Three days of dares, starting now. Read reports and give more tasks/dares here!

[wingman78]

As promised, I'll be doing all your dares for the next three days. I'll write up reports here every couple of hours, and I'll upload pics to this album as well.

I'll start by listing the dares and rules I've received so far once I have dressed appropriately

 

[wingman78]

Here are the rules I have to follow and tasks I've been given so far:

Rules

• Chastity/cumming: I'm not allowed to cum, and must wear my chastity cage 24x7 unless access to my cock is required for a task I've been given.
• Food: I have to wear high heels when preparing meals. If I want a hot drink I have to dump one load of frozen cum in it, for hot meals I have to use two loads. And finally I have to drink a glass of my own pee with every meal.
• I'm not allowed to use any furniture.
• Using the shower costs me 5 spanks to one ass cheek for every minute using cold water, or 5 to each ass cheek, my balls and my cock if I want to use hot water for a minute. I'm not allowed to clean myself up/wipe after using the toilet.
• Clothes: In addition to the chastity cage I can only wear my collar at home, and must be naked otherwise. I have to wear my gag for 4 hours a day.
• I must keep porn running on my TV all day/night
• I have to edge once when I wake up, and once more when I go to bed.

Tasks (in Amsterdam time)

• I started with a buttplug task when driving home (report will follow ASAP)
• Next, I have to keep my ass filled for 24 hours. Every hour I must flip a coin to decide the size (small or medium for the first 4 hours, then medium or large during the next 4, small or medium stretching ring for the next 4 hours, then a large plug during the night, and the medium and large stretching rings tomorrow morning)
• At 3pm I have a large task by Firemaster that involves me tying up my cock and balls with various extra's, see this link for details: https://teamup.com/event/show/id/ixW47EnJLTgL9RWoUF45NLvKtXVb2R
• At 6pm I get to spank my bottom at least 40 times, until it's sufficiently red.
• At 9pm I have to edge 12 times; once every 5 minutes for a full hour, choosing a different room each time.
• Tomorrow, I have to do 5 sets of 10 spanks to my ass with my bare hand. Each set has to be in a different (outside!) location. "If you fail or chicken out, your punishment will be 150 spanks to each ass cheek with a ruler, and you only get 3 minutes per ass cheek. If you fail that as well, do another 100 to each ass cheek without time limit"
• Tomorrow morning I have to wish everyone in my Kik contacts a sexy good morning, and roll a die. If the result is a 1 I have to ask that person for a task to do.
• 11am: write "Happy Birthday Tiffany" on my body
• 1pm: I have to vacuum the house, with the vacuum cleaner tied to my balls and pulling it from room to room in that way.
• 3pm: Put clover clamps on nipples. Attach suction cup dildo to the wall. Make it go in and out of your ass 50 times.
• 4pm: Go shopping. Tell someone I'm not allowed to cum; that will allow me to reject one task from my calendar. If I don't there's a punishment.
• 6pm: Do this clothes pin dare: http://www.getdare.com/bbs/showthread.php?t=196147
• 9pm: "get your erect dick and balls completely covered in wax. make photo's all around and put then in your KIK group, they will decide how much procent of your junk is covered. for every procent point under the 100, you you slap your inner tighs 10x "
• Friday morning: pour custard all over me
• Additional rules for friday: 1) keep something in my ass 75% of the time, and 2) all meals must be eaten blindfolded and using my off hand.
• 5pm: soften my ass for a spanking, and 6pm: do 100 hard spanks
• Saturday: no tasks so far

OneSubmissiveAct tasks:
And finally DaddyBig gave me this rule to make sure I'm not bored: I have to keep a hardcore task request open at onesubmissiveact.com all the time. I must do those within an hour of receiving them (if awake). Depending on the score I get I have a reward or punishment:

• A: 3 edges!
• B: 10 spanks to each of m balls
• C: Punishment for B, plus wear nipple clamps with weights for 30 minutes, rotating them every 5 to keep my nipples sensitive
• D: As C, and fuck my ass 5 minutes with toothpaste as lube
• E: As D, but also use my e-stim unit with penis bands. One minute at each power level.
• F: As E, and rub hot sauce on my dick

If I'm late, I have to lower the score by 1 point for every hour I took. If I refuse a task that counts as an F but with double amounts/times. Finally, if it takes more than 3 hours to get a task I have to remove one hard limit.

 

[wingman78]

So, here's the first report. Once I arrived at the airport and was back at my car I took the supplies I'd stored from the trunk: a medium buttplug and clothes pins for the first dare. I stopped the car at the first gas station and went to the toilet to remove my underpants, insert the plug and edge.

Unfortunately there was a huge line for the single available toilet, so I didn't have the time to edge. I quickly removed my underwear, inserted the plug and left. I then got back to my car; sitting down on a plug is very uncomfortable . I drove to the next gas station and again went to the bathroom to get a pic of my plug, and then quickly applied clothes pins to my nipples while in the parking lot. I'm not sure if anyone saw me, but it definitely gave a huge rush

The rest of the drive home was uneventful, except for the plug in my ass that I could feel on every bump in the road. Once home I closed the curtains and stripped, then put on my collar and chastity cage as ordered. Those will be my only clothes while I'm indoors for the next three days.

Next up was flipping a coin for my 24-hour buttplug task: I flipped heads which meant I could replace the medium plug with a small one. That felt good at first, but I soon found out that the small plug is hard to keep in. I put a lot of lube on it and now it falls out of my ass every time I take a couple of steps. So I'm actually hoping for tails next hour so I get the medium plug!

Then I posted a OneSubmissiveAct request, and finished the two that I had received earlier this week but didn't have time to do. The first one had me attach my clover clamps to my balls, hang weights from those, and insert 8 ice cubes into my ass. The ice cubes weren't that bad by comparison; the clamps on my balls hurt very much! I removed those after taking the requested picture, the ice cubes are still melting in my ass with the small plug to keep them inside.

The second OSA task had me attach nipple clamps to my nipples, wear my ball gag, and then fucking my ass with my black dildo. I got onto all fours for this, removed the plug and started fucking my ass. That felt very nice despite the dildo pushing the ice cubes in further and further, and before long my cock was straining against the chastity cage.

Time to prepare for the next task!

 

[wingman78]

The next coin flip for my buttplug was another small one I was stuck with that falling out every time I walked, but I'm getting used to that. I had one OSA task, from Wingman22. He gave me one of the two previous tasks too (which he graded A), and had obviously read this thread:

I was nice with my last grade, but I would still like to see you fuck your ass with toothpaste as lube.

I removed the small plug and put a bit of toothpaste on my black dildo. I slowly inserted it, which wasn't half as bad as I feared at first, but the feeling started building until it burned nicely. I started fucking my ass faster and faster, adding a drop of spit to keep it lubed, until the dildo was covered all over in toothpaste for his picture.

Then I put the plug back in and started preparing for the next task in my calendar: the Firemaster task. Quite an involved dare that uses most of my toys:

- Tie strings to two opposite doors with loops for my cock and balls
- With such a length that I'd be standing on tiptoes with my cock stretched one way and my balls pulled the other way one I pushed both doors closed
- Prepare two pieces of cardboard with thumbtacks so I'd be standing on those if I wasn't on my tiptoes
- Pump up my nipples and then put clamps on them
- Tape my feet to the cardboard
- Apply my e-stim unit to my penis and turn it on
- Insert a large buttplug covered in icy hot
- Attach the strings to my penis and balls and close one door
- Blindfold myself
- Tie my hands behind my back with a selfbondage ice lock so I'd be stuck for about 30-60 minutes
- Push the other door closed with my tied hands

I didn't have thumbtacks so I improvised with staples for the cardboard, and that was very effective in keeping me on my toes Preparations for this took nearly half an hour, and by the time I had to take my chastity cage off to test the length of the strings and apply the e-stim my cock was struggling against the cage and was rock hard the minute the cage came off.

Pumping my nipples never ceases to amaze me: they get really sensitive, so applying the clover clamps hurt almost as much as the pain from the icy hot on the buttplug. Once those parts were done I taped my feet to the cardboard to keep me on my toes, attached both strings to my cock and balls and turned up the e-stim. Next was lowering my blindfold, followed by clicking the ice bondage lock closed to keep my arms tied behind me. That is a really insense moment: knowing you cannot get yourself free before the ice melts. After that I pushed the door shut, tightening the strings on my cock and balls, and waited. Fortunately the e-stim was at just the right level to keep my cock hard and throbbing with every pulse, so I didn't mind the wait!

By the time I got free I'd suffered from cramps in my legs from standing tiptoed so long, but all in all it was a very good dare. After removing the nipple clamps (OUCH!), strings and e-stim unit I flipped a coin for the next choice of buttplug: the medium one came up so I switched out the large one.

After finishing this report and uploading the pictures of the Firemaster task another hour had passed, so another coin flip. This time it's the large plug: I inserted that and am waiting for my next OSA task now.

Edit: I almost forgot about lunch. Just before the Firemaster dare I was getting hungry, so I had a coupld of bread rolls. My rules say I have to have a glass of piss with every meal; since this is one of the first times I've done that I started with a small espresso cup. The taste was a bit bitter, with a nasty aftertaste. I took small sips with a bite of bread after each one, and managed to finish the glass in this way. I'm definitely not looking forward to doing that again and again over the next days!

 

[wingman78]

All right everyone, time for another report!

Tasks
Let's start with my 24 hour anal/buttplug task. At the last report I had just started the first of four hours with either medium or large plug, and the first coin toss got me the large one. The second was medium, which was a very nice change. But the next two were both large again.
After that the task switches to a coin flip for either my small or medium stretching ring. As luck would have it both tosses so far got me the medium one. The first hour was pretty much OK, except for the fact that it's hugely embarassing: every bit of gas that normally stays in your bowels tends to come out as a fart with an open stretching ring. So with just about every move I make I make farting sounds . The second hour is almost over as I'm writing this, and that is harder. I'll be very happy if the next coin flip gets me the small one for an hour!

The next task was at 6pm, spanking my ass at least 40 times per cheek and having it rated for redness by my Kik group. It wasn't red enough, so I gave each cheek another 40 hits; that was finally enough.

Just as I finished that I was contacted on Kik by a Mistress that wanted to play with me a bit. We ended up just chatting and doing a couple of ball punches, and then it was time for dinner. This time I remembered to put on my heels (more on that later) and made a quick salad; if I had prepared something hot I'd have to pour cum over it and I didn't quite feel like doing that. Along with it came another small glass of pee.
I finished the salad, but that wasn't spicy enough to mask the taste of the pee. So in the end I only drank about half of that glass, I couldn't bring myself to drink the rest.

After dinner I had two OneSubmissiveAct tasks. The first one was a bit hard:

Before you take the picture fucke yourself with the dildo that can sauirt the cum lube en let it cum inside your ass. Then Pose in doggystyle pose naked with feet slightly raised so the soles are visible as well in the picture. Make sure you can see the cum dripping out of your asshole... Take the picture taken from behind

I was also an hour late for that one, so I'll have to do a punishment depending on the rating I get. The other one was a picture of my hard cock in underwear: I got an A rating for that, and also received an A rating for one of the earlier tasks, so I had six edges as a reward.

At 8pm it was time for the last task in my calendar today, which I started a bit late: 12 edges, each in a different room, with 5 minutes for each one. The first few were fine, but after the third one it became really hard to stop in time before cumming. By the time I'd finished the last one I was a complete horny mess, with precum all over my cock, belly and thighs. Since I'm not allowed to clean up I must smell like cum pretty badly now. After the edges I put my chastity cage back on and checked my OSA tasks. There was one more, which was a simple "hold a sign" task. I put up a new task request while finishing this one.

Rules
Following the huge amount of rules I've been given is proving hard. The things that have gone wrong so far:

• Sitting on the rim of the toilet. I used the seat once, and failed to sit down at all earlier today
• Drinking my own pee. I knew this was going to be a challenge; so far I managed a small instead of normal glass once, and the second time just half a small glass. I'm trying to drink more to make the taste less bitter, hopefully this will go better tomorrow.
• I forgot to wear my heels when preparing lunch
• I completely forgot to wear my ballgag, which I'm supposed to have in at least four hours a day

The "no cleaning yourself" rule is also proving hard. Especially when peeing: with the chastity cage on I always drip a bit and those drops of piss are now rolling down my legs and drying up there. I might just take a shower tomorrow!

 

[wingman78]

Last night before going to bed I did the required edge, and three edges more for an A rating I got on a OneSubmissiveAct task. Then I remembered I still had to check the "boys get spanked by women" thread and was in for a nasty surprise: Emmyred had ordered 200 spanks to my ass with a belt, followed by 200 to my sit spots with a cane. Since I don't have a cane I first did 200 with a belt, and the next 200 with a ruler. To say this was painful is an understatement; my ass still feels sore this morning!
Next up were the spanks ordered by Mistress Nardia: 50 to each foot sole, 25 to each thigh, 25 to each nipple and 25 to my balls. The latter were the worst: I'd already done some ball punches earlier so they were very sensitive.

After that I made an improvised bed on the ground since I'm not allowed to use furniture. Just as I laid down in it I was contacted by a Master on Kik, who had seen my OSA posts and wanted to play with me. After worshipping his beautiful cock for a while I made a mistake and was punished by smearing toothpaste all over and in my asshole. That wasn't enough; the session ended with me having to put hot sauce on my asshole and inserting a stretching ring after that. It's a good thing these rings are sturdy, my ass was clenching it very tightly!
When he was done I was allowed to go to sleep, around 2am.

This morning I woke up with a semi-hard cock straining against my chastity cage, and two OSA tasks in my mail. One of them was quite long, so I dediced I wasn't going to make that in time and focussed on the other one and my other morning tasks:

• A morning edge first. Removing the chastity cage felt great, and I edged in just a couple of minutes with a drop of pre-cum already showing itself.
• Next up: remove the large buttplug (wonderful feeling to relax my ass a bit) and did a couple of enema's, then reinserted the medium stretching ring.
• Then I did my Kik message task. Wish my entire contact list a sexy good morning, and roll a die, asking for a task for everyone that got a 1. I asked 11 people in total, hopefully I won't get that many responses!
• And once those messages were sent I did my first OSA task for the day and wrote this report!

The first OSA task was:

Show me your ass, with one of the largest toys you can fit in you, with your arms tied behind your back. And show your cage in the picture too :3

Surprisingly hard, but since I already had the stretching ring in I used that as the toy

Now I'm debating whether or not to make breakfast for myself and waiting for the replies on Kik, and after that I'll get started on my second OSA task:

Get on all fours with your medium stretching ring in your ass, e-stim on your cock (turned up high), and weighted clover clamps on your nipples. Now crawl until you touch every corner of every room in your house. Send me a pic of your hole nice and stretched.

 

[wingman78]

Time for more reports! First up, breakfast. A glass of pee and some sandwiches. I'd apparently drank too little last night, my piss was a very dark yellow and completely undrinkable. Sorry! I'll take a punishment for not drinking my pee is anyone wants to give me one.

Next: my Kik tasks. I received two replies so far. The first was to coat my medium stretching ring with toothpaste and insert it for an hour. Painful, but not too bad and my farts once again smell nice and minty

The second one requested that I do a Karada tie with nipple clamps on. I'd never done that, so it took a couple of tries for me to understand the instructions, but the result looked pretty nice. Unfortunately I'd forgotten my nipple clamps, so that earned me a spanking.

When that was done I got started on the last OSA task I had open (quoted in the post above). I first pumped up my nipples to make them sensitive. The stretching ring was still in from the Kik task. Next I edged to make my cock hard. After that I applied the penis bands for the e-stim unit, and turned it on as high as I could take. That's not usually very high until I get used to the sensation, so I made a deal with myself to turn the intensity up one level after each room.

That turned out to be just the right level; by the time I got to the last room my nipples were begging to be released and my cock was twitching with every pulse from the e-stim.

When that was done and the pictures uploaded (three hours late, so depending on the rating it gets my rules specify a pretty heavy punishment!) I got started on the other tasks in my calendar for this morning. First I wished Tiffany a happy birthday (by writing that wish on my body of course) and then I vacuumed the house, pulling the vacuum cleaner through the house by a string connected to my balls. I loved that!

 

[wingman78]

24 hour buttplug task

I'd almost forgotten the report on my 24 hour buttplug task. After being plugged yesterday afternoon and this night, the rules for today were:

• Once you wake up, you can remove it and take 30 minutes to perform one or more enema's and then insert the medium stretching ring, leave that in for an hour
• Every hour after that until noon, flip a coin. Heads: medium ring, Tails: large ring. Your toy list says you have trouble getting it in, but by now it should be going in just fine If you can't get it in push your largest dildo in and leave that in for the hour, constantly trying to push it further.
• At noon, you can remove whatever you have in your ass. Try to fit as many fingers as you can into your ass, I want to know whether it's stretched enough for you to fist yourself!

As I slept in late I started at 9:30am, and finished the enema's around 10. That left me with just one hour to go between 11am and noon in which I'd have a chance of using the large stretching ring. But I was lucky: this was decided for me when I got a Kik task to use the medium ring right around that time, and a OneSubmissiveAct task that specified medium as well. So in the end that was the largest one I had to use

At noon I removed the ring and tried to get my fist into my ass. That still doesn't fit, but I can get five fingers in. It's just the thick part around my knuckles that's keeping my hole from accepting an entire hand.

As I'm writing this two hours later I still feel like I'm missing something to fill my ass. Amazing to see how quickly one can get used to a stuffed hole!

 

[wingman78]

Well, it's been a busy day. I'm about to head to bed but I'll write a quick report before I forget anything. I'm already 100% sure that I'm missing something here!

Scheduled tasks
After the vacuuming task I immediately continued with the next one on my calendar: fucking my suction cup dildo, mounted on a wall, with nipple clamps on. That was easy and fun, I like both a bit of pain and a good ass fucking

After that I had some tough choices to make. It was time for grocery shopping, and I had a dare by B to walk up to someone in the mall and tell them I couldn't cum. Skipping that would give a punishment; doing it in Dutch would allow me to skip a task in my calendar and doing it in another language would get me half off a punishment. That was sorely needed because I didn't have time (or the guts if I'm honest) to do the semi-public spanking task, which would get me 150 spanks to each of my ass cheeks with a ruler as a punishment.
So I decided to to the dare in French, but made sure to go to a different mall than usual. Once there I stepped up to an old lady at the butcher and told her in French that I wasn't allowed to orgasm. From her looks I don't think she understood!

Back home I prepared dinner. Looking back I think I forgot to wear heels during that Dinner was pasta, cooked with a bit of pee in the water and topped with two loads of frozen cum. It didn't even taste too bad!

Next up was this clothes pin dare. I opted for the minimum of 50 pins and spread them over my cock and balls, chest and legs. Then I bound my hands behind me and started a two minute timer. Getting the pins off my legs was easy, I rubbed those together and it was done. The rest proved more difficult: rubbing my chest and belly against the wall didn't work so I dropped myself on the bed and started rolling around. That worked, but my time was up. So I untied my hands, reapplied all the pins, and started again with the timer set to 3 minutes. This time I knew what to do: ignoring the pain that was about to come I dropped myself on the bed and started squirming around until the pins on my upper body were all off. Then I hopped off, did the ones on my legs, and finally used the door handle to get the last few off my cock and balls. Great dare!

The last one on my calendar was the "wax on/wax off" task. I had to get erect, then drop hot wax all over my cock and balls until I thought they were fully covered. Hot was is always fun: the anticipation is worse than the actual heat, and once you get the first bit on the sensations are incredible. The difference between a drop hitting a layer of dried wax or bare skin is huge, making each drop a surprise. Once I was done coating everything the ladies in my Kik group that were online rated the result (thanks Nadia and Nardia!) which came to 90% coverage. That left me with 10x 10 spanks to my inner thighs. I decided to do those later today, but it turned out to be very busy so I'll leave those for tomorrow.

Unplanned tasks
Lots of those. Mainly via Kik, I had four very fun and intense sessions. The first one had fun with me twice, first edging me and sending me out to the mall with a plug in; the second time giving me 10 minutes to send him entertaining pictures. I did the best I could, applying clothes pins all over, putting clamps and weights on my nipples, and finally fucking my ass with my biggest dildo.

The second person requested that I crossdress. We spent a lot of time going over outfits, trying on shoes and more until he finally made me fuck my ass with one of the heels. Unfortunately he had to leave then.

The third was a very strict Mistress that had me humiliate myself, and then tie up my balls and punch one of them until I could take no more. Being a pain slut that got my cock rock hard even though there were tears in my eyes from the pain!

OSA tasks
Not too many today, and all A's. Two were finished in time, giving me 6 edges which I already completed. Two were an hour late, so I'll have to hit each of my balls 20 times. One was three hours late, giving 10 more hits to my balls, nipple clamps with weights for 30 minutes, and fucking my ass for 5 minutes with toothpaste as lube. I'm doing those tomorrow.

Rules
I failed the following rules:
- I didn't wear heels when cooking dinner
- I failed to sit down on the toilet three times
- I failed to drink my morning pee

Punishments to do tomorrow
In addition to what's given in the "spanked by women" thread I now have the following lined up:

• Fuck my ass for 5 minutes with toothpaste for being late on an OSA task
• Wear nipple clamps with weights for 30 minutes, also for OSA tasks
• Tie my balls and hit each one 30 times for being late on OSA tasks
• Hit each ass cheek 75 times with a ruler (punishment for skipping the public spanking dare, halved)
• Hit my inner thighs 100 times for failing to cover my entire cock and balls in wax

Fortunately my calendar is pretty empty. I received one addition: I didn't upload the required amount of pictures for the Firemaster task, so I'll have to redo that. With the spankings and Kik contacts I think I'll get through the day without being bored!

 

[wingman78]

As I woke up this morning I realized I'd forgotten a required number of spanks: I took a hot shower for 4 minutes yesterday. That will net me 20 spanks each to my balls, ass cheeks and cock I also failed to keep my ball gag in for the required four hours.

Today I'll try to do better with that, and I'll keep a plug in at least 75% of the day as ordered as well. One thing that might make today extra interesting is that it has taken more than 3 hours to get an OSA task now a couple of times, forcing me to remove a limit there every time. I can of course still refuse tasks, but that's going to be a tough decision as that will get me a punishment. Let's hope there are not too many tasks just like the previous days!

One extra thing for today is a punishment received for not drinking my piss. I have to insert as many ice cubes as I can take into my ass, and then spank my ass cheeks 25 times for each one that I got in. If I don't there will be an even worse punishment

 

[wingman78]

I finished most of my spanks apart from those for the ice cubes; I ran out of those so new ones are in the freezer cooling now.

With everything combined I had the following to do:

• 70 to each ball: 40 for being late on OSA tasks, and 30 for my hot showers
• 105 to each ass cheek with a ruler for skipping a dare and the showers, then 200 to my left cheek with a paddle for Emmyred, followed by 200 alternating cheeks with the paddle for Emmyred, and finally 200 to my left ass cheek with a belt for Emmyred.
• 200 to my left inner thigh with the belt for Emmyred, and 100 with a ruler to a random thigh for my cock waxing task
• 30 to my cock with a ruler for the hot showers
• And finally 50 directly to my asshole with a ruler just because Mistress Nardia felt like that

Over a thousand spanks ! I didn't make them too hard, but my body is aching now in a couple of places. I started with the ass spanks; first with the ruler, then the paddle, and finally the belt. The paddle is my favorite one; it doesn't sting that much. The belt comes next, but the ruler is the most stingy by far. I had to stop halfway through these to catch my breath and let my hand rest!

After doing those I went on with my thighs. That spot is more sensitive than my ass, so I did the 200 that had a specific instruction to go on my left thigh, and then finished the next 100 on my right one.

Next up were my cock and balls. I decided to do this properly and tie my balls up separately. I just had to tap them very lightly with the ruler to feel the pain, but it was tolerable. After that came 30 to my cock. With this set complete my cock was rock hard; I am a bit of a pain slut so that was to be expected

Finally I spread my legs and used the ruler to spank directly on my asshole 50 times. Very, very painful! I'll wait a bit before inserting my plug again.