Part 2 - Post Orgasm Punishment - Day 16

I woke up pretty late yesterday and just played around on the computer for a while. Then I gave my clit it's daily spanking with the riding crop. I delivered the 250 punishment spanks to my ass with the holed paddle right after that.

My period started yesterday as well, so not sure how far I'll get with my water torture punishment today.

The additional punishment thread I set up to further motivate me is moving along. I suspect I'll be looking at over 2000 spanks to my ass on Friday night, must likely wearing a huge butt plug. My ass is already sore from the daily spankings. I suspect I'll be crying on Friday night.

Punishment Dare - Days 165 to 174

I had to travel for an out of town meeting last Thursday, so I decided to just turn in early on Wednesday night. I ended up heading back home on Thursday and spent quite some time stuck in traffic getting out of the city. By the time I made it home I was exhausted and decided not to do anything that night either. 

So last Friday started with delivering the appropriate rubber-band snap punishments to my pussy and clit. The snaps to my clit made me much wetter than I ever expected. They sting obviously, but once finally delivered they left me aching and sopping. Apparently I'm more of a masochist than I realized. Once I'd completed the snaps. I completed my daily tease. Once it was done, it was pretty late so I didn't do any punishments. 

On Saturday, I started by giving my clit 50 rubber band snaps while my nipples where clamped. Then I finally completed a punishment:

• Rub toothpaste on my clit
• 100 spanks to pussy with a ridding crop.

The snaps to my clit prior to the toothpaste, did manage to make the sensation more intense than normal. Nothing compared to IcyHot, but still enough to notice a difference. After delivering the spanks to my pussy with the crop I rubbed my clit for 15 minutes, before giving my clit 50 spanks with the crop.

Shortly after I was done I received my daily tease.This time the tease started with 50 spanks to my clit with the ridding crop, followed by 115 minutes of clit tickling with various brushes and finishes with 100 spanks to my pussy with a flogger. I was aching with frustrated arousal after the first 45 minutes. My entire cunt was aching.

Despite the ache I wanted to keep going, so I decided to complete another punishment. 

• 20 minutes with a piece of ginger up ass
• 100 spanks to pussy with a narrow red leather paddle

The ginger burned, as it usually does. I was still pretty excited by my earlier teasing so I remained pretty wet through the fingering. I still had to spank my clit for failing to edge though. I just can't seem to get there with my fingers in 15 minutes. After that punishment I watched some TV before calling it a day. 

On Sunday, I made a concentrated effort to get through some punishments.First on the list was more figging: 

• 20 minutes with a piece of ginger up ass
• Clamp clit and tits for 10 minutes
• 50 spanks to clit with a wooden spoon

While I waited for the timer on the ginger to count down, I spent some time giving out a well deserved teasing and cock/ball spankings. I gave my clit a good spanking after removing the clamps from my clit and nipples. The fingering was enjoyable, but I didn't manage to edge, so more spanks to my clit. 

After that I went to the store to pick up a few things. By the time I got home the ginger had worn off and it was time for my daily tease.

Sunday's tease started with another clit spanking. Next was 45 minutes of tickling with the acrylic fan brush, the foundation and blush brushes. A combination obviously designed to tease and frustrate me without giving me any kind of satisfaction. It worked making me horny and wet and wishing for more stimulation. The tease finished up with 10 minutes of clit clamping. 

The next punishment on the list was 150 spanks to my pussy with a flogger. I delivered these quickly and moved on to fingering my clit and then spanking my clit.

At this point I really wanted to keep playing my clit so I decided to continue with the punishments:

• Rub Tabasco on my clit
• 100 spanks to clit with a wooden spoon
• Tickle my clit for 15 minutes with a paintbrush

The Tabasco was agony on my already well abused clit. The spanks were almost a relief, a distraction from the burning. I was positive I was going to edge and that I would once again owe someone several days with no multi-post restrictions while I tickled my clit. I'm pretty sure I was about to edge and have to pull away the paintbrush to stop myself from cumming when the alarm went off. 

I took a break for a while to have dinner. After that I decided that it was time for more punishment. 

• Rub toothpaste on clit
• 100 spanks to pussy with a ridding crop 

This was relatively tame compared to the rest of the day's punishments. My clit was obviously quite tender by the time I fingered and then spanked my clit, so I decided to take a little break. 

Once I'd recovered a little bit I moved on to my last punishment of the day:

• 50 spanks to pussy with a narrow red leather paddle
• 20 minutes with a butt plug covered in icy hot up ass
• 50 spanks to pussy with a narrow red leather paddle
• 15 minutes of clit tickling with the blush brush.

