Punishments 3 and 4: Do Eat the Yellow Snow

After picking my own punishments the first and second time, Lady Madeline picked the last two. And of course she did not make it easy on me. I used to drink her pee a lot when I lived near her, but obviously that is impossible now that I am about 1800 miles away. So now me makes me drink my own pee. I guess since I am her property, my pee IS her pee right? At least that's what I tell myself to make it less gross.

Usually I drink my pee as fast as I can because it is so unpleasant, but this time she wanted me to drink it in public. That was punishment number three. I couldn't chug it to get it over with. I had to take sips in a public place. So I pissed in a water bottle and went for a walk to find a place to sip the urine. The pee in the bottle could have been an energy drink or soda or something, so I seriously doubt anyone would assume it was piss, but I was still nervous. if I did get caught drinking pee I didn't want to be in a store I usually go to, so I stopped into a discount shoe store that I've never been to before. The store was full of middle aged women, and I know she wanted me to do it in front of people, so that would work. I browsed the men's section for awhile, and then pulled the bottle out of my pocket.

As I took my first sip another shopper made direct eye contact with me. I am sure she had no idea what I was actually drinking. At least I think so. It was hard not to make a gross face after tasting the piss. I kept drinking around other shoppers and workers, and people saw me, but I don't think they knew what was really happening.

Now it was time for punishment number four.....eating yellow snow. It is pretty warm for February, and most of the snow from the blizzard a couple of weeks ago is gone, but there is still some left. The fourth punishment was to pour some of the pee in the snow and then eat it. Mistress was hoping someone would see me, and since it was a nice day there were a lot of people out walking around. I was worried more that someone would wonder why I was making a snow cone with my drink and less that they would be grossed out by what the drink was. A few people did walk and drive by while I was eating the snowball, but I don't think anyone saw me making it. The snow was so cold that I didn't taste the pee much, so it wasn't as bad as drinking it. I still felt like an idiot though.

Punishing Myself for Mistress: Part 2

Because I did not follow her rules about posting to this blog, my Mistress, Lady Madeline, asked me to come up with two punishments that I could do to myself. The first was recapped here. I just completed the second on Valentine's day. Here's what happened...

She liked an idea I had that was inspired by something she had me do years ago when I was her houseboy. I had lots of chores as her houseboy, including checking her Post Office box when she was expecting a gift from a distant slave. She couldn't be bothered to waste her valuable time at the post office. It's too bad I can't do this for her anymore, since I am now a long distance slave myself. The inspiration for my punishment was the time she had me put the key to the PO box in a condom, and insert it in my ass, leaving the condom hanging out so I could retrieve the key. Luckily a key isn't very big, but she still found it amusing.

So I offered to write out "I will follow Mistress Madeline's rules" 100 times, fold it up, put it in a small container, put that in a condom, and put it in my ass for as long as she wanted. Writing that out gave me time to really think about how bad I had been. I am supposed to follow her rules. What's the point of being a slave if I don't? I was tired of disappointing her, and this was a reminder, 100 times, to do better. My purpose is to amuse her and to serve her, not to be a nuisance that can't follow orders. I will follow Mistress Madeline's rules. I WILL follow Mistress Madeline's rules.

So I folded the paper, seen here, and tried to put it into the small container I had. But I hadn't anticipated how big the folded paper would be. It wasn't going to fit in the small container, so I decided to just put the paper in the condom and stick that in my ass. I folded it as small as I could, and put some lotion on it for lube, but I had a little trouble getting it in. I finally got it inserted, leaving most of the condom out so I could grab it and pull the paper out later, and attempted to get some work done. Sitting with this paper in my ass was very distracting. It was impossible to get anything done. I could only think of my Mistress, which was the point.

After about forty minutes the phone rang. I had somewhere to be later that afternoon, but plans had changed and had to leave now. The problem was that Mistress told me to keep the paper in my ass for an hour. I couldn't stall my appointment, so I had to leave with it still in my ass.

Twenty minutes later I was about halfway to my destination, but since the hour was up I decided to take the paper out. Otherwise I would have to leave it in for a lot longer once I got to my destination. So I stopped in a fast food restroom stall and tried to get it out of my ass.....tried is the key word. In the last hour the paper had moved pretty far up my ass. The condom was still sticking out, but barely. There wasn't much to grab onto. When I did pull on it, the paper didn't budge. The condom was really stretching but nothing was coming out. It felt like the condom was going to break. What happened was the paper had unfolded some while it was in my ass, and wasn't going to come out as easily as it went it. I kept pulling on the condom, but it kept stretching and stretching. The paper was not moving.

At this point I started to panic. This was taking too long. I had an appointment to get to. But even worse was the fear that the condom was going to break and the paper would be stuck in my ass. I thought I was going to become a funny story for an ER nurse to tell her friends....the dumbass with paper stuck in his butt. I was freaking out.

I kept pulling, and pushing, and moaning in pain, and eventually it started to move. I am pretty sure other people came into the bathroom while I was in the stall making a lot of noise, but I didn't care. All I could think about was getting that paper out of my ass.

Eventually I got it out, and after washing my hands I rushed off to my appointment with a sore asshole. I think after all that I have definitely learned my lesson....I will follow Mistress Madeline's rules.

Punishment Up My Ass

One of the punishments that I suggested to my Mistress was to write out "I will follow Mistress Madeline's rules" 100 times, fold it up in a condom, and insert it in my ass for as long as she wants.

I just finished writing it, so right now this is folded up in my ass, and will be for the next hour.

Punishing Myself for Mistress: Part 1

After messing up a couple of time recently, my Mistress ordered me to come up with two different punishment ideas that I could do to myself. She is too far away to simply kick me in the balls when I mess up, so instead I have to punish myself when she orders. Coming up with your own punishment is not easy. I want it to be bad enough to please her, but hurting yourself is hard to do.

She liked my first idea, but not the second. The first was to stand naked in the corner, face against the wall, with clothespins on my balls, for 20 minutes. I was to think about how I messed up the entire time. The second idea was to snap my cock and balls with a rubber band. I guess the second idea wasn't good enough on its own, but good enough to be added to the other punishment.

So earlier today I stripped naked, wrapped a rubber band around my cock and balls, put two clothespins on each nut, stood facing the corner of my apartment, and set a time on my phone to go off every minute.

For the first 5 minutes or so I thought about how amazing my Mistress is and how lucky I am to have her as my owner. She has given me the opportunity to get to know her, to be a small part of her life, to worship her, to grow as a submissive, and to be her property. I know I take her for granted too often, but standing there reminded me that I need to focus on her and not slack off in my rules.

Snapping the rubber band on my tiny penis every minute stung really bad. A few of them hurt so bad that I started to double over in pain, but I stayed standing in the corner. The clothespins were really starting to sing too.

For the next 5 or so minutes I felt really sad about messing up. She deserves the best, and I don't always give it to her. I was really upset with myself, and I promised to do better.

For the remaining time I started to think about how short my attention span is, and how standing for 20 minutes without distractions is rare for me. That made me realize how easily I get side tracked with stupid things like the internet or TV when I should be focusing on her, and how if I avoided distractions wouldn't have messed up in the first place.

For the last minute I repeated "I'm sorry Mistress" over and over until the time went off one last time and I snapped the rubber band hard to end my punishment.

When I took the clothespins off it stung really bad, and I had pre-cum leaked all over my balls. I really think I learned me lesson with this punishment, but I have two more to go.....one more that was my idea and two additional ones that are hers. I'll report on them when they are complete.

Hot Dog Humiliation....my punishment

Since I serve my Mistress over a long distance, she relies on me sticking to the honor system when following her rules. She regularly asks me if I am being totally honest with her, but I think she knows that I always tell her the truth. I don't think I'm capable of lying to her because the guilt would be worse than any punishment she could give me....I think. She could probably come up with something pretty harsh, but I still would feel bad lying to her.

Recently I had to fess up to being lazy with following her rules. Mistress was really busy with some real life issues, so she gave me some simple rules to follow while she focused on other things. Of course they were limitations on how many orgasms I was allowed to have, and what I was required to do when I did orgasm. The weird thing is I wasn't really even in the mood to masturbate at all at the time because I was worried about her. I know she was not in the mood to think about kink, and I felt guilty even thinking about as well. It actually knocked me out of subspace. I just wasn't in the mindset to play with my little dick at the time.

Well eventually things started to get back to normal, but we were both busy and hadn't talked in awhile. I started to get horny again, and one day decided to masturbate my tiny penis. I planned to fulfill her requirements later, but never got around to it. Then a few days later I played with myself again, and planned to meet her requirements later. Then a few days later it happened again.....and of course I never did go back to do what she wanted me to do. There is really no excuse for it. Just because I was out of subspace for a short time did not give me the right to ignore what she wanted me to do. I started to feel really guilty about this, and the next time we chatted I told her all about it.

Well obviously she was not happy. I was told to think of my own punishment, and eventually I had the idea to fuck myself in the ass with a hot dog and then eat the hot dog. I thought that would be disgusting enough to please her, and she seemed excited about the idea. I also promised to write a punishment sentence over and over, but she has not told me what sentence to write or how many times to write it yet.

So last week we went to the local quickie mart to buy a hot dog. I wonder what the clerk would think if he knew what I planned to do with that hot dog when I got home. They had two different kinds....regular, and jumbo. I texted Mistress to see which one she wanted me to shove in my ass, and of course she chose the big one. I have been fucked with a strap on in the ass many times, but not for a very long time, so I was a little nervous about having this thick hot dog in my butt. She wanted me to freeze it first so it would be stiff enough to go in, so I stuck it in the freezer when I got home and did some work while it froze.

When I finally took it out of the freezer and lubed it up to fuck my ass, Mistress was on chat. She wanted to make sure I did it right, and she wanted pictures as proof. We talked about how the the hot dog was a lot bigger than my little erection. It was way thicker, and at least two to three inches longer....I really do have a small penis. I struggled to get it in at first, and it was pretty cold even thought it hadn't totally froze. I got it about four inches in, which is about as big as my dick is. It felt kind of good actually....maybe I should get fucked in the ass more often.


She laughed at how ridiculous I looked with a hot dog sticking out of my ass, suggested I leave it in because the part hanging out was more impressive than my pathetic penis, and warned me about how gross it was going to be to eat a hot dog covered in lube that was in my ass.

When I was about to eat it she gave me some great news....I was allowed to cum! But I had to cum all over the hot dog like it was ketchup. I hadn't orgasmed in some time, so I had quite a load (for me) built up. Plus cumming while chatting with Mistress is always way more exciting than doing it by myself. I shot my load all over the cold, lube covered hot dog and got ready to put it in my mouth.


She was really enjoying how grossed out I was. Now I like hot dogs, when they are nice and warm and have the right condiments, but this hot dog was cold and covered in lube, cum, and whatever residue was on it from being inside my ass. It might have been the most disgusting thing I have ever eaten. But it was totally worth it, because Mistress was very pleased! She even told me I did a good job! And the best part.....she referred to me as her property when describing what I was doing on her twitter account! Nothing makes me happier than when she calls me her property!