Miss Isabelle's Kitten- Day 4
Posted 04-17-2020 at 02:19 PM by Littlekitten9852
Updated 04-19-2020 at 10:49 AM by Littlekitten9852
Updated 04-19-2020 at 10:49 AM by Littlekitten9852
This was a bit of a painful day for me, but one I very much enjoyed.
On this day, I was not allowed to touch my clit for pleasure. Miss had had me edging and cumming a lot the past few days, and so she decided it was time my clit had a break. Miss also said that I was not to wear a bra today.
In addition, Miss gave me permission to ask for another task from a different getdare user in the morning, so long as I followed the same instructions I was given- no touching my clit for pleasure.
In this task- or rather punishment, as that's what I had requested- we would be focusing mainly on my tits.
I was to start by placing four clothespins on each breast, two on the left side of my nipple and two on the right in a horizontal line. After this, one final clothespin was to be placed on each of my nipples, making for a total of ten clothespins. The pressure from the other pegs on my breasts mad the nipple pegs hurt even more than they normally would.
After this, I was instructed to get a flat hairbrush and some form of scrubber. I didn't have a scrubber, so I was given permission to use a round hairbrush with sharp bristles.
I was to deliver 25 spanks to each tit. On the left tit, I was to use the flat brush, and on the right, the bristled one. I was to aim under the nipple, as to not knock off the pegs. Still, it was hard not to hit the pegs, as my breasts are fairly small, and every time I hit one of the clamps, it would send another harsh wave of pain through my poor tits.
Once I finished with these spanks, I was allowed to remove the pegs, but I was then to deliver another 25 spanks to each tit, switching up the implements (flat brush on my right tit, round brush on my left.)
My tits were burning hot at this point and were a bright shade of red. I was so focused on the pain that I didn't even realize how wet all of this made me. I was quickly reminded at how much of a pain slut I am when I noticed that my panties were absolutely soaked!
I said that my pussy was craving some attention, and I was ordered 25 spanks with each implement there as well, for 50 spanks in total!
I was told not to be gentle, so I wasn't. But being hard on myself wasn't easy. I had to take small breaks in between spanks to recover before delivering another blow. It was excruciating, and my pussy was bright red by the end, but dripping wet.
Once the spanks were done, I was left with a delightful burn that begged for me to play with my pussy and clit, but I knew I wasn't allowed to. My juices were leaking out of me at this point.
Another round was ordered. 25 spanks to each tit with the swapped implements, and another 50 to my poor pussy (25 with each tool!)
The user and I spoke for a few minutes before I was ordered another round!
While I was spanking my pussy on this round with the flat brush, I ended up forgetting how high I was supposed to count and accidentally delivered myself an extra ten spanks. Still, I did the additional 25 with the round brush.
In total, it was 100 spanks to each tit and 160 to my pussy!
Once I was done, I was ordered to roughly fuck my pussy with the handle of the round brush for three minutes. It was made clear that this was NOT to earn pleasure, it was to quickly open my pussy up. I set a timer for three minutes and quickly inserted the brush handle. It slid in easily with how wet the previous pain had made me, and I quickly began thrusting it in and out with my hand. Every time I began to feel pleasure from it, I would increase my speed and roughness until it was painful again. Still, I could never quite make that pleasurable feeling ebb away completely.
When I finally pulled the handle out, it was completely coated in a peachy liquid- a mix of my juices and a bit of blood from how roughly I was moving. Despite being told by Miss to lick my toys clean when I was done with them, I neglected to lick this one because my juices were mixed with blood, and that wasn't something I was comfortable licking up.
After this, I admittedly became lazy. Knowing I didn't have to worry about edges that would stack if I didn't complete my daily chores somewhat spaced out, I eded up ignoring them for most of the day, figuring I would put them off until later, and instead spent the better part of my day playing videogames.
Miss was understandably not happy with my laziness, and rightfully decided to punish me.
