eSubbie Experiences a Burning Butthole

One of the joys of my "job" as Blog Mistress is to direct subbie bois who email me to do embarrassing and painful things to themselves, and then send me the most humiliating photos proving it. I then ask if I can publish them, and more often than not they cannot refuse (or don't really want to - getting off on the humiliation of a public exposure here - which is all part of their "punishment").

Case in point. eSubbie kim who wrote to me asking,

I've noticed you have given a few email instructions from the comments following your blogs. It would be amazing if you were able to Dom me in some way.

Well, it's so easy to oblige such a polite boi, so I sent him on a typical "first task". Go out and buy some tampons and get them up your butt for an hour. I like doing that one first as most subbies have not done that, and it really does make them feel like a woman.

Here is the package he came back with, along with the receipt (which I cropped out) proving he had bought that and nothing else at the same time.

He was supposed to get cashed out by a pretty young female, saying "I hate it when she makes me buy these for her. I should really put my foot down." My goal was to have him appear completely pussy whipped in front of the cashier. Here is an excerpt of his account.

i went to a shop about a mile from my house, far enough i hoped, but not too far. i saw a nice checkout girl as You had told me. She would be the one i would aim for when i had picked my tampons. i went to the tampon area of the female hygiene section and spent 5 minutes looking at the options. It was really embarrassing with a few people passing as i stood there.

Finally i decided. i picked up a packet of Tampax Compak Pearl

and headed for the checkout. Unbelievably by the time i got there the checkout girl had been replaced by a young man. Almost as humiliating, i had to make my way back to the tampon area and put them back, then scurried out of the shop with no purchase!

There was one more shop i could try! I parked up and went in...arrgg, still all males at the checkout! There was a nice girl at the self serve, so thinking i had to buy that night, i went to the tampon section. Not so much choice in this shop, so i picked up a packet of Tampax Pearl and made for the checkout. As i got there an old lady went to the self serve next to the checkout girl, so despite practicing what i was going to say, i'm sorry Mistress, but i wasn't able to say anything to her. i paid for the tampons in the self serve while looking regretfully at the checkout girl and i left the shop knowing i had screwed up a bit of Your instruction. i'm so sorry.

The next morning i opened the box and read the instructions. Wow, it was all very humiliating reading about how i was on my period and about to insert my first tampon. When i finally made sense of it all, it was time. i lubed up my bum hole, penetrating quite deep with my finger and putting lots of KY up there. i placed my thumb and middle finger on the outer plastic section and pushed the inner bit. It was a strange feeling as the tampon entered my vagina. What a strange mix of humiliation, excitement and girlyness! i pulled the plastic part out and it was in, with the string hanging out as You had ordered.

Knowing i had to take photographs was very humiliating. i set up the timer and took a few. Without actually any form of masturbation, the mix of excitement and humiliation made me cum. i really didn't want to but couldn't help it. i had never done this before, but being the naughty girl I am, followed your instruction.

it was a weird feeling having cum and having to keep the tampon in for an hour, but i did as You ordered before removing it with lots more lube. i disposed of the used tampon according to the instructions.

It was then i realised that i hadn't photographed the unopened box, so once again Mistress i am sorry, but the box was photographed after i had opened it, along with the receipt to show it was the only item i bought.

So, once again Mistress Julie, thank You for this first assignment and i hope the photographs amuse You.

And here is kim's bottom in a pretty pair of panties (appreciated bonus) and her tampon,

(I cropped out the background)

Imagine that she came when she inserted the tampon!!! Imagine if that happened with a girl and how much fun we would make of her! Little slut!

I congratulated kim on her first task, and told her how entertained I was by her photos. She wrote me back,

Hi Mistress Julie
Thank You for Your kind assessment of my assignment and i'm glad You have been entertained by my photos! Thank You too for being so understanding about the check out girl incident, and for opening the tampon box before photographing. i did fear immediate punishment for that.

Silly girl. Punishment was still coming, of course. I let her stew for a week or so, and then wrote back as follows,

You still need to be punished for not talking to a shop girl, and for opening the box before the photo was taken. Don't get me wrong, I'm not "angry" with you, and I completely understand how it happened like that. But that does not mean there are not consequences, and now you will "consequenced", as the new age parenting manuals put it.

Go get a soft bristled toothbrush and some regular toothpaste. Then I want you to put a big glob of toothpaste on the brush, wet it thoroughly, and rub it into your bottom hole near the entrance, and all around the outside of your bottom hole. Then take a photo with the bristle end of the toothbrush still in your bottom hole. Spread your cheeks so I can see it penetrating and I can see the excess toothpaste turning your brown hole white. Once you've done all that. Stand straight, in the nude, with your hands on your head for five full minutes. Oh it WILL burn! After that you may clean yourself out by having some anal intercourse with a bar of soap and your finger, and you will be reminded of me and my punishment of you for the rest of the day, and perhaps even well into the next.

And here are the photos kim sent me back, and her recounting of her punishment.

Hi Mistress Julie
i hope You are pleased with the photographs and that my embarrassment is matched by Your entertainment.

my task started with a trip to the local shop to buy a baby girl pink toothbrush with soft bristles and a bar of soap.

i read the instructions You sent several times to make sure i would not be making costly errors. So, this morning, i stripped from my panties to be completely nude, and put a blob of toothpaste onto the pink toothbrush and set up the camera.

i bent over, inserted the toothbrush, turned it around and spread it around my bottom hole as You had demanded. i felt it starting to burn immediately and wondered if i could last five minutes. I took some photos with the pink toothbrush in my hole.

i then stood up straight with my hands on my head. I stuck a piece of toilet paper between the shower door and my nose to make sure my discipline would be maintained throughout the 5 minutes. Only once did i take my hand from my head to ensure the toothbrush was not going to fall out. By the end of the five minutes my hole was burning (as it still is). Though also burning with humiliation, i managed not to cum, though i was a bit damp.

i then took the bar of soap and shoved it up my bottom hole over and over

That bar of soap is deep! Surprised she didn't "spurt" during this.

and gave it a good clean out, using my finger too.

i washed the soap from my bum and patted it dry, before dressing back into pink panties and skinny jeans. my burning now remains a reminder of Your superiority Mistress and what will happen if i fail to follow Your instructions to the letter.

Now feeling very submissive Mistress Julie, thank You for this task and look forward to hearing if You have had a laugh at my expense

I wrote back that I was indeed very amused, and even shared the pictures with my sister (she knows I correspond with eSubbies, and is equally as amused as I at what I can make them do).

Hi Mistress Julie (curtsey),
i am so glad I have pleased You with my punishment task. I was worried that i may not fully conform to Your instructions, so kept the toothbrush up my bottom just in case. It made the burning sensation all the more acute, so i'm glad You approve.

It would be amazing and humiliating to have You and Your sister watch me do it to myself, then sit back watching TV or chatting while i stood against the wall with my bottom starting to burn. Of course i imagine in that scenario, depending on the TV programme You and Your sister were watching or if You hadn't finished Your glass of wine, there may have to be a further 'application' or extension to the time? i'm also not sure if i could control myself in such circumstances either...my mind boggles with the consequences and how that scene would develop (gulp)!

i'm glad You like the photos. It's not an angle i've been used to seeing of myself, so in itself quite embarrassing. it was difficult to apply the toothpaste accurately so looks messy and not all around my bottom hole.

Is that acceptable for You Mistress? Oh this is so humiliating just writing! In answer to Your question, the burning lasted for about 8 - 10 hours, then i could feel it only sporadically.

Mistress, it takes Your superiority and my subjugation and humiliation to a whole new level, but if You want to use the photographs for Your readers, who am i to stop You. Please Mistress, can You make sure there is no background showing and nothing which could incriminate me. 

I do like to imagine little kimmie fully nude on her hands and knees in front of Sue and I, spreading her own cheeks and applying generous dollops of wet toothpaste to that hole, then fucking herself with her pink toothbrush!

Then standing there in the living room like that, nude, squirming, hands on head, little sheet of toilet paper held up against the wall by her nose, toothpaste burning her rectum, toothbrush sticking out her hole, Sue and I distracted with something. Despite the burning, and judging by the tampon "incident", I'm pretty sure that the mere fact of my sister and I ignoring kimmie would make her cum disgracefully against the wall and onto the floor. Wouldn't that be pathetic?

I can hear her tiny little high-pitched voice now... "excuse me Mistress Julie, Mistress Sue... i... i... i had an accident..."

Sue and I would be very angry with kimmie, VERY ANGRY! First she'd be made to lick it up. Off the floor and off the wall, and swallow it down. Then we would give her a different toothbrush and some cleaning supplies, and she would clean everywhere she messed very thoroughly with that toothbrush, the other one still fittingly up her bum.

After that she would come across my knee. But not before asking Sue for a washcloth so I could clean her filthy cummy penis. Once across my knee I would remove the toothbrush from her ass and hand it to Sue. I would then give kimmie such a spanking she will most certainly regret her lack of control. From the photos, kimmie looks to be a very slight boi. I am quite sure I could easily hoist her high across my knees and spank her to tears with very little trouble.

I would then spread kimmie's cheeks and ask Sue to apply a big glob of toothpaste directly to her hole, and another big glob on the brush. As I held her girlish cheeks apart, Sue would scrub that toothpaste deep into her hole and all around her sensitive mucous membranes. A little on the backs of her balls and her cocktip for good measure. I would pull that tiny flaccid cock right out between her legs and stretch it tight as Sue scrubbed the paste onto her tip and into her pee hole as kimmie wailed. I would then reinsert that toothbrush deep into her rectum.

kimmie's next stop will be back up against the wall, showing off her naked spanked girly ass, holding up a piece of toilet paper with her nose as her bottom hole, tiny balls, and penis tip burn, And it would not be five minutes this time. Oh No. This time it would be a FULL HALF HOUR before she would be allowed to fuck herself with her bar of soap and then take herself painfully back home.

Just disgraceful!