BondageDating

A Weekend Plan for My Punishment

Hello everyone, I am seeking someone to assist me with my punishment. The reasoning behind this idea is that I feel like I masturbate excessively. This…

member_69c8a0d6dc 13 Sept 2026 #1

Hello everyone, I am seeking someone to assist me with my punishment.

The reasoning behind this idea is that I feel like I masturbate excessively. This seems to be the cause of most sissy punishments, and I suspect I am no exception despite having a wonderful girlfriend; yet I spend so much time on myself rather than giving her enough attention. The punishments listed below are designed for my various desires while masturbating. Although it is impossible to cover every single one, I have arranged them to include as many as possible.

Nappies: I enjoy girls wearing nappies and those who have been forced to use them. I will be placed in a nappy to learn how that feels, and for sections of the punishment, I will dress like a baby to understand the humiliation involved. Spanking: I love bottoms that show signs of being spanked. I must realize they suffer for their redness, so I need to endure it too. I have ordered this device which features a time-release lock. You simply program the duration and the number of paddles you want inflicted on my bottom; once locked in, there is no escape. School uniform: I adore traditional school uniforms and love cardigans, though I actually have a phobia of buttons. Wearing a cardigan for two solid days will be a punishment in itself. Dressed fully in school attire, I will become the object of my craving, aware that others see me as such. Public humiliation: I will be given the option to go public. I fantasize about being humiliated in front of people and feel now is the right time for it. Corsets: Every day on YouTube, I search for girls lacing into corsets; it is finally my turn to learn that a corset is both strict and painful! Victorian style: I love Victorian fashion with its laces and layers of underwear. I must understand how hard work being a Victorian woman was. Chastity: The concept of chastity fills me with dread, but it needs to be done. I will wear a CB6000s for the entire punishment weekend.

My plan is as follows: Book a hotel in the center of an opposite-sex heavy UK city from Friday lunchtime until Monday lunchtime. Ensure the hotel has free WiFi so we can maintain a constant webcam stream.

Meal Plan: Evening Meals: Twelve yellow squash are boiled for two hours and then partially drained. The water should be saved to drink after the meal. The squash is mashed or, preferably, pureed and left to cool. A large potato is boiled for forty minutes and mashed with a small amount of prepared powdered milk only, using no seasonings. The mashed potato goes into the refrigerator to cool; its cooking water can also be saved for refreshment breaks. When both are cold (about two hours after preparation), they are served together along with the squash water within thirty minutes of starting the meal. No seasoning or sauces are allowed, and impeccable table manners are expected while eating in silence.

Lunches: Cold, dry sandwiches with a very thin layer of meat paste, jam (jelly to Americans), or dripping, accompanied by a glass of vegetable or fruit juice. Sandwiches are made at breakfast and left out until lunchtime to become slightly stale.

Breakfast: Farex or similar baby powder cereal is mixed only with water and stirred until thick and lumpy. It tastes particularly bland this way. Cold toast with dripping is also served. This setup acts as a punishment on its own; if I fail my food or protest, it will add more punishment points.

My punishment begins when I arrive at the hotel room sharp at 11 am on Friday morning. At check-in, I should only be wearing shorts, a t-shirt, and slip-on shoes, already pre-locked in a chastity belt. I will book in stating that I am writing all weekend and do not want to be disturbed. Once inside the room, I put on my chain and hang up the ‘Do Not Disturb’ sign.

After entering the room, I remove all clothing and cut it up so it can no longer be worn as clothes. When checking out later, I will leave in full school uniform covered by my school coat without needing to speak to anyone. Once settled, I set up a laptop with a webcam on Skype for my teacher who is overseeing the weekend; I inform them of my arrival and ask permission to proceed with their punishment plan. I arrange the room to be suitable for the upcoming weekend. Additionally, I place pictures around key spots in the room featuring girls whom I personally know and find attractive—those I haven’t been able to talk to or who rejected me. Their eyes watching over me will heighten my humiliation. The spanking machine is set up in full view of the webcam.

Then I change into a full Victorian 1860s dress with complete underwear, consisting of:

  • White stockings,
  • A bloomer combination suit,
  • Tight steel-boned corset,
  • Two starched wool under-petticoats,
  • A hoop petticoat 120cms wide,
  • An over-hoop petticoat,
  • Corset cover,
  • Full dress,
  • Black boots,
  • Bonnet and silk gloves.

I start the first task: Writing like a lady by writing a full A4 sheet of each letter of the alphabet in my best copperplate handwriting. This is carefully photographed and sent to my teacher. If I rush, I must redo the entire sheet, even every individual letter if necessary. On day one, I am allowed toilet breaks every two hours for five minutes; being late costs a punishment point later on.

By 6 pm, when work is done, it is time for bed early due to my status. Before sleeping, however, I must eat the food mentioned above as part of the process; I have pre-packed the required amount. For eating, I change into my meal clothes: a pink romper, fingerless mittens, a bib, baby bonnet, and thick nappy. On the table sits a mirror and an electronic picture frame displaying girls who watch me eat like a baby—a deeply humiliating experience for me. I wear this outfit for every meal including lunch; if not dressed thus with my mirror and frame, I do not eat.

Next, I change into sleeping clothes: a reusable velcro nappy that can be adjusted up or down through the night for punishment purposes. I also don … tin-romperhttp:// with a bonnet and white tights for total humiliation. Lights out at 7 pm.

However, I am woken on the hour throughout the night to submit to the spanking machine: 8pm: 30 strokes with the paddle 9pm: 30 strokes with the paddle 10pm: 30 strokes with the paddle 11pm: 30 strokes with the paddle 12am: 30 strokes with the paddle 1am: 30 strokes with the paddle 2am: 30 strokes with the paddle 3am: 30 strokes with the paddle 4am: 30 strokes with the paddle 5am: 30 strokes with the paddle I understand I am not supervised directly, but the machine records my punishment; if I miss a session, I will be held accountable later. It promises to be a long and painful night. Then I sleep until waking at 7 am for day one of full physical exercise monitoring: 50 press-ups (which feels good), then 50 star jumps, and finally 50 sit-ups. A PE kit seems appropriate here to simulate school punishment: PE KIT WILL BE, BLUE PE PANTS GYM SKIRT training bra POLO SHIRT BUTTONED UP LONG BLUE SOCKS WHITE LACE-UP PUMPS Followed by a cold shower using only one bar of soap. Quickly dressing back into full school girl uniform: Consisting of blue school pants a training bra vest small corset white blouse tie gymslip cardigan blazer grey school tights Hat (for inspection