I was told to undress and get the flat brush from before and to bend over the couch that I had previously used the corner of to edge on. Now, while I currently live alone in this house, there are several large windows surrounding the room with that couch. Bending over in front of them, completely naked, made me feel extremely vulnerable and exposed. I was told to imagine people standing in the windows and watching me. The thought made my stomach sink, but made my pussy tingle in excitement.
Starting with my left ass cheek, Miss counted out the numbers as I delivered spanks to myself. I was sure to hit hard, knowing that this was my punishment for being lazy.
10 on the left. 10 on the right.
And again.
And again.
My cheeks were burning hot at this point, and the lovely shade of red pleased Miss enough for me to be done with the spankings.
After this, Miss went over the list of things I still needed to do that I hadn't yet even started on. One of them was cleaning the lounge of the house. Miss ordered me to place a clothespin on my clit. I was only to remove it when I finished tidying.
The cleaning didn't take me very long, as it mostly involved putting things away and organizing certain areas. It was about six minutes in total. Once I was done, I was allowed to remove the peg. However, I was to pull the peg off without opening it. Yeowch.
Miss brought up another one of my tasks, which was to bring in the garbage cans and mail. The place I'm in has a very long driveway, and all of the neighbors know me and my family personally. Not wanting to be seen without a bra on, even if the chances of slim, I had planned to wait until the cover of night to complete this task.
It was then that Miss ordered me into a long, thin shirt that just barely covered my ass. I was to wear this and only this for the rest of the day.
The thought of being exposed terrified me, especially with how high the wind was blowing. I was certain the shirt would blow up and I would be completely exposed. Not to mention it was snowing outside.
Still, I couldn't help but feel excited. So excited, in fact, that my juices began to drip onto my thighs.
Miss began to tease me, telling me all sorts of dirty things, like imagining she was biting and sucking my little clit. I wanted to touch myself so badly, but Miss wouldn't allow it.
However, Miss did come up with an idea to allow me to cum for her. While taking in the bins, I was given three options. I could either
-Lift my shirt for 10 seconds
-Lift my shirt for 10 seconds and take a photo with the flash on
-Or take off my shirt completely and take a photo with the flash on.
Each option would give me a better chance to cum, and that chance would be left up to the roll of a die.
I was not obligated to do any of these if I felt uncomfortable or unsafe, but if I wanted to cum, it was something I had to do.
I weighed my options for a while as I watched the sun set and waited for darkness to fall. I wanted to cum, but even more than that, I wanted to prove myself. I wanted to push myself to my very limits to not only impress Miss, but to feel proud of myself that I could overcome my fear.
I walked out into the cold. I stood at the end of the driveway for what felt like an eternity, constantly looking up and down the street as a distant streetlight put me on full display for an empty road.
With one hand on my phone, and the other at the hem of my shirt, I stood frozen until I finally opened up the camera. It was then that I saw a car coming up the street and quickly grabbed one of the bins in a panic, wheeling it into the house and hoping the bin would be large enough to hide my body.
Mentally cursing myself, I strode out again to get the second bin, and hopefully get a picture.
I was thinking of taking off my shirt when a car rolled around the corner, causing me to freeze like a deer in headlights for a moment. Two more cars raced by and I quickly grabbed the bin and moved back inside. Dammit, why was the street so busy?
Last chance. I still needed to get the mail. Of course, I knew that if I saw any cars, I had no more bins to hide behind. I had saved the riskiest opportunity for last.
I strode out with as much confidence as I could muster. Reaching the mailbox, I took a deep breath, lifted my shirt, and took a photo with the flash. Proud of myself, I instantly let go of the hem, grabbed the mail, and rushed back inside.
I proudly declared my accomplishment to Miss until I went back and reread the instructions properly. My heart sank when I realized I was supposed to have my shirt lifted for 10 seconds. I had only lifted it long enough to take the photo.
I felt like I had failed the task and had exposed myself for nothing, but Miss was much more forgiving than I. She was proud of me for attempting the dare in the first place and overcoming my fear. And so, I would be given the chance to cum.
I was told to choose a favorite number between 1-6. Five is my lucky number, so I choose that. Miss then said I could choose five numbers on a six sided die. Four of them would give me the chance to cum. One of them would allow me to cum as much as I wanted. Finally, the number I didn't choose meant I wouldn't be able to cum at all.
I decided to play by tabletop rpg rules and say that 1 meant I couldn't cum, 2-5 meant I could, and 6 meant I could cum as much as I wanted.
I rolled a 3.
At this point, Miss instructed me to watch some lesbian bondage porn for at least 20 minutes while she left me alone. I was to sit with my legs spread wide and to imagine people watching me. Every time I heard a moan, I was to moan as well. However, I was still not allowed to touch myself.
My current room is on the ground floor, facing the street, though the house is far enough away from the street that no one passing could reasonably see inside unless they walked onto the lawn. Still, I opened the blinds of the window and sat in front of it, imagining someone walking up and seeing me, my pussy quivering with need as I moaned, unable to touch myself.
The lack of stimulation was driving me crazy as I involuntarily thrust my hips in the air, as if hoping my clit would magically rub against something.
Finally, Miss returned, and after some talk, she instructed me on how to touch myself, and I moved my fingers to her command until I finally came. It felt so good after not being allowed to touch myself all day.
Not too long afterwards, I became fairly tired. As I was drifting off to sleep, I thought about the day, and all of the fantasies Miss had filled my head with. I felt myself growing with need as I began running my fingers down my pussy, feeling my juices, and soon began circling my clit.
It felt so good in my half-asleep state, and I began moving faster, until I fully woke up and took my hand away, reminding myself that I was never to touch my clit or pussy without Miss's permission!
I promptly messaged Miss to tell her of my transgressions and apologize.
Miss then instructed me to start rubbing my clit again, offering to let me cum for her to help me sleep. I was confused at first, feeling like I was being rewarded for touching myself without permission.
Miss assured me that I would never be rewarded for bad behavior, but the reward I was given was due to my honesty and the fact that the moment I realized what I was doing, I stopped touching myself immediately. Were I in her shoes, I don't think I would have been so generous, but I am thankful to have such a kind and understanding Miss.
On this day, I was not allowed to touch my clit for pleasure. Miss had had me edging and cumming a lot the past few days, and so she decided it was time my clit had a break. Miss also said that I was not to wear a bra today.
In addition, Miss gave me permission to ask for another task from a different getdare user in the morning, so long as I followed the same instructions I was given- no touching my clit for pleasure.
In this task- or rather punishment, as that's what I had requested- we would be focusing mainly on my tits.
I was to start by placing four clothespins on each breast, two on the left side of my nipple and two on the right in a horizontal line. After this, one final clothespin was to be placed on each of my nipples, making for a total of ten clothespins. The pressure from the other pegs on my breasts mad the nipple pegs hurt even more than they normally would.
After this, I was instructed to get a flat hairbrush and some form of scrubber. I didn't have a scrubber, so I was given permission to use a round hairbrush with sharp bristles.
I was to deliver 25 spanks to each tit. On the left tit, I was to use the flat brush, and on the right, the bristled one. I was to aim under the nipple, as to not knock off the pegs. Still, it was hard not to hit the pegs, as my breasts are fairly small, and every time I hit one of the clamps, it would send another harsh wave of pain through my poor tits.
Once I finished with these spanks, I was allowed to remove the pegs, but I was then to deliver another 25 spanks to each tit, switching up the implements (flat brush on my right tit, round brush on my left.)
My tits were burning hot at this point and were a bright shade of red. I was so focused on the pain that I didn't even realize how wet all of this made me. I was quickly reminded at how much of a pain slut I am when I noticed that my panties were absolutely soaked!
I said that my pussy was craving some attention, and I was ordered 25 spanks with each implement there as well, for 50 spanks in total!
I was told not to be gentle, so I wasn't. But being hard on myself wasn't easy. I had to take small breaks in between spanks to recover before delivering another blow. It was excruciating, and my pussy was bright red by the end, but dripping wet.
