Claire's Fantastic Journey Pt. 03

This is a fantasy, and all the people named in the story are over 18 and purely fictional.

CHAPTER 3

8

In order for Claire to get the necessary practice for her future work, Chris started frequently inviting his buddies round to her flat. The men were almost all around his age and worked in a similar sort of field. Most of the time, they turned up in suits, as if they had come straight from the office. A clear contrast with Claire, who simply wore her casual everyday clothes, knowing perfectly well glamour would not be a part of her show.

In fact, you could hardly even have called her act a proper striptease, as she, quite unerotically, got down to her everyday bra and socks before she even climbed onto the table. The only proper teasing involved enticing them with her top by playfully revealing and then covering her boobs. After unhooking her bra, she would lift it over her head while holding on to its extremities and rub it against her back for a few minutes before catapulting it towards her audience. The rest of the show was anal only and mostly consisted of gaping her butthole at the boys and fitting various items inside it, before pushing them out, all for the purpose of entertainment. By that time they had pretty much figured out what she could handle, so Claire would end the show on a lighter tone by simply acting goofy and pulling silly faces at everyone.

On this particular evening, Chris was accompanied by Mark and Dave, two of his most handsome mates, or business partners; she wasn't quite sure, and it didn't matter anyway. Claire had performed for them in her usual style and was now goofing around naked, while they sat in their dark suits with serious expressions on their faces, softly caressing the erect penises protruding out of their flies. There was definitively something a bit surreal about the scene, but, for Claire, it was simply the normal way for modern men to demonstrate their enjoyment with her show!

Anyway, it was about time for her to start taking care of these giant choppers of theirs. She had gotten them ready for milking, and now she was about to milk them; it had become as simple as that for her. They had gotten a taste of her style and had obviously enjoyed it. Now they were about to get a feel of her skills. First, the 35-year-old maneater unfastened and lowered their pants. Genitals need to breathe, and she needed proper room and access in order to work. Then, she got hold of the boy's balls, softly but firmly massaging them in her palms, to make sure the cocks remained hard. While still supporting Dave's testicles with one hand, she firmly got hold of Mark's erect cock with the other and proceeded to lower the foreskin. She then kissed and licked all around the tip before doing exactly the same with the other guy. After that, it was time for a double blowjob.

The boys were pretty much ready to get inside her at this point, and after getting fully undressed, Mark was the first to find his way into Claire's bum, while Dave continued to enjoy her oral skills.

Both participants knew perfectly well Claire's pussy was off-limits and would not be getting fucked, so Dave had a choice between remaining in her mouth, where he was being well serviced, and joining his buddy inside her fat bum.

Claire was aware that many men were uncomfortable with doing this, and some even connoted it with gayness. And while she was able and willing to accommodate and milk both of them together, she would never have forced anyone. Luckily these two were more open-minded--or more temerarious--than most and were soon feeling comfortable rubbing against each other inside her rear. They fucked in different positions like this, ending with Claire energetically bouncing up and down on their rods as they lay on the floor in opposite directions, with their legs crossing each other and their penises perfectly aligned inside her bum.

The way Claire was riding them both in this final position proved a little too much for the boys, and their sudden shaking, grunting, and gasping were enough to inform her that it was soon over. She lifted her bum just in time to avoid cum pouring inside her butthole and allowed it to gush up in the air before it messily landed all over the boys tummies and genitals. Of course, they would have liked to have been fucking her for a bit longer, and it was probably not the most manly way to shoot their loads, but Claire didn't seem to mind.

"Come on, boys, let's get you cleaned up," she simply announced with a laugh.

So the sticky, slightly embarrassed, amateur studs stood up, dripping all over the place, while a crouching Claire dutifully proceeded to clean them by licking up all the goo until they were dry. Mark first, then Dave. To show them she wasn't mad, she playfully gargled their cum while looking straight into their eyes. After swallowing the semen, she continued pulling silly faces. With such entertainment being offered to them, the thought of having perhaps disappointed Claire was soon off the boys minds. No, she wasn't at all disappointed, of course. None of it was personal; she was a soon-to-be professional entertainer who had, very cleverly, turned a minor incident into part of the show.

The boys having turned a little numb, she helped them back into their clothes while energetically and playfully offering some mild banter to make sure they felt okay with everything. She loved these moments when she was behaving like a big, strong sister to her temporarily weak-minded little studs.

Anyway, it was over, the boys were milked, and Claire had just proved her point again. When she started a job, she always saw it all the way through. Chris gave her a playful smack on the butt before cupping out his hands for her to place it there. After all her efforts, it was time for the energetic but naturally tired girl to be carried to the bathroom, where she could enjoy a hot shower!

9.

Claire had been putting on these shows a couple of times a week and had finally gotten passed the stage of enjoyment to suddenly realize she now needed more than one man at a time to satisfy her needs. Group sex was no longer just about showing off some cool skills she had developed but beginning to mean something to her on a deeper level. Of course, Chris being her dominant partner, there was no way she was going to cheat on him, but she just had to tell him that needing more than one man at a time was non-negotiable from now on. Of course, he just laughed.

"Fuck who and how many you want," he said to her, "just let me know about it."

But it had become a real issue for Claire, because as a result of her new confidence, combined with the way she presently dressed and carried herself, far more men entering her bookstore were expressing an interest in her. Whereas it used to just be the odd shy, nerdy guy looking for a relationship, she was now being hit on several times a week by blokes who seemed more intent on having a good time than being Prince Charmings. Of course, Claire was flattered, but life was too short, and she was getting too old, not to be simply honest about who she was.

"Sorry guys, I'm not the kind of girl you flirt with," she would simply tell them in a very matter-of-fact way.

"But if you're interested in sharing me, I'll just check with my partner and let you know," she added.

On occasion, it even happened that two buddies would actually be competing over her, probably thinking that, even if she looked hard and sexy, she just needed a strong man. You would simply not expect the sort of girl you had to share to be working in a small bookstore. Times have changed, guys!

Most of the time she never saw these guys again, but now and again she enjoyed a few threesomes. Sometimes Chris watched or even participated, but mostly he just let them get on with it.

It was strange, really, in a sense, to think that less than 6 months ago she was a true romantic at heart and that now she only fucked with a minimum of 2 prince charmings at the same time. Well, so much for romanticism, was all that particular observation brought into her mind.

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Everything had gone according to Chris's plan. The sort of performing that was necessary in order to make an impact in modern porn required a bit more than just skills. It was a competitive industry, and the girls who worked in it nowadays --especially the South American ones-- possessed an amazing energy and drive, as well as quite phenomenal looks.

In his opinion, the best porn entertainment owed more to a girl's mind and her confidence than it did to her body or her abilities. That's why he first needed his workers to be happy and relaxed with having multiple partners in their own lives before they took them on in their work. Being able to accommodate 2 men at the same time in a scene could be managed by any professional. But when the girl was confident doing it in real life, he felt it really showed in her personality and gave her a winning edge above the others.

And he was glad, if not exactly surprised, that Claire was finally there. She had really turned into a bubbly, playful, fire-cracking maneater if he had ever met one!

As for Kiera, he loved the way she played on her Miss Universe looks in a delightfully poker-faced way, so that, with her classy elegance and angelic features, you would never have guessed for a second she was not a girl a man could have to himself. It had been some journey getting her there, but now, she wasn't going back in a million years. And it was quite a breathtaking experience to watch this hard-minded beauty queen turn a couple of gallant flirts competing for her into valiant studs, happy to be sharing her while getting serviced together.

Furthermore, the fact that Kiera also worked on the side as a high-class hooker really helped her level of performing, even if it didn't involve the same kind of acrobatic skills as porn. Knowing how to execute a show in front of a camera was a big plus for any girl in the industry. But, in Chris's mind, she also needed to feel proud and happy she was providing a service to a man, as well as just being an entertainer for the crowds. Good porn involves taking care of another person's body. So it is truly hard work, and nothing in the world makes a pimp happier than knowing his girls are looking good, feeling good, and ready to work.

It was now Claire's turn to take the big leap.

10.

Claire's first couple of scenes were pretty straightforward, one-on-one assignments. And, in spite of each of them being anal only (that was the minimum requirement these days), the idea behind them was for the viewers to take more notice of her personality than of her acrobatic skills. There would be plenty of time for that later. Just for the moment, Chris really wanted Claire's fun and playful side to shine through on camera.

As he anticipated, the young woman performed pretty much the same way she had in the private parties he had been organizing for her. She was a well-trained girl now, and all the automatisms she had developed over the past weeks were falling perfectly into place. When she fucked, her style was a practical, straight-to-business, no-nonsense one, aimed at getting a man milked clean. And that was exactly what these types of scenes needed: a professional cock servicer, not a sensual lovemaker.

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For her third scene, Claire had been paired with Kiera, another of Chris's girls. The latter being a tall, dark, lofty-looking supermodel, the physical contrast with herself was about as complete as you could imagine.

It was a classic 4 on 2 scene, with each girl taking on 2 studs while showing off her double anal skills to the world. Nothing too heavy by today's standards. Kiera's partners were Mike and Jerry, a couple of old-timers, while Claire was taking on Nathan and Johnny. All four boys were muscular, well-hung, and totally pro, as well as good company outside the set.

After the preliminary teasing and blowjobs to get the studs hard, it was time for the girls to put their big butts to work.

Instinctively, and being the more experienced of the two, Kiera naturally helped Claire get her fuckmates inside her by gently guiding everyone and making sure they found their way into her bum smoothly and without any pain. In less than thirty seconds, Claire was happily servicing them under Kiera's unnecessary but kind and gentle supervision. After a few minutes of watching them fuck, and without prior warning, the dark model pulled the cocks out and double-sucked them before gracefully and naturally putting them back together inside their proper place (aka Claire's butt).

After making sure that everything was going alright for the first-timer, she decided the moment had come to lower herself on her own assigned cocks, which had been pointing at the sky for the last two minutes, impatiently waiting for her butt to approach so that they could make themselves at home inside it.

Nothing ever goes exactly as planned in a scene, but it is all part of the fun. While Kiera was bouncing her big butt on both the rods that presently inhabited it, Mike suddenly slipped into her pussy. He made it look like it had happened inadvertently-- it was an anal only scene after all-- but she was pretty sure he had done it on purpose just to tease her. Kiera was anal only in real life, yet, for her work, she was perfectly willing to be good-natured about having a cock in her pussy. So, she playfully fucked it while pretending to look shocked and overwhelmed for the camera. After a few minutes of vaginal fun, the young professional finally seized the fat penis, took it out of her pussy and firmly pushed it back inside her bum, next to the other one.

"Time to get back with your buddy," she laughed cheerfully at its owner.

The fun was over, but the boys didn't mind; they had worked with Kiera before and enjoyed her playful and easygoing kind of spirit. She had allowed them to indulge and fool around a little, but now they were back inside her bum, where they both belonged for the scene and probably even in real life if they ever decided to try their luck with her. Kiera played around with that idea for a moment, rather enjoying it.

At the same time, the Eurasian porn model pursued her energetic bouncing while alternately tightening and releasing her grip on the cocks, using her soft yet strong anal sphincters. She continued until she felt they could no longer hold their loads in. Without any warning, she finally raised her bum high so both men slipped outside it. Turning herself around, and still crouching, she seized one cock in each of her hands. Putting them both inside her mouth, she gave the men a double blowjob, her eyes lustfully teasing the camera. After that, she let Mike take a small break while she concentrated on Jerry, who was about to explode. The professional stud released his load into Kiera's mouth, who promptly gargled and swallowed it before looking defiantly into the boy's eyes. After that it was Mike's turn to get exactly the same treatment. The young actor had been holding on to his load the whole time.

Kiera finished her work by cleaning them both up by using her tongue and then kissed their manhoods goodbye. Bending forward and crouching, with her bum pointing towards the camera, she then parted her butt cheeks and playfully winked her butthole at the lens, acting out what had pretty much become her trademark. Did you say pro?

The whole time, Claire had been just as effective with her own studs, even in a sloppier and much less poker-faced way. Her body was perfectly trained to accommodate several cocks without any problem, but you could tell she was a little overwhelmed by it all, even if she pretty much got the same result as Kiera in the end. Lust and enjoyment were written all over her face. And the way her intensity and slight clumsiness, contrasted with Kiera's coolness, had definitively proved to be a great marketing idea by Chris.

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For the entire job assignment, Claire had been impressed, not just with Kiera's modelish looks, but also with just how serious and experienced she had proven herself to be. Not many girls were capable of showing such empathy with both her work partners and her viewers while staying committed to delivering a professional job.

By comparison, it made a refreshing change for Claire to enjoy the Eurasian model's casual and laid-back behavior when they finally got changed backstage after the shoot. It was truly instructive --as well as great fun--for a novice like herself to be able to watch a pro fool around while exchanging some light banter with the crew, whom she obviously knew very well. Fantastic to enjoy the sight of her playfully twerking her butt at them and even ripping a loud one when they candidly commented on her flawless beauty.

"You should have been a supermodel, Kiera," the guys teased her, knowing she loved her work.

"I'm just a big-bottomed working girl," she casually replied, slapping her rear.

These men did not have much going in terms of pay or recognition and probably lived for small moments like this. Watching a goofy prostitute, who looked like Miss Universe, fooling around behind the scenes and releasing the pressure while giving everyone a bit of extra entertainment was surely worth their day's work. Claire realized that even though she was a hard-working girl, Kiera was definitively just one of the lads, and you could tell she just loved being around the boys.

One of the lads for sure, but also a very well-organized professional, Claire thought as she observed how her tomboyish coworker very neatly packed the classy lingerie she had brought along back into her case. She was now pulling her tight jeans back over her bare butt and her black leather jacket over her tank top. In a couple of seconds she would be tying her hair, putting on her helmet, climbing on to her bike, and driving back towards her own busy life.

Yes, in Kiera she felt she had definitively found the perfect role model to keep herself on track in her new field of work. With her confident and down-to-earth nature, she made Claire feel completely at home with her. And, of course, the mutual connection with Chris only made it easier for both of them.

11.

Claire continued making good money for herself as well as for Chris over the following weeks. Each time she appeared in a scene, the ratings and the sales proved good, and her agent's casting instincts were praised once again. The 35-year-old no longer really needed her job at the bookstore, so if any customer had happened to recognize her over that period of time and felt uncomfortable with something, it hardly mattered anymore.

With her increasing income, she also became able to move out of her small flat and into somewhere much bigger. Chris no longer lived with her, and their relationship had naturally evolved into a very open one where they saw less of each other. Claire had plenty of work and projects anyway. Porn was a small world, and even if she owed a lot to it, she was beginning to feel, like many others, that social media was where she really wanted to be.

As for Kiera, she kept on working, of course, but also started looking for different opportunities to make the most of her huge potential. Recently, she had done some more traditional modeling: lingerie, swimsuits, that sort of stuff. And, of course, the internet always offered unlimited possibilities for a clever young beauty queen, and moreover, for one with her small fame.

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Versatility was the word to describe these modern sex workers. Chris knew that things were no longer like the nineties or even the early 2000s. Most of the girls who appear in porn today are also influencers, with many skills and hobbies outside their work. And the sort of agenting needed to support them had, of course, changed accordingly. The days when an old-fashioned pimp kept a tight leash and full control over his girls were long gone.

Chris's job had mainly been to prepare them, both physically and mentally, for sex work (and to an extent for sex itself in Claire's case). A task that he had managed expertly. Now he simply had to let them evolve and develop in their own time and on their own agendas.

He knew some things would never change in this world, and regardless of all her other accomplishments, a sex worker remained one until the market finally ejected her. And that would not be happening for a long time. The only question was, did he have what it took to remain their agent once the girls got themselves a bigger name in the world?

But it was a rhetorical question, of course, for he was simply a pro who handled pros. They all knew it. Their way of showing him every single day how happy and fulfilled in their lives they were was more than enough proof of that.

THE END