tion only) coat (for inspection only) All Buttons are to be done up and i am to present my self for inspection. if anything is wrong it will be added to my punishment points Then school breakfast as layed out above. by 8.30am i believe that the punishment should begin any lateness would need to be punished, i should like to think that the line should stay constant for the full weekend, so there is no escape, also i believe that a set speed should be in-forced with punishments if this speed is not kept too. To stop the punishment flowing corner time should be used at random intervals. I would like to think that at 12.30 a short lunch could be set, with 25 mins set for lunch. I will also be aloud to go to the toilet in this time. Then again set to wright till 6pm, unless this needs to be extended due to slowness again To stop the punishment flowing corner time should be used at random intervals. At this point all punishment points should be totted up and punishment should begin, i will set the spanking machine to administer my total punishment earned from writing. for each mistake i believe that 6 strokes should be administered with the spanking machine. Now here is where i will have a option, i will be given a choice to go out and walk a predetermined root in full school uniform with only my coat with the hood up to protect me, please note my coat is a girls traditional school coat so it is still very visible and i will look weird. Or i will be punished like the night before. 8pm 30 strokes with the paddle 9pm 30 strokes with the paddle 10pm 30 strokes with the paddle 11pm 30 strokes with the paddle 12pm 30 strokes with the paddle 1am 30 strokes with the paddle 2am 30 strokes with the paddle 3am 30 strokes with the paddle 4am 30 strokes with the paddle 5am 30 strokes with the paddle The choice will be mine to go out and show the world how much of a sissy i am or to be turned blue all night again on the machine. If i choose to go out, i will be exposed to the world, i will be looked at and starred at, if any one talks to me i will have a set line. (“My Name is Katie, i am under strict punishment for the weekend, thank you for taking a interest in me”) That is all if they saying anything i have to repeat that line. Sunday i will be then aloud to sleep till i am woken at 7am to begin my 2nd full day of full punishment. i will 1st begin in physical exercise like the day before, monitored, again i think 50 press ups would be good for me then 50 star jumps, and finally 50 sit ups, start, i believe a PE kit would be a good idea for this to simulate school punishment. PE KIT WILL BE, PE PANTS BLUE GYM SKIRT training bra POLO SHIRT BUTTONED UP PE LONG SOCKS WHITE LACE UP PUMPS Followed by a cold shower with only a bar of soap being allowed. Quickly dressing in full school girls uniform, Consisting of blue school pants or a nappy with plastic pants a training bra vest small corset white blouse tie gymslip cardigan blazer grey school tights Hat (for inspection only) coat (for inspection only) All Buttons are to be done up and i am to present my self for inspection. if anything is wrong it will be added to my punishment points Then school breakfast as layed out above by 8.30am i believe that the punishment should begin any lateness would need to be punished, i should like to think that the line should stay constant for the full weekend, so there is no escape, also i believe that a set speed should be in-forced with punishments if this speed is not kept too. To stop the punishment flowing corner time should be used at random intervals. I would like to think that at 12.30 a short lunch could be set, with 25 mins set for lunch. I will also be aloud to go to the toilet in this time. Then again set to wright till 6pm, unless this needs to be extended due to slowness again To stop the punishment flowing corner time should be used at random intervals. At this point all punishment points should be totted up and punishment should begin. for each mistake i believe that 6 strokes should be administered with the spanking machine, By 7pm i would hope that the punishment should be complete and that a early bedtime in full punishment clothing and nappy’s be in forced. only to be again forced to submit to hourly punishment bursts. The final punishment will be the worst, i will be given a option of, 8pm 30 strokes with the paddle 9pm 30 strokes with the paddle 10pm 30 strokes with the paddle 11pm 30 strokes with the paddle 12pm 30 strokes with the paddle 1am 30 strokes with the paddle 2am 30 strokes with the paddle 3am 30 strokes with the paddle 4am 30 strokes with the paddle 5am 60 strokes with the paddle Or 150 strokes with the paddle to be carried about at 12pm, this will again me my choice will i be able to take that many on my bottom that will by this point be badly bruised or do i take a night of punishment. The punishment would end on the Monday when i woke up. i will be allowed to relax and do as i please i will how ever only have girls cloths and my chastity belt will still be locked on. i will leave when ready knowing that my weekend punishment is over:) My email address is or please just message me:) Katie x

member_70a30eae40 14 Sept 2026 #2

"Might I suggest you put on the CB and then hand the keys to your girlfriend? a lot cheaper than a hotel room and very effective in preventing masturbation - she can let you out when and if she wishes:)"

member_1f9bfbb908 15 Sept 2026 #3

> member_70a30eae40 wrote:Might I suggest you put on the CB and then hand the keys to your girlfriend? > a lot cheaper than a hotel room and very effective in preventing masturbation - she can let you out when and if she wishes:) really sage advice. might as well give her the **key**s and don't tell her what they are for. let her find out over time. double **punishment**: you getting horny, starting to pay attention to her, "worship her", please her, but maybe afraid to divulge your chastity-**predicament** to her. :twisted::twisted::twisted::twisted::mrgreen::whip: