Wingman78's 2000th post celebration thread - open until New Year's Eve!

[theswitchyside]

Wow, that’s quite the load you’ve got! Happy New Year to you, haha

[theswitchyside]

Wow, that’s quite the load you’ve got! Happy New Year to you, haha

[pain slut joe]

Originally Posted by wingman78

So, I spent about an hour adding everything up and putting it into a nice spreadsheet complete with special instructions (thanks Pain Slut Joe, over 90% of the special orders are yours!)

The totals are:
SPANKS: 2903 spanks left (55/2958 done)
HOLDIT: 2168 minutes left (33/2201 done)
PLUG: 2462 minutes left (240/2702 done)
CLAMP: 1373 minutes left (229/1602 done)
GAG: 1587 minutes left (117/1704 done)
THROAT: 3368 seconds of held deepthroats left (518/3886 done), and a total of 167 dice rolls worth of deepthroats in total.

I think I'll do these on the day I'm working from home, which means I have about 7-8 hours every week. That should be enough to do 1-2 full sets of tasks, and sometimes I might be able to combine them (for example wear nipple clamps, a buttplug and a gag at the same time), so I think I should be able to do around 30 posts worth of tasks every week.

I'd love to hear suggestions for "incentives" to keep me to that schedule!

I know it has only been a few days, but how goes the tasks? Considering you can not orgasm until all tasks are complete, I would imagine you would want to speed up the process....

Do you live alone? Why not perform tasks every evening (does not need to be many, but 2 or 3 per night will help you get through these that much quicker...

[wingman78]

Originally Posted by pain slut joe

I know it has only been a few days, but how goes the tasks? Considering you can not orgasm until all tasks are complete, I would imagine you would want to speed up the process....

Do you live alone? Why not perform tasks every evening (does not need to be many, but 2 or 3 per night will help you get through these that much quicker...

Well unfortunately I have a girlfriend that's not quite as kinky as I am, so I have at most once a week to get these tasks done. It's going to take quite a while!

[CSasha]

You don't even get her to spank her? Maybe just even because you like to be spanked? What a shame! I mean, you would eat her out in exchange, wouldn't you?

[wingman78]

So, I had some time today to do the first tasks of this year (I'd already done a couple last year). I didn't have quite as much time as I wanted to, but that's life!

I had previously completed all tasks up until post #70. Post 71 started a series of the GAG keyword; I got started with that and decided to do this ballbusting hot potato while gagged to keep me from getting bored

I rolled a 4 for the first one, so the open mouth gag went in for 10 minutes.
Next up was a 3, so the open mouth gag stayed in for another 13 minutes. I was looking forward to some short relief for my jaw while I switched gags, but no such luck!

The next roll was a 2: the ball gag. That was a welcome change, since my mouth was starting to get dry from wearing the ring gag for that long and my chest had quite some drool on it. I took a couple of sips of water, inserted the ball gag, and set the timer for 16 minutes.

Next up: a 4, so the open mouth / ring gag is back for 17 minutes. I’m starting to hate that gag, but at least it’s still better than the penis gag
After that it was another 2, and once again the ball gag was a welcome relief. The ring gag spreads my mouth so wide that it’s really straining my jaw! And the fact that the ball gag feels best of the three options is good, because my next roll was another 2 so it’s staying in for another 22 minutes.

After those 22 minutes were over I needed a short break to give my jaw a chance to recover, so I had a drink and waited a couple of minutes before rolling for the next gag type. Wouldn’t you know it: another 2! By the time the next 25 minutes were done I was starting to hate this easiest gag as well. And the last roll for this set was a 2 once again, so I had to keep it in for the last 26 minutes as well. I was hoping for the ring gag to get started on the THROAT tasks, but no such luck. Once the last 26 minutes were up I removed the gag and promised myself not to do another GAG task today!

