Punishment Dare - Day 10

As expected I only completed one punishment today. I didn't do any punishments this morning before work simply because I felt the next few sets would be two time consuming. 

After I got home from work and I cooked diner. Then received the first of my daily teasing, 30 minutes tickling my clit with the concealer brush. This left me wet and very horny. 

Once I'd completed the teasing. I wrote my report back to Sir and settled in to do the next dare. 

• 50 spanks to my pussy with a ridding crop
• Rub tabasco on my clit
• 15 minutes with a jumbo plug up my ass

I gave my pussy 50 good hard spanks, redoing around 20 of them because I didn't feel they'd been properly delivered. Next I rubbed Tabasco onto my clit. I then received and inserted the dildo when I received my next set of teasing tasks. In my report I'd let him now that I had stopped at the craft store after work and purchased a number of artist brushes to giving more selection to tease me with. Being for to good to me the author instructed me finish whatever punishment I was working on and this time to now repeat it. Since I have told him that my clit is his to punish and tease for the duration of this dare, I happily accepted. The fact that my clit was burning from the Tabasco, certainly didn't hurt either. He was very excited at the prospect of new instruments to use on my clit and had me do 15 minutes with an acrylic brush, 15 minutes with an oil brush and a bamboo calligraphy brush. 

• The acrylic brush is a tease.
• The oil brush scrapes and abrades my clit and made me edge.
• The Bambo brush is somewhere in between and very nearly made me edge.

I'm an extremely horny mess right now and deliciously sensitive. 

Punishments to complete before I can cum:

Punishment Dare - Day 9

I managed to get three punishments done today. Not bad considering I was stuck at the office until 8 PM. 

I started off this morning with one punishment before work.

• Clamp my clit and tits for 10 minutes
• 50 spanks to my pussy
• 15 minutes with a jumbo plug up my ass.

I honestly don't know what's worse. Clamping my clit when it has been aroused all day or clamping my clit first thing in the morning. Although at this point in the punishment I wake up horny and desperate everyday anyway. Once the timer went off I promptly gave my pussy a well deserved spanking. Next I worked in my Jumbo plug. Having an easier time inserting this each time. I started fingering myself with the plug inserted again and realized that that was really cheating a timed task. I continued fingering myself off and on until the time for the plug elapsed and then reset the timer for an additional 15 minutes of fingering. I'll make sure to do this from now on with the anal tasks. 

I had a pretty bad day at work causing me to be in the office until almost 8 PM. I didn't even have time to stop for lunch and had eaten nothing but almonds and kale chips since breakfast. So I stopped at the store after work and made diner as soon as I got home. On my way out of the store I received my first daily teasing 45 minutes of clit tickling with the paint brush. 

Once I was done with diner I settled down to give my clit some much deserved torment with the paint brush. It left me wet and super sensitive, but I was so tired that this time it didn't bring me to the edge. It still however did the job ramping up my hornyness level.

I then started doing my next punishment:

• 50 spanks to my pussy with a riding crop
• 50 spanks to my pussy with a narrow red leather paddle.
• Clamp my clit and tits for 10 minutes
• 15 minutes of clit tickling with the paint brush.

I delivered nice firm blows to my pussy with both the ridding crop and red leather paddle. Once all the spanks had been delivered to my sore pussy, I clamped my clit and my nipples and started the timer for 10 minutes. I then received an additional 15 minutes of clit tickling. At this point I asked the author, who had in fact posted the above punishment, how to proceed. Did he wish me to continue, administer the 15 minutes of teasing and then redo the punishment? Ever the gentleman he instructed me to continue the punishment, but not to redo it. With so many punishments still ahead of me a growing everyday he feels I'm being more than adequately chastised. I'd like to take a moment to publicly thank him for teasing me so diligently. He's assured me that he plans on continuing to do do however long my denial lasts. 

So with his permission, I let the 10 minutes run it's course and removed the clamps. The subsequent tickling was much more intense than the previous 45 minutes. Not sure if this was because my clit had already been so well tormented or because of the clamp. I suspect a little bit of both. The clamp did leave my clit especially sensitive. 

Once I completed that 15 minutes with the paintbrush, I switched to the blush brush to complete his remaining teasing. As always the blush brush kept me frustratingly aroused, but nowhere near the edge. 

Once I had finished with all of his excellent teasing, I decided to get one more punishment in for the day.

• 50 spanks to the pussy
• 50 hits to the pussy with the flogger
• 50 spanks to the pussy with the narrow red leather paddle

I quickly delivered the spanks to my pussy and then broke out my flogger. As far as spanking my pussy goes I quite enjoy the flogger it does an excellent job and manages to cover quite a nice area when I bring it down between my spread legs. I finished off with the red narrow paddle before playing with by clit for 15 minutes.

