

    Remarks:

    Had a more productive day than usual. It might be due to the exercise in the morning but I felt great! Went out for dinner with my girlfriend. Extra Spicy Malay food with a nice sweet cake for dessert. Nice as it is. The spice will not be fun tomorrow morning.

    Did a run after dinner.

    Cage wise. I did not wear it for both the morning cycle and evening run as I wanted to concentrate on the run and spend my time limping due to the chafing.

    Sleep:

    I thought with the amount of exercise I should get a good night sleep. I was wrong

    2 Hours into my sleep I woke up with the pain. This is followed by another 2 hours, 1 hour and 3 hours.

    By the time I woke up I was suffering from a migraine either due to the lack of minerals due to the run or the lack of sleep due to the cage.

    More to come tomorrow...
     
  12. Sissygal
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    04/02/2020 - 05/02/2020

    Day 58 to 59

    Device: Holy Trainer V3 Nub

    Ring Size: 40mm

    Sleep time till 1st erection: 6 Hours

    Number of erection: 1

    Important note:

    Vaseline and Silicone mixture to prevent any pains

    Remarks:

    After last night sleep. I was really not really excited to go back to work. Came in all groggy and sore with a unhappy colleague did not help.

    Worked through the day before he left me off early! So I took the chance to go get some exercise before meeting them for dinner.

    By the time the day was coming to an end I was so tired and sleepy that I went off to bed the moment I got to chance.

    Sleep

    This night sleep was much better. I slept for 6 hours before my erection woke me up. By then it was 7.30am, so I took the chance the continue with my exercise routine.

    More to come tomorrow...
     
  13. Sissygal
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    05/02/2020 - 06/02/2020

    Day 59 to 60

    Device: Holy Trainer V3 Nub

    Ring Size: 40mm

    Sleep time till 1st erection: 8 Hours

    Number of erection: 1

    Important note:

    Pulling of the Balls does help to remove pain if the cage is larger

    Remarks:

    YEAH! It's day 60!

    Went for a morning cycle this morning to freshen up. Which worked out nicely since I was all productive today.

    By the evening I was starting to get sleepy and drowsy but I had to help finish up some curry for the gf. Just when I was about to go to bed. My phone exploded with my China friends wanting to get Mask from me.

    Sleep.

    Sept well through the night with me waking up briefly twice. Both time I just needed to pull the balls to relief the pain before continuing to sleep.

    Woke up nice and refreshed in the morning.

    More to come tomorrow...
     
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  14. Sissygal
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    06/02/2020 - 07/02/2020

    Day 60 to 61

    Device: Holy Trainer V3 Nub

    Ring Size: 40mm

    Sleep time till 1st erection: 5 Hours

    Number of erection: 1

    Important note:


    Remarks:

    After a nice long sleep. I forgot to wake up for my cycle. It was no an issue as it was a quiet day.

    Lot of work to be done nonetheless but as I did not take any coffee this morning I was very drowsy by the late afternoon. Had my drink and it was back to work.

    In the evening, I went for my run. No cage wearing though as it was a tough run. The run was so fast till I got a blister. May have to reduce my speed.

    Cage wise I needed to tug at it once very few hours, just to make sure it get comfortable. As usual, the idea of wearing a smaller ring goes into my head. But I do know once that happens my sleep will be crap again.

    Sleep:

    Woke up twice in the nice. One I just pulled my balls forwards before going back. But the second time it just did not feel enough. So I went to the ladies to pee and read the group chat while waiting.

    After that it was back to bed. Decided to snooze my alarm as the previous night run was on the harder side.

    More to come tomorrow...
     
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  15. sissy_connie
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    sissy_connie Long term member

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    I just wanted you to know that i really enjoy your journal and your journey with Holy Trainer V3 Nub....thank you for sharing.
     
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  16. Sissygal
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    Thanks for your encouragement Connie.

    I'm just using this journal as a motivation for myself to keep wearing it. Also, I do notice there isn't any journals around that talks about it day to day.

    I will keep it up!
     
  17. Sissygal
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    07/02/2020 - 08/02/2020

    Day 61 to 62

    Device: Holy Trainer V3 Nub

    Ring Size: Day 40mm Night 36mm

    Sleep time till 1st erection: 5 Hours

    Number of erection: 2

    Important note:

    First night after changing the cage over is the easiest

    Remarks:

    After yesterday sleep, I feel more productive than most days.

    Cage wise, I did suffer some aches here and there but most were done by re-adjusting the base ring.

    Just before I went to bed however, I changed my cage ring from the 40 mm to the 36 mm after one member in the group commented my ring was too loose.

    Did not put any lube to prevent any forward erection.

    Sleep:

    Woke up when my gf alarm rang at 6.30. I did feel some uncomfortable feeling but nothing too pain. Pulled it a little while waiting for my girlfriend to finish her bath before peeing.

    Went back to bed after for another 2 hours before being waken u by the erection and not pain.

    After that I woke up and went to work.

    More to come tomorrow...
     
  18. Sissygal
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    08/02/2020 - 09/02/2020

    Day 62 to 63

    Device: Holy Trainer V3 Nub

    Ring Size: 36mm

    Sleep time till 1st erection: 5 Hours

    Number of erection: 2

    Important note:

    None

    Remarks:

    Today my girlfriend went off to Malaysia for a 3 days 2 night Journey.

    What this means is Jenn will be out for 3 days and 2 night as well.

    First thing I did was wear my bra and panties to work. Love the panties feeling. Hate the bra tightness.

    After work, I switch my bra for a sports bra and legging and went for my night run.

    Took the wrong running route though as I had to run through a crowd of indian workers. Never fun to be stared like you are a piece of meat with them around.

    Came home safe and sound though.

    After which I did my make up and wanted to go out. But by the time I finish dressing up and all it was almost 2am.

    Went out for a bit and scared my brother a bit as he saw a girl standing at the door.

    After trying out a few more dresses, I went back to bed.

    Sleep:

    Woke up after 5 hours of sleep with the soreness that comes with the 36mm cage. Tried to pull it but I notice unlike the 40mm where I can pull it enough so that the base ring can sit on another layer of skin. The 36mm does not allow that to happen.

    Had to use the ladies to pee before going back to bed for another hour.

    More to come tomorrow...
     
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  19. Consensus
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    Consensus Long term member

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    Your journal is a really helpful thing. Trust that it works for you too but thank you for sharing!
     
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  20. Sissygal
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    Hi Consensus,

    Thanks for reading it. I do try to let people know how it feels so that they can make an informed decision. I'm not sure why but most people will say Chastity is easy but after doing it for this long, I feel it is a challenge every night.

    The only reason why I'm continuing is because of people that you that read the journal and post words of support. Else, I think I would have stopped long time ago~~~
     
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  21. Sissygal
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    09/02/2020 - 10/02/2020

    Day 63 to 64

    Device: Holy Trainer V3 Nub

    Ring Size: 36mm

    Sleep time till 1st erection: 2 Hours

    Number of erection: 3

    Important note:

    More all round pain with a 36mm. Although, the erection is no longer pointing outwards but inwards.

    Remarks:

    It was a real struggle to get up this morning. So instead of getting up. I allowed myself a cummie. It was to relax myself plus see how a 36mm will react when I cum. When I did it was quite a surprise.

    Usually when I cum in a 40mm it may be due to the majority of the erection being on the outside so my cum will come out normally.

    But, for the 36mm as the erection is within the body plus it is folded. The cum slowly dribbled out instead. Causing it to leak into the cage and ring and resulting in me having to remove it to clean up the mess. Less for me to drink as well.

    After that my brother had some kind words of advice for me. Which was not to wear the wig in the house as he got a shock when he saw a girl in the house in the early morning.

    Work come and went as usual. With the Wuhan virus scare going around, the store was really quiet.

    After work, I went down to my local mall to get 2 things done.

    1. Get my eyebrow fixed (Mangled it while trimming it last night)

    2. Get a ponytail cap (Traumatized by the number of Indians watching me run).

    Did not managed to get both at the end as the eyebrow need to grow back and they don't have a ponytail version of the hat.

    After that I went for a run (no cage) before doing up my make up for the night.

    Before meeting a sister (male form) at Singapore Jewel to have a late night supper and photo taking.

    After 1 1/2 hours of photo taking and supper. We made our way home before removing all my make up.

    For tonight sleep. I was reluctant to take off my breast form. So, I left them on before going to sleep.

    Sleep:

    After 2 hour of sleep I woke up with skin burns over the entire ring. Tried to pull the cage back to the body but I realized my skin is all the way pulled back. So in the end I went to the ladies to pee. Once done it was straight back into bed as I do not have enough time to sleep.

    Woke up again after 2 hours and this time when I went to the ladies, I felt a mosquito in there! That drove me crazy and with the lack of sleep it just got worst.

    In the end, I took off the cage and tried to get a little more sleep but it was too late. The sun was up and my alarm was going crazy.

    More to come tomorrow...
     
  22. Cumschot
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    Cumschot Long term member

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    Location: (Country, Region - and perhaps even City?):
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    Nice stories, keep it up. I like to read them .
     
    Sissygal likes this.
  23. Sissygal
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    Sissygal Active member

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    Hi Cumshot,

    Thanks for enjoying the read. Sometimes it can be hard but I'll try to persist.
     
  24. Sissygal
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    Sissygal Active member

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    Location: (Country, Region - and perhaps even City?):
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    10/02/2020 - 11/02/2020

    Day 64 to 65

    Device: Holy Trainer V3 Nub

    Ring Size: 36mm

    Sleep time till 1st erection: 0

    Number of erection: 0

    Important note:


    Remarks:

    With the amount of sleep I got last night. It took forever for me to get out of the room.

    Had to do some delivery as well and by the time I reached home I felt drained.

    So I took a bath to freshen up and gave myself a cummie before starting to pack all my female products before my gf comes back home.

    As I did my packing I took the chance to throw some my old wigs away. Bye wigs~~ You made me ugly but at the same time help me to hide myself.

    Prepared some dinner for me and my father before continuing packing.

    By the time I was done I was so tired that I reject the though of going for a run.

    Decided to lie down for a nap. Big mistake there. Cause I woke up after 15min later refresh and unable to sleep for the next 3 hours.

    Sleep:

    As I did not sleep well last night I decided to not wear it for a night.

    Although I was unlocked I notice my body has adapted to the sleeping pattern and I woke up after 5 hours of sleep.

    I then got a few hours of 1 hour naps before waking up just in time to get ready for work.

    More to come tomorrow...
     
    Consensus likes this.
  25. Sissygal
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    Sissygal Active member

    Joined:
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    Location: (Country, Region - and perhaps even City?):
    Singapore
    Local Time:
    12:29 AM
    11/02/2020 - 12/02/2020

    Day 65 to 66

    Device: Holy Trainer V3 Nub

    Ring Size: 36mm

    Sleep time till 1st erection: 4.5 Hours

    Number of erection: 2

    Important note:


    Remarks: Woke up this morning really sleepy. Took forever to get to work today. Even the weather seem to agree by raining the whiole day. In the end, I could not even exercise due to the rain.

    Cage wise nothing much to comment about as it seem with the cold I did not notice any issue with the cage.

    Sleep:

    Tonight sleep was really good. I went to bed by 11pm and woke up at 4.30am. The pain was not as bad as I thought it will be but nonetheless I went to the ladies.

    After reading up in the chatroom a little I fell asleep again. But this time I actually slept till 8am. In the end, I managed to get 8.5 Hours of sleep which is really good. Very happy for the sleep. Now back to work.

    More to come tomorrow...
     
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