Well, This Is Awkward (how_is_you // Gen Rive)

Jason looked at himself in the mirror for the fifteenth time that night, nervous of what was about to happen but very excited at the same time. The internet was a glorious place, full of all sorts of services and products, and right now, he was pumping himself up to walk out his front door and finally go get some action, even if it would cost him one hundred bucks for the hour. Did the man think he would last that hour? No, not likely, but he gave himself a safety net for his nerves, just in case it came to that. Sighing as he stared at what he thought was a tad too...formal look for his tastes, he told himself it was for first impressions of this woman. Maybe a long term business relationship could blossom from this; it was certainly more easy to explain away one woman on multiple occasions as opposed to many different women once each.

He was treating a hook-up with a prostitute as if it were a date. Was that desperate? He didn't truly know.

Picking up his phone and slipping it into his pocket, he started to walk out of his house and to his car. He wore the best clothes he could find that wasn't a suit, and that consisted of a pair of dark grey jeans, a thin, longsleeve button up shirt, and a pair of black running shoes. The outfit was...relaxed, he thought, since the shirt wasn't tucked in and such, but still looked like he knew how to take care of himself. As he made his way down the stairs of his apartment complex, he pulled out his wallet and counted the money for the tenth time, making sure he had everything he needed before getting into his car, a black BMW M5. He wasn't typically a car guy, so the fact that he got a bit of a beast under the hood was only a bonus. He just liked the look of the vehicle at the dealership, for the most part.

The drive to the address he had been given (which, funnily enough, was the sake street as the McDonald's he frequented) was excruciating to say the least. He thought a million different thoughts about what the girl would think of him. He wasn't ugly, not by most accounts. He worked out regularly, was relatively tall, standing at about six feet tall. He weighed about two hundred pounds of lean muscle, his body well defined from his running and light weight lifting he partook in. His hair was done up in a messy sort of style, and his body had the light scent of a cologne he preferred to wear when going out. He turned on some music, hoping to help calm his nerves and act semi-respectable when he finally arrived at the home. His fingers tapped to the drums of the hard Rock song, his eyes and mind focusing on the drive to make sure he didn't kill himself because of his nervous behavior.

After about twenty minutes of straight driving, he arrived at the address, and he pulled up to the scurb of the street, sighing a bit and just sitting for a few moments. You can do this, Jason. It's no big deal. Besides, you're probably going to like this chick as a person to begin with. Getting out of his car, he made his way up the sidewalk and knocked on the wooden front door, waiting patiently for someone to answer.

Seventy five dollars for one hour, it was fucking travesty. Normally a girl as good looking as Harriet would be able to charge five times that amount for her time, so long as she wasn’t some prude who refused to do more than give handjobs. Oh sure the customer would pay more than that, but the redheaded teen would only ever see three quarters of it due to the agency fees. It was the agency that had pushed her into offering her ‘services’ at this ridiculously low price anyway, claiming that she’d not been taking on enough clients for their liking and that a few nights of reduced fees would help her attract some regular customers. The lack of customers was not an accident, as Harriet had been very selective as to who she would meet up with.

Nobody more than twenty years older than herself, nobody who had poor hygiene, nobody who was ugly or physically unappealing and of course most importantly – nobody who had a habit of seeing any of the other working girls. Her health was her number one priority, and while she always insisted on using protection, some of the other escorts were more lax. Beyond that, the redhead wanted to enjoy what she was doing, as the prospect of selling her body to strangers without wanting to was a chilling prospect.

By the time all of her restrictions were in place, Harriet generally only had two types of client. Younger virgins who just finally wanted to feel what it was like to be with a woman (most of whom failed to get an erection, and just ended up kissing and groping her for an hour) and older married men whose wives had stopped putting out. This latter category usually proved to be the more fun of the two, as the guys tended to know what they were doing and were able to last a bit longer.

Despite the almost insultingly low price and the fact that the guy she was seeing was almost certainly the ‘virgin’ type, Harriet found that she was looking forward to this evening. Her brief online chat with the guy had proved him to be polite and genuinely eager.

As a result she’d made a little more of an effort than usual, forgoing her usual red dress and instead going the full distance with lingerie. With transparent black thigh-high stockings climbing her legs, the redhead was dressed to kill with a matching garter belt and lacy black thong. Her top half was loosely shrouded in a long and almost completely see through camisole top, that stopped just under her navel at the front buy extended down over her perky ass round the back. Through the material, it was easy the see the large swell of her breasts being held in place by a half-cup balcony bra. Tonight she’d even worn a pair of nylon fingerless gloves to further her ‘punky’ look after hearing it was something her customer enjoyed.

Normally there was no way she’d answer the door while dressed so provocatively, but tonight she wanted things to go smoothly. Her supple, tattooed flesh on display quite clearly would hopefully get her customer excited… and hard, helping the first part of that. So of course, giving a sultry pose as she answered the door, Harriet was completely taken aback when her older brother was standing on the other side.

Muted, she was lost for words for a moment she stood there in the doorway, unable to understand. Finally her sense kicked back in as she realised that any passers by would see inside and what she was wearing if she wasn’t careful, and so grabbing Jason by the front of his shirt, the redhead pulled him inside and slammed the door to the apartment the agency had provided.

“What the hell are you doing here?” she hissed at her sibling. “Did… did you follow me here? You’ve got to leave, now, go out the back door, I’m supposed…” she trailed off then, not wanting to say what she’d been about to say – she was supposed to be meeting someone. That much was obvious from her clothing. But what was up with what Jason had put on, why the aftershave and the… Oh dear god. It dawned on Harriet all of a sudden that the anonymity of the internet may have played a very cruel joke on her.

Jason would be lying if he said that he had expected a working girl to ask for a bit more. Luckily, if that were the case, he had enough stockpiled in his savings to pay that too, despite likely having to recalibrate his budget to manage it. Yeah, he remembered now that he actually planned for this, too, further adding to his weird illusion that this would be at the very least similar to a date. He thought about all this as woman did...stuff. He had no real clue what was taking her this long to answer...or maybe his nerves were dragging out the seconds of her walking to the door.

When the door finally did open, a smile came onto his face briefly. Then, realizing who was standing in front of him in lingerie and very little else (and, despite his best efforts, it made him a tad bit aroused, but he could hide all of the redness in his face from embarrassment), his heart turned to ice, and that chill spread through his body as he felt a bit of vomit creep up from his stomach to his chest, but he managed to hold it back. "Harriet? What are you--!" He was suddenly cut off as one of her hands grasped his shirt and pulled him in with a strength he wouldn't have guessed she had. It couldn't...no, it was literally impossible...

Then the panic in her eyes, her mouth almost slipping and saying what she was doing dressed so lewdly, and Jason felt his heart sink as well. She was the woman that he had been talking to for the past week, organizing this whole meeting in an area that he didn't even recognize. She was her, the woman who was so sexual to him, declining the offer for more money when he offered (for reasons he didn't quite understand). He let her ramble, his mind already figuring out what had just happened, but the realization taking a few moments longer to sink in for Harriet. He struggled to find words that wouldn't make the situation worse than it was, and a joke was definitely out of the question right now as he stared at her.

Composing himself, Jason cleared his throat, used to being an anchor in situations like this for Harriet. He was the older brother after all. "So, uh...escort services, eh?" Smooth, Jason. Real smooth.

Well, Jason was half-right about his online conversations. He had talked to his sister very briefly this afternoon on the very last chat… but the rest of the week? No. The agency employed a few girls whose main job was just the sit in the office and impersonate the working girls, talking to customers in order to keep them excited for their upcoming meeting. The last thing they wanted was cancelations after all. If it had been Harriet that he was actually speaking to, then she certainly wouldn’t have turned down the offer of extra money.

Further to that, if she’d have known that it was a guy named Jason that she’d been signed up to see, then she’d have turned the meeting down based solely on his name. Unfortunately, the fact that someone from the agency had already agreed to the meeting six days beforehand meant that it had been too late to back out of when she had done. After that brief talk they’d had in the afternoon though, his attitude and manners had put her concerns to rest.

Harriet should have trusted her own instincts and declined anyway. It was too late now, here she was in front of her own brother, who had come here planning to pay her for sex. Well, not her specifically, but it felt that way, especially when he asked about her ‘escort services’.

