#i hope you're all having a great tuesday so far! ♡

[austerulous]

2°C but it feels like -1°C and I’m going sea swimming. Wish me luck!

[userholland]

snowed in hell

you didn't think a weekend with your boss could get worse... actually, it does once you're snowed in with him and away from home. you thought he was the worse, but there is something beneath his cold exterior that's very passionate and romantic and you're curious if you can explore that.

PAIRING: ceo!tom holland x assistant/secretary!reader

GENRE: smut 18+ minors dni!, pwp, enemies to lovers (?), secret crushes, lots and lots of longing and pining, dom!tom + dom!reader

WORD COUNT: 3.2k [the longest one so far lol]

A/N: merry christmas eve/happy holidays! sexy present here lmao. i haven't written smut in a while so apologies in advance but i thought id just throw one in there. honestly may post more on my smut sideblog now that i have a bit more time to write! let me know if this series has been great for you guys :D

𑁍 masterlist 𑁍

"A weekend away didn't seem like a bad idea"... is what you should be thinking. The winter wonderland that was this beautiful snowfall was all nice and cheery until you're going with your boss for one of his many conferences before the holiday season can start.

Now, Tom Holland wasn't bad looking, but once his egotistical comments spouted out of his mouth, you were able to snap back into reality. Not only could he sound like the most out-of-touch guy, but he flaunted how successful he was on-top of his looks.

So when he invited you－ no, expect you－ to come to this conference, it was a bit of a disappointment when you thought that it would be your one weekend of not doing anything that revolved around him. Now it was all about him... as per usual.

Carefully driving to the five-star hotel, all he did was talk about his own expectations and try to figure out what to say at the big dinner they were holding before tomorrow's conference. All you could do was make mental notes since you were driving and he was checking himself in the mirror in the backseat.

Luckily, you had adjoined rooms so there was some separation between your lives these next two days. While he was working in his room, you hoped to go on the slopes and enjoy breakfast on the nice outside deck while reading a book. Maybe even meet someone like in some cheesy romance movie.

"No, no, we have the charity ball on the 5th. The opening of the library the week after." Tom sighed, "Yes, yes, darling, I'm aware of that, but we can move all those dates... Trust me, I know Mr. Morales isn't with his wife on Tuesdays and Thursdays..." He continued, his left eyebrow arched.

You could roll your eyes, but all you did was take a deep breath.

"Well, I checked in the mirror and I can say that today is gonna be a great day." He smirked.

Oh, God. You needed this thirty remaining minutes to turn into thirty seconds.

"Y/N, slow down a bit. We're in no rush." Tom signaled his hand, looking through the front windshield.

"Yes, sir." You grinned, fixing your posture as you eased your foot off the gas pedal.

♡ ♡ ♡

You're relieved once you're checked into your room, knowing there was one wall between you and Tom. When you lay on your bed, basically hoping into the soft mattress, you let out a huge sigh of relief.

After a few minutes of hearing Tom's muffled voice through the wall, it was silent. You fix your skirt and button up before knocking on the door until Tom said you could come in.

When you step in, you see Tom standing in front of the full-body mirror by the window. As much as you wanted to complain, he did look good in a dark suit. You saw him adjust his sleeves under his jacket, but his tie was crooked.

"Here, I let me fix your tie." You trailed as you walked over.

You leaned into your heels, pulling the tie a bit down before pulling it perfectly where the top button of his shirt was. His brown eyes glossed over as he watched you, admiring how the orange light from the sunset laying against your face.

When you lifted your head, you saw his eyes, but you two could just produce awkward laughs. When you were hired, all your friends envied that you worked for someone as handsome and suave as Tom, and so were you. It was his huge ego that got in the way. Then, there were moments like this where that small crush bloomed back up.

Tom couldn't disagree that there weren't some feelings in the beginning as well. Workplace relationships were frowned upon, and already keeping his father's company afloat, there was no need to try to impress you. He would rather fight off those feelings then see where it goes.

"Thank you, Y/N." He said before clearing his throat.

"Of course, sir." You grinned.

"You don't have to always call me that. It's Tom, darling."

"I know." You quickly said, but you felt heat on your cheeks.

"Well, we need to get down there." He quickly gathered himself before the two of you left your rooms.

When you entered the elevator, it was just the two of you. There wasn't much said but it stopped on the floor below, a few people filed in and you felt Tom place his hand on your lower back as you took a few steps back.

You leaned next to him, placing your hand on his chest. Tom's heart hadn't beat so fast in a while, but in that moment, he thought everyone in the small space could hear it.

"Sorry, sir." You said, pulling your hand back and then tucking your hair behind your ear.

"You don't have to apologize, darling."

Your eyes fixated longer on him before the doors opened, and he walked out with the others.

Quickly, you followed him before he was practically mobbed by his peers, asking all these questions and statements while you stood behind his back. A few times he'd look over his shoulder to make sure you were close, and you would show him a small smile.

Time got away as he loved to talk business before timidly tapped his shoulder and he turned his attention toward you.

"Sir, the conference starts in five minutes."

He chuckled, "Oh, I have to go but nice seeing you guys. Let's catch up this weekend." Tom smiled at the few men.

As the two of you walked away, Tom's smile fell and his hands played with the first button of his suit jacket.

"What happened?" You asked, trying to keep up with his fast pace.

"Just because I have the money to finance their plans doesn't mean I can. I'm not..." He trailed, "Well, I'm not some dream maker. Let's put it at that."

"Sorry about that, sir." You cleared your throat.

"Remember what we spoke about?" He asked, turning to you.

"Tom... I meant Tom." You trailed, giving a half-smile.

He actually smiled back, something you rarely saw but the two of you continued to the hall, taking your seats before a long meeting.

♡ ♡ ♡

After an hour and a half, you and Tom went to the bar as per his request. Instead of sitting at the stools, you were sat at a table and you weren't use to spending a dinner with him. When the waiter came by, you were going to order for the two of you until Tom spoke first.

"One glass of scotch neat and a gin and tonic, light on the tonic." He said, impressing you.

"You remembered?" You asked, sounding like an old friend.

"Of course. It's not always your job to do that." He grinned.

Once you got your drinks, you cheers to the night and a successful start to the weekend. You almost wanted to toast to Tom not getting on your last nerve, but a man came by with 'manager' written under his name on his tag.

"Excuse me, but we just wanted to tell you that there is a harsh snowstorm right now. There may be some bad cell service and the roads are completely covered so, I would advise you not to go out tonight if you were planning to leave."

"Thank you for telling us." Tom nodded.

"We can send anything complimentary to your room if needed, Mr. Holland." He reassured him before leaving.

"Wow, so you're not new around here." You joked a bit and wondered if it was okay.

"Yeah, I've come here a few times. With my dad before I took over the business. Anything you need, on me."

You nodded, taking a sip of your drink, and then the rest of the hour was getting to know one another. He got to know you better than when you were first interviewed, but now that he was relaxed, Tom got to know you better than the side he aggressively showed in the office.

He had been meaning to sit down with you for a long time, wondering if there was any chance he would, but he thought about his reputation too much. He knew it could be a mood-killer sometimes, but there was a lot to hold yet being with you right there made him forget all of that.

There was an unspoken tension at the table and neither of you two wanted to address it... but there was still enough time in the weekend.

♡ ♡ ♡

That night, you weren't sure how to feel. You wondered if there was actually anything you felt romantically toward Tom. You paced the room a few times and ended up staring into the night sky through your deck.

Once you tried to focus on the silence of the room, you could hear the muffled TV noises coming through the wall that shared your rooms. You took a few deep breaths as you approach the door, talking yourself through this in your head.

You knocked, "May I come in?"

"Yeah!" Tom shouted.

When you entered his room, the beginning of the movie Charade starring Audrey Hepburn was on, oddly fitting with the location you were staying at. Tom walked from the bathroom, his tie loosen and his shoes off. He seemed more relaxed than you did, but he probably wasn't wondering what was coming of this in your mind.

"Hi... I uh, I just heard the TV and thought I would um... I uh, come over." You said, knowing how awkward and childish it sounded.

"Yeah, just an old movie. I was practicing my speech for tomorrow's conference." He said, gently pulling off his cuff links.

You hummed, standing there and your knees suddenly felt weak.

Tom took a second look at you, "Is everything okay?"

Butterflies swarmed inside your stomach, fuzzy feelings exploding and all you could do was slowly walk over to him. He sensed what move you could make, but Tom stood tall and strong, able to easily do it.

"Y/N, look at me." He softly commanded.

Your eyes met, and all you could hear was the TV in the background and the sound of your heart beating in your ears. Just as you took a step closer, he placed his hand on your soft cheek. Soon, your lips met in the middle for a spontaneous kiss that tasted heavenly.

As your tongue pressed against his, practically melting at how soft his was, his firm hands began to unbutton your top before he pulled away from the kiss.

"Is this okay?" He practically whispered.

You hummed, "Yes. Yes, keep going."

Just like that, he contiuned pulling apart the buttons one by one as your noses brushed against one another's and you could barely take the tension.

Once you undid the last button, you let your shirt fall near your feet. Standing there in your silk white bra and skirt, you slowly pushed him toward the bed until he sat down. His eyes trailed your body as you stood only a few feet away and your hands met the back of your skirt.

