The Apprentice Pt. 03

The marks were still there the next morning. I bent to inspect my bottom before I did anything else.

Throughout the day, my thoughts returned to the caning I had received. Although very painful, it had been well deserved. It was also extremely exciting. I wanted to explore this further, and with my aunt, I knew I had found the perfect guide.

Towards the end of the day, just as everyone was leaving, Natalie pinged me and asked if I could quickly visit her. I went straight to her office.

"I have a favour to ask."

"Of course." I was happy to help if I could.

"I have received a new sample from one of our suppliers, and I am very keen to get it on the website as soon as possible. The problem is that our usual model is away. I was hoping you could model it for me."

I paused, "What does that entail?"

"I need to take some photos of you that can be loaded onto the site. There is no need to show your face, but the rest of you will be on show, from your neck to your thighs. I understand if you do not want to, of course."

Did I want to do this? The idea was exciting, but as everyone knows, images on the web remain forever. "Can I see the sample?"

"Of course, it looks really great, but it needs to be worn to get the full effect." With this, she reached out for a package on her desk and held up a black latex corset. It had shiny panels at the front and laced up at the back. Two cups allowed your breasts to hang over the top. It looked very erotic and brought to mind images of the classic dominatrix. "It looks to be your size," Natalie added.

"Can I try it on and decide?"

"Of course. Do you want to change here or take it to the loos?"

"Here is fine." I was getting more comfortable with nudity than I would ever have thought possible. I quickly stripped to my bra and knickers before taking the garment from the desk.

"You will have to be naked, it won't work otherwise."

"Yes, I can see that." I quickly removed my underwear.

"Someone has been a naughty girl," Natalie commented looking at my bottom, "have you been upsetting your aunt?"

I blushed. "Yes, I forgot I was supposed to go for a run with her."

"Your aunt is very strict -- lovely but strict."

"Yes, I am finding that out."

"Have you been caned before?"

I could not believe I was having this conversation.

"No, it was a first."

"I am sure it is unlikely to be the last."

"That is true. But it is exciting, and a whole new world has opened up." I chose not to mention my anus had also been disciplined.

"I am glad for you. Your aunt thinks very highly of you, she would not allow anything to happen that was not for your good."

"Yes, I know. It is a nice feeling."

I put on the corset, and as the lacing was at the back, I asked Natalie to help. She pulled the lacing tight, and I struggled for breath. "Wow, this is tight."

"It looks amazing, though. Look at yourself in the mirror."

I saw a full-length mirror in the corner of the room, and indeed it did look amazing, I had an hourglass figure with seemingly more waist, and my boobs looked bigger. I turned and admired the rearview, my bottom looked very shapely, and my stripes were visible.

"Wow, I love it. Breathing is tricky, but it looks fantastic."

"Do you want to shoot the pictures?"

"Yes, as long as you don't show my face."

"I promise you can see all the pictures and delete any you do not like. Come on, follow me."

She led me into the meeting room, several bright lights were already shining onto a blank wall. A camera was ready on a tripod. She had expected me to agree. Natalie posed me to her satisfaction and then took a series of pictures. We both looked at the results, they looked good. More pictures followed, but this time I was facing away from the camera.

Again, I reviewed the pictures, "You can see the stripes."

"You look like a very naughty girl. Are you happy with the images?"

"Oh yes, it makes my bottom look nice, and that is something I don't often say."

"Brilliant, give me a couple of minutes, I will get some items that customers could buy at the same time."

Natalie scurried off. Once again, I thought how much had changed in such a brief time. Here I was semi-naked in fetish clothing whilst being photographed for a website. I felt a now-familiar tingle of excitement.

Natalie returned carrying a few boxes. "Let's try these." From a small box, she extracted two bells with clips on. "Have you ever had your nipples clamped?"

I smiled, "No, my last job frowned on staff wearing them."

"It should be compulsory for all employees, staff morale would rocket."

I was reminded of why I liked her.

"Let us get you nice and erect." With this, she reached for my nipples and gently teased them. It did not take much before they were fully aroused.

"Beautiful", Natalie said.

I blushed.

"They will feel tight, but you will like the look of them." She quickly attached both clamps, and I looked down to see the small bells hanging off each breast. I gently swung side to side and heard the tinkling of the bells.

"Once when your aunt caned me, I had to wear a pair. As I bent over, I was told to keep still and keep the bells quiet during the punishment. I got extras that day for being noisy. Your aunt is very inventive and can be very cruel."

"You were a naughty girl." I laughed. I now knew Natalie was punished by my aunt, and I pictured her bending over with her bells attached, it was an exciting image.

She took more pictures. Then Natalie produced a cane. I posed holding the cane flexed in front of me. I was excited to see the image. It was very sexy. I was starting to enjoy myself.

With a flourish, Natalie rummaged around in another box before showing me a strap-on. I had seen pictures of them but never seen one up close. Black straps supported a bright red phallus which was seven or eight inches long. It had a wide girth. It looked both frightening and exciting at the same time.

"Have you ever worn one of these?"

"No."

"Well, now you can." Natalie smiled.

Over the next couple of minutes, Natalie helped me. I stepped into the harness, and she knelt to adjust all the straps. I was sure she could smell my excitement. Her fingers lingered and strayed around my bottom and pussy, but eventually, it was secure. I was sure we both felt excited by now. I stood and looked down at myself. The penis looked huge, and I felt a thrill pass through me. The final pictures were taken.

"Right, that should be enough. Do you want to help choose the images for the website?" Natalie asked.

I agreed and quickly but reluctantly got dressed. We spent the next twenty minutes huddled together choosing the best images. I was very pleased with the results.

"Thanks for your help tonight. I will stay and load these onto the site, you get on home."

"No worries, it was fun."

"As a thank you, you can keep the corset and the bells. You could take the cane, but that might look strange on the bus."

"Wow, thank you. But you are right, I will pass on the cane. The bus driver might get the wrong idea."

When I got home, I looked up Natalie's website on my phone and found the pictures of myself. They looked fantastic, I showed my aunt when she came into the kitchen. She scrolled through the images and smiled. "You look lovely. I see the marks of the cane are still present." I told her Natalie had given me the corset and the clamps as gifts.

"Natalie is pleased with you. She was telling me of your ideas." I blushed. "I have a client, Michelle, coming over tomorrow. Would you like to help?"

"Oh yes, please. I would love to."

"Good, remember our run tomorrow morning, otherwise you will be bending over next to her."

"I promise I will be there. Seven o'clock sharp."

That evening just before I turned the lights off, my aunt knocked on the door.

"Tomorrow, I would like you to get involved in disciplining Michelle. Is that, ok?"

"Yes, please, that is more than ok."

"Also, I have brought you some reading material." She handed over a small pile of books. "See you tomorrow, sleep tight."

That night I read about a young wife who had been sent to a strict governess to correct her behaviour. I could not decide if I envied the wife or the governess. Either way, it was better than reading the books at university.

The next morning, we set off on our run in the rain. I quickly found out how unfit I had become as I fell far behind my aunt, but eventually, I made it to the pier and back. It was exhausting. My aunt threatened me with the cane if my fitness did not improve. As the day went on, I found myself looking forward to this evening. I also felt stiff from my run and decided that as part of the new me, I would join my aunt on all her runs despite the threat of further punishment.

I got home early, and my aunt suggested we get dressed together. We went to her room, and she said. "I like the idea of devil and angel. Dress as an angel on the outside, but underneath is a surprise."

"Sounds fun."

I put on my corset with my aunt securing the laces if anything, she pulled them even tighter. I added my hold-up stockings and heels. My aunt dressed similarly.

"You should wear your strap-on, it looked great in the photos."

I quickly complied with her request. It gave me a thrill just wearing it.

"That completes the devil part of the costume, now the angel." With this we both dressed in sensible skirts and blouses, in fact, we looked like high-class office workers. I had a problem with the phallus which made the front of my skirt look like a tent. My aunt looked at me and smiled. "You will have to put some knickers on to hide your erection."

I quickly found a pair of black panties, and the tent was hidden.

"That completes the angel look. You are ready to begin your apprenticeship in earnest."

We waited downstairs for Michelle to arrive, I was buzzing with excitement. At the stroke of eight o'clock, the doorbell rang. Michelle had no intention of being late, I could only imagine the consequences if she had been. My Aunt answered the door, and Michelle followed her into the room. She was a lady of around thirty years of age, of average height, and although she looked a little overweight, she did appear to have a good figure. I knew I was going to see more soon.

"Michelle, I would like you to meet Miss Penny, she is going to help discipline you tonight."

"Hello, Miss Penny."

"Hello," I smiled at her. She looked very nervous, but I was sure I would be in the same circumstances.

"Let me see the list. I require Michelle to keep a list of all the naughty things she does. It helps me decide what punishment is required." Michelle handed over a black notebook. "Let us read this together and decide what will happen next. My Aunt sat next to me. Then looking at Michelle, "Strip down to your underwear and into the corner with you."

I watched Michelle take off her skirt and the sweatshirt she was wearing.

Underneath was a very fetching matching lingerie set. She looked dressed more for a romantic date than a punishment session. She went to the corner as she had been told and placed her hands on her head. I could only imagine her embarrassment being in this position in front of a virtual stranger who was considerably younger than she was.

I turned my attention to the notebook. There were three pages of her neat handwriting. I guessed Michelle must be a teacher, as many items referred to failing to keep classes in order and not marking homework on time. None of the offensives seemed very serious to me. My Aunt took a different view. "Michelle, you seem to be getting worse and worse each time I see you."

"I'm sorry, Mistress."

"Have no fear, you will be sorry indeed before we are finished with you. We will start with a thorough hair brushing to warm you up this will be followed with eighteen strokes of the cane."

"Yes, Mistress, thank you, Mistress."

My Aunt stood and removed her skirt. I once again admired the figure before me dressed in black stockings and suspenders. She sat herself on one of the dining chairs. "Michelle, have you got the brush?"

"Yes, Mistress."

"Please hand it to me and then remove your panties and get yourself over my lap. You had better put your panties on the table just in case."

Michelle reached into her handbag and removed a large wooden hairbrush, it looked fearsome. She then took down her panties and got into position."

My Aunt looked at me. "Michelle had to bring her brush with her. It helps to build up the anticipation. We need to keep her knickers on the table just in case, Michelle can be very noisy during her punishment. If that is the case, the panties make a very convenient gag. Although if a gag is required, we do have to start the punishment from the beginning."

My excitement mounted, I could only imagine what Michelle felt like having to bring the brush she knew would be used on her bottom. The idea of having to be gagged with your panties was very stimulating.

"Right, let's begin." With this, the brush was brought down very sharply on Michelle's left buttock, and this was quickly repeated on the right. Michelle jumped with each stroke and let out a series of gasps. Soon my aunt got into a rhythm, striking one buttock and then the other. I could see Michelle's bottom turning from pink to red, and her gasps became small cries of distress. My Aunt then turned her attention to the tops of Michelle's thighs, and the volume of the cries steadily increased. I could only imagine how much that must hurt. Suddenly the punishment stopped, and silence fell except for a few sniffs from Michelle.

"That is a good start. Michelle, up you get. Miss Penny will take over now."

My heart skipped a beat. I was going to punish someone. Michelle stood up, and I could see tears forming in her eyes. She looked very sorry for herself.

"Miss Penny, do you want to show Michelle what you are wearing under your skirt and blouse."

This was not a question, it was a command, one that I was more than happy to obey. I slowly stripped down to my corset and underwear, and I could see Michelle take in the sight, she looked longingly at me.

"Michelle, would you like to see what Miss Penny is hiding in her panties?"

"Yes, please." Her eyes were looking straight at my crotch.

"Miss Penny, knickers off, please."

I removed my panties, and my phallus stood to full attention, Michelle looked as excited as I felt.

"Would you like Miss Penny to punish you?"

"Yes, please."

"Then ask nicely."

"Please, Miss Penny, will you punish me?"

"Yes, of course." I stammered, my pussy was awash with excitement.

I sat in the seat vacated by my aunt and patted my lap. Michelle got herself in position with my penis pushing into the side of her. I looked down upon a large mottled red and pink bottom it already looked very sore. I was handed the brush. "I will let you finish her off."

The brush was heavy in my hand, I could only imagine what it would feel like for Michelle. I tapped her bottom and brought the brush down.

"Oh no, much harder than that," my aunt admonished me. "She is being punished."

I tried again but much harder, and this time I was rewarded with a gasp from Michelle.

"Better, now deliver some more like that."

I got into a rhythm, alternating between each buttock. I aimed for the less red areas, but there were not many of those. Michelle was making her distress known.

"Enough for now." My Aunt spoke. "You could rub her bottom and gauge how hot it is."

This is something I was most happy to do. I laid the brush on Michelle's lower back, and my hand explored her punished bottom. I was hot to the touch, as I rubbed, Michelle pushed her bottom upwards. She was enjoying the attention, this went on for a couple of minutes with my aunt watching on.

"Let's finish up with some final strokes. Michelle, open your legs."

With a groan Michelle complied, and I could see her pussy up close, there were traces of her excitement. I think she would have been happy for the punishment to be over. My Aunt rubbed her hand over Michelle's inner thighs. "I would like you to deliver three hard strokes here." She pointed to Michelle's thigh just below her pussy. "Be careful not to strike here." She rubbed her fingers along Michelle's vulva, and as she rubbed her, I could see her fingers becoming wet with Michelle's excitement. "I have a pussy whip if needed." My aunt smiled at me. I could not imagine what a pussy whip would feel like, and I did not want to find out.

I took up the brush again and delivered the strokes as requested. Michelle cried out.

"Michelle, remember I can gag you and we can start over."

"Sorry, Mistress, please, I will be good."

"Into the corner. I need to choose a cane to use."

Michelle scurried to the corner, and my aunt disappeared upstairs, and I was left looking at Michelle's bottom. It looked very red, I could not imagine what it would be like shortly.

My Aunt returned holding three canes.

She looked at me. "Help me decide which to use." She picked up the shortest and thinnest cane. "This is a junior cane, it stings but does not leave lasting marks." She swished it through the air. My bottom tensed. She picked up the darkest and thickest cane. "This is the senior cane. It does hurt a lot and certainly does leave its mark." When she swished this cane, it had a deeper whoop sound. I vowed to avoid ever being punished with it, it looked fearsome. The final cane was the standard model.

"Which do you think we should use? Your choice."

I spent some time looking at the canes and testing their flexibility.

"I think the junior cane today, her bottom does look very sore."

My Aunt smiled, "You are a soft touch, but I am sure that will change."

"Right, Michelle, Miss Penny has been very kind, let's have you in position."

Michelle bent herself over in the middle of the room, her legs were wide open, and her hands gripped her legs just below her knees.

My aunt looked at me. "That is a good position for a caning, there are many others. We can discuss these later. I will deliver the first twelve strokes you can deliver the final six."

Once again, my pussy pulsed with excitement.

"Watch very carefully." With this, she placed the cane in the centre of Michelle's bottom and delivered the first stroke. Although it was a firm stroke, it was not delivered at full strength. For which I was pleased. Although I knew punishment was meant to hurt, there also had to be moderation. I watched my aunt slowly and carefully cane Michelle's lower bottom. Michelle cried after each stroke, but she managed to stay in position. After the twelfth stroke, my aunt handed the cane to me. You could see the excitement in her eyes. "Over to you."

I stood and positioned myself where my aunt had stood. I placed the cane on the offered bottom. "Make sure you land the end of the cane around here." My Aunt pointed to a spot on the far buttock. "Take your time."

I took a deep breath and raised the cane as I had been shown and delivered the first stroke. It was not very hard, but it did land where I had hoped.

"Good, well done," my aunt said. "Now again, but a little harder."

The second stroke had more venom behind it, and Michelle gasped out her distress. I quickly delivered the next three strokes, but before I could deliver the final stroke, my aunt said. "Try to land the final one here." She pointed to the very top of Michelle's thighs. Michelle cried out in anticipation.

I focused hard and delivered the stroke perfectly. Michelle cried out her distress, my aunt told me I was a natural.

"Michelle, please thank Miss Penny for disciplining you."

Still bent over, Michelle thanked me.

"Michelle I am going to hand over all your future punishments to Miss Penny. Would you like that?"

"Yes, thank you, Mistress."

"I think you should thank Miss Penny for being so kind to help you."

"Thank you, Miss Penny."

"Why not thank her properly? Miss Penny stand here." I was positioned next to her.

"Michelle kneel here." She pointed to a spot just in front of me. "Miss Penny will be using her strap-on with you. Remember there are three holes she can choose from." Michelle looked both scared and excited at the same time. I felt the same.

"Now suck on Miss Penny's penis."

I gasped, but Michelle, whilst looking into my eyes, took hold of the phallus and slowly took it into her mouth and started to suck. Looking down, it was one of the most erotic things I had ever seen. Whilst her worship of my cock continued, my aunt said. "Miss Penny will be in touch with you very soon. She will continue to discipline you, but if you are good, she may reward you." Michelle remained on her knees for several minutes before my aunt said. "That is enough. Miss Penny will see you soon." With this, she swept from the room.

Michelle took the penis from her mouth but continued looking up at me.

"You were brave. I will call you." I helped her to her feet and then kissed her. "See you soon." I followed my aunt upstairs.

The door to my aunt's room was closed, so I went to bed. As I was trying to digest all the events from the evening, my aunt knocked and entered the room.

"Did you enjoy that?"

"Oh yes, very much."

"Remember what I said. You must experience everything yourself before you experiment on others."

"Yes, I remember."

"Have you experienced a strap-on?"

"No."

"I thought not, I will have to help you."

My heartbeat raced. "Thank you."

"Remember there are three holes to train."

I blushed as I imagined the what was to follow.

"Also, I forgot to tell you your mother is visiting this weekend, and I intend to punish her."

With this bombshell, she left the room.

The End