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gurugirl · 5 months

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Can We Start Over? | Ch. 1 The Winter Ball

Series Summary: From the first day you and Harry meet, your relationship is beyond complicated. A one night stand leads to hurt feelings and then a job opportunity that you simply can't pass up is offered. But can you handle working for a man like him? rich!harry x plus size!reader | enemies to lovers

A/N: This is a 5 part series commissioned by @justfattiethings (thank you hon!).

Chapter 1. Summary: You meet Harry at your boss's retirement party and your night ends with a bang.

Word Count: 10k

Warning: 18+ only, smut, alcohol consumption, angst

Can We Start Over? masterlist

The winter ball was something Mr. Spector threw every year for his clients, colleagues, and other wealthy people he wanted to be seen with. This one was like the past three you’d attended, but unlike the others, this would be the last. Your boss, Mr. Spector was retiring, and he was moving to Italy. You were happy for him. Truly. He’d been good to you the past three and half years you spent working for him. You took on the duty of a personal assistant and friend. The friend part came naturally, of course. It wasn’t part of your job description but you honestly really liked Mr. Spector. He wasn’t nice to most people. But to you, he was kind of like the dad you never had. He was hard-nosed but he was fair and somehow you two just clicked.

You worked for one of the most elite household talent staffing companies out there. Your clients usually consisted of, not just wealthy people, but filthy rich and usually the kind that wanted to fly under the radar and needed the utmost discretion. In Mr. Spector’s case, he didn’t want his spiteful children to know how much he was really worth. Sure they were in the will, and they’d certainly do well upon his passing (that was all they seemed to care about), but they’d never see the real number of his assets until it was too late and everything was already doled out according to Mr. Spector’s wishes.

And so you helped him in any way you could to achieve this façade. You found a private accountant for him to move money about and helped him keep the appearance of not having the kind of money he actually did. You suggested, for example, that he not buy the Rolls Royce but that the Mercedes should be sufficient, and that rather than wearing a 31-million-dollar Patek Philippe, diamond-encrusted watch, he go with the more basic, 25-thousand-dollar stainless steel sports model Rolex instead. So he still maintained an air of wealth and prestige because there was no question to anyone that he was super rich. But you just helped him bring it down a notch.

And his winter ball was more like his retirement party this time around. He’d really gone all out. Despite your hesitation with some of his selections, you figured you’d give him this one. And you could admit that helping to plan his parties was one of your favorite tasks. You’d fly to venues all over the world seeking the best (once they’d been narrowed down of course) for him. Find the best chefs and mixologists, the perfect planners and decorators. You got to help select finishings, menus, and staff, right down to the types of linen and even the theme of the events.

And the theme of the night was A Secret Garden in the City. For this, you found a penthouse in Manhattan with full 360-degree views. The space was empty when you first arrived to look at it. You were told it wasn’t a place normally rented for parties but that the owner had intended to make it a fancy restaurant at some point. But it had been sitting for years, empty. And you found the place because Mr. Spector knew everyone. You had a number for a real estate agent to the wealthy in New York City and he gave you a bit of insider information. The penthouse space, he’d told you, could be negotiated by the owner to rent given the right price.

You had landscapers come in and make a garden of the space. Flowers, grass, trees, bushes, vines, even a lily pad pond… when everything was put together, it really did look like you were in a secret garden in the middle of Manhattan. Delicate string lights lit the space, the ceiling was painted a dark sky color so it felt as if you were outside. The table settings were like something out of a Hobbit’s Tale with knotty oak chairs with green silk cushions. The linens were of green satin silk with gold embroidery design and the napkins were gold satin. Centerpieces were potted leafy plants of all types, and moss was placed around the pots to give them that fairyland look. Tiny candles illuminated each table all around. Gold cutlery. Big golden lighted globes hung from the ceiling in various sizes between plants that cascaded down. It really was quite the spectacle.

You were proud of how it all turned out. And the 200 guests that Mr. Spector invited all appeared to be in awe of the space.

The stringed music playing for most of the event in the background was live. The musicians stood to the side of the room on a newly installed platform, trees lined the back of the stage. And now that the night was finally coming to an end, well, the main event had ended, it was time to drink and dance and let loose, the band was switched out for something rockier and more upbeat.

Mr. Spector kissed your cheek and gripped your arm, “My dear, you never cease to astonish me with your hard work. Thank you for this. I’ll see you in the morning okay?”

You tried to get him to stay and enjoy the after-party. And like every year before, he declined. He liked his private time. Liked reading and writing and the quiet. He preferred his guests to enjoy what he’d been able to give them. It was, after all, for them, he always said.

“Even though it’s your last event like this? You won’t get this again, sir. Are you sure?” You smiled at him and he nodded. You knew he’d decline to stay.

So, you ordered your second cocktail of the night once Mr. Spector left. Some type of green concoction with a blackberry-sized red flower floating atop. You didn’t know what was in it. All you knew was that it tasted delicious and it was going to get you into some trouble. But maybe that’s what you were looking for that evening. After all, this was your going away party as well. You’d be put back into the system as active again once you were officially out of Mr. Spector’s employ. It would be time to find your next role.

Everyone seemed to be enjoying themselves. Many dancing, some sitting and chatting, others making their rounds to network and schmooze. You stayed at the edge of the dance area and let your body move to the rhythm. You kept your eyes on everyone. Even though you were trying to just enjoy yourself you still felt somewhat responsible for all the attendees. It was ingrained in you.

You definitely fit in with everyone, though. Your outfit was couture, high fashion like the rest of the guests. Mr. Spector had paid for everything for you, as always. You picked out a beautiful cowl neck, deep navy-blue velvet dress with a slit that went up to your mid-thigh. The back draped down tastefully but the drape at the front was dangerously low. Just like you wanted. You had red pumps with gold and ruby jewelry. It was always difficult finding things in your size that weren’t from a big box store but the hunt for the perfect dress and accessories was always worth it. And the dress? You felt absolutely sexy. From head to toe.

The song was swingy and fun. More people covered the dance floor and somehow you’d gotten pushed further in. You still had your drink in hand but now it was nearly empty so you were less worried about spilling any of the liquid on yourself.

A woman you recognized as a small IT business owner greeted you and you both chatted as you danced together. When the song changed Elsie pointed at your drink, “You’re low. So am I,” she lifted her glass to show you, “Should we grab more?”

The answer that night was yes. Yes to anything.

The bar that lined the wall opposite the band had people hovering, waiting for their drinks. You let Elsie take the lead in getting the attention of the bartender. She was a tall, slender blond with smooth shiny hair so you figured she’d do better at getting your drinks faster. And you were used to that. Being the fat one, you tended to get overlooked and ignored. When you were younger it hurt a lot more, but these days you learned to use it to your advantage.

It wasn’t that you thought you were ugly or unworthy. You just understood how most people perceived you, even if they were wrong. You were confident when it mattered and took good care of yourself. And you rarely ever mistook a man’s kindness for him flirting with you, which was nice in a way. You couldn’t ever wrap your mind around assuming every guy who was kind to you was flirting. A lot of your friends had that mentality. Any time a man would chat them up they’d automatically jump to thinking they were being sized up somehow. You couldn’t imagine feeling so confident that you thought a man having a conversation with you meant anything more.

So that’s why when the tall, gorgeous man with dark, soft curls, sharp green eyes, and an even sharper jawline leaned in and asked, “Are you having a good time?” You didn’t assume he was flirting with you.

“I definitely am. How about you?” You turned to look up at him. Deep pink lips, broad shoulders, a very expensive suit and shoes, cocky grin.

“Sure. But I had to fly out here to attend last minute. My assistant forgot to add the event to my calendar so I had to settle for this suit and here I am. I’ll deal with her later. Luckily Alfred always throws the biggest and best parties so it’s been worth it.”

You noted the tiny dig to his assistant in the back of your mind and nodded, “Yeah, Mr. Spector loves to go big. It’s turned out great I think.” You had planned on mentioning you were the man of the night’s assistant until Mr. Cocky complained about his own. So you’d keep that little detail to yourself.

He was drinking whisky, neat. And when Elsie finally returned to your spot at the edge of the bar she handed you your tasty green drink and you introduced her.

“Elsie, this is… uh… What was your name?”

“I’m Harry. Harry Styles,” he held his hand out, gaudy rings on most of his fingers toward the pretty blond and she nodded, “Elsie Powers. Nice to meet you.”

The pair got to talking the moment Elsie mentioned her company and so you decided to dip out. You didn’t need to stand around and watch them flirt, which is what you assumed was going on. They were both gorgeous so that seemed natural to you.

But before you could take even a step outside of the little bubble the three of you were in you felt Harry’s hand at your low back as he leaned down to speak into your ear, “Don’t go too far. I was hoping to ask you something.”

You looked down at his arm and back into his eyes, “Okay… I’ll be around. You can come find me.”

When his fingers slid off your back as you stepped away you still felt the heat of his skin where he’d touched you. You liked his touch, but you assumed it happened because you took up so much space. It was more likely, in your mind, that he hadn’t meant to touch you there at all.

After another cocktail and a bit more dancing by yourself, Harry did find you. You didn’t realize it was him at first. You felt a warm body dancing behind you, not touching, just near enough that the heat emanated from him to your back. But then you heard his voice, “Found you. Thought you left.”

You turned to look at him over your shoulder and spoke, “Was planning on staying til the end. Felt like I deserved to enjoy tonight.”

“And why’s that?” Harry’s hand brushed along your bare arm softly before he removed it. You felt the trail of where he’d touched your arm and it made you wonder if he’d done it on purpose.

“No reason. I just deserve it,” you kept swaying your hips and you felt Harry moving with you, standing over you. You could smell his cologne.

“You don’t mind me dancing with you, do you?” His voice was close to your neck as he spoke.

Shaking your head you turned your body to face him, swinging your hips softly, “Not at all.”

He grinned down at you and the dimple that appeared on his cheek had you taken aback. He was truly stunning.

“Good. Wanted to chat some with you. Find out more about you…” he took your hand in his and pulled you closer, shifting the mood a little as you both danced. You silently inhaled in surprise at his gesture.

“And what did you want to know, Mr. Styles?” You raised your brows and smirked at him. You weren’t sure at that point what he was doing. But he was certainly leading you to believe this was more than just a friendly chat.

“First, what’s your name?”

You laughed, “I’m Y/n. I guess I forgot to introduce myself.”

“Are you here alone, Y/n?” His free hand found a spot on your side over your hip.

“I am. What about you?” You weren’t used to receiving this kind of attention from anyone. Much less a wealthy handsome man.

“I’m here alone too,” he kept a cocky grin plastered to his face as he drew nearer and spoke lowly so only you could hear, “But was hoping I wouldn’t be leaving alone.”

It was at that moment you were truly surprised. Was he…? Couldn’t be. You’d surely misread this situation just in the way all your pretty girlfriends misread it every time a guy showed any friendliness. Maybe it was the three cocktails you’d drank and that had you wondering what was in them.

Harry's hand released yours and he brought his ringed fingers up to your shoulder where he brushed the side of your neck, drawing you in closer with his other hand at your hip, “What about you?”

You blinked your eyes and looked up at him in confusion, “What about me? What do you mean?”

Harry’s grin deepened as he looked down at your mouth and took a clear glance at your cleavage before responding, “Did you hope to leave with someone tonight?”

You scoffed and looked around the dance floor before looking back at him, still not quite believing the direction this conversation was headed, “I hadn’t imagined I would leave with anyone. Figured I’d just go back to my hotel room alone after.”

The ridiculously attractive man licked his lips and kept his gaze on yours, “Really? You don’t want someone to take you back to their room and help you out of this pretty dress tonight?”

You began to cough. You’d choked on your own saliva as you inhaled a sharp breath at the wrong moment. His words caught you off guard.

But now you were hacking and bent at the waist, red in the face like an idiot.

Harry patted your back and you heard him speak into your ear, “You okay, darling? Need some water?”

When you’d recovered you and Harry were standing at the edge of the dancefloor away from the crowd and he had a comforting hand on your back.

You laughed and shook your head, “I’m so sorry. I don’t know what happened…” you wiped your face, which was moist from the tears you’d forced out from all the coughing.

Harry took your hand and led you to a free seat, pulling a chair out for you and then sitting next to you, his hand still on your back, “Do you feel better now?”

You nodded and smiled at him. You hadn’t forgotten what he said. But now you were sure whatever he was getting at was all but out the window after your little display.

“Come back with me to my room, Y/n.”

Well, that just blasted your little theory.

You sat up straight and your jaw dropped open wide, “Why?”

Harry laughed, “Because I don’t want to go back alone. Spend the night with me tonight.”

Were you in a dream? Had you drunk too much and were blacked out and hallucinating?

“I don’t… I’m not sure what you…” you were unable to put your thoughts together coherently. You hadn’t expected it. You assumed you weren’t his type. Too chunky for a man like him. Imagined he preferred a more modelesque figure on women he found attractive given his appearance.

“Look. I’ll just be very straightforward with you. I think you’re gorgeous and I’d like to have you in my bed tonight. Naked. How does that sound to you?”

You whispered the word naked back to him as if it were a word you’d never heard before. You took a deep breath and looked around the room.

“What are you drinking? I’ll go get us another so we can chat a bit before you make any decisions.”

Now this question was one you could actually answer, “The cocktail is one from the menu. Called the Grove.”

Harry got up and left you at the table by yourself. You sat back in the seat and sighed. What were you going to do? He was mouth-watering, which is why you choked on your spit in the first place. Your mouth was literally watering at his proximity on the dance floor. And now he was asking you to go back to his room to hook up. He couldn’t have made it clearer. There was no room for you to misinterpret what he meant.

And why should you say no? Why should you go back to your own room and sleep in that big bed all by yourself? Well, mostly because you were worried about getting attached. Sure you didn’t even know the guy but that’s just how you were. You weren’t built for casual hookups or one-night stands. And you were sure that’s all this would be. Could you handle it? Would you be able to have sex with someone and then move on from it?

When you saw Harry walking back toward you you’d made up your mind. You’d finish your drink and tell him your verdict. You needed one more drink, though. Just to really loosen up. If you were going to do this if you were going to take a risk and have sex with a stranger, one more drink would help you relax about the whole situation.

Harry handed you your cocktail and sat down with his whisky in hand. He brushed his fingers over your arm as he spoke about how he knew Mr. Spector, “His cousin was my boss years ago. Before I got started in my current line of business. And since then, Alfred’s been inviting me to his parties. I can’t usually go but I rarely miss the winter ball.”

“And what is your line of business?” You asked before taking another sip of your verdant drink.

Harry grinned and licked his lips, “Let’s not talk business.”

You frowned and looked down at your red-painted nails. It wasn’t always polite to ask people what they did for a living but you figured given the circumstances, those being that he’d just asked you to have sex with him, it was okay. Clearly, you’d misjudged.

Harry gripped your chin and pushed your head back up to look at him, “Don’t feel bad for asking. You were just curious. I think the less we know of one another the better. Besides, work talk is boring. Don’t you think?”

You blinked again, his intense gaze was really working its way under your skin.

“Okay. Sorry. You’re right.”

Harry shook his head, keeping his hand at your chin, “And don’t say you’re sorry. Wouldn’t you rather talk about anything but work right now?” He let go of your chin and sat back in his chair as he kept his eyes on yours.

“I guess. It’s just that everyone here is networking and I thought it was only natural.”

“You and I are not networking, Y/n.” Harry grinned.

By the time your drink was but a clear puddle of melted ice at the bottom of the glass, you could feel how hot your face was from the alcohol. Your neck and ears were burning and all of Harry’s soft touches were making you fuzzy. The way he was whispering in your ear…

“Okay. I’ll go with you to your room tonight,” you spat out quickly before you could change your mind.

Harry’s gaze lowered to your breasts again, his arrogant grin in place, “I know, darling. I was just waiting for you to admit it. You ready then?”

If he wasn’t so hot you’d have changed your mind at his cocky response. But god was he alluring. And somehow, his egotistical attitude was putting you at ease a bit. Because it would possibly be much easier to not get your feelings mixed up for a guy like him. It could just be a one-night stand. Like so many other people indulged in (which you always found absurd).

You both walked to the coat check to get your things before Harry led you, with his hand at your low back to the elevators.

You draped your wool coat over your shoulders and stood awkwardly in the elevator next to the man you were leaving with. You couldn’t believe yourself. You were 28 years old so it shouldn’t have felt like such a big deal but it was. You’d never done anything like it before.

“Are you nervous?”

You sighed and nodded as you looked up at the man, “A little. Haven’t ever done anything like this.”

Harry hummed and nodded, “I can tell. That’s okay. I’ll take the lead.”

There was a black car waiting for you at the curb as soon as you exited the building. A man who was standing near the car opened the back door and gestured for you to get in. You followed behind Harry and the door was shut, closing you off from the outside and loud noises of the city to the dark leather interior of the car. Harry’s hand slid up your exposed thigh the moment you’d settled into the seat, “We’re gonna have a lot of fun, me and you.”

You turned your head to look at him, “Are you always like this? So confident about everything?”

Harry laughed and squeezed at your thigh, “If I wasn’t confident I wouldn’t be as successful as I am.”

You guessed that made sense. You just found it so strange that he was so sure of himself even when he hardly knew you at all.

You felt Harry’s long, ringed fingers slide upward over your plushy thighs in search of your panties most likely. And when he leaned over you and took your jaw with his free hand and smushed his mouth against yours it felt like crystalized water beginning to melt and drip and pool onto the ground.

He pulled your hand onto his lap and pressed your palm over his crotch, to which you felt as he grew harder and harder as the seconds passed with your lips connected.

When he was satisfied that you would be keeping your hand in place as you pressed down harder he raised his hand to your breast, his palm placed over the soft velvet before he lowered his mouth to your neck causing you to lean back the slightest for his access.

The car ride ended before you even realized you’d been moving through the city streets when the door you were sitting next to opened and the driver looked in at you two all disheveled and mid-kiss with his hand out for you to take.

Harry walked you into the hotel, which happened to be the same one you had a room at (how convenient you thought). The elevator ride up to his room was not unlike the car ride where you’d lost track of time and space when his lips were on yours and his tongue softly swiped at your mouth. You’d never had a man act this way with you before. It almost felt like desperation. Like he couldn’t keep his hands off you.

Guiding you off the elevator and to his room, you felt buzzy and your heart was bouncing around in your chest wildly. His hand was at the back of your neck, his long fingers gently ghosting over your skin.

The moment you were pushed into his room Harry stood over you and began to loosen his tie, “Take your dress off. God, I need to see you.”

You were already worked up as you panted, keeping your eyes on his, slowly unzipping the back of your dress and stepping out. You had forgotten that you were wearing a nude shapewear slip that kept your tummy rolls in place and your breasts pert. The back of the slip was low cut to accommodate your dress. You looked down over yourself and stuck your fingers into the fabric to pull it down and as your breasts were revealed Harry groaned and leaned down to wrap his pink lips over your nipple. You watched his tongue drag over your plump flesh and his fingers dig into your heavy tits as he worked his way around both sides.

You were pressed against the wall as he pinned your arms back and kissed his way up your tits to your neck and then he found your lips.

Finally, he backed away, giving you space to finish the reveal of your body to him as he continued removing his own clothes.

You watched tattoos appear on his skin and the more buttons he undid the more you saw of him. He was strong and muscular. His pecs were impressive and he had a soft six-pack hidden under the fabric that you only saw once he tossed his shirt off. Tattoos on his arms scattered over his skin.

Tugging at your slip to get it off you knew Harry’s eyes were on your body. But you weren’t going to stop now. Even if you were slightly embarrassed. This was happening and you knew he wanted it. Sometimes you worried about the logistics of sex being as heavy as you were, especially when it came to being with a guy who was not at all. But Harry’s build was masculine and broad and he was clearly going to be able to handle you.

When his pants were off and he was down to his underwear you knew he was enjoying the view of all your bits based on the thick lump under the fabric. You were left standing in your silky black panties when he stood over you and smoothed his hands up your arms and palmed over your tits, “Jesus fucking Christ look at you. Get on the bed for me.”

You swallowed and stepped toward the area of the room where the bed was and sat at the edge, watching as he stalked after you. His eyes were dark as he crawled over you and nudged you with him into the middle of the perfectly made bed, soft and luxurious feeling under your skin.

“You’re so fucking sexy,” he smoothed his lips against yours as he palmed over your skin down to your thigh, pinching at the fleshy insides as he pushed your legs open, putting his knees down into the mattress to keep you spread with his thighs.

He kept his lips working over yours, his tongue smearing against your tongue wetly as you felt his fingers dip down to your panties and then to the wet patch at your center. You could tell you were wet before he even touched you. He’d turned you on with ease. His voice, his body, his eyes, his confidence…

You felt him smile against your lips when he dredged his fingers up and down over your wet panties, right where your labia was. Soft strokes of his fingers pushed the fabric of your panties between your pussylips until he dragged a finger up and found your clit and you gasped. He circled over your clit, pressing the wet fabric into you.

When he lowered himself, using his lips and his tongue down your body as he went he looked up at your face after dotting kisses over your fleshy tummy, “You’re gorgeous and you smell so good. Such a dirty girl, though, aren’t you?” He dabbed more warm kisses down your stomach to just above your panties, “All wet for me like you’re desperate for cock,” he licked along the band of your panties and looked up at you again as he adjusted himself between your legs, “Are you desperate for cock, Y/n? Need me to take care of you tonight?”

You nodded, “Oh my god…” your words came out as a whisper, “Yes, Harry.”