He watched you slowly peel down the zipper, the fabric pulling from your body before it fell to the ground as well. Tom's mouth gapped a bit, seeing your stockings were attached to a white garter belt and the matching lacey, white panties beneath them.

Tom was loss for words, the dim lights not doing any justice for your body. He leaned up as you walked toward him, and his hands immediately met your hips. He slowly pressed his lips against your lower abdomen, giving you butterlies as he continued to tease.

As you watched him carefully place his wet kisses, your hand met his soft curls and carded through them each time he got lower. He used his teeth to pull at the top of your panties, letting the fabric lightly slap your skin.

"You look like an angel, you know that?" He muttered.

You wanted to nod, but he ran his hand up your inner thigh before meeting your clothed slit. He smirked as he massaged the wet spot on the center of your panties. Your swollen clit ached, trying not to let your knees get weak as you still stood infront of him.

Your hands met his shoulders, and your fingernails lightly grazed his freckled skin. He kept moving his two fingers ever so slowly as he left a small love bite on your hip.

"I bet you want me to fuck you senseless, yes?" He groaned, "Until you can't even say words... just my name."

A small moan left your throat as he switched to his thumb rubbing on your clit. You gulped, wanting him to pull them off already but instead he brought you down to your knees.

"Not before you prove to me you're a good girl who deserves to be fucked so good." Tom nodded, holding his eye contact with you.

At first you wanted to pout, but you also wanted to show him that you were no force to be reckon with either. He thought he had the control and you were going to change that.

"Yes, sir." You trailed, giving a new meaning to the respect addressing he always told you not to use.

After unbuckling his belt, you threw it to the side before unzipping his pants. His cock pressed against his briefs, bigger than you expected. You tossed his pants along with his belt before your hand moved against his hard that stayed below the soft fabric.

Your fingers pulled each side of the band of his briefs, watching his cock spring up and all felt was your face feeling hot. He carefully watched your hand perfectly grip his base, pumping his hard slowly as your tongue ran over his red tip.

"Fucking christ, fuck." He groaned, using his weight to push up on his elbows as he laid back on the bed.

He expected you to be fast, but the slowness of your pace was killing him. Your hand moved up and down, your spit lubricating his base and your mouth wrapped around his tip.

"Don't fucking tease me all night, darling." He lowly growled, his hand moving through your hair to keep it from your face. He wanted to watch every second of his cock in your sweet mouth.

As your hands pushed against both his thighs, you felt his cock grow harder as his tip pressed against the back of your throat. You couldn't see Tom, but heard his moans he was obviously trying to hold back.

"No teeth, darling. Open your mouth wider... fucking. Yeah, fucking feels good." He practically panted.

Before he felt himself on the edge, you pulled away and all he could hear was his own heart beating. He didn't question fast enough, and you were already on your feet before straddling him.

"You had your fun, now you're gonna show me why you deserve to fuck me." You giggled, half-smiling then pressed your lips against his. He liked this side of you.

Tom rolled the two of you over, the cool sheets against your back. He parted your legs as he trailed wet kisses over your bra, down your stomach then over your panties. You tilted your head watching him unclip your stockings from your belt, then pulling your panties to the side.

He propped your left leg over his shoulder before placing a kiss on your clit, so swollen and wet. His tongue perfect stoked below your clit and right above your slit, just the place to make your whole body squirm. Tom continued to flick his tongue right at your sweet spot, holding down your hips as they tried to move.

A trail of quiet moans left your lips, completely in awe of how he took his time. Just as your stomach turned, his two fingers slipped inside you. They curled and moved slowly as his tongue worked your clit.

You could cum right there, letting him watch your whole body wither but you wanted to play the long game too. Your grip moved to his curls, tugging so hard the move you tried to hold back your orgasm.

"Oh... oh, I wanna..." Your voice strained, ending up biting your lip.

Tom smirked before leaving wet kisses up your slit and then further up toward your hips until wrapping his lips around your right nipple.

You leaned up on your elbows, smiling to yourself before he kissed you again, "I wanna be in control now." You whispered.

The two of you switched positions again, straddling him as he leaned his back against the headboard the of bed. You slowly wrapped your arms back around him, pecking faint kisses up his neck before meeting your noses again.

Your one hand guided his tip to your slit, rubbing it against the wet entrance before sinking down on his lap. His low, rough grunt was against your lips, but all you could do was smirk.

"I bet you want me to move now on your cock. I can feel it stretching out my tight hole." You whispered once more.

He didn't think such a dirty sentence could come from those lips.

"God, you feel fucking amazing, you tease." He said, his fingers pushing into your hips.

