Mature Lady Seeks a Wimp Ch. 03-04 by submanuk,submanuk

Chapter 3

I had tried to busy myself as I anxiously waited the long five hours as instructed, until it was time to log into the messenger account that she had provided. I was reassured that the password and username worked after my trial run but I didn’t know if my over eagerness had blown any further contact with the Mistress. I couldn’t get her pictures out of my mind however and I found myself pathetically stroking myself as I viewed them again. I managed to resist allowing myself an orgasm as I felt that she would somehow know and it may anger her even more. It hadn’t occurred to me that she was already beginning to have an influence over my behaviour even at this early stage of communication.

I had not thought about the consequences of hours of stroking myself without an orgasm and as 5pm approached, I suddenly realised how utterly aroused I was as I obsessed over her pictures. This too was bound to be evident to her when chatting I thought to myself. I hadn’t realised that I was already mentally putting her on a pedestal, expecting that she would know whether I had orgasmed or not just from my attitude.

Suddenly it was 4.58pm and I began to panic to get ready to log in. I mentally hoped that there wouldn’t be any password errors or problems logging in and that she would be present online to communicate with me.

At 5pm exactly I logged in to the account given to me as “ownedwimp” and I again felt overwhelmed with embarrassment at the image of myself naked and kneeling that I had previously sent to her which was still set as my profile picture. I was more relieved than ever that this did not show my face but felt quite disempowered that that she had used it to create a profile picture for this new account that I had not agreed to.

5pm turned in to 5.05pm and there was still no sign of her as I knelt, naked on my knees as instructed, awaiting her. I began to think that my disobedient premature log in earlier had put her off and that she was not going to appear.

As it neared 5.10pm I nervously sent a message to “The Mistress” account that I had received the angry message from earlier.

“I am here Mistress,” was all I said.

Immediately I knew I had made a mistake when she quickly responded with a message…

“You pathetic moron, I know you are there. How dare you show impatience towards me. Did I tell you to message me? My instruction was very clear, I told you to be online at 5pm, naked and kneeling!”

“I did not give you permission to message me!”

“Are you fucking stupid boy?”

I panicked again and tried to calm the situation.

“No Mistress, I don’t believe I am stupid but I can see that I made a serious mistake in messaging you without permission.”

“Please accept my apologies and I will try to do better Mistress,”I grovelled.

“No boy, if we are to continue you WILL do better. Trying is not good enough!”

“Yes Mistress, I will do better. I am very sorry for my mistake,” I reiterated.

She went quiet again for some minutes as she left me wondering what she would do. I had assumed that she was considering whether to postpone further chatting to punish me for my impatience. I had learned a very fast lesson from her to make sure that I am patient and to not annoy her.

After a few more minutes of anxious waiting she returned…

“If I have to tell you about impatiently messaging me again, you will be punished. My time is much more valuable than yours and you will get used to waiting in silence for me.”

“Who the fuck do you think you are, worm?”

She still sounded angry with me and I struggled to know how to respond to her.

“I am so sorry Mistress,” was all I could manage to type.”

“I asked you a fucking question worm! Do not make me ask again!”

“I think I am someone who is very quickly learning to obey you and wait patiently in silence Mistress”. It was a feeble reply but it seemed to take a little of the heat out of the situation.”

“You had better be a fast learner boy. I will not tolerate impatience or impertinence.”

“You had better quickly learn that you are not some kind of equal who can converse as you like with me. You are an inferior little worm! You will address me with absolute deference and submission AT ALL TIMES!”

“Remember your place. If you cannot do that we will go no further!”

“If you were accepted here I would harshly punish any word or action that was not befitting of your role and status as my wimp. It is better therefore that you learn this now while you still have a chance to escape it.”

“Now, confirm to me how you are dressed and positioned.”

“I am naked and kneeling as instructed Mistress.”

“Goodboy. See how easy is to please me wimp? When you obey, things may be easier for you.”

“Now, I want you to tell me how you feel about everything so far, the role you have applied for, how our communication has made you feel and whether you wish to continue this process towards the role.”

I composed myself briefly and thought about how I felt before beginning to type my answer.

“Well, it feels quite humiliating to kneel here naked not really knowing if you are a genuine female and real Mistress.”

“It also feels very humiliating to realise that I’ve made two mistakes already by being impatient Mistress.”

“On top of all that I somehow feel very aroused when you communicate with me. I hope it’s not inappropriate to admit that too.”

“As for going forward, yes I would very much like to continue along the process Mistress but I admit to feeling very nervous and uncertain about how it all may pan out.”

There was a long pause as she read my response.

“It is good that you feel humiliated boy, it confirms to me that you are no alpha male. I think it’s very obvious that you are a weak, pathetic, inferior little wimp who needs a strict bitch to serve.”

“Of course it’s uncertain for you too. In this relationship you will probably never become fully get used to having no power or rights of your own. It will always be uncertain for you as I can change everything in a heartbeat if I wish. I will always be unpredictable to you and you will always be entirely predictable to me.”

“Let me remind you, I have clearly said that I will NEVER be nice to you. I mean that! You will not receive any common courtesy or politeness from me. You will always be left worrying about how you can make amends or seek my forgiveness when you have done nothing wrong. You will walk on egg shells to please and appease me. You will never meet my high standards and I will punish you accordingly despite your constant efforts. I am nothing short of a total bitch at heart and I seek someone that can accept and worship me for every harsh word and action I dish out to you.

“Now, I want total honesty in your answers…”

“When did you last orgasm?”

I squirmed as I admitted that it was after receiving her email and pic a day earlier.

“Disgusting boy! Be aware that if you are successful in obtaining this role with me, your orgasms will be very strictly controlled. They will be rare privileges that would have to be earned through impeccable service and they will be supervised and under my instruction.”

“How does that make you feel?”

“Very nervous Mistress. I don’t know how I would cope if I couldn’t orgasm frequently.” I realised how pathetic that sounded after I had clicked send.

“So you have an addiction that we need to work on boy. You are clearly a compulsive wanker but I can work with that. Knowing your weaknesses gives me immense power over you wanker.”

“Your addiction may turn out to be a source of great torment to you and immense pleasure to me.”

I wondered what she meant by that but I was too scared to ask her.

“Now, you seem to doubt that I am a genuine female?”

“I don’t mean to doubt you Mistress. It is just that online it’s hard to know if people are real”, I tried to explain.”

“And what do you think I should do about your doubts?”

“I don’t know Mistress. Maybe you could send a voice message or clip to prove you are real?”

“You stupid fucking wimp! You think you have the right to make demands of me? You demand nothing from me boy! I don’t care if you doubt me. It is your problem! If you wish to end communication now, that is one of your last rights with me. Soon you will lose even that ability if you are accepted so you had better think about whether you want to continue with me.”

“Now fuck off! You have annoyed me and I don’t want to hear from you until I email you.”

I sighed to myself and accepted that I could do nothing about it as I sent a final grovelling apology and a goodbye message her, to which I received no response.

Again I was left somewhat confused and upset. I was disappointed in myself for saying the wrong thing again and I couldn’t even message to beg for forgiveness again.

From her perspective, this is exactly what she had told me to expect. I was quickly learning that I will constantly fail to live up to her expectations and she will enjoy pointing out my failures. She wanted me to begin to accept that I will never be good enough or worthy of her. Her psychological torment was already having the desired effect upon me it seemed.

Chapter 4

Several days went by without any contact from the Mistress. I felt that she was testing my obedience and ability to fight the urge to message her, despite my growing desperation to. I was increasingly fearing that I may never hear from her again. Maybe my doubts about her were correct and this wasn’t genuine after all, I thought. Despite this I found myself fantasising about her every day as I continued to view her pictures and I had given myself a further two orgasms since we last had contact.

Then suddenly, a new email appeared from her in my inbox…

“Be online at 6pm, logged into your messenger account!”

“Remember to be naked and kneeling!”

I suddenly felt a growing arousal again as I noticed another picture attached. She had a skill for creating images that made her look totally superior and formidable. This new image raised that to another level again.

She was pictured standing very confidently with her head held very high as she looked down towards the camera which was placed at her feet. She was almost standing over the lens in her black leather jeans, black leather gloves and white satin blouse. Again she looked very stern and angry as she peered down the lens.

I instantly found myself stroking again at the new image I had of her. I wondered if she was aware of what she was doing to me with these pictures.

It was only midday so I had to decide whether to make myself orgasm again before 6pm or to try to resist that powerful urge. I thought about what she would prefer and the answer suddenly became obvious. She would definitely not want me to orgasm and she may even ask me about it, so I thought it best to resist the urge to cum. I couldn’t however resist the need to stroke myself and I found myself fantasising about her for the next five hours until 6pm approached.

It dawned upon me again that logging in after hours of stroking and fantasising about her had probably put me into a vulnerable state of mind in which to chat with her. Maybe this was her plan when sending the email with the picture I wondered.

At 6pm I was logged in to “ownedwimp”, kneeling naked as instructed. I had now learned to wait patiently for her to message me as I stared at her pics again. The embarrassing image of me kneeling naked was still in place as my profile image but I didn’t feel I could do anything about it and I dared not mention it.

It was 6.20pm before a message appeared from “TheMistress”…

“Are you kneeling and naked as instructed?” She asked.

“Yes Mistress.”

“Goodboy. Now tell me about your wanking since our last chat. We’ve already established that you are a compulsive masturbator so I want to know how many hours you’ve spent doing it, how many orgasms you’ve had and what you’ve viewed and fantasised about.”

This was truly humiliating for me to kneel there naked in front of the screen and confess that I’ve been stroking daily to her pictures since we last chatted. It felt like a test in humiliation and confession. I informed her that I had orgasmed twice in the days since our last chat but the last one was yesterday. I went on to explain that all of my stroking has occurred while fantasising about her. They were many and varied fantasies; imagining her looking down at me as shown in her pictures, her stroking me in her shiny gloves, me licking her as I kneel between her thighs or beneath her sitting on my face, her dressed in all manner of fetish type outfits which made her look even more powerful and much more.

She didn’t acknowledge it but my growing obsession with her was exactly what she wanted to cause.

“Have you wanked that pathetic little cock today boy?”

“Yes Mistress but I resisted the urge to cum as I thought you’d prefer me not to as we were going to chat.”

“You are correct boy. I do not approve of your orgasms at all so I think now is the time that they stop until further notice. As I’ve said, if you are successful in taking up this role with me I will not allow frequent orgasms so we must ascertain whether you are capable of obeying such a simple instruction. Is that clear boy?”

“YOU WILL NOT CUM UNTIL FURTHER NOTICE!”

“Yes Mistress.” I accepted that this was important to her and wondered how I would cope.

“The purpose of our continued chatting is for me to assess whether I think you can fulfil the role I set out. So I will continue to test you in order to see if you are worthy of my time. I want honesty from you at all times as it’s your only chance to inform me whether you are right for it. If accepted into my home, you will no longer have any say in your future.”

“Are you wanking now boy?”

I confessed that I was as I squirmed on my knees.

“What a fucking pathetic pervert. Did I tell you to wank?”

“No Mistress, sorry Mistress.”

“I will make it clearer for you as you are too stupid to understand simple instructions.”

“YOU DO NOTHING UNLESS I COMMAND IT WHILE WE CHAT!”

“Now, do you a web camera?”

“Yes Mistress.”

“Set it so that I can see you kneeling but you may leave your face out of the shot. DO IT NOW!”

I quickly obeyed and informed her that it was set up.

“Now switch it on and tell me how you feel.”

I now felt extremely vulnerable and humiliated as she could see me kneeling, naked and could watch to ensure that I was not stroking myself unless she commanded it. Strangely, I was desperate to stroke myself at this point despite feeling so vulnerable and I embarrassed myself by confessing that to her also.

Suddenly the screen changed and she appeared on camera. All that was visible were her booted feet as the most shiny, pointy, black knee high boots appeared largely on my screen.

For the first time I heard her voice. She exuded confidence, superiority and a stern edge which filled me with apprehension.

“You may stroke as you stare at my boots, boy.”

“Thank you Mistress,” I meekly replied.

She would have seen how rapidly I became aroused and that precum was already leaking from my throbbing cock.

She intently observed my stroking, watching closely at the effect her boots had upon me and how I struggled to not cum.

Sternly, she spoke again…

“What a fucking pathetic state you are in. I think you really do need to be taken in hand and strictly controlled. I am enjoying seeing you like this boy, you clearly are in desperate need of my firm hand.”

“Is your cock leaking wimp?”

“Yes Mistress.”

“Lick it up!”

I scooped it up and took the sticky precum to my lips and licked it as instructed. Mercifully my lips were out of camera shot.

“How are you feeling?” she again asked.

I spoke quietly and said that I was pleased that she was enjoying it but that I was extremely aroused at hearing her voice and seeing her boots on camera. I admitted that licking my precum was very humiliating and not something I had done before.

She laughed out loud at me.

“Such a fucking perverted wimp aren’t you boy?”

“Yes Mistress,” I managed to quietly reply.

Her booted legs then moved apart and she began to breath more deeply. I couldn’t see above her knee level as the camera was very strategically placed focusing on her boots but it sounded like she was also masturbating. Then suddenly the sound of a vibrator confirmed my suspicions. Her breathing quickened and she began to moan loudly in pleasure. My leaking cock pulsed at every sound she made but I focused myself to make sure I did not cum.

After a few minutes she was building to her orgasm as she moaned and gasped.

She breathed more heavily as she spoke in an increasingly raspy voice.

“Orgasms are the privilege of Mistress, boy. A pathetic wimp like you will only get to be tormented for my amusement.”

“You are very fortunate to be able to listen to your superior enjoy such a privileged pleasure wimp!”

“Ooh, I’m going to cum, worm!”

“Fuck… arghh… ooh”

With a long moan of pleasure her legs moved around erratically and she let out a long sigh as she orgasmed.

She took a moment to compose herself before speaking.

“Seeing you like that gave me a nice orgasm boy.”

“Thank me for allowing you to listen!”

“Thank you Mistress. I am very much in awe.”

“As you should be boy!”

“Your purpose in this role is to provide me with pleasure. You may have some use after all. Now, if you were here right now I would probably lock you into a cupboard. I have an urge to be mean to you now that I have cum. As you are not here I want you to slap yourself across your face. I can’t see your face obviously but I want to hear the slap clearly!”

Still on my knees on camera but with my face out of view, I took my wet precum covered hand and slapped my own face. This was something I had never done to myself and it was human nature to try to be soft in the blow.

“Pathetic! Harder boy. I could barely hear that!”

I tried again and hurt both my face and hand as the sting hit.

“You fucking useless wimp. Get out of my sight!”

“Log off and do not contact me until you are told to do so.”

“Yes Mistress,” I again quietly replied and quickly logged out of the messenger, feeling confused and frustrated but very pleased to have received confirmation that she is indeed very real and incredibly superior.

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