Title: The Meeting in the Dark
Summary: Five had clients before. None like Vanya Hargreeves though. Five fucked up and had becomes an escort to make the extra cash after he blew up his scholarship by getting drunk on campus. Vanya is his new rich and mysterious client.
Disclaimer: I don't know anything
Maybe there's a universe out there — happening now — where we end up together. Maybe there's a universe where I'm the right person for you. Where I adore every nice thing you did for me without starting to resent you. A universe where you actually end up with someone who appreciates you. Where both of us can shed our baggage and curiosity and issues. If you think of it all this way, then it's like neither of us did anything wrong. You just found me in the wrong universe. That's all. Because you could have loved me forever. And maybe in another universe, I let you.― Gaby Dunn
Five took another shot put down some bills on the counter and walked out of the bar. He hoped he wouldn't be late. Honestly, not even the three shots managed to help him ease his nerves as he walked to the subway. Usually, he was worried about things like I hope she's not someone I know, but tonight was different. He was actually nervous about what the hell would this client want him to do because apparently even Klaus who was like the most benevolent and not-serious person he knew took the non-disclosure agreement they made them signed about this client to heart and wouldn't spill. After all the tales he had no problem to share, ones Five wished he wouldn't share, this one he wouldn't. Just freaking great.
He made it to the train on time and sat down thinking about how he got here.
Everything was going fine at first. With his GPA 4.8, he got a scholarship without a problem and with his small part-time job in tutoring it was enough to make him survive which he was glad because the last thing he wanted was to have to take money from Delores. So, yeah, he got to college and was doing pretty well on all the tests and everything seemed to be going great and then...he fucked up like always.
It all happened way too fast and before he knew it he was out of the hospital, he was sitting by a committee who told him that they were allowing him to stay school, but taking away his scholarship as punishment.
He fucked up big time.
He was lucky he was an adult and so they didn't contact Delores about it, but apart from that, he was in a royally shitty situation. He considered leaving college altogether. There was no fucking way he would raise that much money, but on the other hand, he couldn't do it to Delores. She was the only one who believed in him, took him in, and treated him like a son. She was beyond the moon proud that he got in and was managing all by himself. He just couldn't do that to her. He had to find away. He got three part-time jobs, but it still wouldn't be enough to pay at least for this month and that was the school being generous because any other way he would have to pay the whole thing upfront.
'Heard you lost the scholarship,' said Klaus as he rolled a joint next to him while he was sitting on the stairs to his dorm wondering what the hell he should do since soon he would have to leave the room as well if he didn't pay for it.
He looked at the joint and then at him. Honestly, he had no idea how did this guy who was even now wearing a black skirt pass by in a school like this.
'Look I'm not in the mood to talk about it-'
'Chill, bro,' said Klaus, 'I'm here with a job offer since I can tell you're close to selling a kidney which by the way won't give you more than a couple of grand.'
Five was desperate at that point. It wasn't new to him to be in a bad situation. He used to be starving on the streets at one point in his life. But he was alone back then. Just him to fuck up and deal with his shit. Now he had Delores and with everything she had to go through he had to be considered of her as well. His pragmatic side knew that if he didn't get close to her he wouldn't be in this situation, but he did and now he was forced to deal with it in a way he would never think he would.
To Klaus's surprise which was clear from his face, Five agreed rather quickly. He used to drink, blackout and fuck girls and women he wasn't all that into when he woke up all the time, so how would this be different? He would wear protection and considering that Klaus was wearing four-hundred dollar shoes (at least by his words), it had to pay off.
He introduced him to his pimp who was a woman in her fifties, called Agnes. She told him the rules gave him a phone he would only use to get messages from her and sent him home. It all felt too surreal back then and at one point Five thought it was all a joke on Klaus's side and Agnes was his mom or something before he got his first message.
That was almost three months ago, it was the middle of the summer semester. Since then he had been with clients who wanted him to take the lead, who wanted to take the lead themselves, who wanted just to watch, who wanted him just to straight out fuck them, who wanted him to be gentle and a variety of other different things. He wanted to be done with it as soon as possible so he didn't mind taking extra work. All were women though. He wasn't that liberal.
Five could almost say, he got used to it, but tonight was just different.
Agnes texted him to come to see her in her favorite the donut shop, which she used as cover. Five had to admit, she thought it through.
'One of our regulars needs someone for tonight. She pays double,' said the woman and Five was impressed and didn't understand why did he have to meet Agnes in person so she would tell him this until she pulled out the non-disclosure agreement.
'It's standard with her,' she explained and waited. So far Five had to admit the worst things he had to do were just humiliating not dangerous, but this made him feel weird. Why the agreement? What kind of kinks was this woman into if she needed all of them to write this?
In the end, money won once again. He reminded himself that he would be done sooner if he did it like this.
After he signed, Agnes handed him a list of instructions that he had to do before the night. He was confused but figured the client had to be just one of those germaphobes. So he went home and prepared for the next night by sleeping extra hours so he could stay up all night as was on the list. He took a shower and shaved which he would have done anyway, but it was in the instructions. He found something decent to wear and read the instructions one more time before he went out.
Despite all this, he was feeling pretty nervous so he went to get a drink and calm his nerves. He did it before his first client as well, but tonight he took three since he couldn't calm himself down. The closer he got to the hotel the more he realized how shady it all felt. Klaus wouldn't tell him anything just that he shouldn't be afraid at all, but he also pranked him with his last client saying she liked him to call her Mommy. Fucking prick. The client slapped him for that.
