Lili – Initiation of a Japanese Sub – Part 1

My name is Paul and I live in a big Asian capital. I studied law and company in the United States and I am a litigator. I work for the largest and most reputable law firm in the world as a hired swordsman. When multinationals fight and begin company disputes in Shanghai, Tokyo, Singapore, Taipei, Seoul or Hong Kong, they hire me to litigate. My focus is on international arbitration. I love my job and travel continuously.

From a very young age I have at all times been an expat with high income and no fixed expenses. I spend 3 weeks a month away from home and change countries every 3 years on average. I am 36 years old and I am in good physical shape, although not a perfect gym body. I’m not too tall (1.70m), but apparently I’m attractive and have at all times had success with women.

I enjoy adventures and trying new thing and started with practicing BDSM with my first serious girlfriend. I have had the opportunity to grow as a master and learn from masters that I greatly admire. BDSM isn’t just tying someone up and asking them to perform oral sex on you. It goes much further. The mind is the most important thing in sex, and a good master must know how to identify what type of sub he is dealing with and adapt his style. The duty of a master is to take care of his sub. The master is responsible for his/her pleasure. The sub hands control over to the master and the master must exercise it properly, thinking of the pleasure his sub experiences through her surrender and submission. I will speak feminine in this story when referring to a sub, but the same applies to submissive men. As a straight master, I have accepted and accept man and woman as subs.

Today I’m gonna tell you about how I met a new slave online. It had been 2 weeks since I broke up with long term girlfriend (and sub) when I created a account on Tinder with the aim of finding a new sub. This time I didn’t want a romantic relationship, just a sub or a slave. The Tinder account only had a photo of a handcuff and a whip, and a short phrase in English, Chinese, Korean and Japanese: Enjoying the finest things in life. BDSM. I am looking for a new sub.

Very soon I had some matches, but Asian societies are generally conservative and only a couple took the step to begin a conversation. One of them was Lili (imaginary name). Lili is a 39-year-old Japanese girl. She works as an executive assistant in a multinational corporations and speaks English. When quoting her in this story, I use her exact words. Lili is a little over 160cm tall and chubby. She has good tits, a very large ass and thick lips. She is not a hot girl by common, but her personality caught my attention. Her dressing style is very standard, and she lives by herself in a small suite in the outskirts ok Tokyo. Her life is pretty much limited to working during the week and going home on the weekends to visit her parents, who live 1h away from Tokyo.

Lili is very shy. She speaks little and never takes initiative. Lili is curious and wants to try new things. Her shy and introvert character precludes her from doing so. Fortunately, we slowly started building trust between us and she started showing her very submissive personality and enjoy her sexuality. Here is her story:

After Lili and I started chatting on Tinder she quickly mentioned was new to BDSM. She explained that my account made her very curious and that she had fantasized about being dominated. I offered to help her explore the BDSM and shared a couple links with very basic information. I shared my Telegram handle and told her to contact me using Telegram if she wanted to learn more. She replied that she didn’t have Telegram and there I stopped replying her messages on Tinder.

After 1h Lili sent me a message on Telegram saying hi. I told her that she was a good girl and that made me happy and immediately asked her a few introductory questions to figure out more about what sort of girl she was and what attracted her to the BDSM world. These were questions about her work, hobbies, family etc.

I don’t like to waste my or anyone else’s time, so after 5 min of chatting, I asked her if she wanted to begin as my online sub. The conversations was:

– Lili: “I would really like to. I find it exciting to speak to you, there is something in the way you talk to me that makes me attracted to you. However, I have no experience and I am afraid I will not know what to do”

– Paul: “I like that you push yourself out of your comfort zone. Don’t worry about being inexperienced, I also was at some point. I will guide you and we will enjoy.

There is something I would like to explain. I don’t want a girl that just want a couple of dirty messages to masturbate when she is horny. I am only interested in real subs. To show me your commitment and earn being my sub, I will give you a short questionnaire and assign you 4 different task. If you complete everything and are still interested, I will be glad to take you on as my sub. You can stop any time of course.”

– Lili: “Thanks Paul. I will try to be your obedient girl. Hope I don’t disappoint you.

After these messages, I started with the questionnaire:

1. – How many men have you had sex with in your life? How many in the last 6 months?

2. – Do you have fantasies with girls or any homosexual experience?

3. – How often do you masturbate? Do you watch porn, if so, what porn? etc etc there were 10 or 15 questions in total.

4. – Please complete the BDSM test.

Lili had only had sex with a long term boyfriend she had for 6 years. The didn’t have sex often because he was not sexually active and always wanted to play videogames. Lili would masturbate him once a month on average. He would never masturbate her and at the end only fuck her 2 or 3 times a year. She was very horny but since they were living together, she did not masturbate much. Lili and her boyfriend broke up 3 months earlier and she had just created her Tinder profile. Lili now masturbated daily, using her own imagination. On the BDSM test she scored 100% on submissive, age player and degradee.

Lili showed that she was willing to share about her sexual life and was making a great effort to overcome her shyness. I congratulated her and informed her that, if she was still willing to go forward, we would start with the task.

– Lili: “Thank you. I will try to do the tasks well. Responding your questions made me even more curious. I never wondered I would reply these sort of rude questions to anyone, let apart to someone I just met online. I will try to be obedient.

– Paul: “Trying is good, but please make sure you do them well. There will not be second opportunities. If you fail because of laziness or lack of discipline, it is that we are not a good match. If you fail the tasks because of other reasons, this may still work, but you will be punished. Understood? do you want to go forward?

– Lili: “I am very horny. Reading your messages makes me “excited”. I figure out and I want to go forward. I promise I will try my best and not be lazy.”

The first task was for her to be without masturbating or having sex for 4 days and she had to make herself available to me for 20-25 minutes a day at the time of my choice between 9pm and midnight. Lili quickly accepted and I told her that we would start the next day (Tuesday) and went to bed.

Tuesday at 10pm sharp I sent Lili a short sexual story on Telegram, in which I explained an experience with my Arabian sub.

“I got Aby (name of my Arabian sub) on the bed on her knees with the shoulders touching the mattress and her arms stretching back straight along the mattress between her legs. I pushed her ankles aside, tied her wrists together and blindfolded her.

Aby was tied up, on four legs with her face against the mattress and her ass up, totally vulnerable and exposed. Her pink pussy was wet.

I then invited 3 workers from Pakistan that were doing construction in the building to come in and, under my supervision, touch her wherever they wanted, masturbate and cum on her. To fuck her they would have to pay, because she was a whore. I explained this out loud to them so my Arabian sub could hear them. They did not have money to fuck her, but quickly started touching her and jerking off. They came on her face, ass and boobs in less than 5 min”

– Paul: “Hi Lili, please read the above story by yourself first. Thereafter, you take your clothes off. Leave your underwear on. Discover a full body mirror and film yourself in your underwear reading the story out loud. When you are done, please send me the video and call me. You can cover your face in the video if you want, but rest assured that I will delete the video after watching it and nobody else will ever see it”

– Lili: “Ok, Paul. I will be your obedient girl and do what you say”

– Paul: “Well done. Good girl. I look forward to receiving your video. I don’t want to hear a word from you or you to send me any more messages until I receive the video. Please be as fast as feasible”

5 minutes later I received the video. She did not cover her face. Her voice showed that she was nervous, and she struggled keeping her eyes on the mirror, she kept looking down. her underwear was cotton underwear. Big and boring. Her boobs were much bigger than what I could see on the Tinder profile. Probably a 38D.

In the video it was easy to appreciate how her nipples were hard and she didn’t shave her pussy and it was a very hairy one. There was plenty of pubic her visible and showing on the ends of her underwear.

3 minutes after sending me the video, Lili called me. I asked to turn on the camera, again offering her the opportunity to cover her face.

She turned on the camera and she was lying on bed in her ugly underwear. No mask. I did not turn on my camera and slowly and firmly ordered to touch the inside of her thighs, caressing herself from the knees up until touching her vaginal lips. I made her do it for 5 times and show it on camera, insisting that she would draw circles around her pussy touching her lips before going down to her knees again.

The second order was to leave the phone on the shelf, against a book, stand and take off her bra. She had to strongly grab her boobs, putting them together and squeezing them while showing them and looking at the camera. She had to say out loud: “I am Lili, I want to be a good sub but for now I am still a little horny girl with a lot to learn. These boobs are for my master and whoever he designates to enjoy.” Lili had to repeat it 4 times until she managed to say the whole sentence at once and well.

After saying the whole sentence well, I made her squeeze them several times and bounce them in an humiliating manner. I told her to try to do better next time and not waste my time.

– Lili: “I am sorry for being stupid. I hope you like my boobs and that compensates for my carelessness. I will do better for you next time master. if not, I deserve to be punished”

I looked at her pussy and her underwear was wet. There was a big stain, very clearly visible. I pointed it out to her. As always, I speak to Lili firm and slow.

– Paul: “Look at your pussy. You are dripping. What a fucking slut you are. I will have to teach you manners. You should be focusing on doing your tasks well and instead you are just getting horny.”

Lili got very embarrassed, and hesitate about what to say. She glanced at her pussy again, only to confirm that her gray underwear was showing a huge stain. It was not a little bit, she was getting very wet.

– Lili: “I am sorry master, really sorry. Yesterday night when we first spoke I already got very wet and horny but did not masturbate to follow your instructions. And now I really feel very excited, I feel I want to pee or cum, I am not sure.” Lili was embarrassed and her voice was trembling.

– Paul: “Touch your pussy under your underwear. With 2 fingers. Show me how wet you are”. Lili touched herself and showed me her fingers, they were very wet.

– Paul: “Lick them one by one and make them clean, so that you can continue with the tasks”

Lili started licking her fingers, but it was very careful and bad.

– Paul: “Put your finger in your mouth as if you were sucking a dick. Look at the camera while you do so”. Lili hesitated, and replied softly “I have never sucked a dick, I wanted to do it to my boyfriend but I was too shy..”.

– Paul: “Don’t worry, if you do the tasks well and like it, you will get a lot of practice. Try to do like what you have seen in the porn movies. Put your whole finger in and out of your mouth, closing your lips around it while you continue to look at the camera.”

Lili tried and didn’t do perfect, but I congratulated her and encouraged her to focus on the tasks instead of on getting horny.

– Paul: “Nice job slut. I am sure you will become a great cock sucker. Now keep focused on the tasks instead of on getting horny. You are here for my pleasure. Understood?”

Lili” “Understood Master. I am sorry for being a horny. I want to become a great cock sucker”

The third task was to, in that same position, standing in front of the camera, pinch her nipples hard until she felt pain. Sustain it for 2 seconds. She had to repeat it 4 times. I don’t enjoy infringing pain, but I wanted to learn if this is something Lili may enjoy. Lili obediently followed the order without complaining. Her nipples were red.

– Paul: “Well, done. Did it hurt?”

– Lili: “Yes, it hurt. It still hurts, but I want to be an obedient girl to be your slut”

We moved to the fourth task. I informed Lili that it would be the last task of the day, and that she was doing well. By completing this task, she would have passed her first test day.

The last task was meant to be an easy and pleasant one. Prior tasks we experienced, submission, humiliation, pain, a bit of degradation and age play and now I wanted to do a little orgasm control.

– Paul: “Put your phone somewhere in such a way that I can see your whole body when lying on bed. Then lie down on it. Belly up. Legs very open.

Lili put it on a shelf with a towel behind and there was a great angle of the bed. She lied down in the position I told her to.

– Paul: “Close your eyes and begin softly touching your breasts and nipples in any way it arouses you. Think about what we just did, the parts that got you the hornier”. I stopped and observed, and the stain on her underwear had gotten much bigger, give her 30 seconds. Then continued.

– Paul: “Now continue with your eyes closed and thinking about what you would like to do based on what happened in the last 15-20 min. Whatever arises you the most. Go down to your pussy, and begin touching yourself underneath your underwear”

Lili started masturbating. Meanwhile I was telling her how happy the Pakistani workers that came on my Arabian slut would be if I would let them fuck her, with her big ass and boobs.

– Paul: “In your case, I should probably let them fuck you for free. You are a cheap slut in training, you still have to learn. Giving some use to that watery pussy is something you really cannot wait for, I think you may even pay them to fuck you all at the same time. Imagine them fucking you at the same time, sweaty from the work, one in your pussy, one in your mouth and you are masturbating the last one. Or would you want him to try your sexy big ass?”

Lili’s breathing became agitated and she had problems controlling it.

– Lili (with a soft, broken voice): I will come Master, I will come.

I interrupted her drastically.

– Paul: “Stop touching yourself right now and don’t dare to come. I told you to touch yourself a little, and you, again, got so horny that started masturbating. This is against what we said for the text, we said no sex and no masturbation in 4 days. I decided to let you masturbate a bit because you did great today, but do not even think about coming. I will punish you, see if now you learn. Stand up, get your phone, go to the fridge and show me what you have in there.

– Lili: “I am sorry master. I am horny slut. I deserve punish”

Lili followed my instruction. I was lucky, she had carrots. I ordered her to get a big carrot, clean it and go back to the bed. To the same position where she was when she said she was coming.

– Paul: “Now you can masturbate. Tell me what you will think about”

– Lili: “Thank you Master. I wanna masturbate for you”. Lili left the carrot apart, and started masturbating. After 30-40 seconds I asked her what she was thinking.

– Lili: “I am thinking about being on my knees on the bed with my face down like at the beginning and you fucking me”.

– Paull: “You will have to earn that. Now get the carrot and put it in your pussy. Start fucking yourself with it” The carrot was a quite big one, thick, but it went into her pussy without any issues and Lili started fucking herself, with her eyes closed and good rhythm.

Lily quickly started again having trouble controlling her breathing and getting closer to having an orgasm. At this point, I wondered she really didn’t care about the tasks or anything else, she just really wanted to cum. When I noticed she started grabbing the sheets and arching her back, I told her to stop immediately and go take a shower, then I hang up.

– Paul: “You did well today slut. First day is almost done, go take a quick shower and remember the rules” and I hang up.

After hanging up I wrote Lili a message reminding her of the instructions and ordering her to take a picture of her underwear and her pussy before going into the shower. So he did. She was very wet, you could her liquids falling down her thigh. Her panties, massive and not at all sexy, were soaked.

– Paul: “Good girl. Thanks for today slut. enjoy your shower and we will speak tomorrow”

-Lili: “Thank you master. I like to be your slut. Never did bdsm, now very excited and horny. Can I please cum? I will make up for you master, you can punish me if you want. I replied: “remember the rules and don’t message me anymore until I message you”

To be continued…

Hope you enjoy it. This is my first story. Looking forward to your feedback and comments.