Part 38

The next day I got up and Holger let me out of my room. I was sent to get buns from the bakery and after I returned we had breakfast.

We spoke about the last day and me not being allowed to cum for a month. As soon Holger mentioned my punishment I got a bit horny, as I really like to be punished and somehow liked the idea of being denied, even if I would be horny as fuck at the end of this month.

The rest of the day I was doing chores at Holgers house, like washing clothes, doing the dishes, vacuuming,...

In the evening, around 8:00pm, Holger told me to drive home, as he had to gather some goods for a trip he need to attend the next week. He told me, that he might not be home at friday afternoon and that he will text me, when he wanted me to come to him.

As I was driving home I thought about, that I did not knew anything about Holgers private life and especially that I did not knew anything about his job. Working at a sexshop would not make a living, except maybe one owns the store.

All in all I decided to ask Holger some private stuff the next time we meet.

The following week I did my chores, as demanded by the schedule. As it was the new, changed schedule (see part 35) I will write down what each day was like.

Monday:

I got up, showered and went to work as the last week, but before leaving house I got out the frozen-bottle with the key to my chastity device, as I had to shower again that day, to shave myself.

After work I got home I went showering again and completely shaved my body. Right after I was finished with shaving my clitty I put the chastity cage back on and packed the bottle with the key inside in the freezer again (I stopped showering for that). After I was finished showering I got dressed and started my hour of watching sissy hypnosis. At 6:30 pm I was really horny and after looking at my schedule I gathered all my mens clothes, which needed to be washed. I took a deep breath while I was opening the door to my appartment and walked downstairs in my heels, as Holger had told me that he wanted me to wear them and that I am not allowed to slip out of them to carry the clothes downstairs. It was a bit difficult, but I managed to reach the basement without any accident. I packed all clothes in the washing machine and walked back upstairs.

After I was back in my apartment I started to browse the web, this time I was looking for a place to have a walk, because that was the next task for today. After about looking around my area for about half an hour I found a place which could be perfect. It was a small forrest and only 40-45 minutes away from my hometown. I decided to give that place a try and after I was finished with that I started to browse the web for clothes, shoes, toys, etc...

After some more time I went back downstairs to get the clothes out of the washing machine and to hang them on the clothes line. I already wore my coat and took my handbag with me, because I wanted to leave for my walk, as soon as I am finished.

At 8:15 pm I left the house, walked over to my car and after I was sitting inside I lipped out of my heels (you can't really drive safely with heels I think and I was not wanting to get involved in an accident).

I drove for about 45 minutes to the place I wanted to try for my task. As I wrote it was a small forrest. On the side of the road there were some parking spaces at the paths which led deeper into the forrest. I parked my car, got out of the car, dressed the heels and walked over the street to enter one of these paths. I walked deeper into the forrest, but always followed the path I had entered the forrest on, because I was fearing of getting lost after changing the paths too much.

I walked the path for about half an hour and then turned around to walk back. It was quite exhausting, because I never stopped and just walked all the time. As I had returned to my car it was about 10 pm and I had passed the task, as I had to walk for a minimum of 45 minutes (because I drove 45 minutes to this place).

I got in my car, slipped out of the heels and drove back home.

After entering my apartment I got out of my clothes, dressed a top, some panties and some ripped stockings as it was not important for them to be whole.

I had no difficulties to fall asleep.

Tuesday:

After work I returned home, got dressed and watched an hour of sissy hypnosis. After that I vacuumed and did some others chores in my apartment, before I was about to go grocery shopping dressed up.

While at work I had looked for a supermarket about an hour away from my hometown (as I was allowed to drive one hours, I wanted to take the opportunity not to be seen by anyone I knew).

I found one wall mart which was opened even after 9:00pm and the distance was quite the one hour I was looking for. I decided to drive to this market and do my grocery shopping.

At 8:00pm I left my apartment and drove there. I was wearing some stockings, a short skirt, heels, my wig and a small top. I was also wearing makeup and I had taken more time than usual to apply it, because I wanted it to be heavy, so that my face would not be recognized easily. Over all I was wearing the coat, which I had closed with the buttons on it.

After arriving at the store I saw, that the small parking lot was only filled to a quarter (~) of its capacity and I was wondering how many people would be inside there. I took a cart and walked inside. There were mostly people who seemed to be in a hurry and I tried my best not to be to obviously nervous. The sound of my heels on the floor was quite unhelpful with that, as some people looked at me longer than you would look at a person in a supermarket. I walked through the alleys of the market and got everything I would need for the week and after I got everything I went to the counters. There were two open counters with about three people waiting to pay each. I got in line and waited for my turn.

As it was my turn I felt how my head got red out of nervousity and embarassment. I started to shake a bit and stuttered, that I wanted to pay by card. After I had paid I nearly ran out of the store, while I pushed the cart in front of me.

After returning to my car I took a deep breath, drove off the parking lot and parked again some minutes later on another parking lot, but with less cars on it. I relaxed for some minutes and smoked a cigarette.

After that I started to drive again and drove home.

I returned home and got the groceries in the cupboards and in the fridge. After that it was 10:15 and according to my schedule I took a dildo, lubed it up and placed it on the floor in front of my computer and started a sissy hypnosis video. I inserted the head of the dildo and began to ride it, I started a metronome on a site in the web browser of my phone. I put it on 50 bpm and followed the beat. It was fun at first, but got exhausting after about fifteen minutes and I still had about 25 minutes left.

It was quite difficult to maintain the required rythym, but in the end I made it. I was sweaty from it and took a shower before going to bed.

Wednesday:

In the morning I got up, took a shower and went to work. After returning home I looked at my schedule and wondered, if this was the first week and I was supposed to go for a jog, or if it was the second week and I was supposed to go to a gym. As I had gone for a jog in the last week (according to my old schedule) I figured, that this time I would need to visit a gym.

I chose a gym in another city, about one hour away from my hometown and after I got dressed in the required clothes, I started to drive there. After arriving I entered and asked the guy behind the counter, if I was allowed to use the gym equipment for a trial session. The guy looked at me a bit weird, but allowed me to use them. He followed me to each machine I was using and explained to me how they functioned.

It was kind of akward, because I knew what I was wearing and even if he did not see the panties and stockings under my sports clothes, it was thrilling because of the sports clothes themselves.

The guy asked me why I was wanting to have a trial and if I had a specific goal for my training. I told him, that I wanted to do sports regularly from now on, but that I was not sure if fitness-excercises in a gym would get me the desired result.

He asked me what that result was and I told him, that I want to get more in shape, but that I don't want to build up muscles. It was a bit embarassing, as he asked if I was there for only training my belly, legs and bottom area and I answered positively.

He smiled a bit, but stayed professionally and got me to a parcours of different excercises with different machines and told me exactly what part of my body would get training through this excercise and if the excercise was for buildung up muscles in a specific zone of my body, or if it was for tightening my skin at a specific part of my body.

He told me, that I would get a result of this training in no time, if I do it regularly (once or twice a week).

After my trial session was over I thanked the guy and left.

At home I took a shower and got completely shaved. After that I got dressed up and did my female-clothes laundry for the rest of the evening and then went to bed.

Thursday:

As always I got up in the morning, showered and then went to work. After I had finished working, I returned home and got dressed.

I wore black fishnet stockings, a black wetlook skirt, a black wetlook corset, collar, make up, wig, nipple clamps and a plug. I started chatting on the internet and used all of my profiles on dating sites. I was not able to get a date going before 5:00 pm and so I turned off my computer, got my coat and the handbag and then left home.

I arrived at the porn theater in my home town 20 minutes later and entered. I paid for the entrance and strolled through the rooms. Nobody was there and so I was not able to ask someone inside to use me. I was not really sure if I should ask the cashier already or if I should have to wait for a few minutes, to wait for someone to enter the theater area.

I walked again through the rooms and watched some of the porn for about 10 minutes and as nobody entered the theater I decided to ask the man behind the counter to use me. I approached him and asked him if he was interested, but unfortunately he was not.

So I left the theater and got in my car. I took my cellphone out of the handbag and searched for a highway parking lot up to one hour away. As it was around 5:30 pm right now, I wanted to drive as far as possible, because I wanted it to bit a bit darker as it was now.

I found a parking lot and started to drive. I arrived there around 50 minutes later and parked my car as far away from the toilets as possible. The parking lot was a narrow road leading to the toilets with about twenty parking spots for cars on the right side and parking spots for trucks on the left side of the road. There was just one truck parked but without a trailer. Inside the cabin of the truck the curtains were closed. I got out of my car and walked over to the truck. As my schedule demanded, I had to as all present truckers on the parking lot to use me, because I was not able to set up a date and nobody wanted to use me in the porn theater.

My heart was pounding like hell on my way over to the truck and it felt like it would jump out of my chest as I got to the truck and struck my fist out to knock on the door of the cabin.

I had asked a lot of men to use me in different situations before, but never had asked someone who was not there to find someone to have fun with, in the first place. I was really nervous as I knocked at the door. I waited for a few seconds and knocked again, but nobody opened. I was relieved because I was about to get away with it. I returned to my car, got in and took out my phone and reread the schedule and remarked that there had to be at least on truck-driver present on the parking lot. Right now there was not. I had not fulfilled the task and even though I was getting nervous again and heard my heartbeat in my ears, I started to drive to the next parking lot.

The next parking lot was a bit bigger, but it still was just a parking lot with some toilets on it.

There were like each 20 parking spots for cars and trucks and this time there were six trucks parking on the parking lot. I parked my car and got out. I thought I would faint in the next few minutes, because my heart was racing inside my chest and a lot of thoughts ran through my head. I thought about what would happen if they were hostile, as soon as they saw what I was or as soon as I asked them to use me.

My steps became smaller and smaller and I felt how my courage declined the closer I got to the trucks.

As I live in Germany I was aware, that there would be trucks from different countries, because we have many people from the east of the european unione to transport goods. The first truck had a license plate from poland. I went up to the cabin and knocked hesitantly, because I really did not want to ask him because of my embarrasment.

The guy who rolled down his window was overweight and around 50-55. He looked at me and as soon as he was finished with looking at me he mumbled something, which I suppose was polish, while closing his window again.

I retreated and went to the next truck. The next truck was polish again and I had nearly the same experience, but only the guy was not overweight.

The next truck had a lithuanian or latvian license plate I don't remember exactly. I knocked, but the ~30 year old guy just looked out of the window and then disappeared again to the inside of his cabin.

It was really humiliating and I began to think about the task. I was sure by this time that Holger just wanted to punish me for not setting up a date and not beeing able to get someone else to fuck me. I could almost hear his voice: "Don't want to get looked at with disgut again? Maybe bother next time to be more attracting to the males in the porn theater!"

The next truck had a german license plate and as soon as I came close to it the window rolled down and the guy inside shouted: "Fuck off or I am calling the cops!"

I was shocked and backed up immediately. I was not willing to justify in front the police. I decided to let the other two trucks go and to tell Holger about the threat to call the cops. I went back to my car and drove off. I returned home. It was around 8:00 pm as I arrived home. After that I began to pack the bag for the weekend with Holger and placed a cardbox and some tape next to it for my arrival-task for tomorrow. I put all my clothes and toys in the bag which were not needed for my shedule. According to the game we played the last weekend I had to bring them to Holgers house. I just left some basic clothes and toys (skirts, tops, sportswear, dildo, plug, clamps) to fulfill the tasks along the week.

Before going to bed, I took the bottle with the frozen water and the spare-key inside, out of the fridge.

Friday:

I got up at 5:00 am, took a shower, shaved myself completely (again I stopped after I was done with my clitty, to bring the bottle of water back to the fridge) for the weekend and then left for work.

I got back home at 4:20 pm. Meanwhile he had written me a message, that he was home as usual and that I could come as soon as I was able to.

Because my task had involved waiting without my coat at the street in front of Holgers house I decided to wear a not so revealing outfit. While I was looking for the right choice of clothes for this task I remarked, that all my clothes were not really suitable for getting seen outdoor without my coat.

Finally I decided to wear black stockings, a black skirt, a white top and a white cardigan. I finished my outfit with the wig, heels and make up.

After that I put the bag, the tape and the handbag in the cardbox, dressed my coat and left.

I left home around 4:40 pm and knew I had to hurry, to make it to Holgers at 5:30 pm. The highway was crowded and I did not get along very well with the time.

I drove for about 50 minutes until I reached the last parking lot before I reached Holger. I stopped there and parked my car as far away from other cars as possible, got out of the car and opened the trunk. I took the coat off and put it inside the cardbox. The bag with my clothes was put besides the box. The handbag was put on the seat next to the drivers seat. I took my phone and made a picture of the coat in the box, closed the box and then sealed it with the tape. I made another picture and sent both of them to Holger. Right now it was 5:30 pm. At that time I should be arriving at Holgers and still I had about 20-30 minutes to go.

I put the tape beneath the box, too. I got back in the drivers seat and checked my phone. Holger had already answered to my message. He just wrote: "Call me!"

I called him and he told me: "You may have won the game last weekend, but you are really late right now. I told you there would be a punishment for not following the rules which were still valid even after the game ends. You will make a picture of you right now and sent it to me. After that you will wait for two minutes and then call again"

Holger hung up without letting me the chance to answer.

I got out of my car, made a picture and sent it to him. I waited for the two minutes and called him.

"I appreciate your choice of clothes for waiting at the street, but as I already told you I will punish you for being late. I want you to change into some more revealing clothes and then sent me a picture again."

Again he hung up. I got out of the car and took some pink fishnets, a white mini-skirt and a pink top out of it. I knew Holger would only agree with my choice, when it would really be more revealing as before.

I climbed into the backseat of my car and began to change. I did it slowly, because I wanted not to pull attention to myself. I took the cardigan and dressed it, but this time I opened the buttons and let it fall losely, so that the pink top was quite visible.

After I was finished I got out, made a picture and then waited again two minutes before calling Holger.

"All right", Holger began, "That is much better now. Maybe you can do me a favour?"

"Yes, Sir.", I answered.

"I am thirsty and would like a bottle of water. Please be so nice and bring one with you."

Again he hung up, before I could say anything. I got back in my car and again my heart was pounding. It were quite revealing clothes, the coat was already sealend in the cardbox and I assumed that I won't be allowed to open it again. Entering a shop or some gas station fridays in the early evening, would really be a big step for me. I am not saying, that I not really liked the idea of walking into a store in these clothes, but I was quite sure, that it would draw a lot of attention and I was not sure if I was ready for this.

I started to drive again. On my way I passed three supermarkets with crowded parking lots and finally I found a small gas station. The fuel pumps were empty and I hasted to get the water, before someone else could come and enter the shop of the gas station. I entered the shop, carried my handbag, got a bottle of water from the fridge and then paid for it. The cashier mustered me with a funny expression on his face while he took my money. I gave him a 5€ banknote and had to pay like 2,5€. He gave me back 1,5€ and I really wanted to leave and did not say something. I think he was kind of overwhelmed and embarrassed. I was not wanting to interact more than necessary with him and left.

A few minutes later I arrived at Holgers. Luckily his house was in an area with fairly big premises on a small side street. The street at his house was not really used by many cars, but only neighbors. Holger had told me some weeks ago he did not gave a fuck about them and so I was quite sure I would get along with this revealing outfit, even though I would have felt better with the outfit I wore before changing.

I parked my car at the street, took cardbox and bag out of my car. I put the keys to my car inside my handbag after I had closed the car. I balanced the bottle of water and my handbag on the cardbox and placed it and the bag in front of his door.

I rang the bell and then went back to my car. I stood on the walkway and watched the door of his house. It opened and Holger looked at me. He smiled, took the cardbox and everything else inside and then closed the door again.

While I was waiting, there were like four cars passing by but as my car stood between me and the cars I suppose noone really saw me. They would only had the chance to catch a sight of my wig and the back of my torso, which was hidden from the white cardigan. Nevertheless I was nervous and would have prefered to wear the other clothes.

A short time later (which felt like an eternity for me) he opened the door again and stepped outside. He walked towards me and carried the empty water bottle with him. He got the key for my car out of his pocket and opened it. He threw the water bottle in my trunk and told me, that I would need to bring it to a reverse vending machine. After that he had a look around my car and declared that everything was fine. After that we went both to his house and Holger let me in.