When you felt his tongue glide up your crease over your wet panties your mouth dropped open wide. He was not holding back with the foreplay so far. You were usually disappointed in sex, the few times you’d had it. Foreplay was an afterthought. And only a handful of times did you ever receive any kind of mouth-to-pussy action, which you assumed was due to your size.

But Harry was having no trouble treating you like some kind of irresistible sex pot. He pushed your thighs harder and raked his tongue up and down over you until you’d bucked upward just a bit.

Harry’s fingers pulled at the waistband of your panties, “Taking these off because I need more.”

You felt your panties being moved down your legs then Harry returned with enthusiasm, his lips all over your cunt, sliding his tongue through your folds and his fingers pinching into your flesh before he poked the tip of his wet muscle to your clit and began to lick all around it, lapping you up and teasing you to the point you were shaking and whining, proving him right about how desperate you were.

When he finally stopped his teasing licks he wrapped his lips around your clit and sucked. You gasped loudly and moaned, to which Harry moaned into your pussy.

His shoulders were against the back of your thighs as he masterfully licked you out and kissed your clit until you were reaching down with one hand to slide your fingers into his thick curls.

And that only seemed to stir something more ravenous in him. He growled when he felt you pulling at his roots and suddenly you felt his fingertips at your entrance before he pushed them in slowly, the metal of his rings being nudged in the slightest. You were in an alternate universe. Somewhere that only existed you and Harry and the bed you were on as you laid spread out for him to pleasure.

He was good with his tongue. He used it over your clit like he understood what you needed, putting pressure where it was vital and then slurping you into his mouth making your entire body quiver in ecstasy. His repeated movements, soft tonguing, pulling at your clit, the bump of his fingers through your walls and into your delicate warmth, the precipice of your orgasm was taunting you.

“Harry!” You yelped when he sucked your clit in especially roughly and his fingers dug in deep making your pussy squelch.

He smiled and lifted his mouth, speaking against your cunt, hot breath coating your labia and clit, “Feels good, Y/n? You gonna let me give you an orgasm?”

You moaned pitifully and nodded to yourself as you scrunched your face when he attached his wet lips back to your clit and curled his fingers just right, “Yes! Oh my god…”

You had never felt anything like it before. Like Harry. And maybe it wasn’t that he was all that good at cunnilingus (he was), but perhaps it was the way he was handling you. The way he was so eager to make you feel good. The way he wasn’t worried about his own throbbing cock between his legs, growing heavier by the minute as he sucked and licked and kissed your cunt.

His focus was on you completely and you felt that. You felt his attention and his devotion to your pleasure before his. And that was what did it for you. It was the care and thoughtfulness of it all. It wasn’t like anything you’d experienced with any man before and it pushed you over the edge.

Your orgasm rolled out of you in waves as you writhed under him and cried curses and nonsense into the room. He held you down with one hand as well as he could so he could lavish you with his mouth until you were done with your unraveling. His fingers stroked your insides as you pulsed around them and felt the tingle of your clit being overwhelmed by his lips. You gasped and laughed at the way he continued ravaging you well past what was necessary.

Releasing his hair you pushed yourself up by your elbows to see his face still between your legs, his eyes closed like he was enjoying it just as much as you had. It might have been the hottest thing you’d ever seen in your life. But that could have been all those feel-good chemicals being released in your brain post-orgasm.

You pushed at his forehead to indicate you were done, “Okay!” You tried closing your legs but Harry pulled his fingers from your pussy and pressed you down as he licked up and up and up. Until finally he opened his eyes and looked at you, lips still making out with your pussy as you laughed and tried pulling away.

“It’s too much!” You giggled and moved your hips under him.

Finally, he parted from your labia and pushed himself up over you, caging you in as he hovered, “Good?” He raised his brows.

You rolled your eyes, “Obviously.” You laughed as you spoke.

Harry grinned and you watched him move away from you, pulling his underwear down and exposing his weighty cock, thick and long. Yes. He’d be able to handle you just fine.

He grasped it in his hand and moved next to you. You sat up and reached out to feel him, velvety and warm under your palm before getting to your knees and looking up at him as you lowered your lips to his shaft. You wanted to feel it on your mouth and in your mouth.

Dragging your wetted lips down until you reached the base you gripped him and tongued your way up to his tip and heard a shallow gasp from his chest. Licking around his crown you pulled at his skin and wrapped your lips around just the very tip of his head before slipping your tongue around him and sucking softly.

A beautiful deep moan was music to your ears. He was enjoying it. So you indulgently lowered yourself down a bit more, feeling the width of him take up space inside your mouth and on your tongue. Gentle strokes of your lips over the top part of his shaft and over his swollen head felt good for you. You hadn’t given head in a long time. And you could tell Harry was into it.

He smelled good. Nice and clean and warm. You used your hand to pull at the base of his shaft up to your parted lips as you sucked on him and lapped around his skin.

When Harry’s moans turned into a rhythmic panting you felt his hand at your jaw, nudging you up until your lips were pulled away from his pretty cock, “You are desperate for cock. Sucking me like that? If I didn’t want fuck you so bad I’d let you finish me off with that gorgeous mouth.”

You shifted back as Harry leaned over you and pressed his mouth against yours, his hand at your neck pushing you down into the mattress. His mouth was wet and smelled like you as he smeared his lips on yours. You moaned when he parted from you and got off the bed.

You could hear the crinkling of the wrapper from the condom as he sorted himself out and then crawled back next to you, taking your hand, “How’s that sound, Y/n? Want my cock inside your soft pussy? Hmm?”