I was already so tender that the spanks were particularly effective. I distracted myself browsing the forums and replying to a couple of people while the timer for the IcyHot counted down. Once I removed the plug from my now sore little hole and delivered the spanks to my clit. I settled down to give it a thorough a tickling as I could with the blush brush. It was frustrating torture. It's so soft it barely offers stimulation. Just enough to make my clit ache and to get me wet. 

I didn't want to stop though so I stupidly started a PM dare. Clit PAINT X3 with a calligraphy brush. I knew, just knew that as stimulated as I was that I would regret it before the first 15 minutes were up. The wool calligraphy brush is wonderful torture. It's soft enough that it's almost impossible for me to edge with it, much less come. It's stiff enough though that it leave my clit throbbing and hyper sensitive. 20 minutes in I was almost crying, I was so desperate. I wanted to stop, but realized I'd brought this on myself. I was relieved once the alarm went off, but I was also a horny frustrated dripping mess. 

Monday was a terrible real life day and I almost didn't do anything, but realized that a tease would probably help me unwind. Monday 's tease was another study in frustration 3 soft brushes followed by 10 minutes with my clit clamped. After that it was time for my punishment:

• Rub toothpaste on clit
• 100 spanks to pussy

Toothpaste was pretty tame, which was just as well because I was still pretty sore from Sunday's punishments. I'm always surprised that the barehanded spanks to my pussy sting worse than I'd imagine. Once those were delivered I fingered and delivered some more spanks to my clit with the crop. No edge for me. 

On Tuesday, I got home late so only manage to do a tease. So clit snaps are owed. Wednesday my period started so I have been on no touch break since then. I'm getting quite horny as I write this so looking forward to moire teasing and punishment tomorrow. 

Punishments Remaining:

Punishment Dare - Days 54 to 71

Sorry it's been a while,m I'm finding it difficult to keep up with the posting schedule if I'm being perfectly honest, but wanted to catch everyone up on what I've been doing.

I'm not going to go over every daily tease I've completed, though I will let you know I took a break for about a week while I had my period. I had a lot going on at work and I just didn't feel like dealing with it.

Though last night after getting back from a weekend trip to visit family I was feeling very horny so I decided to do a tease. 45 minutes of clit tickling and 100 spanks to my pussy with a flogger. This left me very horny and wet. I think the period of no tough made me all the more sensitive because I really wanted to pick up a vibrator last night instead of teasing my clit with brushes.

Up until then I completed the following (along with various teasing and PM dares including COOCHIE CLIT , which I'll likely write a separate post about):

• 15 minutes with large butt plug
• 15 minutes with large butt plug
• 50 spanks to my clit with a wooden spoon
• 15 minutes clit tickling with a paintbrush
• 300 spanks to my pussy with a narrow red leather paddle
• 20 minutes with a butt plug covered in icy hot up my ass
• 15 minutes with a jumbo plug
• 50 Spanks to my clit
• 15 minutes of clit tickling with a paint brush
• 300 spanks to my pussy with a narrow red leather paddle
• 20 minutes with a butt plug covered in icy hot up my ass
• 15 minutes with a jumbo plug
• 50 Spanks to my clit
• 15 minutes of clit tickling with a paint brush
• 50 spanks to my pussy
• Clamp my clit and tits for 10 minutes
• 50 hits to my pussy with a flogger
• 300 spanks to my pussy with a narrow red leather paddle
• 50 spanks to my pussy
• Clamp my clit and tits for 10 minutes
• 50 hits to my pussy with a flogger

I may edit later to provide more detail, but this is where we are for now.

Punishments remaining before I can cum again (maybe):

Punishment Dare - Day 38, 39, 40, 41, 42 and 43

Well it's been a while since I posted. I had a work emergency on Tuesday and ended up spending the evening on conference calls with clients. so nothing done there no even my daily teasing. That was deferred to Wednesday and consisted of 30 minutes of clit tickling with the concealer brush and 20 minutes with my clit and tits clamped.  It made me edge twice so I delivered 30 spanks to my clit with a ridding crop. I've also re-started assigning housework tasks and will be doing punishments again when not completed. I completed everything on Wednesday, but did not do any new punishments because frankly the next one in line was just too time consuming.  

On Thursday I completed all my chores and then started my daily tease WATER TORTURE Strong, WATER TORTURE Strong Cold, WATER TORTURE Strong. It was fortuitous since I had started my period.I also edged 20 times. I was exhausted by the time I was done and so horny. Per my agreement I delivered 300 spanks to my clit with a ridding crop this made me even hornier. I was super tired by then though so after walking the dogs I went to bed. I'd planned to report the next morning, but ended up running late.

Friday night I had plans for diner and drinks with some colleges and then a movie. I ended up being stuck at work and wouldn't even have eaten if my co-worker hadn't been good enough to order for me while I drove from the office to the restaurant.  By the time I got home it was pretty late, the movie had started an hour later than I'd though. I didn't complete any chores and no teasing. 

On Saturday I started by administering my punishment for not completing the 4 chores I'd assigned myself on Friday. 

• 35 spanks to my bare ass with a wooden paddle
• 50 spanks to my bare ass with a wooden paddle
• 55 spanks over my pants with a light flogger, 55 spanks over my pants with a heavier flogger and 55 spanks over my pants with a ridding crop.
• 40 spanks to my wet bare ass with a belt, 40 spanks to my wet bare ass with a wooden paddle and another 40 spanks to my wet bare ass with a wooden paddle.

My ass was red and sore by the time I was done. I then started in on Friday and Saturday's chores. After a late lunch/early dinner and walking the dogs I settled down to do my daily teasing CLIT PAINT X5. I didn't end up edging, but was incredibly horny and well on the edge of edging for the last 30 minutes. Once that was done I did another 15 minutes with a tickler I just got delivered from amazon. 

This one is actually a lot better than my other Ostrich feather tickler, better at teasing my clit and pussy at any rate. Once that was done it was pretty late so I showered and went to bed.

Today I started off the day late with more house cleaning and then went out to buy groceries in celebration of my newly cleaned refrigerator. Once I got back I walked the dog and cooked diner. After diner I decided to finally deliver the punishment I'd been procrastinating.

• 20 minutes with a piece of ginger up my ass
• 50 spanks to my pussy with the red leather paddle
• 20 minutes with a piece of ginger up my ass

My asshole was on fire by the time I was done. I completed the fingering, but honestly it really didn't do much for me. This really was a punishment. 5 more double ginger posts to go and I'm dreading them.

I somehow missed the notification of my daily teasing. Today was 30 minutes with the concealer brush. This made me edge once and made me very wet. I then delivered the 15 spanks to my clit with the ridding crop and redid the previous punishment, substituting the ginger with 50 spanks to my clit with the ridding crop.

Punishments remaining before I can cum:

Punishment Dare - Day 15

Woke up somewhat late yesterday. After getting up to walk the dogs, I decided to go back to bed for a while.

When I finally did get up I decided to do my first punishment of the day.

• 20 minutes with a butt plug covered in icy hot up my ass
• 50 spanks to my clit with a wooden spoon
• Rub Tabasco on my clit

After the punishments on day 14 a but plug covered in Icy-Hot didn't seem nearly so terrible. Once the timer rang, I quickly spanked my clit and then rubbed Tabasco all over my clit. Still getting use to how much that burns. I fingered myself for 15 minutes which both helped the burning and make it worse. Again I got close to edging a few times, but never fully went over. While I was fingering I realized that my period was starting. 

While I waited for the stinging from the Tabasco to die down I did a couple of chores around the house before completing the next set of punishments. 

• 50 hits on the pussy with the flogger from me.
• Tabasco on the clit
• 50 hits to the clit with a wooden spoon

I flogged my pussy getting it nice and sore, before applying Tabasco to my clit again.I was able to deal with the burn a little better this time. I let the burn settle in for a couple of minutes before giving my clit 50 hard spanks. I then fingered myself for 15 minutes. Once I was done I realized that my period had really started in earnest. This makes completing punishments a little messier and annoying. I decided to get dressed, run some errands and worry about it later.So I went to the store and picked up some dinner. 

After dinner I still wasn't sure how to handle the period issue. Should I stop until my menses are done? This would add even more time to my denial. I could probably wear a tampon. But this would not only stop any blood flow, it will also stop my natural lubrication. But then lube is a way around that. Or I could try doing as much as I can in the shower.

While I was finishing diner I received my daily teasing, CLIT PAINTX2 with the concealer brush. Since using the labia spreader and a tampon would be next to impossible I decided to just slip into a hot bath. Frankly I thought the warm water would do my back some good. It ended up working better than I'd hoped. The water did very little to diminish the sensation of the bristles. It may even have enhanced it.

Most likely what I'll do is slow down my progress over the next couple of days, but do as many punishments as I can using a tampon or in the shower.

Punishments I must complete until I can cum again: