#tom holland reader

Warnings: absolute filth…I don’t think any type of warnings other than just pure smut.

Word Count: 3180

Summary: After being sent to an island for a work trip, you find yourself trying to find a balance of business and pleasure when Tom, another solo traveler, checks in to the resort and shows you an entirely different form of paradise. With him.

A/N: Praying to the tumblr gods that this series doesn’t flop so please share it as much as you can! But here’s my all new summer series which I am INCREDIBLY nervous about. But I hope you guys like it? This one has been honestly so fun to write and by far my smuttiest one! Big thanks to @osterfield-holland-andcompany @lauras-collection​ for helping me out with this one and the moodboard! Pleaseeeee interact with it! THANK YOU AND ILY – xxx N

The manager at the concierge slid your room key over to you with a smile, welcoming you to the island and their gorgeous resort. You couldn’t deny it was absolutely beautiful being here in Hawaii, but you didn’t think you would be here by yourself experiencing this place for the first time. You needed to remind yourself that work was work and you should be lucky your job allowed you to come to review resorts like these.

Being one of the top critics for one of the best travel magazines in the country had its perks, everyone wanted your opinion on where to stay. You knew your opinion didn’t matter much at all but it still felt nice having people want to know what you thought on certain things. The job could get lonely but it was a part of you now and you didn’t want to look back. The success meant so much more to you than that.

Handing you a map, the manager continued to give you the details on what the resort had to offer. Spa treatments, excursions around the entire island, yacht rides, and so much more that you were actually feeling a bit overwhelmed. You would be here for two whole weeks but you still would have a lot of ground to cover all by yourself. Especially since most of the amenities were for couples or honeymooners. Fantastic, you sighed to yourself.

 Taking the pamphlet, you smiled and thanked the manager before you found your way to your room. Whenever you were doing a review on a new resort like this one, they never failed to give you the works. The complaints you had earlier were gone when you found yourself in such a gorgeous suite all to yourself; the view of the clear blue ocean right outside your window along with your very own private outdoor jacuzzi. Palm trees swayed back and forth while you felt the ocean breeze hit your face when you opened the balcony door to get some fresh air.

You were certainly going to make the best of this, you told yourself as you admired your view.

Grabbing your phone that you had tossed on the bed, you texted your boss to let him know that you had arrived safely and would report back to him in a few days about the trip so far. You took your laptop out and placed it onto the desk that was sitting in the living room to get a small workplace started to get some writing done. This was for business, after all, not pleasure.

You unpacked your bags and the jet lag had hit you a bit once you finished. You were too tired to actually do any real exploring today so you thought now would be a good time to explore the resort and check out the beach before the sun went down. Putting on a brand new yellow sundress and a pair of sandals, you grabbed your room key and went off to take a look around at your own personal paradise for the next two weeks.

—————————————————————-

“What the hell do you mean you’re not coming?!” Tom groaned on the phone while he lugged his suitcase across the lobby floor. He was exhausted from traveling and now receiving this bombshell was not what he was expecting, “I’m literally in Hawaii right now, man…”

It really had felt like Tom’s luck lately continued to run short. His last job had let him go due to budget cuts and nobody else seemed to be hiring him, his ex-girlfriend was about to get married even though she swore to Tom that marriage had never felt right for her, and now his best friend was bailing on their lad’s trip when Tom was already there. What else could go wrong for him?

“I’m sorry, Tom! I feel like shit about it but my boss is being a pain in the ass about getting these reports into him by this week…’’ Harrison sighed on the other line while Tom stood in line at the check-in, “Trust me, I’d much rather be in your shoes right now than mine,” he told him.

Tom scoffed, “Unemployed with absolutely no prospects? Spending this trip by myself when it was supposed to distract me from Liv’s wedding this weekend? I’m sureyou want to be me,” he let out a dry laugh as he tried to shake off his annoyed feeling. He knew he couldn’t blame Harrison for bailing if it was work related, he just wished he had known before he had arrived in Hawaii, “Sorry, man. That was unfair of me to say,” he admitted.

“And you know that wasn’t what I meant,” Harrison’s voice remained calm as Tom tried to take a deep breath, “Maybe going by yourself will do you some good. Soul search…explore things on your own and learn about yourself…” he tried his best to offer some positive reinforcements even though he knew the challenges Tom had been having lately.

“Yeah…soul searching…alright,” Tom tried his best not to sound too bitter but everything had just hit him all at once lately. One bad thing happened and then the rest just snowballed and continued to make things worse. He really needed a damn break, and he was hoping that this trip was going to be the perfect distraction. Maybe it still could, he just would be distracting himself.

Maybe Harrison was right. Maybe Tom did need some time for himself to think things over and figure out what it was he wanted to do next with his life. The last few months, Tom hadn’t done much of anything so maybe it was time he took back control of his life. He had an entire island to himself for the remainder of his stay and he would be an idiot if he let anything get in the way of enjoying himself. Maybe soul searching was the way to go for his stay here.

Once it was his turn to check in, he said goodbye to Harrison for now and told him he would call him in a few days. Tom really needed to clear his mind and figure out how to prevent these things from happening to him again. He wasn’t going to let something like an ex getting married ruin his trip. At least he didn’t want that to happen. It had been so long ago that Tom thought he had moved on but maybe learning about her recent lifestyle changes made those feelings resurface for the time being.

Tom took his room key from the concierge and looked at it with hope. Soul searching, he reminded himself of what Harrison had suggested. Repeating it over and over in his head while he looked around the lobby trying to figure out what the hell that even meant in the first place. Tom thought he knew everything about himself already. What else was there to learn?

Soul search, he said to himself again. He turned to the concierge and sucked in a deep breath, “Hey, what’s the best bar you guys have on property?” he asked with a small smile and another breath, “…with the hardest liquor?” he knew it was a stupid idea but he wastechnically on vacation and he desperately needed a drink to silence some of his thoughts.

Tom figured he could soul search while getting drunk as he wheeled his suitcase to his room to get ready. Ignoring the jetlag he was feeling along with his feelings. All of that could wait until morning. Right now, Tom just needed to desperately get out of his head.

 The sun had only set about an hour or two ago but Tom was already on his fourth Jack and Coke. The alcohol swirling around his head in the best of ways while he remained at the bar listening to the band playing Jimmy Buffet songs. Originally he had thought him and Haz would be off to one of the nightclubs in the city tonight but the reality was him staring at the bottom of his drink while ‘Cheeseburger in Paradise’ played in the background.

What the hell was he going to do for this entire trip alone? Would he really even go do anything like snorkeling or hiking by himself? Or worse, with a tour group filled with couples on their honeymoon and families on happy and romantic trips? That was enough to make Tom want to just throw himself right into the ocean and hope a shark would come after his limbs. Maybe staying here would be a mistake.

Tom could book a flight back tomorrow morning and check out without ever even stepping foot onto the sand. He could go straight home, back to his apartment and apply to more jobs he won’t hear back from. None of that sounded any more thrilling so Tom selected drinking on the island as the better choice for the time being. So he ordered another drink.

“What is the bar’s specialty drink?” a voice asked a few seats over. Tom turned his head and saw you sitting at the bar by yourself, with a yellow dress that sat mid-thigh and your now very beachy waves cascading down your back, “Or a drink that you guys are most known for?” you asked the bartender with a shy smile.

“That would be our Royal Hawaiian, which is mainly pineapple juice and Empress,” the bartender answered and placed a coaster in front of her on the bar and Tom still couldn’t remove his eyes from your smooth and shiny looking legs.

Tom swallowed thickly and quickly turned back to his drink. Feeling his heart thud a bit when he heard you speak again to order the drink and laugh at one of the bartender’s lame jokes. There was no denying you were beautiful, and by the looks of it, you knew it too. But Tom reminded himself of his terrible luck lately and focused on himself instead. God only knew what would happen if he spoke to you right now anyway.

You took a sip of your drink and your eyes lit up from how good it was. You barely tasted the alcohol, and you weren’t sure if that was a good or bad thing. Giving the bartender a thumbs up, you opened your phone to write down some notes about the bar for when you had to review it while you swayed back and forth to the ridiculously touristy music.

Ordering another Royal Hawaiian, your eyes landed a few seats over to the guy sitting there. His brown curls were tousled and messy while he ran a hand over his face and made eye contact with you. His big brown eyes looked a bit glassy with his half smile. Even drunk, this guy was certainly attractive. 

“I had a drink just like that at a bar in Mexico…” Tom began, not even sure what the hell he was saying. He should’ve just kept to himself but instead he smirked at you, “I only had two and I was gone. And I’m pretty much a tank, so I’d be careful if I were you,” he chuckled as he nodded at your drink.

You had to admit you were feeling it a bit as you looked at the drink, noticing you had already drank half of it. But you were a little annoyed that a stranger was telling you what you could and could not do, “What makes you think I’m a lightweight?” you raised an eyebrow at him.

“You’re dancing along to a Jimmy Buffet song,” Tom retaliated with the same exact look that you were giving him. He licked his lips and his eyes went from your legs, up to your chest where your skin and part of your breasts were exposed. He looked back to you when he realized his gaze on your body may have been for a moment too long, “My name’s Tom,” he tried to move past it, hoping luck would be on his side with you.

“I’m Y/N. Do you think I should let your wife know you were just staring at me like a meal?” you teased with another long sip of your drink. Things slowly felt a bit dazed but you were sober enough to think about having Tom’s slender fingers inside of you back at your suite. This was why you hated traveling alone to these places; couples, couples, and more couples.

Tom shrugged with a dry laugh. “Not married, darling,” he finished his drink as he remembered who was getting married this weekend. “Another round, please,” he flagged the bartender for the both of you.

“Fiance?” you tried to read him but the signals he was giving were impossible.

“Afraid not,” Tom answered bluntly when the fresh drinks arrived.

“Girlfriend?”

“I’m fresh out of those,” he quirked his eyebrow. Swiveling his stool to face you while he watched you bring the straw to your lips and take a sip of your drink; which made him think of your lips wrapped around him, “And if you’re interrogating me because you want to ask if I’m in interested in a three-way with you and your boyfriend, I am not drunk enough,” he winked and he saw your cheeks turn red.

Rolling your eyes, you downed the rest of the drink. It was going to hit you like a ton of bricks and you would regret it in the morning. But despite this trip being a work excursion, you werestill on vacation. And your philosophy was to experience wherever you went as a typical tourist would. Maybe that also included getting absolutely belligerent at the hotel bar. Whatever happened here, nobody at work would know.

“No worries, I already asked the lead singer of the house band and he said he’s all in,” you pointed towards the band still singing Margaritaville from the center of the room as you let out a giggle, “I’m actually not here with a boyfriend, I’m here on business,” you corrected.

“Business, huh?” Tom repeated as a small smile began to pull at his lips. His fingers trembled against the brim of his glass while he eyed you, “You get sloshed with perfect strangers on business?” he felt like things were turning around tonight. Maybe this was a part of his soul searching, letting himself put himself out there for a complete and total stranger. 

You opted to worry about your hangover later and instead hopped off your stool and smoothed out your dress, “I wasn’t getting sloshed withyou. I was getting sloshed nextto you, big difference,” you placed a hand on your hip as your eyes met his, you weren’t too drunk to know what you wanted to do, “But I am drunk enough to start dancing,” your eyes flickered to him one more time before you headed onto the dance floor.

Tom couldn’t help himself and groaned outwardly when his eyes went to your ass. This wasn’t the type of guy he was but maybe Vacation Tom didn’t have to be for the time being. He ran his hand over his face and sucked in a breath before he tipped the bartender and made a beeline for the dancefloor to find you within the sea of resort guests.

It wasn’t too challenging to spot you, since you were wearing bright yellow, so Tom made his way over towards you and slid his hands around you waist. He pulled you a bit closer to him while he leaned into your ear, “Are you really that drunk?” he asked you loudly while he felt your hips move against his. From the way you were dancing on top of him, his pants were becoming tighter by the moment. “I wouldn’t want to overstep,” he added anxiously.

“I’m in the right state of mind,” you yelled back into his ear. And you were. A slight, happy buzz ran through your body that made you clench around nothing when he moved to the beat with you. Wrapping your hands tightly around his neck while you felt his palm rest against your bare back, which sent shivers down your body.

As the songs kept playing, the neediness for one another continued while you danced against Tom. You could feel his hard on against your thigh and you knew you weren’t hiding anything from him. It was only a matter of time before you found yourself making out with Tom; your tongue searching for his right there on the dance floor.

The next thing you knew, you were upstairs in Tom’s suite. Clothes discarded with you lying on his bed, crying out Tom’s name while he made you feel things you hadn’t felt in a very long time. You let him touch you as you came undone, gripping onto his shoulders while you came down onto the bed in his room.

Tom couldn’t believe any of this had happened. He certainly didn’t intend to bring a gorgeous girl up to his room and sleep with her on the first night of his trip, but here he was. Feeling you tighten around his length while he pushed himself deeper into you absolutely drove him insane and he wanted more of you. Your moans sounded like ecstasy to him and knowing how good he was making you feel made Tom even harder.

There was certainly a pull between the two of you and neither one of you decided to fight it away tonight. The both of you rolled underneath the covers in utter bliss until it was early morning and neither one of you had another round in you. The both of you collapsing onto Tom’s bed and your eyes instantly felt heavy and drifted off, memories of what you both just did ran rampant in your mind.

The sun woke you up the following morning, and you reminded yourself what had happened with Tom wasn’t just a dream. You looked over and saw him still passed out on his side of the bed, completely knocked out from the events that took place mere hours ago. You felt your cheeks flush to red as you looked at him asleep as you remembered how Tom touched you and made you feel earlier.  You never had sex like that before and you were already craving more. It was a shame it was just the one night but you had to remind yourself this was only two weeks. And business is business.

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