My Locktober Blog -- Part 2 (it turned into NOvember, too)
Posted 11-11-2021 at 08:08 AM by PupJay123
Updated 12-07-2021 at 08:58 AM by PupJay123 (Updated Information)
Updated 12-07-2021 at 08:58 AM by PupJay123 (Updated Information)
I committed to the Wheel of Locktober Challenge (https://www.getdare.com/bbs/showthread.php?t=407760) in the Hard mode, and have chronicled my first 40 days--yes, my failure on some tasks and other tasks that extended my lock-up have pushed me into NOvember--on another blog:
https://www.getdare.com/bbs/blog.php?b=94297
I will continue posting my progress and experiences here, until I have completed the Locktober Challenge and all of the tasks.
While I have done well so far, I'm ready for it to end. Well, maybe end for a little while. I've always had an orgasm denial fetish, but am finding I like the look and feel of a chastity device
Day 41
Today's task sounded daunting, but was actually fun and a little exciting. Wear a plug while out running errands. First, I drove to an electronics store to pick up some items, and then went to a clothing store to pick up a new pair of slacks and jacket...that had been tailored. So, I had to try them on. Standing there in the new clothes plugged and in chastity while two people assessed the fit was more of a thrill than I thought it would be.
Days Remaining: 11 + 1 task
Day 42
So, today the task was to make myself as desperate as possible for one hour. This was tougher than I imagined as I watched porn after inserting my Lovense Hush and then vibed my cage--which was more intense as I'd swapped from the 3D printed cage to the metal Jail Bird when I cleaned this morning. By the end, the dripping from my denied nub had become almost a steady flow. It was intense, but don't need to do that again soon.
Days Remaining: 10 + 1 task
Day 43
Less than 10 days of lock-up to go, but I still have 10 days of tasks after that. And I've decided that even though I won't be locked up, I will be on orgasm denial until all of the extra tasks are competed. Todays task was to roll a d6 and wear a plug that many hours. For me, 4 hours, and it was reluctant to come out at the end.
Days Remaining: 9 + 1 task
Day 44
I'm looking forward to attending an outdoor festival tomorrow with some friends (yes, risky, but I'm vaccinated and will wear a mask). Knowing I'll be wearing my chastity device does give me a little thrill. Today's task (watching 30 minutes of porn while stroking a dildo) was a mental reinforcement of my current state, and too be honest, while frustrating it was frustrating, I enjoyed it. If only the dildo could have had an orgasm.
Days Remaining: 8 + 1 task
Day 45
The roadtrip and festival were a great time, and I didn't really notice the chastity cage until I had to pee--sit in a stall, don't stand at a urinal. The Pickerwheel was cruel today, thought: Fall asleep with porn playing in the background. No way that was going to happen while sharing a hotel room. Failed, so add 2 more days to my lock-up.
Days Remaining: 9 + 1 task
Day 46
No way I wanted to fail on a task today, and the task did not disappoint. I got to fuck my ass and throat for 15 minutes using my Bad Dragon Austin dildo. Fucking myself doggy style, the little knot kept hitting my prostate and produced a steady flow from my locked penis. I'm starting to worry about the 3 no touch days after my lock-up ends. I find myself thinking about grabbing my little penis and stroking it furiously to an orgasm, but more and more, I think about not being able to do that, and it makes me hornier still. I hope I can be a good boy.
Days Remaining: 8 + 1 task
Day 47
Here I'd been thinking about the 3 no touch days after my lock-up ends, and today the Pickerwheel reminded me to stay focused on the current goal. The result was to repeat your least favorite task, and if I'm honest with myself that was Day 19--double your remaining time locked up. So, this truly has turned into Locktober and NOvember. Repeat over and over again, "I can do this."
Days Remaining: 14 + 1 task
Day 48
Today was more fun than yesterday. The task was to listen to Nimja's #8 everyday arousal hypnosis. I paired this with playing his #394 going deeper induction first, and then listened 3 times during the day. It was very pleasant, and yes, I was very aroused all day and night--not frustratingly aroused, but pleasantly aroused. I can do this.