“Yeah, and you’re one to talk” she scoffed in response, folding her arms over her chest to rather belatedly block the view of her barely bra-covered breasts. “I’m not the one who was going to pay to sleep with an escort”.

Shaking her head, Harriet realised that neither of them were innocent in this, and arguing about it would not solve anything. “I’m fucked if I go back empty handed” she explained “the agency will think that I took your money and I’m holding out on them. If they think that, they’ll keep all of the money they owe me for my last month, and I need that to pay for my rent. So here’s what’s going to happen”.

Holding out her hand she ordered “Pay up. I’ll go get dressed and you can drive home, I won’t tell anyone that you tried to hire an escort in exchange for the money, and you won’t tell anyone that I work as one in exchange for wasting my time”.

Jason heard her retort his calm comment with one of accusatory tones, which Jason didn't appreciate at all. He looked her dead in the eye, a bit of his own irritation seeping through when he did so. Then, Harriet explained her situation, saying the money would be taken away from her to pay rent, but his younger sister was in no position to make demands of him. He still had the money in his wallet, and his hands hadn't even moved to touch the leather money container in his back pocket. So, the older man by a year stood. "While I understand your situation, it isn't my fault you were thrown into this mess. You were the one who went to an agency in the first place that would do that."

He sighed a bit, brushing his clothes of wrinkles. He guessed it was another night of masturbation for him, and he would have to get another girl on the site that wasn't harriet, punk aesthetic or no. "I have set this money aside for this specific purpose. I'm not going to just hand it to you because your agency screwed up. Call Dad for a loan if you need it." He knew that their father would be more than willing to lend a hand to the teen girl if it was jeeded, and since shelter was one of the base needs of survival for humans, that would definitely be a need. "I'm going. I'll email the agency you work for about this situation."

“No, wait!” Harriet protested as her brother tried to deny what she wanted and leave. Taking hold of his hand, she placed herself between him and the door to prevent him. Very much aware of how uncomfortably close together they were standing considering how little she was wearing, she tried to think of a new solution.

Whether he knew it or not, Jason’s idea was a terrible one. The agency that Harriet worked for was not a reputable or honest establishment, by simple virtue of the fact that prostitution being illegal meant that it attracted the wrong kinds of people. This wasn’t because she’d chosen badly, as in fact the agency was reputed to be one of the best when it came to finding clients and treating girls fairly. But being the best in a bad group did not make something good. If they found that they had any leverage, the company might well decide to keep Harriet’s hard earned money by blaming her for the mistake, and even try to pressure Jason into paying for silence.

Besides, while her father might have been willing to let her live at home, the man was hardly fair. It would come with strings attached, strings such as paying to have her tattoos removed, going back to finish the college course that she had hated and so on. Sure, her dad felt like he was doing the right thing, but he failed to see the difference between right, and simply his own opinion.

A solution finally came to Harriet. Her brother had specially asked for a punky girl with tattoos and dyed hair, right? As far as she knew, Harriet was the only person that Jason actually knew who fitted that description. So why had he asked for it? Did he have a crush on his own sister, and so wanted to pay someone who looked similar for sex?

Lowering her hands, Harriet unobstructed the view of her body, the thin lace of her camisole and stockings showing her curvy figure in all its glory. “So you want to pay a girl like me?” she asked rhetorically “Then okay, pay me, and… we’ll figure something out to make sure you get your money’s worth”.

Jason felt his hand become enveloped by another. Harriet held him back, standing between him and the door on his way out. They were...rather close, her sparsely clothed body gently brushing against his with the subtle movements a human body made. Every touch was fire for him, an old lust for his sister and her body firing up as it had so many other times when looking for porn or girlfriends. When he was younger, it was normal; Harriet was the only girl he had been around most of the time, and if he were more evil a child it was likely he could have influenced her to have sex with him, maybe even have him become her only sexual experience. Now, though, they were adults; incest was a thing they hopefully both knew about, and they both probably knew the ramifications of this if it ever got out into the open. Hell, it in itself was illegal on top of the main issue they found themselves embroiled in.

Jason saw the gears whirring in her brain as she tried to think of a solution. Being the older one, a lot of people would probably expect him to say something first, but she looked like she was about to say something every second she thought about it. When her arms slowly lowered, Jason had very strong difficulties trying to block out the thoughts of lust. She had purposefully lowered her arms, seeming to show off her body to him for some reason. Wasn't she against it? Wasn't he against it? If Jason were to be honest with himself, he wouldn't know where he stood in the situation, but before be could gather any more of his thoughts, Harriet spoke, and spoke in language that was...well, pretty damn vague, not giving Jason much room to work. Sighing, the man stepped away from her and pulled out his wallet. Counting the bills, he pulled out the full seventy five, holding it in his hand. She was a step closer to getting what she wanted, but Jason wanted to know for sure what she was planning.

So, he looked her dead in the eye, money hovering just out of arm's reach for her, as he spoke in a very matter-of-fact manner. "Alright. Negotiations first, money last." Was he acting like a bit of a dick right now? Yeah. But it was his money, and while he shared blood with Harriet, it wasn't like this was a drink from a gas station that cost a dollar. He could do a lot more with this than one simple payment on something if he wanted.

Being vague had not been accidental, plenty of experience in dealing with guys had taught Harriet that if she promised something and failed to deliver then demands for their money back would be soon to follow. It was better to try and be evasive on the details, that way nobody could claim that she’d not done what she’d said. Unfortunately, her brother seemed to have almost picked up on that fact and wasn’t going to fall for it so easily. Well that wasn’t going to stop his sister from trying, she’d just have to try a bit harder to distract him.

“Following a script is no fun” she protested, eyes only briefly flicking down to the money in Jason’s hand. Harriet didn’t want to seem like she was too eager to get paid and leave after all. “Would you pay to see a movie if you already knew every line? So why would you want to ruin your time tonight by having a checklist of things to do? It’s better to just go with the flow, trust me, I’ve had guys who came with a list of demands, and even when they got every single wish fulfilled they rarely had any fun. Just… trust me to be able to make sure that you enjoy yourself, hmm?” The flirtatious smile that the younger woman gave was the type that would let Jason know just exactly how he’d enjoy himself.

As she was speaking, the young redhead reached out and took hold of both of her brother’s wrists. Guiding them gently, she placed them against her sides as in invitation for Jason to touch her. For now, she was still being quite calculative. If he wanted to touch her properly then he would need his hands empty, and for that, Jason would have to hand over the money. It felt strange touching her brother this way, but… well, Harriet had been expecting it to be unpleasant. The simple truth was that the physical sensation was no different from being touched by any other man. The anxiety and feeling of doing something wrong was purely in her head.

"Just, let your hands go where your mood takes you" she offered. At this point, Harriet had no idea how far she’d actually be willing to go. The prospect of being naked and touched by her own brother was strangely less of an affront than having to take her father’s money and demands, but no doubt he would ask for more than that. What would Jason ask for, a handjob? A blowjob? Sex? The latter was something that the redhead didn’t think she’d be able to do, but until she was confronted with the situation there would be no way to tell for sure. Either way, she only had to try and kill an hour, as that was all Jason had agreed to pay for.

Jason listened as his sister talked. She was being smooth, like a salesman selling some cheap vacuum or something. The older brother supposed that came with the job. He could imagine a potential client making a useless effort to hold out on her. So, he listened, and when he felt her guide his hands to her sides, the green paper of the money pressed there, he smiled a small skile. She wanted to go through with this. Finally, she brought up going with the flow, with how he felt at that moment. That got him. His lust was officially rekindled, and he couldn't hold the money away from her anymore.

So, he held it up, inches from her face as he gave her a final offer. "I'll pay...but only on the assurance any pretense of use being family is gone. I want the full hour to be what I expect. Nothing more, nothing less. We'll go with the flow, but if that leads to full blown sex, then no complaining or holding back." He leaned in a bit more, his grin wide as his fresh breath hit her nostrils. "You have seen me naked, recently, even, if I remember correctly. You can't tell me you don't want it." His eyes stared dead into hers, never wavering or pulling away. "Deal?"