Next up was a series of THROAT tasks. For the first one I rolled a 1, so this one was simple: deepthroat a dildo and hold it for 10 seconds. That went smoothly!
Next roll was a 5; so 4 fast deepthroats and then one that needed to be held for 13 seconds. This was a bit harder; I gagged a bit during the first 4, and the held deepthroat was even harder.

Meanwhile I'd decided to spice up this task by putting a deepthroat video playlist from Pornhub up on my TV, and following along with the girls on the screen for the "simple" deepthroats. So that meant licking, holding a deepthroat if she does, et cetera. I started that on the next dice roll: a 4, so I had to follow along with the girl in the video for 3 deepthroats, and then hold the last one for 14 seconds. That was surprisingly fun: not knowing how long each deepthroat would last made it just that much hotter. Fortunately this was the beginning of the video so the first 3 went by rather fast, and holding the last one for 14 seconds wasn't that hard (I gagged once, not too bad).

I repeated this for the next couple of repetitions; I won't bore you with that but I rolled 6, 4, 3, 3, 2 and 6. They got progressively harder as the video on screen continued, and the held deepthroats at the end of each set were getting longer as well. The last were held for 26, 27 and 30 seconds; I nearly puked during all three of those and my chest was dripping with spit by the time I was done.

Since I ran out of time (I was expecting a delivery of groceries, I was cleaned up just in time!) I had to stop. I'd already done the set of CLAMP tasks starting at post #91 earlier, so next time I'll start with the set of THROAT tasks at post #102.

[wingman78]

So, another Wednesday, another couple of hours to work on this huge list of tasks!

I started out at post #102, which was a set of deep throat tasks. I was determined to use the same method as earlier: watch a deepthroat video and perform along with the girl on screen for the “simple” deep throats.
My first roll was a 3, so I put a Pornhub playlist on and started. I got a rather tough video to start, the girl was throated relentlessly, so I was panting by the time I got to the third deepthroat which I needed to hold for 10 seconds. That was easy by comparison

Next one was a 4. The next random video was just as hard (I love Nicci Quinn!) but the 13 seconds for the last one were worse. I gagged and drooled a lot. After that the roll was a 5; but this time the video was a lot easier. Lots of sucking the head and only a couple of short deep throats. Then 16 seconds of holding; that’s easier if the deepthroats before that didn’t cause you to gag!

The 17 second run was quite easy as well with 4 deepthroats in total, and the same goes for the 20 second one (it wasn’t easy, I was gagging and drooling, but otherwise nothing special to report ). The 23 second run was simple, I rolled a 1 so I only had to do the held deepthroat. That was a nice change, I made sure I was fully relaxed, let the dildo slide into my throat, and closed my eyes until the timer went off. Lots of spit in my mouth after that but it was almost easy!

The 24 second run after that had 4 repeats, on a video by Kate Truu. You know, the amateur deepthroat goddess! Wow, the amount of abuse she can take is amazing. After trying to replicate that and holding a dildo in my throat for 24 seconds I nearly puked and had tears in my eyes.

Next up was 27 seconds, and I rolled a 5. The first two times the girl in the video throated the cock it was long and slow/sensual, and then for the next two she was surprised by a cock rammed all the way in and out her throat up to the balls. Wow! And after that holding a dildo for 27 seconds was as hard as you’d expect, lots of gagging, spit drooling past the dildo, etc. Only three more to go in this set!
The next set was tough as well, lots of hard throatfucking and I had to do a set of 6! I was still able to relax enough at the end for the final one which I held for 28 seconds without gagging much. I’m proud of myself!

Second to last was for 31 seconds, but I got interrupted by the phone. A work emergency popped up; so that’s only 10 posts done for today

[MarvHarvey]

Whew!

You will be at these all year!
Good luck and good health with it all.

[pain slut joe]

Originally Posted by MarvHarvey

Whew!

You will be at these all year!
Good luck and good health with it all.