Days Remaining: 13 + 1 task
Day 49
Yesterday was good, today less so. First, I wake up with my penis trying to get hard in the cage. OK, I'm used to that by now, but today it just wouldn't stop. Then, the task. Flip a coin: if head, repeat your favorite task; if tails, add 3 more days to your lock-up. I flipped and got tails, off course. To make up for that, I repeated one of my favorite tasks, too, and went commando all day. I still think I can do this.
Days Remaining: 15 + 1 task
Day 50
As temperatures get cooler, the tendency for my balls to pull up even higher and tighter than normal, causes discomfort. However, I'm noticing the 3D printed cage works better. Maybe it is the negligible weight or the design of the underside of the cage? We'll see, since this lock-up is stretching into December. Today's task was to repeat my favorite task so far. Listening to Nimja's #394 followed by #8 hypnosis files three times provided a day of very pleasant arousal.
Days Remaining: 14 + 1 task
Day 51
My cock looks good in chastity. Today, I realized one of the previous Pickerwheel tasks has inadvertently become one of my mantras. I caught myself saying it 3 times upon seeing myself in the mirror after a shower. Today's task was fulfilled by 2 anonymous Getdare users who controlled my Lovense Hush for 40 minutes. Yes, I can do this.
Days Remaining: 13 + 1 task
Day 52
This morning it dawned on me that I will be doing Thanksgiving with the family while locked in chastity. They don't know that, but I do, and it makes me fell ... good? Today's task was easy but it took awhile, sharing photos of my locked cock with 3 people. In the end, I shared it with 5.
Days Remaining: 12 + 1 task
Day 53
Today's task was to "attempt" to get hard 3 times during the day. Watching some cumshot compilations while playing with my nipples and balls did the trick. In the past when wearing my metal cages, attempted erections were always painful (stretching my scrotum and pressure on the shaft), but not so much in the 3D printed cage. Is this because it is lightweight and maybe a better design for my anatomy...or is this extended lock up impacting the quality of my erection
Days Remaining: 11 + 1 task
Day 54
I think the Pickerwheel is messing with my head. After leaving me with questions after attempting to get hard 3 times yesterday, today's task was to do my best to get hard in the cage. This time I inserted my Hush plug and used my Edge to vibrate the cage while watching more cumshot compilations. Success! The little guy really did his best to get hard, making me, and especially my balls, very uncomfortable in the process. How fucked up is it that I'm celebrating that!
Days Remaining: 10 + 1 task
Day 55
While I'm looking forward to spending Thanksgiving with a small number of family, I am worrying about the tasks that the Pickerwheel will assign. So, I'm very glad I got today's task now and not then. 20 minutes fucking my ass never felt so good, and then I got in my car for the three hour drive.
Days Remaining: 9 + 1 task
Day 56
Thankfully, today's task was a favorite--watching cumshot compilations--which had to be done twice for 10 minutes. This I was able to accomplish, in private, when I took my shower in the morning and got ready for bed in the evening. I'm sleeping on the couch.
Days Remaining: 8 + 1 task
Day 57
Having to go commando today made me constantly aware of my condition while wearing jeans and helping the family decorate the house for the holidays. Almost done, a week to go. I can do this.
Days Remaining: 7 + 1 task
Day 58
I should have known it was bad luck to say "a week to go" yesterday. Today's task was to slowly fuck myself for 100 strokes, which was impossible since I didn't travel with a dildo, and I wasn't about to steal a cucumber from the refrigerator. What kind of houseguest does that? Failed, so add 2 more days to my lock-up. Heading home tomorrow.
Days Remaining: 8 + 1 task
Day 59
Right after I woke up, I spun the Pickerwheel and received my task, and then after making sure the door was locked, I humped the pillow for 3 minutes before showering and getting dressed. Yes, I changed the sheets and put the dirty ones in the washer before leaving. Once I got home, I humped my pillow for 3 minutes two more times. So, glad to be back home.
Days Remaining: 7 + 1 task
Day 60
While it was great to visit family, I'm glad to be back home by myself, where I don't have to worry about being caught. While being caught is part of the thrill, having to explain it family and close friends is not. Also, happy to be back home with all of my toys, and be able to complete today's task--deep-throating a dildo for 10 minutes. There was a lot of gagging, since I'm out of practice. I think Nimja has a hypno file for that...I'll have to look for it.
Days Remaining: 6 + 1 task
Day 61
I was right, Nimja's file 381 is gag reflex removal. We'll see if it has any effect after a few days of listening. For my task today, I spent 30 minutes seeing how much I could drip in my cage. The answer was quite a bit, as I was watching chastity hypnosis clips while vibrating my cage, playing with my nipples and riding my Hush on a pulsing rhythm. Seeing my penis strain against the cage while steadily dripping left me feeling ... satisfied? Repeat again, this penis looks good in chastity.
Days Remaining: 5 + 1 task
Day 62
After I spun the Pickerwheel today, I was worried about whether I could complete the task: No touching anything today (cage, nipples or ass). So, I passed on a morning shower, and focused on not touching. As the day progressed, I was doing pretty well, and in the evening, challenged myself by watching some porn. And I made it. A day with no touching. Yes, I can do this
Days Remaining: 4 + 1 task
Day 63
This morning I took a long, hot shower and enjoyed touching myself after yesterday's prohibition. Today's task was easier, and I had no problem attempting to, but getting hard as possible, in the cage 3 times. As usual, frustrating but also exhilarating, and strangely...satisfying.
Days Remaining: 3 + 1 task
Day 64
I woke up today with my penis straining in the cage, still not as uncomfortable in the 3D printed cage than in one of my stainless steel cages. It is a nice compromise, as for me, the Holy Trainer Nub truly minimizes, if not prevents, even partial erections. Today's task was to hump something for 10 minutes. I humped the back of an adjustable office desk chair, where my caged penis was between two metal bar, so no contact at all with the cage, but my abdomen, thighs and balls were all in on the action. Frustrating and strangely a turn on at the same time. Getting closer to the end of the lock-up, I decided to spin for the extra task. 20 minutes seeing how hard I can get in the cage. More time well spent watching masturbation and cumshot compilations.
Days Remaining: 2
Day 65
Today's task was a welcome opportunity to research a new toy that I'd like to purchase in the future. I researched dildos on several sites, and identified two styles that I liked, but the trick is deciding on the right size (circumference and length) since they both come in different sizes. Even the smallest sizes would look gigantic next to my cage. Yeah, I started getting hard in the cage doing the research. One more day to go.
Days Remaining: 1
Day 66
This morning I awoke with penis trying to get hard in the cage, perhaps in recognition of today, hopefully, being my last day in this lock-up. The Pickerwheel's task for today was to fuck my ass for 20 minutes, which I set to doing right away. No chance in failing today's task! Once that was out of the way, I knew I was done with lock-up, but based on some previous spins/tasks: I will go the next 3 days with no touching my penis, and then 5 days where I edge 5 times a day. On those 5 days, I will not allow myself to cum. Today, I'm going to think of punishments should I fail on any of the 8 next days.
Days Remaining: 0
Day 67 -- FREEDOM...Well, Not Completely
The cage came off this morning I finally made it through Locktober, NOvember and into December. The duration was longer than what I thought I was getting into, and while it was frustrating and a little worrisome to begin with, I coped and actually learned more about myself. I'm still processing it, but it gave me an unexpected sense of confidence and the realization that my cock does look good in chastity.
Now, I begin the two post-locked tasks assigned by the Pickerwheel. If I fail on any task, the orgasm I am allowed at the end will be ruined. For the 3 days of no touch, if I do stroke, grope or otherwise fondle my penis, I will add one day and start over again. For the 5 days of 5 edges per day (with no cumming), if I fail to achieve the 5 edges, I add another day. If I cum, it must be ruined, and I will start the sequence of 3 days no touch and 5 days edging all over again.
This has been a great experience, and I'm pretty sure I'll start anticipating Locktober 2022...in a while. One thing is for sure, I think I'll be putting myself in chastity more often now.
https://www.getdare.com/bbs/blog.php?b=94297
I will continue posting my progress and experiences here, until I have completed the Locktober Challenge and all of the tasks.
While I have done well so far, I'm ready for it to end. Well, maybe end for a little while. I've always had an orgasm denial fetish, but am finding I like the look and feel of a chastity device
Day 41
Today's task sounded daunting, but was actually fun and a little exciting. Wear a plug while out running errands. First, I drove to an electronics store to pick up some items, and then went to a clothing store to pick up a new pair of slacks and jacket...that had been tailored. So, I had to try them on. Standing there in the new clothes plugged and in chastity while two people assessed the fit was more of a thrill than I thought it would be.
Days Remaining: 11 + 1 task
Day 42
So, today the task was to make myself as desperate as possible for one hour. This was tougher than I imagined as I watched porn after inserting my Lovense Hush and then vibed my cage--which was more intense as I'd swapped from the 3D printed cage to the metal Jail Bird when I cleaned this morning. By the end, the dripping from my denied nub had become almost a steady flow. It was intense, but don't need to do that again soon.
Days Remaining: 10 + 1 task
Day 43
Less than 10 days of lock-up to go, but I still have 10 days of tasks after that. And I've decided that even though I won't be locked up, I will be on orgasm denial until all of the extra tasks are competed. Todays task was to roll a d6 and wear a plug that many hours. For me, 4 hours, and it was reluctant to come out at the end.
Days Remaining: 9 + 1 task
Day 44
I'm looking forward to attending an outdoor festival tomorrow with some friends (yes, risky, but I'm vaccinated and will wear a mask). Knowing I'll be wearing my chastity device does give me a little thrill. Today's task (watching 30 minutes of porn while stroking a dildo) was a mental reinforcement of my current state, and too be honest, while frustrating it was frustrating, I enjoyed it. If only the dildo could have had an orgasm.
Days Remaining: 8 + 1 task
Day 45
The roadtrip and festival were a great time, and I didn't really notice the chastity cage until I had to pee--sit in a stall, don't stand at a urinal. The Pickerwheel was cruel today, thought: Fall asleep with porn playing in the background. No way that was going to happen while sharing a hotel room. Failed, so add 2 more days to my lock-up.
Days Remaining: 9 + 1 task
Day 46
No way I wanted to fail on a task today, and the task did not disappoint. I got to fuck my ass and throat for 15 minutes using my Bad Dragon Austin dildo. Fucking myself doggy style, the little knot kept hitting my prostate and produced a steady flow from my locked penis. I'm starting to worry about the 3 no touch days after my lock-up ends. I find myself thinking about grabbing my little penis and stroking it furiously to an orgasm, but more and more, I think about not being able to do that, and it makes me hornier still. I hope I can be a good boy.
Days Remaining: 8 + 1 task
Day 47
Here I'd been thinking about the 3 no touch days after my lock-up ends, and today the Pickerwheel reminded me to stay focused on the current goal. The result was to repeat your least favorite task, and if I'm honest with myself that was Day 19--double your remaining time locked up. So, this truly has turned into Locktober and NOvember. Repeat over and over again, "I can do this."
Days Remaining: 14 + 1 task
Day 48
Today was more fun than yesterday. The task was to listen to Nimja's #8 everyday arousal hypnosis. I paired this with playing his #394 going deeper induction first, and then listened 3 times during the day. It was very pleasant, and yes, I was very aroused all day and night--not frustratingly aroused, but pleasantly aroused. I can do this.