Five got into the hotel and went straight to the elevators trying to look like he knew the place well enough. He had been to a few hotels and some motels before. Never this nice though. But then again a woman who could pay double had to live in style.
He had the hotel number and the correct time even if he was a bit late. Seven minutes was luckily not that late.
He knocked on the door and waited.
He had a variety of different clients now. All older. Fifties and forties. One woman who was in her sixties, but honestly he was surprised because she looked very young for her age.
When the door of room 575 opened he was surprised to find a woman in her early thirties or late twenties behind it.
'You're late by eight minutes,' she said instead of a greeting.
Five frowned quickly sobering from the surprise about her youth, 'It was seven minutes.'
She stepped aside not bothering to comment on his reply, and he walked in confused.
She ordered an escort?
She didn't look like any of his previous clients. Firstly, she was younger. Secondly, she was relatively pretty. And lastly, she was wearing a pair of very nice dark blue pajamas. This woman looked like she was ready for bed and not to have sex with a prostitute.
He was confused. Was this a trick? A cop bust or prank?
She went into the room and Five followed. She was petite. She couldn't have more than 5'1, and looking at her from behind made him feel like he was with a child.
What an unsettling thought.
He was starting to like this less with every moment which went by. He had no idea what the hell was going on, and he didn't like it. Even if he was supposed to be submissive and let his client be the one in the lead, he still had control. He still agreed to it and could leave any time. That fact made him feel relaxed enough to perform, but now he was a ball of nerves and he was worried even if the woman was quite pretty, not exotic or standout pretty, but just pretty, he had a feeling it would take him a while to get into it.
He followed her to the bedroom where she took a pair of pajamas similar to her own and hand them to him, 'Please, put this on...'
She narrowed her eyes and looked up at him. Until now she was trying to avoid his gaze, but now Five could tell she had brown eyes in that same warm color as Delores did only hers didn't carry the same motherly love. They were colder, number, more distant.
'You have been drinking?' she asked, but it was a clear accusation.
Five blinked. She could probably smell his breath. Should he deny or go out clean?
She didn't give him time just forced the clothes into his hand and waved at the bathroom, 'You can change in there.'
He watched her confused before he went into the bathroom and closed the door feeling even more unsure about all of this. Why the hell should he put on pajamas? Did she want him to play some games? Like they were one of those married couples who wear the same clothes and have mediocrate sex?
When he finally came out she handed him a note an unopened toothbrush and paste and some mints, 'For the smell.'
'Okay,' he said and took all of it back inside with him closing the door. She didn't want him to undress in front of her so he felt like she wouldn't mind him doing this.
He brushed his teeth almost to the point of knocking a few out and took the mints while looking over the note.
Five was confused.
Just lay down next to me, and I will start when I'm ready.
You have to hold me afterward until morning.
He blinked and turned the letter around several times trying to find some other message or instruction there, but no that was it, and he honestly didn't get it at all.
Slowly he opened the door and got out, 'Is this all-'
'Yes,' she said refusing to meet his gaze again and hurried to the bed.
He watched her for a moment making sure he swallowed the mints put the note aside and went into the fancy hotel bed after her.
She waited for a moment, and he was left just laying next to her waiting for something he wasn't even sure what and wondering what the hell was wrong with her.
When she clapped the lights to automatically shut off, and he was met with almost absolute dark due to the closed curtains.
For a moment all he could hear was the sound of her breathing, and Five wondered if maybe they wouldn't do just that lay next to each other until they would fall asleep.
Then just as he was sure that would be the case, the woman finally moved. The sheets let out a shifty sound and then he heard her open a drawer on the nightstand.
There was a sound of the paper or more likely a wrapper and then Five felt her start to pull down his pajama pants. He didn't bother with boxers when he put them on.
She seemed to pause when she realized this before he felt her took his cock into her tiny palm and start to stroke him a bit. Even during his first time, he felt more aroused and into it than he did now. It was the whole situation that was making a certain pressure on him. The woman and her theatrics were just weird, and even if her handwork was nice, Five would need a bit more to actually be able to do his part.
He reached for her, but the moment, he touched her shoulder he realized she was still wearing the pajama shirt, 'Uh.'
'I want to keep it,' she told him as her hand worked on him in firm strokes which were making his breathing shallow a bit. She was good. And her hand even if it was small had a very firm hold. He also liked the little ending she did with her thumb against the head of his cock. In fact, it wasn't bad at all, it was really good, and Five could feel the familiar pressure being up inside him. He was getting hard, and with that turned on by the strange woman in her PJs who could do this to him.
'O-okay,' he said when she squeezed just right, and he felt that if she did so again, he would come. He didn't even have time to jerk off before coming here one last time so anything was possible even if the situation wasn't ideal. His dick was pulsing into her hand, his hips burned for him to start jerking along with her touch, but he gritted his teeth holding the pressure inside. God, it would be easy to just let himself go and come in her small palm. He couldn't help but wonder what would she look like. Would she find it scandalous if her expensive PJs got ruined with his cum like that? The mental fantasy was delicious and almost too much.
He felt her shift and pull on the condom with her skilled fingers. For a moment Five felt disappointment in his stomach over the loss of her palm on his cock before he suddenly found it surrounded by her warmth and walls as she climbed on top of him pushing him into her. No hesitance, no moment to test it out. She full-on got on top off him and pushed him inside her
Fucking God! She was tight!
He groaned his hands immediately flying to her waists to grip something. Was she a virgin or something?
Even though Five had been with girls who claimed to be one, they never were this tight. He felt that if she even so much as moved he would come, and honestly how would that be even possible when just a moment ago he was worried about not being able to even get an erection?
He took in a deep breath to calm down and focus on something else. Anything really to stay put as he felt the woman slowly little by little let his cock sink deeper and deeper inside her wonderfully tight and warm pussy letting out little breathy sounds and stopping every moment.
Five swallowed a bit realizing he was holding her over the shirt and he wondered if she would want him to maybe go under it. Maybe she was just one of those skinny girls who didn't think they were skinny. It wasn't Five's place to judge or complain. She was the one paying so whatever she wants goes.
He licked his lips though trying to grip her a bit higher moving to her back where she suddenly grabbed his hand and returned it to her side, 'Here is good.'
Alright, so he wouldn't be touching her back. He could work with that. It was good because he needed her to tell him what she wanted and what not. He needed some instructions as stupid as it sounded. Usually, the women were very vocal about what they wanted him to do to them or with them. She handed him a simple note with barely two sentences, and really acted like she wasn't all that into having him. Maybe someone hired him for her, and she was just being polite. Maybe it was a revenge thing. Her husband cheated on her so she was allowed to cheat as well.
Very slowly the woman rolled her hips against his causing both of them to let out a moan in chorus. The sensation was good. She was nicely tight and warm, and he was a guy. He never had bad sex, but when he was a guy he thought that was a given. Even if the situation was weird, it was strangely electric and intense in a way Five didn't feel before. With others, there was talking involved and he was told what to do and what to say, but she barely spoke with him at all and it somehow made the whole situation that much more thrilling.
Her moves were slow but firm causing both of them to pant and moan enjoying the pace. It felt good to have her ride him and hear her moans as she rose and fall over him.
All was about her, but even if she sounded like it was working for her just as much as it was for him, he knew he could get her even more worked up if she let him. Five wanted her to let him.
He moved his hand higher but kept it on her side before he slowly started to sit up.
The woman's hand flew to his chest, 'Wait, what-'
'Trust me, you will like this,' he said licking his lips as he sat up and guided her a bit lower causing both of them to groan hard as the new angle made him fall even deeper inside her. It took them a moment to catch a breath from the new amazing feeling of each other. It consumed him completely, and he had a feeling it did her as well.
She dug her fingers against the pajama shirt which was still on him. This was definitely the first time he was having sex with a client who didn't want to see him shirtless. He followed her pace both breathing hard as their hips rolled against one another, the woman riding his cock with stamina he would not expect from such a petite body.
He was close. He barely managed to keep the pressure inside him from exploding. He needed for her to come first. She was the client after all, and he felt this new need inside of him. He wanted to make her feel good, and he wanted to make her come first and hard. It was like a primal thing, something inside him, maybe the fact that he was a male, the man or whatever, but he really wanted to make her lose control the way he knew he could make her. He wanted her to come. He wanted her to be wild, breathless and ruined on top of him, and to know that he was the one who did that to her. He wanted to ruin her fancy and expensive PJs just as much as her weird rich detached woman facade. He wanted her to come hard and well the way he had a feeling she needed to for a long time now.
His left hand let go of her and he brought his fingers to his mouth to lick them before he pressed them against her clit causing her head to fall backward and her to let out a small cry.
'That's good?' he whispered, but in the darkness of the room it sounded like he shouted it.
'You like that?' he asked, but before he could continue her fingers appeared on his mouth. At first, he thought she wanted to shut him up but when he felt her trying to get them in, he swallowed all of them in and sucked on them hard while forcing his hips and hand to work her. He wished he could see her. He took some pleasure whenever he saw one of his clients come even if it was a job, it was good to know he managed that. He got them to that point where they were like mindless animals just trashing around chasing their orgasms. Five had a feeling he would enjoy seeing her like that the most.
'Oh God, oh God, oh God,' the woman chanted and Five speeded up his finger pressing against her clit hard feeling her clench around his cock impossibly and heavenly tight.
Fuck, she was good!
With his finger on her clit, it proved to be too much for her, and it ultimately sent her over that edge, and she cried out helplessly tossing herself on top of him choking for air while Five held her by the waists through it. She was wild. He liked her like this more. He had to brace himself because the clenching of her walls was almost impossible to handle with her on top of him and around him like that. She was amazing like this. Although it was always supposed to be able the client Five enjoyed it the same. She felt good, the whole background might have been tense, but the sex was good. She looked like a goddess even if the room was so dark, he could make out how her hair was wildly spread around her and her hands were on his chest clawing into the PJs as she was panting and letting herself completely lost in the moment. Whatever face she carried in front of him before was gone, now she was just a woman going through her orgasm, and Five enjoyed her like that a lot. She was amazing like this.
She didn't say anything, but he assumed it was safe to come afterward so he let himself go pushing his hips against hers before his thrusts got the orgasm out of him causing him to grab her a bit tighter for a moment. It was like euphoria. The intensity, warmth and the feeling of all that pressure inside him finally exploding like a water balloon and flowing through his whole body, every vein, and cell. Fuck, it felt good.
Both of them were breathing hard as they were coming from their highs. Five almost brushed her back in some sort of affectionate gesture but stop in time reminding himself she didn't like that nor asked for it.
It took them a couple of moments to soak in that aftermath and exhaustion before the woman pushed him away and free herself from his arms. He let her immediately no questions asked as the heat left his body and started to clear his brain. It was like slowly the weird atmosphere around them was returning and things would be strange and awkward again soon.
He heard her move to the corner of the bed grabbing the condom from his cock. She must have tossed it and pulled her pants back on so he did the same. When she came back she had her back to him so he figured that was how she wished for him to hold her. He put his hands around her stomach pushing himself as close to her as possible and just spooning her like that.
It was strange. Sometimes he held the girls he slept with after sex, and sometimes he held the clients after they had sex, but even with the endorphins high, it started to feel all tense again. He sobered from the shots for sure and was slowly coming down from the orgasms high, and he could realize just how strange the whole thing felt. His heart was beating a bit faster from the whole situation and he was aware of just how small this client was in his arms. She just rode him, but with the pinch black dark and of them being dressed it almost felt like it never happened. Like it was all in his head.
After a couple of moments, he rose his hand and started to stroke her hair. He wasn't sure why. But the situation was bizarre enough already so he might see what it was all about.
'Please don't do that,' she whispered in the dark and he immediately stopped and put his hand around her torso again keeping her close. He didn't fail to notice that this was the first time she spoke to him since they had sex. Wasn't that weird? Usually, the clients at least said he was good or that was fun or something, but not her, she just disposed of the condom and laid back down like she didn't even enjoy it and wanted to sleep before her partner would ask her for another round. Was it bad? He knew she came. It would have been better if she allowed him to play her more, but he knew she enjoyed it and got her orgasm out of it, so really he didn't know what was the big deal.
Time went by and since Five made of point of sleeping those extra hours before he was left laying awake spooning the woman as she calmly breathes in his arms. She was finally asleep.
He wondered what this was all about. Was she some widower who lost a husband and now needed someone to hold her the way he used to? Was she afraid of the dark? Why hire an escort? Surely it would be cheaper just to find a boyfriend. Then again given how nice and fancy was the hotel room they were in, and she was paying double for the night, money wasn't a problem in her case. She just rode him and then nothing just went to sleep. The clients who paid for the whole night usually wanted to have sex with him numerous times, they wanted him to do all sorts of things which sometimes caused he needed to push his dick into ice. It was really confusing why did this woman just wanted one round and then to sleep while he would hold her.
Occasionally, Five had to shift a bit because his arm was falling asleep or it was becoming hard to keep her in one place, but whenever he did, he felt her tense, like she wasn't fully asleep and if he would pull awake she would wake up in an instant. He never met anyone with that weak sleep.
It was close to maybe two or three in the morning, when he felt her jerk in his arms, kicking him in the process before he heard a sob.
He assumed it was just some sleep noise, but then it was followed by another one and another, and Five wondered what the hell was going in before he full-on realized she was crying.
He sat up rolling her on her back as she put her hands over her eyes shaking violently as she cried. Whatever was going on it was pretty bad. She must have had a bad dream or something.
'Hey, hey, come on,' he said trying to shake her a bit to make her snap out of it, but she kept crying.
He watched her feeling strange. He didn't like when women cried. He usually didn't know what to do so he ran away. Delores cried only once in front of him and he just stood there awkwardly looking anywhere but at her.
He went to leave the bed and turn on the light or bring her some towel or tissue or anything, but the moment he let her go her hand snatched up and took a hold of his.
She continued to cry some noises almost sounded like human words but he couldn't make them out. He only understood that she didn't want him to leave the bed and her.
So he didn't. As weird and uncomfortable as it was Five pulled her body like she weighted nothing toward his chest and let her cry on the fancy pajamas she had him wear until she tired herself out and fallen asleep.
Even if Five cuddle or spooned someone before, it was never for this long, and he never stayed this awake as now. He could hear everything from the woman's breathing to the ticking of the clock somewhere in the room, to the occasional beep of the message one of them must have gotten.
Sometime close to four or five, Five dozed off as well and woke up only to be left alone in the room. His clothes didn't seem disturbed where he left them, but apart from the small note on top of them with the word thank you and some extra cash it was almost as if the woman wasn't real at all.
He counted the cash. She paid Agnes double and given him a tip and all he did was let her ride him once and held her. He didn't know whatever issue this woman had but it had to be a big one.
He went to his dorm even if maybe he could have stayed in the hotel, took a shower and reflected on all that had happened.
The client asked for you again.
Five was left looking at the message for a moment before he looked at the time and date of the meeting and the address and room.
575.
He never had a client ask for him again. Klaus told him it wasn't a big deal even he had someone who took him on regular bases. Until now, Five didn't care because he was in the business just to earn money for school and then he was out. In the end, all the women were just faces and occasional noises in his head. He wouldn't be able to tell them apart.
But...
Vanya Hargreeves
One of the rules Klaus thought Five at the early beginnings was that he should never ask or give anyone his real name. So they didn't know the names of the clients and the clients didn't know theirs until they chose to give them to them. If a client asked Five for his, he simple said John not caring if she believed him or not while he only remembered their name until the end of his shift and then couldn't recall it even if he wanted to. He didn't though. Their names just like their faces went right over his head. What would be the point?
But her name he knew. He didn't ask. He wasn't stupid. The non-disclosure he signed was no joke, and if someone like Klaus could keep his mouth shut about it, so could he so. It happened about a week after their night.