I must agree with Marv here; this is going to be a long year! And no orgasms until all tasks are complete???

Thanks for the detailed reports!

[wingman78]

Well I'm hoping to pick up the speed a bit in the next few weeks! No orgasms except with my GF, so there's still a couple every now and then, but way less than normal

[DareFiend]

One has to wonder (sorry if this is getting too personal), does your gf know of your interests, or is she suspicious, or do you have to be very careful to hide marks and sore places from her?

Now that I'm aware of how often you might see your gf, the magnitude of your undertaking seems even more heroic. That said, if you do get to have orgasms with her, then the tension and frustration built up from the prohibition here can't be nearly as great as if you were solo. 'Tis a pity....

[wingman78]

My GF is pretty vanilla. We do some spanking in the bedroom, but that's just about it so she doesn't quite know what I do when she's not around

And speaking of which: I got another set of tasks completed.

So, today I started off where I left off last week. Which was in the middle of a series of deepthroats: I got thrown right into the deep end without any warmup. 6 deepthroats for which the last one had to last 31 seconds! Fortunately the video I was following along with was easy, the girl did some very quick deepthroats without putting much effort into it. But the last one was brutal: holding a dildo down your throat for 31 seconds without getting used to it slowly is hard. I started gagging at the 5 second mark, and didn’t stop until the time was over.
Next (and last) one in this series was a massage therapist that did lots of sensual throating. Nice to follow along with and get into it, with 4 deepthroats performed and the last one held for 34 seconds. She was leaning over the guy in the video, so I followed along and kept my hand under it to catch my saliva. My hand was soaked after just 34 seconds

Next up: some respite from the deepthroats, but still keeping my mouth full: GAG for 10 minutes. With a roll of 2, so the ball gag went in to produce even more drool. Meanwhile I was mentally preparing for the next series of THROAT tasks!

I started with just 10 seconds on the clock, but a tough video (throated.com!) and following along for 5 deepthroats, so that was quite the workout for my throat. Lots of going up and down my dildo and gagging! And the next set tough me that getting your face fucked while reclining in a chair is not comfortable at all. Another rough facefuck, annoying position, and 6 repeats. Ugh! Hopefully the next roll is a bit better!

… And it was, finally I rolled a 1! That meant “only” holding a deepthroat for 16 seconds. Even though my throat still isn’t used to that I managed with minimal gagging this time. Next one: another 6 But a very cool throated.com video, I was actually getting pretty hard just following along… And holding the last one for 17 seconds went surprisingly well.
The next part of my playlist contained amateur blowjobs, so those were a bit easier. The first one was 5 repetitions, but the girl mainly bobbed around halfway down the shaft and didn’t deepthroat very long. So: pretty easy! Held it for 20 seconds and done. The next ones were’t that hard either actually (well, relatively speaking): 1, 5, 2 and 1 repetitions for 23, 26, 29 and 32 seconds. The 35 second one was relatively hard, but the 38 one was absolutely amazing. I gagged and gagged, and by the time I pulled the dildo out I nearly vomited and had tears in my eyes. The best feeling in the world

[wingman78]

So, time for another go at getting some tasks done! Last time I ended at post #127, so I had a quick look through the next ones and got started with the HOLDIT series starting at post #140. I drank half a glass of water, got diapers ready just in case I needed them, and set a timer for 10 minutes. I used those 10 minutes to gather my spanking implements for post #128 and got naked.

When the HOLDIT timer went off I drank another half glass of water and set a timer for 13 minutes. Then I rolled for the first spanking task: 10 spanks to my balls using a wooden spoon. I made them pretty hard to give me a good start . Next up was 13 spanks to my ass cheeks with a belt, Again, as hard as I could so a couple of those will leave a mark for the rest of the day. The one after this was 16 spanks to my ass cheeks with a wooden spoon, a couple of those hit the exact spot I hit earlier with the belt. Those stung like hell!

Next up were 19 hits to my thighs with the leather paddle. Result: two inner thighs that are starting to get red. I wish I could post a picture of that beautiful color here… The set after that, 22 spanks, shows the joys of random dice rolls: I got the same roll as the first set, my balls with a wooden spoon. But my timer went off so I first drank another half glass of water for my HOLDIT series and set a new timer for 16 minutes before doing the hits to my poor balls. And I didn’t need to put the spoon down because I also had to do 23 hits to my thighs with it. Ouch! Those will be bruised tomorrow.

Next one was 26 hits with the belt to my asshole. Boy, talk about a killer combo. It took me a couple of minutes to find the correct belt length and position to hit it, but once I did it was pure agony. And the swings that I missed hit my ass crack, so I’ll be feeling this for at least a couple of hours. Only two left! But first the timer went off again. Half a glass of water down my throat and a new timer set for 17 minutes. The good thing about the spanks is that they are keeping my mind off peeing . The next set of spanks was 29 with the belt to my feet; my soles can take quite a lot of abuse so those were easy. And the last one: 32 spanks to my cock with the wooden spoon. I spread those along the shaft and the head of my cock; the latter were the worst by far.

So, next up were two deep throats (held for 10 and 11 seconds), and then another two deep throat keywords, again for 10 and 11 seconds. I got my favorite throating-dildo ready, searched for a nice throatfucking compilation on Pornhub, and waited for the current HOLDIT timer to expire. When it went off I drank another half glass of water (my belly was already starting to feel full) and set the timer for 20 minutes. Time to start the deepthroats!

For the first set of deepthroats I rolled a 5, so I started the video and followed along with the girl on screen until she had deep throated 4 times, then held a deepthroat for 10 seconds. Sounds easy after what I’ve done before in terms of deepthroats, but this time the video was by Kate Truu. Look her up if you like deepthroats, it’s like she has no gag reflex at all! By the time I was finished I was covered in drool, and she was still looking all fresh. Not fair! But since I liked the video so much and this was only a small amount of deepthroats I decided to do the next three with her video’s as well. Next roll was a 4, so I followed along with her for 3 deepthroats and then did another one that I held for 11 seconds. The video was so rough that the 11 second one was actually the shortest The next two were pretty similar, so nothing exciting to report there. Halfway through the timer went off again, and I drank another half glass. New timer: 23 minutes!

Next up was a round of spanks. I don’t have time to write a full report on those, but let’s suffice to say that my thighs in particular are all red. I hope they won’t be all bruised tomorrow! And I just made it with the HOLDIT keyword, I don't think I could have held my pee for much longer. This was 154 minutes with 8 half glasses of water; there are a couple of longer ones that last over 250 minutes with 11 drinks. I'm not looking forward to those!

This leaves me with the following amounts left to do:
2450 spanks
2014 minutes of holding pee
2462 minutes plugged
2664 seconds of held deepthroats, spread over 133 attempts
1373 minutes wearing nipple clamps
1428 minutes gagged

[wingman78]

Apologies for the delay in posting reports; my main computer crashed last week which caused me to lose most of my notes. Fortunately my spreadsheet of todo-tasks was autosaved to Google Docs (which means Google knows way too much about me, I know!). My next session, which will probably be next week, will start at post #286. The previous task ended with me having to drink a full glass of piss; I don't need notes to remember how filthy that was!

[wingman78]

While I had quite some likes for my previous reports, writing them while performing my tasks actually took about as much time as the tasks themselves and they were getting quite repetitive (there's only so much ways you can say deepthroating makes you gag or nipple clamps hurt). So apologies for the lack of reports, but I'm glad to say that I'm finally making some decent progress!

With the tasks I performed during the last two weeks I'm now at post #402, so over halfway through. I'll temporarily suspend the denial rule in two weeks for my extreme weekend (https://www.getdare.com/bbs/showthre...33#post3576833), but it's going back into effect again after that.