That's all for tonight I think. The next few dares involve a lot of chemical play from Tasbaco on my clit to more figging. I suspect that will likely slow me down to one punishment a day for a while given the overall time to execute those punishments.

Punishments to complete before I may orgasm:

Punishment Dare - Day 8

Finally managed to do some today. Go me! Though considering the amount added today I'm still operating at a negative balance .

I started off the day with these punishments:.

• Clamp my clit and tits for 10 minutes
• 50 spanks to my pussy
• 15 minutes with a jumbo plug up my ass.

Started by clamping my clit and tits. Once the time was up I spanked my sore pussy. Inserting the jumbo plug is getting easier every time I do it. This dare is giving me some much needed anal training as a side benefit. I fingered my clit while wearing the plug again.

It was now time for the next punishment. 

• Rub Tiger Balm on my clit
• 50 spanks to my clit with a wooden spoon.
• Rub Tiger Balm on my clit

This one took a while do to the longevity of the Tiger Balm. All in all this task took at least 3 hours. Just like yesterday I applied the Tiger Balm to my clit and then waited for the effects to dissipate enough for me to be able to re-apply. This took over an hour. Once I felt the sensation had died down enough I gave my clit a good spanking with the wooden spoon. After I reapplied the Tiger Balm and then I fingered my clit for 15 minutes.

Since I had to wait quite a while for the Tiger Balm to wear off I completed a CLIT SPINx3 PM dare. This was pure torture, made me edge several time and left my pussy raw and extra sensitive. After I was done I when to the store and bought some diner. After dinner I did some laundry and completed another set of punishments. 

• 50 spanks to my clit with a wooden spoon
• 50 hits to my pussy with a flogger
• 50 spanks to my  pussy with a ridding crop
• 15 minutes of clit tickling with a paint brush

My pussy was nice and sore by the time I delivered all 150 spanks to my clit and pussy. Then I used the paintbrush to torture my sensitive clit for 15 minutes. 15 minutes had me on the edge of well... edging.

I then received what "the author" referred to as my daily teasing (CLIT PAINTX3) I have to say the idea of him teasing me daily while my denial and punishments stack up is very exciting. I completed the teasing leaving me nice and squirmy. I reported back and he sent me an additional 15 minutes with the paint brush. 

Finally I completed one last punishment:

• 50 spanks to my pussy with a red leather paddle
• clamp my clit and nipples for 10 minutes
• 50 Spanks to my pussy

I quickly delivered the spank from the paddle and then clamped my sensitive clit and then my nipples. My clit was particularly tender after all the teasing. Once the time had elapsed I removed the clamps and spanked my pussy before fingering my clit for 15 minutes. 

Tasks Remaining until I can cum:

Punishment Dare - Day 7

Well since it's the weekend I planned on trying to get through a few of these today. Things did not go according to plan. I started the morning completing the next series of tasks:

• Rub Tiger Balm on my clit
• 50 spanks to my clit with a wooden spoon.
• Rub Tiger Balm on my clit

The first problem I remembered it incorrectly and did the spanking with the red paddle. The second is that the while the pain caused by the Tiger balm is less in comparison to Tabasco or ginger it has incredible staying power> I ended up having to wait quite a while before executing the spanking portion so that it could truly count as 2 applications of Tiger Balm. When I was finally finished and had fingered my clit for 15 minutes I had to leave the house for an appointment which took me a couple of hours. It was well past 4 by the time I got home.

On my way home the "author" sent me CLIT PAINTX5. He think you are all doing a wonderful punishing my clit and pussy, so he uses his dares to make sure I'm has teased as possible. After dinner I settled down to complete that task and was nicely teased and tormented at the end of the hour and a 1/4. I wrote him a quick report letting him know how the various brushes he'd had me use had affected me. Then I went back to the thread planing to start in on the next set of punishments. That's when I realized my mistake, I wasn't supposed to use spank mu pussy with the paddle, I was supposed to spank my clit with a wooden spoon. 

So I did the only thing I could do I restarted the tasks, this time with the correct implements. I got all the way through again and was 10 minutes into fingering my oversensitive little clit when the author sent me PUSSY WHIPX5. I have to say realizing that everything I had just done was now invalid and that I'd have to start the punishment all over again brought me right to the edge. I grabbed my flogger and gave my pussy 250 wacks with the flogger. 

Since I had to wait for the Tiger Balm to die down before beginning again I did the clit tickling PM I had been sitting on since yesterday. The dare didn't specify an implement, so I reached out to the author since he'd been so attentive today and asked if he'd like to choose. When I didn't hear back from him, so I chose some random implements. As luck would have it he responded with a very tortuous choice while I was finishing my last 15 minutes. So I started the 45 minutes of clit tickling over again. By this point I've tickle my clit for 2 hours and 45 minutes today which has left me incredibly on edge.

By the time I was done the Tiger Balm had finally died down and I was able to start the punishment for the third and final time. I rubbed the Tiger Balm all over my very sensitive clit, I didn't have to wait long to feel it. I watched some porn while I waited for the sensation to die down enough so that I could administer the spanking and still feel at though the re-application was an actual re-application. Once I felt I'd waited long enough I spanked my clit thoroughly with the wooden spoon and then fingered my clit for 15 minutes. 

The effects of the Tiger Balm still haven't dissipated so I can't proceed with any other punishments right now. 

At this point I need reminding myself that I added the rule about doing the dares sequentially, about chemical play and about doing the author's dares before any tasks on this thread for a reason. I didn't want to be able to just power though these punishments. I wanted them to take me a long time so I would have to stay in denial for an extended period of time. And with almost 75 punishment post to go, I'm getting exactly what I asked for. 

Punishments remaining before I can cum:

Punishment Dare - Day 6

I didn't have time to do any punishments this morning before work. We ended up just having dinner for my friend's birthday since many people in the group had early mornings. So I was home relatively early. So I decided to get some punishments in, but first had a another 45 minutes of clit tickling from my friend the dare author to complete which left me on the edge of cumming. Damn that concealer brush.

I received another 45 minutes of tickling from another user, but will complete that tomorrow. Because I really wanted to get some punishments in. 

The next punishment on my list consisted of wearing my jumbo butt plug for 15 minutes, 50 spanks to my pussy and 50 spanks from the red leather paddle to my pussy. 

The plug is not only quite wide it's long. I managed to inserted almost immediately but it took me about 3 tries to get it fully seated because of it's length. It left me feeling very full and my little whole uncomfortably stretched. After the 15 minutes were up I removed the plug and happily gave myself the two sets of spankings. I fingered my clit for 15 minutes, but wasn't able to edge. 

Since my hole so was nicely stretched, I decided it was the best time to proceed to the next punishment. 20 minutes with a piece of ginger up my ass, 50 spanks to my pussy with a red leather paddle and rubbing Tabasco on my clit. 

The ginger burned terrible and I almost called uncle, but eventually the burn became manageable and I was able to keep it in the whole 20 minutes. The paddling went well and left me horny, as it always does. The paddle is nice because it has just the right amount of heft to make the blows sting. The Tabasco burned terribly. As soon as it was applied I started fingering my clit. Probably not doing myself any favors since I used the unwashed finger I had applied the Tabasco with. This time I was able to edge just after 5 minuted of fingering. 

My clit is still burning and given that I have to wait for that to subside to continue I think I'm going to call this a night. Hopefully I can get in a reasonable amount of punishments tomorrow. 


Punishments remaining until I am permitted to cum again: 

Punishment Dare - Day 5

Since I had 45 minutes of clit tickling to do before proceeding to a punishment, I didn't attempt any of my punishment tasks this morning. I had some errand to run afterwork and then decided to order in so waited for my food to arrive before I started the CLIT PAINT dare.

After I was done eating I stripped and headed into the bedroom and got ready to tickle my clit with the various brushes. And let me say the order most certainly made a difference!

Oh my goodness! The order certainly does make a difference. The paint brush quickly got me wet and exited. I was pleasantly sensitive by the time to first 15 minutes were up. The blush brush gave me just the break I needed before applying the concealer brush, but didn't allow my arousal to diminish at all.  I wasn't really prepared for how much more intense the concealer brush was going to be. The bristles obviously give more stimulation than the blush brush, but that wasn't all. Because of it's size it does a much better job of targeting the clit than the other two brushes. Even if the hood is partially covering my clit, it's easy to work the bristles under. I edged a few time and having to stop the stimulation for a few seconds prevent myself from cumming, before starting again. 

Having successfully completed the PM, I was able to start re-doing the last punishment task I'd done. 

• Clamping my clit and tits for 10 minutes
• 50 spanks to my pussy
• 20 minutes with a butt plug covered in icy hot up my ass (do the edging for 15 mins while wearing the buttplug)

My nipples where very hard because I was so turned on so the clamp bit into both them and my clit deliciously. Once the time was up, I promptly spanked my pussy. Then I rubbed a generous amount of Icy Hot onto my butt plug, making sure to rub some on the stem which insured that my asshole remained in contact with the Icy-Hot throughout the punishment.