Five was walking around the city on his way from visiting Delores when he spotted several posters of the woman on the side of the building.
Vanya Hargreeves – Icarus Theatre
She was holding a violin and had a small smile on her face. It caused him to stop in track even if he knew he would most likely just miss his train. He stared at the poster for a while. She looked so...different. His mind drifted to the hotel room and a skittish, awkward almost bizarre woman who looked like she wanted to hide under the covers and not have sex with him and then to the woman in the darkroom who rode him hard and fast her body responding to their move and her cries echoing in around them. Neither of those women looked the same as the formal and decent well dressed one in the poster who looked professional and very sophisticated like someone who ran a lot of charities had only good puff pieces written about her.
He couldn't help but think.
Who the hell are you?
When he came back to the dorm the first thing Five did was ignore his roommate's question about how was his visit home and googled everything he could about Vanya Hargreeves. He knew it was a bit stalkery. He was just surprised. It was the first time he ever saw a client outside of their meeting, not to mention a client like her.
She was apparently some heiress, the only child who got all her father's money after he passed. A philanthropist who had several charities was often in the public scene and played as the first chair in the Icarus theatre. Why would a woman like that need an escort?
It didn't say anything about a partner or husband just that her father had passed away. There was a photo of her and her father when she was a child and Five opened it telling himself that the curiosity got the better of him. She was about thirteen or twelve standing next to the older man, and he felt a shiver ran over him. This was not a picture of a happy family but of two strangers being forced to stand close together.
'She's good,' said his roommate casual as he passed behind Five's back while he was stalking the woman.
Five's eyes widened and he turned around to look at Luther, 'What?'
His roommate was an astronomy major and football player. He spent of his days either working out or studying. Honestly, Five was a bit surprised how friendly the guy was as the first couple of weeks, he was sure he would get kicked out or join a frat. He turned out to be a hard-worker as well who apparently had some strict parents who called him every day and wanted him to stay focus on his studies just as much as his practices.
'Vanya Hargreeves,' Luther nodded at the screen, 'My mom listens to her. She actually performs on her own sometimes and does records and such. I like the Meeting in the Dark one. Every year we go to the Icarus annual Christmas concert,' he shrugged his shoulders and went to call his parents again. He mentioned that Five was also a fan of Hargreeves in the call, and he felt face palmed himself.
He didn't think a lot about her after that figuring he would probably never see her again anyway since by the little he heard from Klaus she had a regular who just couldn't make it that night. Paying double every other night and even leaving a tip? Five couldn't even imagine how much money the woman had to have.
Either way, the message surprised him, but he accepted it already heading home to sleep a bit longer than before. This time he wanted to see what it would be like when she woke up. He didn't drink alcohol that day and took his own toothbrush.
When he knocked on the door he was on time, and she noticed as well, 'Right on time.'
'I tried,' he said before she let him in.
She handed him the pajamas the same ones as before he wondered if she had one of the cleaning ladies pick them up after he left or got a new pair. It was a bit strange to be in that same hotel room again and know who she was.
Before she was just a client who was a bit skittish and nervous with a lot of money, now he knew she was Vanya Hargreeves, a violinist in Icarus who had a life outside of this hotel room which didn't explain why she was here and like this at all.
'I didn't drink today,' he said as he took the pajamas. He wasn't sure if he wanted a conversation or not with her.
She blinked and looked up at him before she nodded. She didn't smile, but she looked a bit more relaxed in his presence than before. Her eyes were softer today.
He went into the bathroom again, put on the pajamas, brushed his teeth and came back to find the lights out and her in the bed already.
He came to the bed and paused, 'Could I take my shirt off tonight?'
'Sure, but I'm keeping me,' she said quickly and a bit reserved, but he just shrugged his shoulders, 'Your choice.' Your loss.
He unbuttoned the shirt and put it on the ground before he pulled down his pants and laid down as well.
He saw her open the nightstand, his eyes more adjusted to the dark this time. When he felt her tiny palm on his cock, he moaned. It was like all the nervosity and awkwardness from last time was gone as she gave him a couple of strokes before she put the rubber on, 'Do you have any preference to kissing?'
He blinked at that wondering if perhaps she felt that it was less tense as well. Probably so.
'No,' he said calmly as she sat on his lap his dick raised between their bodies. Has she ever eaten at all? It was like she weighed nothing. His hands moved to her waist if she was any thinner he could circle it with his fingers completely.
'I hate the smell of alcohol,' she said as she leaned her face down, 'Don't take it personally.'
She was referring to the last time.
He shook his head focusing on her face even in the dark he could see her expression it was calm but wanting.
'Sorry about before,' he found himself saying hypnotized by the new atmosphere surrounding them. It was intense, but not awkward or strange. It was hot. It was like lust was flowing around them polluting the air they were breathing. It was electric.
'I was nervous,' he whispered adding some thrill to the whole moment.
She blinked and paused with her hands on his bare chest. It felt much better than when he was dressed. Her hands were soft and her fingers long. He liked that.
'W-was that your first time?' she whispered back.
He chuckled at how scared she sounded all of the sudden some of the heat leaving her gaze, 'No, gosh, not in life or work don't worry. Just the whole secrecy.'
She chuckled before she brushed her hair a bit. It was a cute sound, Five had to admit. It made him wondered if the crying in her sleep and not wanting to take her shirt off was seriously such a big stigma she couldn't find a decent boyfriend. He couldn't imagine people not wanting her. At least someone had to like her. She was rich, talented, had admired. She was pretty in a non-striking way, but pretty nevertheless. There had to be a man who wanted her. He didn't understand her.
'Yeah, sorry, I don't want this to mix with my life,' she said, 'You must have thought I was into some crazy things.'
He found himself smiling feeling that he was hard not just by her little demonstration anymore. The whole atmosphere around them shifted into something else. Something calmer and actually enjoyable. Her palms felt good against his chest, and he moved his own to her naked ass squeezing it.
He took pleasure in the moan she let out before she rolled her hips absently against him teasing him right back. Both of them were breathing a bit faster with anticipation.
He wished he could see her breast and touch them now, but if this was all he would get he would make the most of it. She paid for it after all.
One of his hands ran between her opened legs through her labia causing her the jerk as his middle finger slide through her clit and then lower just to dig inside her. She was wet already.
'Is this okay?' he asked before he casually brought slide another finger the same way and then inside her while his thumb stayed on her clit.
Her breath hitched in her throat as she nodded.
He licked his lips she sounded good. She also felt good.
'Tell me,' he whispered into the dark of the room, 'Tell me what you want.'
'You,' she said, and Five found himself grinning, 'You have me. Anyway, you want.'
He made a small circle around her clit feeling the muscles inside her vagina thrust against his fingers as she moaned. It made him feel good to get to her like that. It felt good to cause her to let out noises like that.
'Where do you want me to touch you?' he asked keeping his voice in the same whispery level as before taking in all the expressions her face was allowing him to witness in the dark.
Vanya swallowed a bit her voice sounding like she had a hard time making words, 'Uh, like last time...last time was good.'
He started to pump his fingers deeper causing her to let out a broken sound and close her eyes in bliss.
'If it was just good than I wasn't trying hard enough,' he said enjoying how her face started to show what he was doing to her.
He let one of his hand wander through her side slightly stroking her while his fingers worked her pussy causing her to move against them. If he wasn't hard before, he was definitely getting now as he listened to her soft moans and felt her body move against his, his dick still hard between them.
He rotated his wrist and smirked as she let out a breathy groan. He must have hit a good spot. He did so again memorizing where exactly it was before he continued to dig his fingers inside her while slowly circling her clit. She was hot against his fingers and wet, and Five found himself excited for when he would be inside her again instead of his fingers although he had to admit it was fun to just watch and fully take in all her reactions without being too distracted by his own pleasure. She was stunning like this. He only wished they had left at least a lamp one so he could see if she went just as red and feverish as she trembled against his fingers.
'Come on,' he said testing if it was okay to talk to her, 'you like that don't you?'
He added another finger causing her to cry out a bit. He wondered if he would manage to get in another as he recalled just how wonderfully tight she was the last time.
'You're so tight. So hot,' he said as he continued to work her taking pleasure in the way her back was arching and her head falling to the side. She must have been close. She was panting and moaning all the time pushing herself against his fingers even more clearly wanting a release.
'You like that?'
'YES,' she managed to moan out, and he smirked enjoying the sound, 'Tell me what you like, hm?'
'I-I-I-,' she chanted as he continued to shift his wrist and flex his fingers earning more breathy and louder cries from her, 'Do you like my fingers inside you?'
He pressed his thumb against her clit causing her to half yelp and half moan, the echo surrounding them in the dark room, 'Tell me.'
'YES! FUCK! YES!'
'What?' he asked knowing he was a bastard for doing so when she was clearly beyond comprehension. He was never this playful with the clients before he realized. He was a talker sure, but not to the point of being a dick. He was on a job after all.
'I...,' she couldn't seem to catch her breath, 'YOUR FINGERS...FUCK!' she cried out and for a moment went absolutely still with one of her hands inside her hair while the other was still on his chest digging her fingers inside him.
Five made sure he held her steady by the waists as the fingers he had inside her got soaked with her juice. He left them inside her for a moment before he started to rub her clit again this time from a new angle. That very second she let out a startled sound before she grabbed his wrist, 'No-stop.'
He immediately did as she asked waiting for her to catch a breath.
She shook her head several times before she looked over at him, 'I can't-not like that again.'
Five blinked waiting for her to explain, but instead, all she did was pulled his fingers out of her and brushed her hair as if she was trying to look decent again. She just let him finger her and now she was acting like there was some sort of protocol between them to follow.
'What's wrong?' he asked not even sure he could or should, but he did anyway.
'Nothing,' she lied quickly, and he could tell instantly, but decided to let her have it. He regretted asking now. He never met a more complicated or strange woman than her.
She even let her hands ran over her night shirt like she was trying to smooth it and look presentable again.
He was silent for a while just watching her thinking that maybe that was her problem. She just didn't know how to loosen up not even in sex. Not completely at least.
Five leaned up again almost sitting and felt her tense a bit while still sitting on his thighs. His cock shifted pressing against her pelvis causing him to shudder a bit as he felt her soft skin their his member pressed against their bodies.
She didn't move away though just remained still her eyes curiously watching him even in the dark.
'Would you be opposed to a kiss?' he asked feeling that this close it helped to get them out of the awkwardness and back to the situation thrilling atmosphere from before.
He saw her lick her lips, 'No.'
He kissed her softly and slowly first with certain care. Five tried to add as much feeling to it as he could. He wasn't sure how people who were in love kissed, but he supposed he faked it pretty well. He wanted to make it feel calm and non-threatened thinking she would like and appreciate it more.
When she kissed him back he took it as a good sign but waited until he felt her tongue against his lip before he deepened the kiss and did it properly. The kissing was good. Their tongues just like their bodies before moved against one another nicely and it felt good to be able to kiss like that. It was almost erotic the way she moaned and almost tried to swallow kiss and the warmth it brought.
Her hands appeared on the back of his head her fingers started to pull his hair urging the kiss. He liked that and found his own hand against her cheek and one on her side making sure not to touch her back in any way.
She broke the kiss panting, and Five took the opportunity to start kissing her jaw and then throat the sound she let out when he nibbled a spot there was enough to make him want her even more.
'Good?' he whispered his own voice a bit hoarse as his dick was as hard as a rock at that moment.
'Yes, do that again,' she said, and he very gladly scratched the spot again.
She moaned lower this time even rolling her hips a bit which caused him to groan.
One of her hand moved over his back and chest all the way to his member which she took into her palm and pumped a bit.
'Fuck, y-you can't just do that. You're going to make it really hard for me to wait for you if you're going to do that,' he whispered before bit her again causing her to yelp a bit, 'No marks!'
He apologized by pressing a soft kiss against the spot. He knew he wouldn't leave a mark. He knew better than that.
His hand went to the back of her neck, but it didn't seem like she had a problem with that. They kissed again her palm working on his cock and for a moment he wasn't sure who was the one who was supposed to get off on this.
'Shit, your hand,' he said as they broke another kiss, and when he felt her thumb against the top of his member. 'You really shouldn't do things like that to me if you want me to last something here.'
She was panting hard as well, 'This doesn't have to be all about me.'
He let one of his hands caress her thigh almost all the way toward her center again, 'But it should. You should want things to be just about you. Be a bit selfish and know what you want and get it.'
He started to circle her thigh the same way he did her clit before reminding her of that action.
He pressed his lips directly against her won but didn't kiss her, 'Tell me, what do you want.'
Five never wished to see her eyes more than in that moment as he could make out the clouded shape of lust inside him.
'I want to...' she took in a small breath, 'fuck you,' she said her lips moving against his.
He smirked, 'Like last time?'
His other hand moved under her other thigh and he squeezed it both of them moaning from the movement.
'You want to ride me?' he whispered actually getting into it and enjoying the way she did as well. When she bit his lip he was pleasantly surprised and felt his cock jerk against her palm. Maybe he wouldn't mind a few marks if she was up for it.
'Yes,' she said and hooked her leg over his side already pushing herself on top of him causing both of them to groan. She was just as wet and tight as he remembered.
'Fuck, you're so tight,' he said trying to catch hold of himself so he wouldn't straight out ruin it for them.
Her hands stroke his chest a bit as she hooked her bent her knees. He went a bit lower to keep himself on his elbows both feeling that he was just right this way.
'You're insanely hot,' he said and she let out a shaky breath before she said.
'I bet you tell that to all the girls,' it was meant to be a joke, but with how breathy her voice was and her pussy clenching around him it was hard to make it feel like one.
'Just when it's true,' he said moved his hands to squeeze her ass which made her throw her head back and move.
Five licked his lips and jerked again while his fingers were digging into her skin. He didn't think she would mind having a few marks there.
'Oh my God!' moaned Vanya as they shifted a bit and he felt into the right place. He felt the way her body shivered and her walls tightened around him. He moved faster, letting his fingers slowly slide into between her crack lightly stroking her there. He wasn't sure she was into that sort of thing, but given how she threw her head and rolled her hips against his, she wasn't completely against it.
'Yeah, that's it. You like that don't you?' he asked taking note on how her face looked and how her whole body looked so gorgeous like this. Wild, breathtaking and perfect. She was like some fierce ancient goddess when she rode him like this completely lost in the feeling. She looked so much bigger now, so much louder, so much more alive, just so much more, and Five wanted her to feel even more than that. Much more. Everything.
'Yes!'
'Gosh, you feel so freaking good. So fantastic. You can't even imagine what you feel like, and what it goes to me,' he said and formed his movement to be even faster and harder than before which caused her to moan.
'God!'
'No, no, no, sweetheart,' he said testing the pet name while pushing harder making it just as hard for himself to keep himself in check, 'You're the goddess.'
She cried out as he pulled his fingers away from her as and moved to her clit rubbing it. Just once but he could tell it had a big effect on her. Her nails dug into his chest. So she liked to scratch. He didn't mind it turned him on, even more, making him groan.
'Yeah, you're so good,' he said and rubbed her again just once but increased his jerks, 'So good.'
She cried again as when he rubbed once more her head going to all the directions as she was letting herself go slowly, 'Aren't you?'
'I-I-I,' she was panting and moaning so hard she couldn't even speak her whole body was vibrating with from the sensation she no doubt felt.
Fuck. It was almost too much for him as well, the heat and the pressure inside him. His cock so deep and yet not enough. He could only imagine what would it feel like if she let him be on top he would go even deeper. He would ruin her and himself for life.
He did another circle over her clit, 'You have to tell me, please. Come on, just tell me.'
'I-I-God,' she started to shake her head.
'What? What is it, sweetheart?' he asked and pushing harder almost to the point of he himself seeing stars and did another circle.
She literally cried out as she came her walls almost locking him in completely as she collapsed on top of him completely her hips absently continued to move as he quickly forced himself to come as well. His brain once again got consumed by the sensation which rushed through his body forgetting everything from what day it was to his own name and letting the feeling take him for a few blissful moments.
When he came down from the euphoria he found Vanya still on top of his chest so he pulled her closer both panting like they ran a marathon enjoying the aftermath for a few moments. He made sure not to touch her back just her arm as they held onto the feeling for a moment. It was actually nice...peaceful, and Five wouldn't mind if they stayed like that a bit longer. It didn't last of course, and she leaned away and pulled the condom carefully off.
He watched as she disposed of it to the trashcan he noticed earlier and then went to put on her pants again. Five did the same.
She got into the bed first, and it was clear whatever good atmosphere they were having was gone, and the weirdness was back.
Five crawled behind her and put his hand around her like before. A few moments had passed before he said, 'Wouldn't you sleep better on my chest?'
She was quiet for a moment, and he wondered if she would answer before she said, 'No, this is fine for now.'
'Okay,' he said feeling awkward, but also a bit more contained than before.
Again nothing happened for the better part of the night before all of a sudden he heard her sob again this time recognizing it for what it was. He rolled her so her face was against his chest and started to brush her back, 'Hey-hey, come on. It's okay. I'm here. You're not alone. I'm here.'
He recalled the distance in the photo between her father and her, the cold look on the old man's face and the sad expression hers, and figured it was loneliness which brought her here. All in all, who was he to judge? He fucked up his life because he was a self-destructive asshole and when he was on the street he made some pretty fucked up choices as well.
He held her closer letting her cry all the tears out and tire herself enough to fall asleep determinate to stay awake all night.
This time he did, and when she started to stir awake he felt her pause for a second before she rose her head and looked at him. There was something very strong and intimate happening when their gazes met. It was absolutely different and some more profound than having sex or sleeping in the same back. Just the fact that they were up and awake in the morning like where he could see her face clearly all vulnerable and open which made him feel almost the same.
'Last night...,' she said suddenly her brown eyes not cold anymore but very much warm and alive, 'you said...you said you only tell the truth. Do you ever...lie with clients?' she asked her voice different this morning. Everything about her was different.
Five knew he could answer differently and please her, but instead, he said, 'Only when a client asks me to or I can gain something from it.'
Her eyes were still steady on him taking in his face as he spoke probably to see if he was lying or not.
'And last night?' she asked, and he felt like he was on thin ice. She didn't look like the type who wanted to be lied to. He had a feeling, being a rich woman already made her get that a lot. But he wasn't sure if she would believe him if he told her the truth. Still, Delores thought him that lying rarely worked so he forced himself to be honest, 'You're pretty.'
Her face lost a bit of its expression like she was thinking he was trying to butter her up.
'At least I think you are,' he said and let his free hand stroke her cheek, 'The situation might have been weird, but the sex was good. That wasn't a lie. You really all those things I said. I felt them when I said them.'
He watched as the woman's cheeks rose with every word he said, and Five oddly proud he got such a reaction. He wasn't sure if she would approve now in the daylight but he felt like kissing her again. Even if he couldn't he would store the mental image of her blushing like this into his mind and picture her like that if he thought about their time in the dark.
'Okay,' she said quietly. Like she made a door slightly ajar but still wasn't sure if she wanted to open it. Maybe she trusted him a tiny bit, but he would have to prove himself that she could.
She looked away and got to the edge of the bed her back to him as she spoke, 'Uh, there is extra money in the drawer.'
'Okay,' he said and sat up as well, 'Do you want me to leave now?'
It must have been early morning because the sun was just starting to get up. The room was so much different now. Everything looked and felt different.
'Would you be interested in coming tonight as well?' she asked her voice very quiet, but given that it was still early there weren't any noises so he heard her loud and clear.
'Tonight?' he asked and she stood up like he spooked her or something. This was a very strange conversation for Five.
'You don't have to stay awake anymore. I just need you to...hold me when we're asleep and if I...wake up,' she said looking out of the window not at him.
Five was quiet for a moment thinking about what she said and realizing what she meant, 'So I would be your regular?'
She nodded, 'Yes. The one before...it didn't work out.'
Vanya turned around hugging herself in a way. She looked even smaller now, 'It's up to you of course. I would just need you for the nights, but if that is inconvenient for you, you're not obligated to accept. I know some prefer to change clients and what they do for them.'
Five watched her for a moment. How could he not? He was going to get better paid and for what? Fucking with a woman he actually liked and cuddle with her in one bed?
He was in all the way.
He would have the cash in no time.
He didn't need to tell her that to. He had a feeling if he did she wouldn't want him to be her regular or stay. He knew that for a fact.
Instead, he rose his hand and offering her a handshake which just added to the whole bizarreness of the situation.
'Sure, call me Five.'
She took his hand and blinked, 'Five?'
'I like it more than my real one,' he said and smirked at her when he noticed the tiniest of smiles pull at her lips. Maybe he was a bit weird as well, just enough to fit well with her at least for a while.
A.N: Thank you for reading and the constant support :) This came from the fact that most of the time people tend to think about the Pretty Woman theme with the Vanya being the escort, and I just wanted to make it a bit different. Five's past was inspired by Lip from Shameless. I think this will be a 2 or 3 part piece at most. I can't handle the pressure of another long multi-chaptered story right now. If you want to leave some feedback.