Looking down at his hard length, covered in a condom, and back into his eyes you nodded, “Yeah,” you were breathless.

The grin on Harry’s face as he moved between your legs, his eyes on yours was like someone who’d just gotten the best news they’d heard all day. He thread his fingers through yours, pressing the back of your hand down into the mattress near your head.

The front of his strong thighs pushed against the inside of yours as he positioned himself over you. His cock heavy on your belly before he moved back, letting go of your hand to grasp himself.

“I’m gonna make you feel so good. I want to hear how good it makes you feel, okay?” His tip dragged through your wet labia, up and down, “Just lie there like the pretty little thing you are, and let me fuck you deep.”

You nodded as you watched his eyes. He was looking down at where his cock was brushing over your wet and puffy pussylips, his lips parted as he bumped into your clit and then smacked his girth down over you.

The sound of his cock dragging through your arousal made you feel like a different person. No man had ever taken the time to indulge the way Harry was. It was clear by the look on his face that he liked everything he saw and even how soaked you were.

You felt the tip of his broad head nudge into your entrance as he looked at you with dark pupils. He pulled his brows together as he savored the feel of you and gently pushed through the ring of your wet muscle. Just knowing that you were making him feel like that had you moaning with your eyes locked on his.

“Feel that, Y/n?” He slowly dipped in and pulled back, wetting the condom as he went, pushing in deeper on each thrust forward.

“I feel it…” your words came out shaky as his length was forced through your slick walls, spreading your insides apart slowly.

Harry inhaled a breath and let out a deep moan when his cock reached as far as he could take it, “Taking my cock so good,” he pulled back and looked down at the scene between your legs. All wet and puffy, his cock coated in your creamy arousal. He loved the way your pussy gripped him and your labia stretched around his cock, “Gonna be dreaming of this,” he pressed his thumb over the space where his cock was moving into your entrance and then up to your clit to rub circles softly, wet and warm.

“Ohhh…” you whimpered when his thumb pressed into your sensitive bundle of nerves. Your entire body was boiling and buzzing as Harry rocked into you, his balls thwacking slowly into your ass.

“Yeah? Tell me how you like it, pretty girl.”

How could you answer this man with his dick lodged so deep in your tummy? How did he expect you to make a coherent sentence with the way his thumb was stroking your clit back and forth? How could your brain form any sort of response when his cock was dragging through your insides and pressing into all your bits, hitting your hidden spots like his shape was made just for you?

“I want it… Mmm… like that…” was all you could bear to squeak out when he smacked into you in one harsh thud.

“Harder? Softer?” His thumb never ceased the yummy caressing of your fleshy pearl.

“Fuck!” You gasped when he smacked into you again, causing your body to jolt upward from the force.

“Like that? Need it a little rougher, Y/n? Need my cock to split you in half?” Again, a harsh thrust into your guts that had you gurgling and falling apart too soon.

“Oh she wants it a little rough, I can tell. Your cute pussy likes a good pounding doesn’t she?”

You held your breath when you felt him angle over you and sink down into you until it hurt. Until his long cock was buried in so deep his balls were tucked against your ass as he ground himself in, “Pussy like this needs a lot of attention. Lots of care…” he moaned when you clenched around him, “Want me to take care of you? Want to feel what my cock can do to this pretty little pussy?”

“Yes, please, Harry!” You grasped onto his forearm as he rolled solidly into you, deep and slow, slushy and sopping between your thighs.

“Yeah? Gonna stuff myself so far into you that you can’t breathe. Gonna make you come so hard you’ll never want another cock again.”

You moaned and felt his crushing weight over you as he continued grinding his hips against yours but then suddenly he was pulling out and you felt a sting on your thigh when he smacked you, “Get on all fours.”

You were blurry and floaty as you rolled over and pushed yourself up to do as he asked. Your pussy puffy and begging for more of his cock.

His hands gripped the side of your hips tight and you smushed your face down to the mattress before you felt his cock rip into you in one punishing stroke. You cried out and he did it again. And again. His cock pummeled into you repeatedly, punching the air from your lungs and giving your pussy the best fucking of its life.

You did like it hard. A little rough. Nothing wild, just something that you could feel for a couple of days. Something that made you gasp and brace for more.

“Holy fuck…” Harry gritted as he fucked into you, watching his dick disappear repeatedly. Your pretty round bottom bouncing and wiggling at each plunge. He dug his fingers into your ample flesh and spread you out so he could watch as you gripped him exactly like he loved. The little noises you were making had him reeling.

It was his favorite. A beautiful woman with her ass in the air as he railed her deep. But especially when it was a nice big ass. He loved to be able to grip something in his hands. To squeeze and smack. It always felt so much better to have something to hold on to. Not that he didn’t love slender women. He certainly did. But there was nothing like the feminine physique of a woman with meat on her bones, wide hips, a big tummy, and extra bits to touch and run his fingers over. It was fucking sexy.

You could feel him as he worked you open. He buried in deep and then pulled back until his thick tip was being pushed through your entrance again and again. He was long and every inch of him pulled and pushed through your walls, sliding along all your bits and ridges making your skin heat up.

Then you felt his chest against your back and his cock was angled so far inside of you that your eyes nearly crossed, “Love your little gurgles and moans, Y/n. Feels good on my cock?” He rolled into you, keeping himself stuffed to the hilt.

“Yes! Fuck, Harry!” You turned your head to speak so he could hear you and then you felt his lips on your back as he kept rocking into you languidly, never pulling back, only dipping into you, swiveling his hips to ensure you could feel every part of his cock moving through you.

You felt a tear drip from your eye as he reached down for your hand and moved it toward your pussy, “Rub that wet clit, sweet girl. Want to see you quivering under me again.”

The moment your fingertips came into contact with your puffy nub you moaned and all you could feel was Harry’s warmth and his big cock and your clit being worked just how you liked.

He began to rut into you with unforgiving strength. Your body was being smacked into and your skin was beginning to burn where his hips were striking your ass. It felt incredible. It felt like a man who knew what he was doing.

“Yes! Yes!” You shakily cried out. Harry’s long shaft was gliding in and out and you could feel him every time your fingertips moved back the slightest. His heavy cock slipping into your pussy vigorously as you ran your fingers back and forth, up and down on your clit.

Harry put a hand on your low back and settled his thumb into the top of your crack as he watched your cunt swallow him on each thrust. He bit his lip at the gorgeous sight and lowered his other hand to your right cheek, pulling at your flesh to give himself a better look at how you were taking him. How perfect you were for his cock.

When he noticed your moans growing louder and more desperate and then saw your thighs shaking he pounded into you with deliberate, long strokes so you could really feel him inside of you.

And feel him you did. His length filled you up and pulled back, before pressing back in until your world began to spin and your pussy was powerless to your orgasm. You reared yourself back onto his cock and cried out pathetically as Harry breathed heavily and felt your cunt sucking him in and spasming around him.

“Oh, baby…” he moaned and watched more cream coat his cock from your pussy. You were coming hard, lips wide open as you cried out and gasped, and the way you were clenching around his cock felt like the best thing he’d ever experienced during sex. You were fucking sexy.

When your voice lowered and your body stopped quivering Harry halted his movements and ran his hands on your back gently and down to your bum, keeping his cock lodged inside of you, “Creamed all over my cock, Y/n,” swiped his thumb around the area where you two were connected and lifted it to his mouth to taste.

You panted and smiled into the blanket when he suddenly pulled out and popped your bottom with his palm, “On your back. Want to see that pretty face again.”

You were on the verge of being completely wiped out. You knew he hadn’t come yet, though, and you felt like he deserved it with how fucking good he was. Two orgasms already. That was unheard of for you.

Harry helped you situate and he fit himself between your thighs. You looked down at his cock and noted he was right about you creaming all over him. White gobs of your arousal at his shaft and in the thatch of dark, trimmed hair at his base. God his cock was good.

“You feel so good on my cock, Y/n. You know that?” He pressed his tip inside of you, making you drop your mouth open and he gasped. The way he stretched you apart was insane. It felt incredible.

“Fuck… your pussy needs my cock inside of her. Yeah? I could fuck this sweet cunt all day and never get tired of it. Fuck, baby…” he moaned his words as he thrust into you, his hips dragging against you and your clit being pushed into with each plunge.

You took your breasts in your palms and kneaded at them as you watched Harry’s face twist up in rapturous despair. Every roll of his hips was torture for him. His body wanted to come but he had planned on you having one more orgasm. Wanted to feel you squeezing and pulsing around him as he came with you. The decadence of being able to feel your pussy coming around him as he was pouring into you would be bliss.

The edge of his hairline was wet with sweat. You knew he was working hard to give you his cock the way you needed it. His arms were flexing as he held himself up over you, back and thighs clenching and stretching as his muscles exerted, loosening and tightening.

Now there was no slap of skin or the sound of thuds filling the room, it was only hot breaths and gasps and wet pussy being fucked. The occasional distant sound of people moving past his suite on their way to their own.

Deeper and deeper he stuffed himself as he kept his radiant green eyes locked on your face. Your insides were bowing and tensing and vibrating with delight. It was the best you’d ever gotten and his handsome face watching you had your head spinning and your body melting under him. He was too good. The way he was tugging his cock inside of you and stroking your walls and fitting himself deep into your guts like he was trying to reach up into your spine and your lungs under your ribcage… it was going to stick with you for a long time. And he was probably right. You’d be dreaming of his cock. You were sure of it.

His pacing was perfect; smooth, wet thrusts and a satisfying angle that had your whole body resonating with sex and electric crackles like you’d never felt. His undulating hips kissing your clit each time he ground into you.

“Look at your tits jiggling, Y/n. Fucking so hot…” he panted his words like he was out of breath, “Damn baby,” he moaned as he slowed his stride for a moment to collect himself. His balls were already tightening against his body, ready to release too soon.

He leaned over you and pressed his lips against yours and it made your skin and pores and nerves spark and convect. Little by little your pulse accelerated until you could hear your heart pounding in your ears. His tongue inside your mouth and his perfect cock inside of your tummy, the smell of him and of you and the soft bed beneath your back- it had you nearly going up in flames.

When he finally began to move again, when he’d steadied his composure so he could last a little longer you gasped into his mouth.

Now his long strokes were thick and stunted, his shaft inching in and in and in until you couldn’t breathe. His nose pressed into yours and his lips moved around your lips, smearing saliva over your warm, plush mouth with his tongue. It was filthy, the way he kissed. Wet, aching. Like he was fucking your lips with his tongue at the same time he was filling your pussy with his cock.

You felt his muscles begin to shake as he parted from your mouth and looked down at you. Blown-out pupils, pink parted lips, and a flushed face. He was about to come and you could see it on his face and in the way he was panting and getting louder with each jerk of his hips. It was delicious.

“You gonna come, baby? Gonna milk my cock with your cunt, squeeze around me, and drain me?”

Grabbing onto his forearms you nodded and feebly whimpered, “Yes… oh my god…”

Harry groaned as he canted his hips sloppily and his thrusts grew erratic as he held back to wait for you to come first.

You’d always heard of the mythical concept of a cock fitting together perfectly with the right pussy and how it could make women come from penetration alone when they’d never been able to before. You’d never experienced it and thought it was just a made-up fantasy. A wild fable.

But you were wrong. Harry’s cock proved you wrong. He was nudging into things inside of you that even your vibrator missed and as shocking as it was to know you were about to come, yet again, you were of no mind to think too much about that because your body was submitting to the way he was handling you and your pussy was already beginning to flutter around him and pulse as you gasped and dropped your mouth wide.

Yes, you were having one of those kinds of orgasms that you could feel from the inside out. That made your ears feel stuffy and your vision go white as you cried out loudly.

Harry choked out a gasp as soon as he felt your walls gripping him and you tossed your head back, moaning his name over and over again like you needed the room to know who was making you fall apart.

Your pussy wrapped around him so perfectly and he looked down from your perfect tits to your face and he lost it. His own cry of your name was loud as he threw his head back and throbbed, releasing into his condom, his come filling the tip full as you milked him with your pulsing orgasm.

Divine. Complete and utter perfection. He hadn’t come so hard in years and the way you responded to him only coaxed him deeper into his own ecstasy.

When his cock stopped pumping and twitching he opened his eyes and looked down at you looking all fucked out and satisfied. Exactly what he had hoped for when he brought you to his room. Better even.

When your gaze finally found his he smiled down at you. He figured it would be nice to have you again in the morning if you were up for it because he certainly didn’t want to have you leave. Not yet. Maybe he’d order room service and you two could talk some more. Maybe another round or perhaps you’d both just crash after that marathon. But he knew he’d want to give you a parting gift in the morning at the very least. One of those soft and lazy morning fucks before kissing you and sending you off so he could catch his flight the following afternoon.

Yeah. That sounded nice to him.

But the sudden sound of his phone buzzing had him turning to look at the nightstand. You’d barely recovered from your scorching orgasm when he rolled off of you and quickly picked up the phone, his back to you, “Hello?”

You inhaled deeply. You still couldn’t believe you’d just done that. With a stranger nonetheless.

“No, I’m okay. Just ran to grab the phone is all.” He was panting just enough that whoever was on the line had wondered what he’d been doing. You turned your head to look at him. His back was to you.

“Sure, babe. See you then.”

You sat up quickly. Babe?

Harry stood from the bed and picked up his pants, “I’m sure you can get your clothes on and be on your way quickly. Yeah?”

You instinctively covered your chest with your mouth dropped open, “What?!” Harry paused before putting his shirt on and looked at you with an unamused expression, “I said you need to leave.” He raised his voice a notch as if the reason you asked him what was because you hadn’t heard.

You shook your head and slid off the bed feeling dirty and shameful, reaching to the ground for your discarded dress, “I know what you said. I was surprised that you were… never mind.”

The sudden change in his attitude toward you was a shock. He’d been so attentive and affectionate and now he was cold. Inconsiderate. You struggled to keep up with the abrupt shift in his temperament.

Harry walked to the window as you shimmied into your dress and attempted zipping it up, “Fuck…” you mumbled under your dress. The last thing you wanted to do was ask this asshole to help you but really didn’t want to walk out of his room with your dress half unzipped and your ass crack hanging out.

“Can you please help?” You sighed and looked over at him. God, you hated how attractive he was, especially now that he was being so cold to you suddenly.

Harry silently shook his head to himself as he tucked his shirt in and walked toward you as if it were some terrible chore to help you.

“There. Now I really need you to go. Quickly.”

You hadn’t even had the chance to wipe up in the bathroom or pee. You were stunned at his behavior.

You gave him your dirtiest scowl, scooped up your underwear, and grabbed your small purse, stuffing your bra and panties inside. The slip you had to carry in your hands. As you pulled your shoes back on your feet one at a time, Harry was plucking the condom off the floor and looking around the room in a slight panic.

“Fuck you, Harry. This is rude. You didn’t have to treat me like garbage. Not like I was gonna fall for you or something you prick.” When your feet were securely in your shoes Harry walked across the room toward you as you tried to make your way to the door to leave.

“Y/n?”

You turned to look at him.

“Can you toss this in the garbage near the elevator for me? Thanks,” he pressed the used condom that was stuffed into a tissue into your hand and you nearly lost it. Nearly fucking karate chopped his ass to the ground and stomped on his face. But then you realized something. He was in a hurry to get you out of his room because he had someone coming up to see him. Someone he wanted to hide the condom from. A lover? Girlfriend? Wife?

Instead of responding verbally you flipped him off and slammed the door behind yourself. But before you walked away from the door you pulled the condom from the tissue and put it over his doorknob, nice and tight. The used rubber was still heavy with his come and you smiled as you dropped the tissue onto the floor and pulled out a cocktail napkin and pen from your purse, pressed your lips into it to leave it lightly stained with your leftover lipstick, and then wrote Thank you, Harry xx. You balanced the napkin right over the condom on the doorknob and then grinned to yourself as you walked down the hallway to the elevator. You sure were glad your room was in the same hotel. When the elevator doors opened a pretty blonde stepped off and rushed past you, headed in the direction of Harry’s room. She barely even glanced your way before you stepped onto the elevator and pressed 2 for your floor.

So maybe it wasn’t a terrible ending to the night after all.

Part 2

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