Today burned, much worse than yesterday and I was glad that I had to finger myself with the plug in, since it provided some distraction from the pain I edged twice during the fingering. My asshole is still burning 30 minutes after pulling the plug out of my ass and My nipples where very hard because I was so turned on so the clamp bit into both them and my clit deliciously. Once the time was up, I promptly spanked my pussy. Then I rubbed a generous amount of Icy Hot onto my butt plug, making sure to rub some on the stem. 

Today burned, much worse than yesterday and I was glad that I had to finger myself with the plug in, since it provided some distraction from the pain I edged twice during the fingering. My asshole is still burning 30 minutes after pulling the plug out of my ass and my ckit feels so sensitive right now. 

I think that's all for today. As much as I'd like to get in another dare, I've been going to bed for to late lately and will being going to bed shortly. 

I have a friends birthday party tomorrow after work so, unless I get a punishment in before work, i likely won't be doing my next punishments until Saturday. 

Punishments to complete before I'm allowed to cum:

Punishment Dare - Day 4

Well, I started off the day completing one of the posts on my punishment dare. This one called for 100 smacks to my clit with a ridding crop, followed by some Tiger Balm rubbed all over my clit. I then fingered myself for 15 minutes. I came pretty close to edging, but didn't make it in time.

Then it was breakfast and off to work. When I got home I received a PM. HOT CLIT and WATER TORTURE - strong cold. I knew immediately that this was going to be very intense. The stream of cold water almost assaults your clit. it's like little icicles pounding your most sensitive places. 15 minutes of cold followed by 15 minutes of warm when I used to have to maintain spray the entire time was almost guaranteed to make me cum. 

Figging it appears, is not the only thing I'm not used to any more. I knew how bad Tabasco was.  There's always a few second were it doesn't do anything and then the burning kicks in. within seconds it's unbearable. Eventually it dies down and my clit feel tight and almost tingles. I actually enjoy that part of the experience. I rubbed the Tabasco into my clit and boy did I feel it when it started to take effect. it started to kick it. It burned so bad. I waited a couple of minutes to let the burn intensify and then headed to the shower. 

I inserted my labia spreader to make sure my clit was not protected by my pussy lips and turned on the shower spray setting it to cold. Then I lay down in the tub and aimed the spray at my burning clit. The icy cold water was actually relief initially. I edge and had to remove the spray at around 7 and a half minutes. I edge another 3 times before the dare was up. I ended up taking a warm bath afterward because I was so exhausted.

I then received a dare from the author: CLIT PAINT X3 - paintbrush X1, blush brush X1, concealer brush X1. Since I opened the punishment thread for not completing a dare he custom created for me. I've been making sure to give priority to his dares.

This is now an official rule for the duration of my punishment: 

His dares are to take precedence over all other tasks. I am not allowed to complete any punishment tasks to reduce my backlog until I have first completed any outstanding dares from him. This means that if I'd planned to do 4 or 5 set of tasks and I get a PM from him that I must complete it before proceeding to the punishments. It also means that if I have started a punishment when I receive his dare that I will have to do that punishment over after I've completed Sir's dare.  
Changing up the brushes was interesting. I started with the paintbrush, which made me even more sensitive than I already was from the Tabasco and water torture. When the first 15 minutes elapsed, I picked up the concealer brush. Somehow the concealer brush was worse. The bristles almost hurt against my abused little clit. I was relieved when the timer went off and I was able to switch to the blush brush. The blush brush was just a tease as usual, but made me feel closer to the edge that it had any of the other times I've used it.

Once I'd completed the 45 minutes. I started on the next set of punishments on my list:

• Clamping my clit and tits for 10 minutes
• 50 spanks to my pussy
• 20 minutes with a butt plug covered in icy hot up my ass (do the edging for 15 mins while wearing the buttplug)

I completed the punishments and even managed to edge at 14 minutes. I then sat down and started to write the report for the clit tickling dare and realized something. The dare was Paintbrush, blush brush, concealer brush. I did Paintbrush, concealer brush then blush brush. I sent my report and admitted my mistake, but also asked if I need to redo the dare. Naturally I did since I didn't actually complete it. I did get permission to do it since my clit had already received so much attention today. This means I will have to redo both the CLIT PAINT dare and the second punishment task. Sir also asked that I give myself  5 CLIT SPANKs (50 spanks to my clit with a wooden brush). I'm going to that right after this update is posted. 

I've been in denial for just under a week now and seriously starting to feel the effects of the denial and all the teasing. Also coming to realize based on the activity on the thread that I am probably going to be in this state for a very long time. Oddly I'm not upset about that at the moment. 

Punishments remaining before I can cum again: