Chapter 8: More challenging tasks

For the next few days, Helen had no contact with Jack, if by contact we mean exchanging messages or video calls through the web portal they used to contact each other. For what Helen did have on a daily basis was the vibrator suddenly activating in the afternoons and evenings.

At home, while making tea or cooking dinner, the vibrator would suddenly activate, and she would have to brace herself and be careful not to drop anything in her hands. Sometimes it was an intense stimulation that brought her rapidly to orgasm but stopped quickly and left her excited and frustrated, running her hand over her chastity belt, futilely trying to push her sex to reach the desired orgasm; at other times, it was a gentle stimulation that persisted for a long time, causing a growing excitement that brought her very slowly closer to climax but never allowed her to reach it and left her equally frustrated.

At night she couldn’t help having erotic dreams in which she saw herself on her knees sucking cocks or on all fours while some stranger roughly fucked her. She would wake up sweaty, her vagina soaking wet and desperate to cum. Even one night, when she was asleep, the vibrator started to move and woke her up, making her breathing quicken, thinking that maybe this time she could reach orgasm, but, like the other times, PerverseMaster seemed to have a sixth sense and cut off the stimulation just as she was about to reach the climax she dreamed of.

At work she couldn’t stop thinking about sex. When she saw a man, she couldn’t help but look down at his crotch and think about what his cock would be like and how delicious it would be to have that man thrust all the way in and fuck her to a fantastic orgasm.

After 5 days, one night she decided that she couldn’t take the excitement and would no longer charge the vibrator. The next day the vibrator, with the batteries dead, did not activate at any time. Nevertheless, it was an object inserted into her vagina, which even without activating the vibrations, was turning her on. Especially exciting was the small protrusion that rubbed against her clitoris when she walked or changed position.

That night, when she got home, she received a message from PerverseMaster: ‘The app warns me that you haven’t charged the vibrator.’.

Kajira2000: ‘That’s right, I can’t resist, Master.’

PerverseMaster: ‘You need to load it right now.’

Kajira2000: ‘Please, Master, I can’t resist it.’

PerverseMaster: ‘If you don’t load it right now, I won’t let you cum all month, slave. You’ll have to wait until the box opens and you can get the keys.’

Helen thought about the alternative and told herself that, in her current state, and if only for the mild arousal the vibrator produced even without being charged, she would go mad if she had to endure a month like this, so resigned, she answered Jack.

Kajira2000: ‘I will obey, Master.’

PerverseMaster: ‘You have been disobedient, so, as punishment, the task I’m going to set you will be harder this time. I want you to film yourself giving a man a blow job and send me the video.’

Helen replied in horror.

Kajira2000: ‘I can’t do that, Master.’

PerverseMaster: ‘Either you obey me, or you don’t cum for a month, slave. And I will consider whether I want to continue with a disobedient slave.’

Kajira2000: ‘But I don’t want to send a video showing my face, Master.’

PerverseMaster: ‘You don’t have to show your face. Wear a mask or edit the video to pixelate part of your face. But I want to see how you suck his cock and how he cums in your mouth. And don’t try to trick me by sending me a random video from the Internet. When you finish, I want you to show me your mouth full of cum, swallow it, and say, “I have obeyed you, Master.”’

Kajira2000: ‘I don’t know if I can do that, Master.’

PerverseMaster: ‘Don’t call me until you’ve done it. Until I get the video, I won’t let you cum.’

And he disconnected.

Helen was left thinking.

Over the next few days, the vibrator continued to suddenly come to life and add excitement to Helen’s already aroused body, but she was reluctant to think about giving a blow job to a stranger and recording it. She thought about calling an old boyfriend or someone she had once dated, but it seemed to her that would be almost more humiliating, and besides, it had been too long since she had dated anyone.

To complicate matters and worsen her already altered emotional state, one night she noticed that she had her period. She realised that in the excitement of wearing the chastity belt and her submissive games, she had forgotten that detail; fortunately her periods were as regular as clockwork, lasting only a few days and not very heavy. She was able to manage by using larger than normal pads to soak up whatever might leak out of the belt. Hygiene was a bit more complicated, she thought it would not be enough with the high-pressure shower as she had done so far, but, fortunately, one of the bathrooms in the house had a bathtub, and taking a very hot bath not only contributed to her cleanliness, but it was a very relaxing and sensual sensation that relaxed and stimulated her body at the same time. Helen thought it was another of the pleasures she had forgotten in her until recently increasingly spartan life.

However, the sensuality of the hot water stimulating her skin, in a way, increased rather than calmed her arousal.

By the time Helen’s period was over, she had been continuously aroused for 11 days and could think of nothing else but having an orgasm, no matter what the cost. She had tried everything to achieve an orgasm, from rubbing her chastity belt tightly against a table leg as she tightened her nipples to clamping her nipple clamps very tightly and pulling them off. To her shame, she was even so desperate that she tried shoving the dildo up her ass and fucking herself against it. She felt so aroused that she almost came this way. She felt the two artificial phalluses inside her body, filling her completely, stimulating her sensitive orifices, but it did nothing but increase her level of desperation. Everything she tried was useless.

In the end, she decided to give in. She wanted to enjoy her fantasies in privacy and anonymity; web contact with PerverseMaster was the limit she had originally set herself, but the excitement was impossible to resist. Moreover, she began to think that being forced to give a man a blowjob because she was ordered to do so by her master was degradingly exciting; it was one step further in her fantasies of submission and enslavement. The thought of it made her more and more aroused; she put aside all qualms and began to analyse how to do it, where, and with whom.

She decided that she would look for a club away from home, at the other end of town, or even a roadside bar, a place where she couldn’t find anyone she knew or could meet again. She would go on a weekend, late at night, so that it would be easier to find someone willing, and if he was drunk enough not to remember her the next day, so much the better.

Searching the Internet, she found a club that seemed perfect: quite far from her own neighbourhood, where many university students went to dance on weekends, with a reputation for wild parties. Surely she could find some sex-craving student there. She decided that, since she had no knowledge or know-how of how to edit the video, she would use a mask she had from a costume party to hide her identity on the recording. She hesitated about wearing the mask from the start, thus ensuring that the man she approached would never recognise her, but decided that, although it might be attractive and mysterious, it would be very strange to enter the place wearing the mask. She would wear it only for the recording.

The next day, Friday, Helen left the office early, as was becoming her habit, went home, and there she showered and changed her clothes. She was choosing carefully, looking for what could be as attractive and suggestive as possible without them thinking she was a prostitute looking for clients. Finally, she opted for a somewhat transparent white blouse that she left quite open, revealing a generous cleavage that was enhanced by a black bra. A short black skirt, stockings, and black shoes completed her outfit.

She ate dinner and spent her time reading, waiting for it to get late and for any men she might find there to be drunk. When she thought she had waited long enough, she did her hair and make-up differently from her usual style and got into her car. As she headed in the direction of the club, she thought about how to approach her chosen man. Although she found it difficult, if it was just to give him a blowjob, it would be easier. But having to record herself and wearing the mask was a problem. After much thought, she decided that she would tell him it was a bet. Besides, that way, she could get ‘straight to the point’ without pretending to be flirtatious or wasting too much time. The thought that she would soon be on her knees, sucking a stranger’s cock, and swallowing his cum when he came, made her nervous, but it also excited her; her fantasy was becoming more and more real. She felt her locked pussy getting wetter and wetter, and the knowledge that she was going to satisfy a man, that someone was going to use her mouth to get pleasure without bothering to reciprocate, and that she would have to wait for her own satisfaction until her master allowed it was a degrading, humiliating, and thrilling sensation.

When she arrived at the club, she parked, sat inside for a few moments to gather her strength, and headed for the door with a determined step.

Once inside, she sat at the bar, ordered a drink and looked around the establishment. Although there was still a large crowd, it was obvious that the peak hour had passed. There were couples dancing on the dance floor and a few groups of men, women, or mixed groups scattered around the room. There didn’t seem to be any men alone, and she didn’t plan to approach a man who was in a group. She was approached by two men, but she needed a single man, and besides, they looked so drunk she thought they would collapse at any moment, so she told them she was waiting for her boyfriend.

She waited for a while, and for her second drink, she began to think she wouldn’t find anyone; but suddenly, she saw that from a group of three men at a table, two stood up and one remained alone. She got up from her stool and approached the table.

“Hello, my name is Julia. Do you mind if I sit down?” improvised Helen.

“Hello, Julia; I’m Sam,” the man replied. He was fairly young, of average height, weight, and appearance, with nothing remarkable about him, with brown hair pulled back in a ponytail, brown eyes, and a big mouth and nose. He looked a bit drunk.

“Are you alone?”

“Yes, are you?”

“I’m alone too.”

“I can’t believe a beauty like you is alone.”

“There are good days and bad days.”

“Well, you’ve made my bad day a very good day,” he said with a grin from ear to ear.

“I’m glad of that,” Helen replied.

They continued chatting for a while, during which Helen learnt that Sam was a senior studying electrical engineering. Helen told him that she was an accountant in a small company. Helen didn’t dare tell him what she wanted to do until she got up the strength to tell him.

“Listen, Sam, I have a favour to ask you.”

“Yes, tell me. To a woman as beautiful as you, I can’t refuse anything.”

“I made a bet at work, which I lost, and I have to record a video of me giving a blowjob to a stranger.”

‘Wow, what risky bets you make! You mean you want to give me a blowjob? Now?’

Helen nodded.

“I must be dreaming! Count on it! Where are we going?”

“I have my car nearby. Shall we go there?”

‘Wherever you say,’ Sam replied, getting up hurriedly.

Helen walked to her car, with Sam close behind her.

Arriving at the car, Helen opened the back door and got into the car, followed by Sam. Fortunately, she had left the car relatively far from the entrance, so there was no risk of many people passing by. However, there were voices of people passing by, and Helen prayed that no one would see her, let alone anyone she knew.

Helen knelt down on the floor, put on the mask she had prepared, and handed the mobile phone to Sam with the video ready for him to start recording.

He unfastened his belt and unzipped his trousers, and she pulled his trousers and pants down to his ankles. He already had a good hard-on caused by the delicious anticipation of seeing the beautiful woman’s soft lips around his cock.

Helen reluctantly took hold of his cock with one hand and moved her head closer until her lips touched the tip of his cock. She opened her lips and slowly lowered her head, letting her lips caress the warm, springy shaft until the tip touched the entrance to her throat.

She raised her head again until only the tip of his cock was between her lips and slowly lowered it again. Sam had thrown his head back, closed his eyes, and, with his arms relaxed at his sides, was enjoying the pleasure Helen’s actions were giving him. Helen quickly realised that the mobile phone was no longer recording her and alerted Sam, who raised his hand and refocused on Helen.

Helen continued to bob her head, sucking Sam’s cock, pausing occasionally to flick her tongue around the glans to excite him further. On the one hand, she felt embarrassed and humiliated by what she was being forced to do; but on the other hand, being forced to degrade herself and suck an unfamiliar cock was proving inexplicably arousing. She felt her vagina getting wetter and wetter.

What she was doing resembled what she imagined in her fantasies, but at the same time, it was real. She was sucking an unknown man’s cock because she had been ordered to do so by her master, and she was going to have to keep his cum in her mouth to show it to her master before swallowing it. Helen didn’t understand why she felt aroused. Was she a slut? A nymphomaniac? Then she thought that, after all, people did worse things at many wild parties; it was just a game, an exciting game that she could stop playing when she got tired of it. PerverseMaster didn’t know her identity, and even if he did, he couldn’t prove that it was Helen with whom he’d had the sessions. And in a month, she would be free of the belt and could choose to continue or stop.

Voices passing near the car made her stop for a few seconds, fearing that they might see her. She felt embarrassed that she could be seen in this situation, sucking a cock in the back seat of a car, but again, the humiliation of her position made her feel even more aroused, and she resumed her task with renewed enthusiasm.

Helen noticed Sam’s breathing quicken, and she, in turn, quickened her movements, bobbing her head up and down faster, running her lips up and down the length of the saliva-soaked cock. Suddenly, she heard him let out a grunt and felt his cock throb. Moments later, she felt a jet of hot semen spurt into her mouth and it ran all the way down to her uvula. That spurt was followed by many more until she began to feel her mouth fill. Finally, the flow stopped, and she let out the cock that was going limp.