Once the spanks were done, I was left with a delightful burn that begged for me to play with my pussy and clit, but I knew I wasn't allowed to. My juices were leaking out of me at this point.
Another round was ordered. 25 spanks to each tit with the swapped implements, and another 50 to my poor pussy (25 with each tool!)
The user and I spoke for a few minutes before I was ordered another round!
While I was spanking my pussy on this round with the flat brush, I ended up forgetting how high I was supposed to count and accidentally delivered myself an extra ten spanks. Still, I did the additional 25 with the round brush.
In total, it was 100 spanks to each tit and 160 to my pussy!
Once I was done, I was ordered to roughly fuck my pussy with the handle of the round brush for three minutes. It was made clear that this was NOT to earn pleasure, it was to quickly open my pussy up. I set a timer for three minutes and quickly inserted the brush handle. It slid in easily with how wet the previous pain had made me, and I quickly began thrusting it in and out with my hand. Every time I began to feel pleasure from it, I would increase my speed and roughness until it was painful again. Still, I could never quite make that pleasurable feeling ebb away completely.
When I finally pulled the handle out, it was completely coated in a peachy liquid- a mix of my juices and a bit of blood from how roughly I was moving. Despite being told by Miss to lick my toys clean when I was done with them, I neglected to lick this one because my juices were mixed with blood, and that wasn't something I was comfortable licking up.
After this, I admittedly became lazy. Knowing I didn't have to worry about edges that would stack if I didn't complete my daily chores somewhat spaced out, I eded up ignoring them for most of the day, figuring I would put them off until later, and instead spent the better part of my day playing videogames.
Miss was understandably not happy with my laziness, and rightfully decided to punish me.
I was told to undress and get the flat brush from before and to bend over the couch that I had previously used the corner of to edge on. Now, while I currently live alone in this house, there are several large windows surrounding the room with that couch. Bending over in front of them, completely naked, made me feel extremely vulnerable and exposed. I was told to imagine people standing in the windows and watching me. The thought made my stomach sink, but made my pussy tingle in excitement.
Starting with my left ass cheek, Miss counted out the numbers as I delivered spanks to myself. I was sure to hit hard, knowing that this was my punishment for being lazy.
10 on the left. 10 on the right.
And again.
And again.
My cheeks were burning hot at this point, and the lovely shade of red pleased Miss enough for me to be done with the spankings.
After this, Miss went over the list of things I still needed to do that I hadn't yet even started on. One of them was cleaning the lounge of the house. Miss ordered me to place a clothespin on my clit. I was only to remove it when I finished tidying.
The cleaning didn't take me very long, as it mostly involved putting things away and organizing certain areas. It was about six minutes in total. Once I was done, I was allowed to remove the peg. However, I was to pull the peg off without opening it. Yeowch.
Miss brought up another one of my tasks, which was to bring in the garbage cans and mail. The place I'm in has a very long driveway, and all of the neighbors know me and my family personally. Not wanting to be seen without a bra on, even if the chances of slim, I had planned to wait until the cover of night to complete this task.
It was then that Miss ordered me into a long, thin shirt that just barely covered my ass. I was to wear this and only this for the rest of the day.
The thought of being exposed terrified me, especially with how high the wind was blowing. I was certain the shirt would blow up and I would be completely exposed. Not to mention it was snowing outside.
Still, I couldn't help but feel excited. So excited, in fact, that my juices began to drip onto my thighs.
Miss began to tease me, telling me all sorts of dirty things, like imagining she was biting and sucking my little clit. I wanted to touch myself so badly, but Miss wouldn't allow it.
However, Miss did come up with an idea to allow me to cum for her. While taking in the bins, I was given three options. I could either
-Lift my shirt for 10 seconds
-Lift my shirt for 10 seconds and take a photo with the flash on
-Or take off my shirt completely and take a photo with the flash on.
Each option would give me a better chance to cum, and that chance would be left up to the roll of a die.
I was not obligated to do any of these if I felt uncomfortable or unsafe, but if I wanted to cum, it was something I had to do.
I weighed my options for a while as I watched the sun set and waited for darkness to fall. I wanted to cum, but even more than that, I wanted to prove myself. I wanted to push myself to my very limits to not only impress Miss, but to feel proud of myself that I could overcome my fear.
I walked out into the cold. I stood at the end of the driveway for what felt like an eternity, constantly looking up and down the street as a distant streetlight put me on full display for an empty road.
With one hand on my phone, and the other at the hem of my shirt, I stood frozen until I finally opened up the camera. It was then that I saw a car coming up the street and quickly grabbed one of the bins in a panic, wheeling it into the house and hoping the bin would be large enough to hide my body.
Mentally cursing myself, I strode out again to get the second bin, and hopefully get a picture.
I was thinking of taking off my shirt when a car rolled around the corner, causing me to freeze like a deer in headlights for a moment. Two more cars raced by and I quickly grabbed the bin and moved back inside. Dammit, why was the street so busy?
Last chance. I still needed to get the mail. Of course, I knew that if I saw any cars, I had no more bins to hide behind. I had saved the riskiest opportunity for last.
I strode out with as much confidence as I could muster. Reaching the mailbox, I took a deep breath, lifted my shirt, and took a photo with the flash. Proud of myself, I instantly let go of the hem, grabbed the mail, and rushed back inside.
I proudly declared my accomplishment to Miss until I went back and reread the instructions properly. My heart sank when I realized I was supposed to have my shirt lifted for 10 seconds. I had only lifted it long enough to take the photo.
I felt like I had failed the task and had exposed myself for nothing, but Miss was much more forgiving than I. She was proud of me for attempting the dare in the first place and overcoming my fear. And so, I would be given the chance to cum.
I was told to choose a favorite number between 1-6. Five is my lucky number, so I choose that. Miss then said I could choose five numbers on a six sided die. Four of them would give me the chance to cum. One of them would allow me to cum as much as I wanted. Finally, the number I didn't choose meant I wouldn't be able to cum at all.
I decided to play by tabletop rpg rules and say that 1 meant I couldn't cum, 2-5 meant I could, and 6 meant I could cum as much as I wanted.
I rolled a 3.
At this point, Miss instructed me to watch some lesbian bondage porn for at least 20 minutes while she left me alone. I was to sit with my legs spread wide and to imagine people watching me. Every time I heard a moan, I was to moan as well. However, I was still not allowed to touch myself.
My current room is on the ground floor, facing the street, though the house is far enough away from the street that no one passing could reasonably see inside unless they walked onto the lawn. Still, I opened the blinds of the window and sat in front of it, imagining someone walking up and seeing me, my pussy quivering with need as I moaned, unable to touch myself.
The lack of stimulation was driving me crazy as I involuntarily thrust my hips in the air, as if hoping my clit would magically rub against something.
Finally, Miss returned, and after some talk, she instructed me on how to touch myself, and I moved my fingers to her command until I finally came. It felt so good after not being allowed to touch myself all day.
Not too long afterwards, I became fairly tired. As I was drifting off to sleep, I thought about the day, and all of the fantasies Miss had filled my head with. I felt myself growing with need as I began running my fingers down my pussy, feeling my juices, and soon began circling my clit.
It felt so good in my half-asleep state, and I began moving faster, until I fully woke up and took my hand away, reminding myself that I was never to touch my clit or pussy without Miss's permission!
I promptly messaged Miss to tell her of my transgressions and apologize.
Miss then instructed me to start rubbing my clit again, offering to let me cum for her to help me sleep. I was confused at first, feeling like I was being rewarded for touching myself without permission.
Miss assured me that I would never be rewarded for bad behavior, but the reward I was given was due to my honesty and the fact that the moment I realized what I was doing, I stopped touching myself immediately. Were I in her shoes, I don't think I would have been so generous, but I am thankful to have such a kind and understanding Miss.
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