Days Remaining: 13 + 1 task
Day 49
Yesterday was good, today less so. First, I wake up with my penis trying to get hard in the cage. OK, I'm used to that by now, but today it just wouldn't stop. Then, the task. Flip a coin: if head, repeat your favorite task; if tails, add 3 more days to your lock-up. I flipped and got tails, off course. To make up for that, I repeated one of my favorite tasks, too, and went commando all day. I still think I can do this.
Days Remaining: 15 + 1 task
Day 50
As temperatures get cooler, the tendency for my balls to pull up even higher and tighter than normal, causes discomfort. However, I'm noticing the 3D printed cage works better. Maybe it is the negligible weight or the design of the underside of the cage? We'll see, since this lock-up is stretching into December. Today's task was to repeat my favorite task so far. Listening to Nimja's #394 followed by #8 hypnosis files three times provided a day of very pleasant arousal.
Days Remaining: 14 + 1 task
Day 51
My cock looks good in chastity. Today, I realized one of the previous Pickerwheel tasks has inadvertently become one of my mantras. I caught myself saying it 3 times upon seeing myself in the mirror after a shower. Today's task was fulfilled by 2 anonymous Getdare users who controlled my Lovense Hush for 40 minutes. Yes, I can do this.
Days Remaining: 13 + 1 task
Day 52
This morning it dawned on me that I will be doing Thanksgiving with the family while locked in chastity. They don't know that, but I do, and it makes me fell ... good? Today's task was easy but it took awhile, sharing photos of my locked cock with 3 people. In the end, I shared it with 5.
Days Remaining: 12 + 1 task
Day 53
Today's task was to "attempt" to get hard 3 times during the day. Watching some cumshot compilations while playing with my nipples and balls did the trick. In the past when wearing my metal cages, attempted erections were always painful (stretching my scrotum and pressure on the shaft), but not so much in the 3D printed cage. Is this because it is lightweight and maybe a better design for my anatomy...or is this extended lock up impacting the quality of my erection
Days Remaining: 11 + 1 task
Day 54
I think the Pickerwheel is messing with my head. After leaving me with questions after attempting to get hard 3 times yesterday, today's task was to do my best to get hard in the cage. This time I inserted my Hush plug and used my Edge to vibrate the cage while watching more cumshot compilations. Success! The little guy really did his best to get hard, making me, and especially my balls, very uncomfortable in the process. How fucked up is it that I'm celebrating that!
Days Remaining: 10 + 1 task
Day 55
While I'm looking forward to spending Thanksgiving with a small number of family, I am worrying about the tasks that the Pickerwheel will assign. So, I'm very glad I got today's task now and not then. 20 minutes fucking my ass never felt so good, and then I got in my car for the three hour drive.
Days Remaining: 9 + 1 task
Day 56
Thankfully, today's task was a favorite--watching cumshot compilations--which had to be done twice for 10 minutes. This I was able to accomplish, in private, when I took my shower in the morning and got ready for bed in the evening. I'm sleeping on the couch.
Days Remaining: 8 + 1 task
Day 57
Having to go commando today made me constantly aware of my condition while wearing jeans and helping the family decorate the house for the holidays. Almost done, a week to go. I can do this.
Days Remaining: 7 + 1 task
Day 58
I should have known it was bad luck to say "a week to go" yesterday. Today's task was to slowly fuck myself for 100 strokes, which was impossible since I didn't travel with a dildo, and I wasn't about to steal a cucumber from the refrigerator. What kind of houseguest does that? Failed, so add 2 more days to my lock-up. Heading home tomorrow.
Days Remaining: 8 + 1 task
Day 59
Right after I woke up, I spun the Pickerwheel and received my task, and then after making sure the door was locked, I humped the pillow for 3 minutes before showering and getting dressed. Yes, I changed the sheets and put the dirty ones in the washer before leaving. Once I got home, I humped my pillow for 3 minutes two more times. So, glad to be back home.
Days Remaining: 7 + 1 task
Day 60
While it was great to visit family, I'm glad to be back home by myself, where I don't have to worry about being caught. While being caught is part of the thrill, having to explain it family and close friends is not. Also, happy to be back home with all of my toys, and be able to complete today's task--deep-throating a dildo for 10 minutes. There was a lot of gagging, since I'm out of practice. I think Nimja has a hypno file for that...I'll have to look for it.
Days Remaining: 6 + 1 task
Day 61
I was right, Nimja's file 381 is gag reflex removal. We'll see if it has any effect after a few days of listening. For my task today, I spent 30 minutes seeing how much I could drip in my cage. The answer was quite a bit, as I was watching chastity hypnosis clips while vibrating my cage, playing with my nipples and riding my Hush on a pulsing rhythm. Seeing my penis strain against the cage while steadily dripping left me feeling ... satisfied? Repeat again, this penis looks good in chastity.
Days Remaining: 5 + 1 task
Day 62
After I spun the Pickerwheel today, I was worried about whether I could complete the task: No touching anything today (cage, nipples or ass). So, I passed on a morning shower, and focused on not touching. As the day progressed, I was doing pretty well, and in the evening, challenged myself by watching some porn. And I made it. A day with no touching. Yes, I can do this
Days Remaining: 4 + 1 task
Day 63
This morning I took a long, hot shower and enjoyed touching myself after yesterday's prohibition. Today's task was easier, and I had no problem attempting to, but getting hard as possible, in the cage 3 times. As usual, frustrating but also exhilarating, and strangely...satisfying.
Days Remaining: 3 + 1 task
Day 64
I woke up today with my penis straining in the cage, still not as uncomfortable in the 3D printed cage than in one of my stainless steel cages. It is a nice compromise, as for me, the Holy Trainer Nub truly minimizes, if not prevents, even partial erections. Today's task was to hump something for 10 minutes. I humped the back of an adjustable office desk chair, where my caged penis was between two metal bar, so no contact at all with the cage, but my abdomen, thighs and balls were all in on the action. Frustrating and strangely a turn on at the same time. Getting closer to the end of the lock-up, I decided to spin for the extra task. 20 minutes seeing how hard I can get in the cage. More time well spent watching masturbation and cumshot compilations.
Days Remaining: 2
Day 65
Today's task was a welcome opportunity to research a new toy that I'd like to purchase in the future. I researched dildos on several sites, and identified two styles that I liked, but the trick is deciding on the right size (circumference and length) since they both come in different sizes. Even the smallest sizes would look gigantic next to my cage. Yeah, I started getting hard in the cage doing the research. One more day to go.
Days Remaining: 1
Day 66
This morning I awoke with penis trying to get hard in the cage, perhaps in recognition of today, hopefully, being my last day in this lock-up. The Pickerwheel's task for today was to fuck my ass for 20 minutes, which I set to doing right away. No chance in failing today's task! Once that was out of the way, I knew I was done with lock-up, but based on some previous spins/tasks: I will go the next 3 days with no touching my penis, and then 5 days where I edge 5 times a day. On those 5 days, I will not allow myself to cum. Today, I'm going to think of punishments should I fail on any of the 8 next days.
Days Remaining: 0
Day 67 -- FREEDOM...Well, Not Completely
The cage came off this morning
I finally made it through Locktober, NOvember and into December. The duration was longer than what I thought I was getting into, and while it was frustrating and a little worrisome to begin with, I coped and actually learned more about myself. I'm still processing it, but it gave me an unexpected sense of confidence and the realization that my cock does look good in chastity.Now, I begin the two post-locked tasks assigned by the Pickerwheel. If I fail on any task, the orgasm I am allowed at the end will be ruined. For the 3 days of no touch, if I do stroke, grope or otherwise fondle my penis, I will add one day and start over again. For the 5 days of 5 edges per day (with no cumming), if I fail to achieve the 5 edges, I add another day. If I cum, it must be ruined, and I will start the sequence of 3 days no touch and 5 days edging all over again.
This has been a great experience, and I'm pretty sure I'll start anticipating Locktober 2022...in a while. One thing is for sure, I think I'll be putting myself in chastity more often now.
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