Work Text:
Daniel had done a lot of fucked up shit, but never in a place as well appointed as his accountant's office. Historically he’d carried out his misdeeds in shitty apartments, dingy bars, or half-empty parking lots. When he got a little older he’d started screwing up in bullpens and courtrooms. This was definitely the nicest place he’d made a life-altering transgression. Cushy furniture, breathtaking views, and a polite assistant who kept offering him drinks. No wonder white-collar criminals broke the law so carelessly, it was easy to forget about consequences in such a pleasant environment.
“You didn’t have to come down here for this,” his accountant, Gene, said, “A call or a text would’ve sufficed.”
Daniel was standing by the window, staring down at the street, “I was in the neighborhood.”
That was true. The investment property he’d taken Lou to was only a few blocks away. Daniel had gotten out of bed with her and walked directly here. He’d committed to this course of action, might as well get it over with.
“Okay,” Gene gave his keyboard a few divisive taps, “The named sum will be deposited in the account of Lou de Pointe du Lac on the first of the month, every month until you say otherwise. You won’t notice a difference in your personal finances.”
Gene was classy enough not to add on and neither will your wife.
Daniel turned toward Gene, hands in his pockets. “You do shit like this for a lot of clients?”
Gene seemed amused. “I’d put it in my job description if I didn’t think it would scandalize the other partners.”
So Daniel was just one asshole among many.
I’m not a sugar baby on the side type of guy. Daniel had told Lou that the first night they slept together. Ridiculous in the moment and even more ridiculous in hindsight. There he was, in a hotel bar with a girl who was too young and too beautiful. Anyone looking at them would make the obvious assumption, and they’d be right.
Daniel had made the same assumption when he’d first seen her. He’d been at some charity event he only went to cause he’d already skipped too many that year. He’d been having the mediocre time he’d expected to have, catching up with a few interesting friends and drinking some decent wine but mostly being bored out of his mind. Then they’d sat down to dinner, and there she was.
She and her date came late. Daniel’s eyes fixed on her as they wound between the tables. What was a girl like that doing here? This was an old fogeys event, she was too gorgeous and glamorous for this party. Was she coming this way? Holy shit, she was.
It had been a long time since Daniel had felt lust hit him like a punch to the gut, and it had never hit that hard.
She’d been wearing a dress that would’ve been perfectly respectable on any other woman. It was white, went past her knees, the full skirt didn’t cling to her hips, and she even had this flimsy little shawl half-covering her shoulders, but she still looked like sex on a stick. All those modest layers of fabric just made you focus on the skin that was showing, the warm brown of her shoulders, the curve of her calves, the expanse of her breastbone.
They sat down, the man she was with ostentatiously pulling out her chair for her like he was making a grand gentlemanly gesture. What a prick. But her smile up at him was all sincerity. What a fucking smile. What a fucking face. Who was she?
Daniel’s mind immediately jumped to escort. He knew the guy she was with in passing, a finance idiot whose career was a case study in failing upward. He’d never said anything worth hearing in his life, but she was listening to him like she was sitting at the feet of Jesus, like she was working hard for her money.
Daniel’s eyes flicked down to the girl's hand. No ring on her finger. Not an inappropriately young wife or fiancé then, but an inappropriately young date. And probably nothing more than a date, cause a girl who looked like that could definitely pull better in the long run. This guy had to be a stepping stool or a job for her.
Daniel kept watching her because he couldn’t look away, but also because he was fascinated by her performance. It was all just a bit too exaggerated—her earnest nods, her breathless giggles, her radiant smiles. But then a guy like that would want to feel fawned over, would chafe at anything less than adoration. She was playing him perfectly, which meant she was smart, which meant she must hate listening to him blather.
The second her date left her alone Daniel leaned over the table to talk to her because sticking his nose in other people’s business was what he did. Would he have if he knew what he was getting himself into?
“Do you want me to tell him you had a family emergency so you can make a break for it?” Daniel asked, keeping his voice low so only she could hear him.
She’d stiffened immediately, her twinkly wide eyes going flat and cold. “I don’t know what you mean.”
Daniel felt his interest grow even more at her defensiveness. He hadn’t expected it. The girl she’d been two seconds ago would’ve giggled the remark away.
“Sure you do,” Daniel prodded. She just stared at him, suddenly as regal and imposing as a queen when she’d previously seemed about as dangerous as a box of kittens.
“Are you sure?” Daniel pushed again, “I could tell him your dog died or something. No date this bad is worth the money.”
Her face darkened, eyes narrowing, mouth twisting into an angry bud.
“I don’t know what you mean,” she repeated.
Daniel had pissed her off. He felt a bit awkward suddenly. He couldn’t remember the last time he’d bothered to feel awkward. It was thrilling for some reason.
Daniel smiled. “Come on. A girl like you, a guy like him? You don’t have to be a genius.”
Did that sound like he was hitting on her? Was he hitting on her?
Suddenly she leaned toward him, and Daniel felt an idiotic pulse of heat at their slightly increased proximity. His eyes couldn’t help but flicker down to the slightly better view of her tits.
“What’s your angle here?” She asked, smiling, once again soft and sweet and all the more threatening for it, “Because if my date isn’t paying me to be here, you’re calling a random woman you don’t know a prostitute. And if he is paying me to be here, then you’re making my job that much more difficult. And both of these options make you an asshole. Are you trying to be an asshole?”
Daniel just stared at her. He’d meant to flick on a light switch and accidentally touched a live wire.
She left immediately after that, smiled suggestively at her date and asked if they could head home early. Daniel had really pissed her off. She didn’t want to spend another second in his company.
Daniel left five minutes after she did and spent the whole ride home searching for her on social media. After he managed to remember the name of the drip she’d come to the party with, Daniel found his Instagram easily. There were no pictures of her on it, which confirmed Daniel’s suspicions, they weren’t together. She was an escort or a call girl or one of those modern, nebulous women who skirted the line between influencer and courtesan.
Daniel went through the guy’s following list, scrolling down until instinct made him stop on a black and white photo of a woman in profile, only the bottom half of her face visible, delicate chin balanced on delicate hand.
Daniel clicked the account. There she was, in the most recently posted photo at what looked like a book signing, smiling at the camera holding up a book, the author smiling beside her.
Her username was LouDL96. Lou. Her name was Lou.
96. As in 1996? Was that the year she was born? Shit.
The only thing her bio said was “New Orleans Native.” There was no Only Fans link, which Daniel realized he’d been hoping for.
Daniel looked out the window. He was nearly home. Alice was sick, that’s why she hadn’t come to the event with him. He should text her and see if she needed him to pick up anything on the way home.
He sent the text and opened Lou’s profile again. There were only a few photos of her scattered across the grid. Every picture was black and white—lots of shots of what Daniel recognized as New Orleans, a few of Paris and London, lots of bookstores, cups of coffee, a smiling young woman who bore a resemblance to Lou. There were pictures of what might be Lou’s hands, her smile with the rest of her face cut out of the frame, her with her back to the camera at a Pride parade.
There was an artsy pretentiousness to the profile that surprised Daniel. This wasn’t how hot people went about selling themselves online. She either didn’t want people to know what she did for money or considered herself too classy to advertise in the typical fashion.
Two-thirds of the way to the bottom Daniel found the only full-body shot on her page. It looked like she was by a pool. She was wearing a tank top, her bikini top peaking over the neckline. She had a sarong tied low around the swell of her hips, which was sheer, so you could see through to the shape of her thighs, get a peak of the small triangle of her bikini bottoms. She was perched on the end of a chaise, elegant legs crossed at the ankle, raising a fruity cocktail in one hand and smiling flirtily at the camera.
The cab stopped in front of Daniel’s building. Alice had texted him she needed more cough drops. He walked down to the corner store and bought her two bags, cherry flavor like she asked for. Then he went up to their apartment, gave Alice the cough drops, fixed her a cup of tea at her request, then locked himself in the guest bathroom and jerked off to the picture of Lou by the pool.
His eyes stayed fixed on his phone screen, on the curve of her mouth, the fat of her thighs, that knowing looked in her eye. He thought of her voice, low and southern sweet even though she’d been tearing him a new one. He thought of her tits in the dress she’d been wearing tonight, high and round and perfect.
It didn’t take him long to come in the sink. He washed his hands, showered, and got into bed with Alice.
Daniel repeated the performance twice the next day, and on the third, when he woke up hard and immediately locked himself in the guest bathroom with his phone, he did the insane thing.
He was staring at her picture, jerking himself hard and clumsy, wanting to know what those thighs felt like around his waist, those lips on his skin, what her tits looked like under that bikini top, pissed that pieces of shit like her date got to fuck her just cause they had money. Shit, Daniel had money, too much to be ethical. He’d pay anything to see those tits, that ass, that pussy, fuck.
The idea didn’t go away even after Daniel came. She might’ve told him off, but Daniel had called it right. She might be the most gorgeous working girl he’d ever seen, the most gorgeous girl period, but she was still a working girl. And Daniel could pay.
Daniel sat down on the closed toilet. He hit the message button on her profile.
For a long time, he just stared at the open conversation, at its blankness. He hadn’t done anything wrong yet. So he met a hot girl who intrigued him. So he’d jerked off to her a couple of times. No lines had been crossed. He could get off to her a few more times and get it out of his system, then move on.
Daniel swiped back to her profile, scrolled back down to the picture of her by the pool. Then he scrolled back up, opened the conversation, and sent a message.
My angle was to make you laugh, but sometimes I get being funny and being an asshole confused.
The second after he sent it Daniel googled if you could unsend messages on Instagram. It turned out you could. He didn’t.
She didn’t respond in the next few minutes. She didn’t respond in the next few days.
Daniel told himself it was a good thing. It had been a stupid impulse. Why was he trying to introduce problems to his life? His marriage was doing pretty good, the whole family was, even though he was still working too much. And Alice had put up with a lot of shit, she didn’t deserve this from him.
Daniel took care of Alice for the rest of the weekend. He deleted Instagram off his phone. He didn’t unsend the message first.
He kept thinking about her. At work, at home, when Alice kissed him one evening after the girls had gone to bed, rubbing at him a little over his sweatpants, and that picture had flashed across his vision at the sensation, which made him feel a piece of shit. He pretended to be too tired, then went into the bathroom and redownloaded Instagram.
He’d just take a screenshot of that one picture, then delete the app again. He hadn’t gotten her out of his system is all. He’d get her out of his system and everything would go back to normal.
When he logged in, a message was waiting for him.
My laughter doesn’t come easy. None of me comes easy.
It would take Daniel a while to admit it, but the second he’d read that, it was over.
A few days later they agreed to meet at a swanky hotel bar.
“Jesus,” Daniel flagged down the bartender to get Lou a drink, “I feel like I’m in a movie—The lady will have a martini, thanks.”
The bartender nodded and turned away. Lou turned to Daniel, resting one elbow on the bar, “A movie? How so?”
“I don’t know,” Daniel gestured aimlessly, “It’s just all so typical.”
Lou raised her brows in question but didn’t say anything. She looked different, sexy on purpose, and not just because she couldn’t help it. Hair in big fluffy curls around her face, red lipstick, high heels, and a black dress that seemed painted on. She was dressed like that for Daniel. If their conversation went well she was gonna let Daniel take her upstairs.
Daniel cleared his throat and took a sip of his whiskey, “Seriously, look at us right now,” he pointed between them, “Anyone would think this was standard issue infidelity.”
Lou tilted her head, “Is it not?”
“Nah,” Daniel shook his head, “I’m not a sugar baby on the side type of guy. But you…there’s something different about you.”
She’d raised her brows, “What exactly is different about me?”
“I don’t know,” Daniel shrugged, “Lots of things. For one, you’re not the typical person who’s into this kind of thing.”
Lou laughed, “I think I am actually. And so are you.”
“I’d get why you’d say that,” Daniel acquiesced. He wasn’t gonna try to defend himself. “But you…you’re sharp. I’m curious about you.”
Lou smiled, a little patronizing, “So you like it when a pretty girl is mean to you. How original.”
Daniel laughed, surprised, “See that’s what I mean. Anyone can be mean. You’re sharp.”
Lou flicked her hand, brushing the compliment away. But she was still smiling. What a fucking smile.
The bartender slid Lou’s drink across the counter. She took a sip, leaving lipstick on the rim of the glass.
“Alright,” she said, turning to face Daniel abruptly, “Let’s talk terms.”
Daniel let out another surprised laugh, “Terms?”
Lou nodded, “Yes. I have quite a few.”
“I mean I would imagine,” Daniel said, “But do you always phrase it like that?”
“No,” Lou said, “But since you like my sharpness I figured I’d throw on some directness.”
“Well okay then,” Daniel said, still smiling. “Lay it on me.” He could feel himself becoming hopelessly charmed. Shit.
“I got the impression from your messages that you were only interested in one or two encounters, but that’s not how I operate,” Lou said briskly, “I’m not a call girl. I’m given a monthly allowance.”
Daniel’s eyebrows shot up, “Monthly?”
Lou nodded, “Monthly. We would work out how much the allowance is and how often we spend time together according to your capacity and both our schedules.”
Before coming here Daniel had decided this would be a one-time thing. He wasn’t trying to justify it, but it sort of felt like he was crossing something off his bucket list. He’d never wanted anyone like he wanted this girl. He hadn’t been able to ignore it. But maybe, if he did it just once, it would be done.
“So….what if I pay for the month but just want the night?” Daniel asked.
Lou’s brows shot up now, “You’d give me a whole month's worth of money for just one night?”
Daniel shrugged, “Yeah I mean—I told you I don’t do this type of shit normally, and I really don’t wanna be the type of guy with a mistress stashed away you know?”
“So why do it at all?” Lou asked.
Daniel smiled, “Are you being modest?”
Lou smiled back, “No, just pragmatic. There’s a lot of beautiful girls in the world.”
“Well none of them ever got me to do shit like this. I don’t know,” Daniel shook his head, “Maybe I’m just under your spell.”
Lou laughed, “If I had a spell I’d be figuring out how to bottle and sell it.”
Daniel laughed too. For some reason, it felt like she was speaking honestly. She probably made every guy feel like that.
“Oh you have a spell,” Daniel said, “You’re just apparently unaware of it, which will make monetization difficult.”
Something shifted in Lou’s smile. Her eyes scanned Daniel’s face.
“A full month for one night?” She asked.
Daniel nodded, “Yup.”
There was a slight challenge in her voice, “A month with me starts at seven thousand. I get it upfront. Any special privileges raise the price.”
Daniel nodded back. “Okay,” he said. He’d heard about hookers who’d charged 20k a night in Bitcoin only. He’d been prepared to pay that too. It was a bucket list experience after all.
Lou might’ve been momentarily nonplussed at his easy agreement, but the expression was gone quickly, “You wanna do this tonight?”
Daniel’s heart kicked. This was happening. He was gonna get to fuck her. He tried to keep his voice casual. “If you’re up for it.”
Lou smiled like she could see right through him, “You got a room?”
Daniel shook his head. He’d thought about it but held off in case she told him to fuck off and he was left with an expensive bill for his trouble.
Lou leaned toward him, the straps of her dress shifting on her shoulders. He was gonna get to peel that dress off her.
“Don’t you think you should go get a room then?” Lou asked softly. Daniel went and got a room.
“Alright,” Lou shut the hotel room door behind them and followed Daniel inside, “First things first. Unprotected sex requires proof of a recent clean STD screening and raises the agreed upon sum by two thousand. It goes up more if you wanna finish inside me.”
Daniel’s dick throbbed. He hadn’t been able to keep himself from getting hard while they rode the elevator up.
“I haven’t had an STD test recently,” Daniel said, fighting the urge to palm himself over his pants, “I—yeah.” He’d been about to say he’d only been sleeping with his wife.
Lou came to stand in front of him, “Well it looks like you just saved yourself a couple stacks, Mr. Molloy.”
Daniel had never wanted to give someone two thousand dollars so badly in his life.
“Can I um—“ She was so close to him. She smelled incredible, “Can I finish inside you with the condom on?”
Lou smiled, “Only because you asked so nicely.”
Fuck. Daniel did palm his dick that time. Lou’s eyes caught on the movement, and her smile widened, “A few more particulars before the fun starts. Oral sex is also an additional privilege, as is any sort of impact play—“
“I just wanna fuck you,” Daniel said. He couldn’t keep listening to her talk like this, so business-like about it all, it was too weird and too hot, and he just needed to fuck her, he wouldn’t be able to think straight ever again until he did. “Yeah, I just—I just wanna fuck you. And, um. Kiss you. If that’s alright.”
Lou seemed surprised for a second, then laughed softly, “Alright. We’ll stick to the classics.”
Then she kissed him. Rocked forward on her heels, wrapped her arms around his neck, and kissed him, deep and sweet, like they hadn’t seen each other for a long time. At least that’s how it felt to Daniel. The taste of her wasn’t familiar, neither was the feel of her, or the sound of her, but it felt they should be. It felt like he’d been missing this. Like he’d been missing her.
Daniel was so stunned by the kiss it took him a second to get his hands on her body. He grabbed at her ass, moaning into her mouth at the feel of those soft perfect handfuls of flesh, clumsily reaching further down, mouth sliding messily against hers as yanked hard at the hem of her dress, the thick clinging fabric barely budging. She laughed.
“Easy there, mister,” Lou’s hands settled over Daniel’s, quelling his frantic movement.
“Wanna see you,” Daniel got out, breathing hard, “Wanna touch you.”
“We got the whole night for all that,” Lou said, guiding Daniel’s hands back up to her waist, “Let the experience seduce you. Specially if it’s only gonna happen once.”
Once. Right. Daniel was only gonna get to have her once. He should savor it.
His laugh came out awkward, “Sorry.”
“Nothing to apologize for. I’m flattered,” Lou wound her arms back around Daniel’s neck, “Now. You ever been with a trans girl before?”
“Uh…” It was difficult to focus on her words with her hanging on his neck like this, tits pressed to his chest. “Yeah, I have.”
“So you know your way around then huh?” Lou asked, pressing a kiss to his jaw. Daniel’s eyes fluttered shut.
“Yeah,” Daniel inhaled sharply as she started to kiss her way down, “Yeah, I’ll—I’ll go slow, open you up really well first.”
Lou looked up at him and smiled, “That’s quite a promise.”
She pulled away suddenly, and Daniel let out an aggrieved groan.
“Just one second,” Lou said, picking up her purse from where she laid it on the nightstand, “You’ll be needing this to follow through I think.”
She pulled out a small bottle of lube and held it up. He was gonna get to finger her open.
Daniel barely had enough blood left in his brain to think. He needed to pull himself together or he’d come before this even started.
Lou tossed the bottle of lube on the bed along with a condom, then strolled carelessly back over to Daniel. “You’ve been thinking about this a lot haven’t you?”
Daniel’s eyes were glued to her legs as she walked, on her feet in those heels, “It’s pretty much all I’ve been thinking about.”
“Yeah?” Lou plopped down on the foot of the bed, bouncing a little, curls fluttering around her face, “And when you’re thinking about it, about me and you, what are we doing?”
She crossed one leg over the other, leaned back on her hands.
“Uh,” Daniel struggled to raise his eyes, “Uh. First I’m—I’m taking your clothes off.”
“How considerate of you,” she smiled, “It was hard enough getting in this dress.”
Daniel smiled back dopily. He hadn’t expected her to be like this. He hadn’t known what to expect at all, but he’d thought it would be more impersonal. But she was almost…warm. Not the giggling girlish softness she’d shown the finance bro. This was something else. Like they already knew each other.
“Can I…” Daniel approached her, gestured toward her feet.
“Be my guest,” she said, uncrossing her legs, extending them slightly.
Daniel lowered himself to his knees, gripped one of her bare calves, ran his hand down the silk softness of her skin.
“Your hands are cold.”
Daniel looked up, pulled his hands away, “Sorry.”
“That’s alright. Here,” Lou reached down and took Daniel’s hand in her own, and then, shockingly, fit his hand between her parted thighs, and closed her legs.
The skin of her thighs was even softer, and they were so plush Daniel’s hand nearly disappeared between them. The tips of his fingers were inches from her pussy. He was so hard it hurt.
“Jesus Christ,” he croaked, “How many times have you used that fucking move?”
Lou let out a surprise laugh, “A few.”
“Jesus,” Daniel swore again, putting his hand on her other knee to press her legs apart, freeing his hand to smooth over the soft flesh, “When you look the way you do you shouldn’t also have game. It’s not fair to the rest of us.”
“I didn’t choose my gifts,” Lou said, “Take it up with God.” She leaned back on her arms again, widening her legs even further so Daniel could see a bit of her soft pink underwear. He might actually start drooling.
Daniel hesitated for a second before lowering his head to kiss above Lou’s knee. She smelled incredible, felt incredible, all warm cocoa butter softness. He pressed his face against her thigh, pressed an open mouth kiss to her skin.
Daniel had been with more than his share of soft, pretty, welcoming women, he was married to one. But none of them had ever made him feel like this, like a current was running under the surface of his skin, burning him, making him itch. He couldn’t get enough of her, one kiss turned into two, into three, into nuzzling in to inhale her deeper, mouthing at the softest, fleshiest part of her inner thigh, nose bumping against the lace of her panties. Daniel didn’t realize he’d buried his whole head between her thighs until Lou laughed.
He raised his head. She was smiling at him indulgently.
Daniel felt like he’d been hit in the head with a bat. He felt drunk. There was probably a wet spot on the front of his pants.
“Can I uh,” he cleared his throat, “Can I eat you out?”
The corner of her mouth twitched, “You got an appetite on you, huh?”
Daniel’s face burned, “Listen, I swear I’m not normally this…desperate. But you….”
“But me….” Lou raised a hand to Daniel’s face. He flinched when her thumb settled on his bottom lip, but she kept going, swiping it back and forth.
“I’m kind of particular about who gets to put his mouth on me,” Lou said, sliding her hand to cup his jaw, “If we had more time together I’m sure I’d get comfortable enough to let you, but since we only have tonight…”
Tonight.
Daniel tried to think through the wave of bitter disappointment. She was hustling him. That was how she made money. Keep men coming back, keep ‘em paying for it. But that wasn’t what he was here for. He’d promised himself it would just be once.
He wanted to taste her so bad it hurt.
“Why don’t you help me get undressed, alright?” She said, voice soothing, eyes flicking down to her shoes. She was good. Reject him then seduce him again. Keep him on his toes, keep him wanting. It was working.
Daniel ran his hand down her calves, slipped off one heel, then the other.
She wiggled her toes. They were painted the same red as her fingers, “Now for the dress.”
She stood up and turned around, and consequently her ass was directly in Daniel’s face.
He wanted to push her on the bed by the small of her back, hike her hips in the air, and bury his face between her ass cheeks until he couldn’t breathe.
He’d paid for a month. Well, he’d paid for tonight but at a month's price, so would she give him the whole month? Would a month be enough time for her to let him eat her out?
No, no that wasn’t the deal. He wasn’t gonna compound his sins.
Daniel stood to his feet. She gathered her hair in her hands, drew it away from the neckline. The zipper that ran down the back of her dress was long and taunting. Daniel tugged it down. Her bra was soft pink too. The dress fell to the ground.
She was perfect. Every inch of her was perfect.
“Fuck,” Daniel cursed low and hard.
“What’s wrong?” Lou turned around, big brown eyes blinking up at him in concern.
“Nothing,” Daniel shook his head, “I’m just screwed.”
Lou frowned, “What do you mean?”
Daniel kissed her, snatched her against him, and jammed his tongue in her mouth clumsy and greedy. She let out a surprised sound, but soon she was kissing him back, burying her hands in his hair, rising up on her toes.
Daniel walked them backward, or more like stumbled forward, shoving them both down, though Lou managed to land elegantly, sliding back on the bed, drawing Daniel up over her, bowing her body up to meet his.
“You’re not real good at pacing yourself,” she said, voice breathy.
“Sorry, gotta—need—“ Daniel had lost the ability to speak in full sentences. He tore his eyes away from Lou long enough to spot the lube. He snatched the bottle open, clicked it open.
“Getting ahead of yourself once again. My panties aren’t even off.”
Daniel looked up. Lou had pushed up on her arms and taken off her bra. She tossed it to the side.
“I need to fuck your tits.” Needed to feel them small and plump and warm against his dick.
Lou’s brows shot up, and Daniel realized he’d said that out loud.
“I’m afraid that’s also out of bounds for tonight Mr. Molloy,” Lou said, laying back down.
Daniel’s chest burned in humiliation, but it didn’t last long, all his energy was redirected to watching Lou’s hips undulating off the bed as she started peeling her panties down.
“A little help please,” Lou said, stopping once her panties got to her knees.
Daniel’s hands shook as he grasped the fragile pink fabric. For a moment he tugged slowly before that feral electricity overtook him again, and he might’ve ripped the delicate lace as he yanked the underwear over her ankles and tossed them away. He spread her legs urgently. Her clit was pinkish brown and resting mostly soft between her split legs, her cunt the same pretty color, both as small and perfect as the rest of her.
“Jesus fucking Christ.”
“What is it now?”
Daniel looked up at her face, “Are you actually confused? Cause I feel like every man who’s ever seen you naked must’ve reacted exactly the same way.”
Lou laughed.
Daniel picked up the bottle of lube again and squeezed some on his fingers. It had been years since he’d had sex with anyone other than Alice, and that was largely perfunctory. At this point in their marriage they knew how to satisfy each other, but we’re long past trying to impress each other.
Daniel was feeling absurdly self-consciousness. Lou probably didn’t care one way or another how he performed so long as he stayed in line. He was paying for this. Ostensibly his pleasure was all that mattered.
He wanted to feel her come on his dick even more than he wanted to taste her.
Daniel brushed his fingers against her clit gently. Lou tensed.
“Sorry,” Daniel said, “Is that out of bounds?”
“No,” she said, “No it’s fine.”
She didn’t sound upset, but Daniel didn’t touch it again, instead moving to press his lube-covered fingers against her hole. He took a steadying breath, started to ease his finger inside her, was immediately met with resistance. He kept going, slow and steady. She was so hot inside, so snug around just one finger.
Daniel’s eyes kept flicking up to her face as he started to work her open, rapt on the little furrow of her brow, every quirk of her mouth. When he tried to fit in a second finger she moaned, just a little. He needed her to do that again.
“You are so tight,” Daniel’s voice came out low and dazed as he watched his fingers slide in and out of her, “I mean…how do you even…”
Lou looked up at him, eyebrows raised, “How do I what? Take dick?”
It was a ridiculous question, considering what she did for a living, and Daniel knew shit like “virgin tight” was misogynist propaganda. And yet…
Lou sat up abruptly, dislodging Daniel’s fingers. He opened his mouth to protest, but then her hands went to his belt. He realized he still had all his clothes on.
She pulled Daniel’s pants and boxers down in one decisive tug and leaned back to appraise him. His cock twitched under her perusal.
“Yeah,” her tongue darted out to wet her bottom lip, “No need to worry. I can take all of that.”
Daniel didn’t know if she was insulting him or not. Either way, his dick twitched again, and she laughed.
“I’ll tell you something Mr. Molloy,” she reached over and picked up the condom. “You keep this up and I’m gonna leave here tonight with a very inflated ego.”
“You don’t have to keep calling me that,” Daniel said, “Mister.”
“You don’t like it?” She asked, ripping the package open. “You need me to take your pants off the rest of the way?”
Daniel scrambled off the bed and yanked his pants down, “I usually only get called Mr. Molloy when I’m in some kind of trouble with the law,” he said, climbing back on the bed to sit in front of her.
“The law? You a dangerous man?”
“It depends on who you ask…”
Daniel trailed off. Lou had started to roll the condom up his dick.
“So what do you like to be called?”
It took Daniel a second to register the question, transfixed at the sight of her dainty manicured hand on his cock. “Uh. Daniel is fine.”
She wrinkled her nose a bit, “Just Daniel?” She asked, picking up the lube.
“Yeah, I guess.”
She started to slick up his dick. He groaned.
“Not Danny? Babe? Baby? Honey? Sir? Daddy?”
Daniel groaned again, completely involuntarily.
“Oh?” She laughed a little, “You wanna be my daddy?”
Fuck. “No, no it wasn’t that, it was just—“
“Sure,” she said, still smiling knowingly. “Why don’t you take your shirt off for me?”
Daniel started to fumble at his shirt buttons, “I mean it, that’s not really my thing.” This wasn’t about her age, it was about everything else about her.
“Well, that’s a shame,” Lou said. She tightened her hand on his dick and looked up at him, “Cause I was planning on being a real good girl.”
Jesus fucking Christ.
Daniel threw his shirt away and kissed her, pushing her urgently down on the bed, he couldn’t wait a second longer, he needed to be inside her more than he’d ever needed anything, which made him horrible, all of this made him a piece of shit, including the fact that he was fucking throbbing even at the suggestion that this baby faced twenty-something call him daddy, if hell was real he was gonna burn.
But then she got her hand around his dick again, pressed the head of his cock against her cunt, and he started to sink inside, and everything outside that hotel room might as well not have existed.
At first, it felt like there was no way Daniel was gonna fit inside her, she was too tight, too small. He pressed a little harder, trying to ease his way in, and then she suddenly seemed to open up for him, relaxing around him, and Daniel glided inside her in one long thrust.
It was so good it jarring, so good Daniel couldn’t even curse, just made a rough, inarticulate sound from deep in his chest. If this was how she felt with the condom on he couldn’t imagine how she felt raw.
“Oh,” Lou gasped, head tilting back, exposing the long line of her neck.
“Fuck, sorry, if I—too fast—I,” Daniel struggled to speak, “Didn’t mean—”
“No, no, it's good,” she said, wiggling a little, adjusting, “It’s good. Keep going.”
“Fuck, okay.” Daniel drew his hips back. Unbelievable, the way she clung to him. He thrust back in a little rougher than he meant to, overwhelmed, and she made this sound, a little mew. He did it again, trying to be more measured, and she gasped.
Daniel wanted to fuck her until he knew every single sweet sound she could make. He wanted to catalog them. He wanted them to be real. There was no way to tell if they were real.
He needed to make her come, but that might not be real either, and he’d only get to fuck her once, he’d never have the time to learn just how she needed it, learn how to tell when it was good for her.
Daniel tried to keep his rhythm steady as he fucked her, pressing her thighs up for leverage. Real or not she took it so well, arching up into his thrusts, arms raised over her head, showing her tits off, pretty mouth hanging open, eyes all wide and sweet. A fucking dream. No wonder she got paid to do this, she was made for it, every inch of her was made to be fucking obsessed over, covered in kisses and bites and come.
But there was no way she fit any other man as perfectly as she fit Daniel. This was some once-in-a-lifetime shit.
He bent over, wanted to be closer to her, braced his arms on either side of her shoulders, “You feel—so fucking good,” he panted.
“Yeah?” She asked, breathless, “You like it?”
“Fuck yes,” Daniel groaned, “You got the tightest— fuck.”
“Yeah? Is my pussy tight daddy?” She asked, high and breathless.
“Oh fuck,” he dropped his head to her shoulder, started thrusting in more urgently. He couldn’t come yet. He needed to feel her come first.
Daniel was pretty generous in bed, according to many of his past partners that was one of his few good qualities, but this wasn’t generosity, this was pure selfishness, maybe even delusion. He wanted the whole thing, her pleasure included. He wanted every bit of her.
Daniel raised his head, “I want you to—I need to feel—“
She cupped his face in one hand, stroked his cheek, “What do you need, daddy?”
“Fuck,” Daniel gritted his teeth. Why was he so into her calling him that? Why did he have to learn that about himself now? “You’re gonna make me come.”
“Yeah?” Lou rolled her hips up, “You gonna come inside me?”
“Stop, stop,” Daniel squeezed his eyes shut, body tense with the effort of staving of his orgasm, “Wait. I wanna—I wanna feel you come, need to—need feel you.“
Lou looked at him for a moment, expression shifting, open mouthed pleasure softening into thoughtfulness. “Yeah?” She asked, voice softer. Daniel nodded urgently.
Lou looked at him for another second, then wrapped her arms around his neck. Daniel’s heart pounded hard as she hugged him to her chest.
Lou shifted her hips to wrap her legs around his waist, and they both moaned as he sank impossibly deeper.
“Fuck,” he thrust in hard, once again rougher than he meant.
“Yeah that’s it,” she breathed, clinging tight to his neck, “Right there, right there, a little harder, just like that, oh fuck.”
Lou’s moans sounded different now, huskier. Daniel wished he could see her face, watch for signs of pleasure, but he didn’t want to risk moving from how she positioned them. This was how Lou wanted it, and the way she was clawing at his shoulders let him know he was hitting her sweet spot just right. Daniel was fucking her right, she would come on his cock if he could just hold on, keep steady, keep giving it to her like she needed, ignore the heavy ache in his balls.
“Yeah, right there, right there,” she panted.
“Come for me,” Daniel begged, “Come for me, come on.”
“Oh god.” She suddenly went tense between him, arching upward, letting out pained little whimper, and Daniel couldn’t help it, he had to see her face, tried to keep thrusting at the same pace while leaning back.
She might be faking it. The rhythmic clench of her pussy, the heaving of her frail breastbone, the scrunch of her nose, her spit slick mouth hanging open. She might be a really fucking good actress. It didn’t matter. It was still the most beautiful thing Daniel had ever seen. He came harder than he ever had in his life. His mind was gone, hips grinding in and in on some previously untapped instinct to mark her as deep as possible.
Eventually Daniel opened his eyes. He’d collapsed with his head on Lou’s chest. He looked up at her, and she smiled at him serenely.
“Was it everything you’d been dreaming it would be?” She asked softly. Daniel couldn’t tell if she was teasing him.
“I hope it was,” she said, tangling her fingers in his sweaty hair, “Since we only have tonight.”
Daniel made sure to get an STD test before the next time they fucked, and sent Lou three grand more than he’d sent last time. He’d paid for another month and he was gonna take the whole month. Just one month.
They went to the same hotel, this time during Daniel’s lunch break. He had an event tonight and a meeting this afternoon but had jumped at the first chance to see her. Lou was a PhD student and was slammed with work all week, but her class didn’t meet this afternoon so she could fit him in.
Daniel needed her more now that he’d had her. He didn’t think that was possible, thought that fucking her would relieve some of the intolerable pressure of wanting her, quiet the constant buzz of thoughts of her, but no, all of it was worse. It had to fade eventually. Logic would dictate that this obsession would peter out. Would a month be enough time? They could meet once a week, Lou said. Would four more times be enough?
She was dressed more casually that day, in a tight sweater and neatly pressed trousers, but it was no less hot, it might’ve been even hotter, seeing her in something that was probably closer to what she wore in her real life.
She teased Daniel again about his urgency. He had even less control of himself than last time. In minutes she was naked and ass up on the hotel bed, feet kicking languidly as Daniel stared.
She looked over her shoulder, “You gon stare at my ass all day? I thought you had a big important meeting.”
When he pushed inside without the barrier of the condom, Daniel knew conclusively he was doomed. This was life ruining pussy.
One month turned into two, and it probably would’ve turned into three then four then five in the same punk ass way, Daniel refusing to admit to himself that he was in fact a sugar baby on the side type of guy. Maybe Lou knew that. Maybe she lost patience. Maybe that’s why she let him eat her out.
Daniel had taken her to one of his investment properties that day cause he was sick of spending so much on fancy hotels and there was no way he could take Lou to less fancy ones. This place would be fine. It was nicer than most hotels, hell it was nicer than the actual house Daniel lived in, and after he sold it he wouldn’t have to think about what he’d done there.
She said it in the way she knew would fuck him up the most. Daniel realized quickly that Lou was kind of evil. He’d also realized he loved it.
They were on the bed, and Daniel was crushing her clumsily, trying to get her little skirt off, then just settling for shoving it up to grope at her ass, and her shirt had gotten hiked up at some point so Daniel’s face was buried between her tits, and he really needed to stop humping her thigh or he wouldn’t last long once he got inside her.
“Danny can you—can you—“
“What do you need baby?” Daniel got out between kisses up her throat. He fucking loved when she needed something from him. Lou knew that.
“I—I—“ The gasps, the stuttering. Evil.
“What is it baby?” Daniel panted, “Anything, I’ll do anything, tell me what you need.”
“I need you to eat me out.”
Daniel’s head snapped up. Lou was looking at him with pleading, watery eyes. “Please daddy,” she begged.
Fucking evil.
He didn’t take her panties off, or her skirt, just stuck his head under the plaid fabric and yanked the lace to the side.
Life ruining pussy. Daniel was fucking ruined for anyone else. The taste of her and the sound of her and the way she moved. He knew he’d never want anything but this.
She tried to squirm away when it got to be too much, whined when Daniel held her down, gasped when Daniel took her clit in his mouth, trembled as he sucked on her, trying to be gentle. She kicked him when he opened her up with his fingers to try to get his tongue deeper, and Daniel relished the dull thud of pain in his shoulder. He’d driven her just the tiniest fraction as crazy as she drove him.
When she came on his mouth Daniel felt an uncanny mixture of peace and mania. This was everything. Fuck. This was everything.
He didn’t make it inside her, came hard and sudden against her shin, humping her leg like a dog while she laughed in a way that sounded fond.
Predictably, Daniel collapsed. She always took everything from him, sucked out his damn soul.
He spent a long time with his head pressed to Lou’s thigh, her hand stroking through his hair.
He was gonna fall in love with her. He probably already was.
Daniel rolled over and stared at the ceiling. Lou stretched, yawning sleepily, then got up to clean his come off her leg.
Lou came back to the bedroom and picked her glass of water up off the nightstand. Daniel hadn’t moved.
“You alright?” She asked, taking a sip.
Daniel sat up. Lou still had all her clothes on, had managed to smooth them down somewhat. She still looked freshly fucked even though Daniel had come before he’d gotten her naked. No one had ever looked better.
“How much for everything?” Daniel asked, “If I wanna see you regularly for the foreseeable future, and if I want us to do everything together? Everything you’re willing to do.”
Lou looked at him for a long moment. She didn’t smile, but Daniel could tell she came close.
Lou named a number.
Daniel nodded, “Okay.”
He got out of bed to go to his accountant's office.