"I don't want you to cum until I say..." You kissed him, "Think you can do that, sir?" You teased.

Surprisingly, he nodded his head but he was completely putty. You fixed your posture to make your back straight, then start moving your hips. His head falls, pressing his forehead against your shoulder.

Tom tried to refrain from moving, bucking his hips a few times. You tried to take control by kissing him and make sure he's distracted, but there was no stopping his wanting to turn the two of you over and have his own control back.

"Don't be shy, tell me if you're gonna cum." You whimpered, also feeling your walls tighten around his throbbing cock.

"God, yes. I'm gonna cum." He grunted between your kiss.

You sped up the pace of your hips, hearing the slapping of your skin fill the room. You gasp and whine, "Don't cum yet."

But, he was so eager.

"Not yet... not yet." You trailed as you felt near your edge. You wanted him to wait until you were right there too.

By this point, he didn't want to move his hips, afraid of letting go since he was holding back. Your nails dug across his back, your clit incredibly swollen and your wetness trailing down your inner thighs.

"Fucking cum now, God!" You announced in a whiny tone.

Tom pushed down your hips, and his cock bottomed out inside you. Your voices were shaky and hoarse by the time you came back down from your highs.

Your head fell against his shoulder, both of your bodies settling as you huffed to catch your breaths. You slowly rolled off of him and lay next to him in his bed. Quickly, he pulled the covers over you two and leaned on his side to look at your tired self.

"Think we can go for round two in say..." He checked his watch, "Ten minutes?" Tom joked.

You smirked, "Make it five and I promise I'll have you screaming louder than me."

"Is that a challenge?"

"Not for me, sir."

[neverbeforeandneversince]

hi again!!!! i just checked your message for me this morning - i did send an ask in on tuesday but it seems that tumblr ate it up :((( i'm so sorry about that!!! i'll send it again since i type it out on another platform before copying + pasting here haha. please don't apologise for tumblr's mistakes!! it happens to everyone. i'll just send two from now on (just in case) and u can delete the other if u see it ♡

it's totally ok btw!!! take all the time u need. i've been so lax with replying to my own secret santa just because this month has been so hectic 😭 so don't worry about it!!!! ENJOY GIFFING WITH THE UPSCALED VERSIONS BFF, THEY'RE SO FUN!! i never asked what your favorite music video from the older music videos are so - what are they?

i did finally catch up with friends on thursday!! it's been 3 months since i saw them so it was very emotional and fun, feels like no time passed between everything 🥺 we did christmas shopping yes!! i bought them things they don't even know they're the recipients for haha. what are you thinking for your parents now that you know what you're getting?

that's so cool!! i love rings too omg. i want to get more into astrology to understand the placements of crystals and dw, it's not weird!! it sounds like a lot of fun :D those all sound like wonderful christmas gifts, i hope someone close to you gets them for you love!! u deserve it 💚❤️ when's your birthday?

ahhh i see!!! i know it by dirty santa haha. that sounds like so much fun, and that gift seems so funny JSJSJ 🤣. i'm glad you had fun!! r u having a little more time off now that christmas is closer? also, if i'm correct everyone brings a gift and you all swap it, right? what did you get for everyone?

my weekend was fine, and my week was great too!! 😊 that sounds like a lovely sunday <3 how was your week bestie?? did u do anything special :D

again, so sorry tumblr swallowed the ask!! i'll send this again one more time, in case. thanks for letting me know it did happen, you're amazing 🥰

- ☃

hiiii 🤶🏼🎄 I’m sorry for just now responding! it’s been so busy. But I got to see my dad today which was really nice. We had lunch together!

you know… I’m glad you said that. One one hand I love the cozy feel of holidays, but on the other… it’s so hectic! like personally work gets crazy until just a few days prior to Christmas. and by that time, it’s hard to enjoy the season. ugh I wish it want that way.

As far as older Taylor music video, they’re some of my favorites! Like tim McGraw, our song, WANEGBT, and Love Story come to mind for sure! How about you?!

ahhh I’m so happy you got to catch up with friends. That’s amazing! aww they’re going to be so happy to open their gifts 🎁

you are right about the dirty Santa game! Lol I got people a set of bamboo utensils, chopsticks, and a straw and straw cleaner! 😂 surprisingly it was highly liked!

my bday is June 14th! how about yours?!

I think I’m done Christmas shopping except I’m still struggling for my dad. but I know he would be happy if I just spent time with him and didn’t get him anything else.

also omg you’re totally fine ❤️❤️ I just wanted you to know I was not ignoring you!!

[austerulous]

I may have been quiet on the dash today, but I’ve been productive behind the scenes. All festive asks have now been sent. ♡

[austerulous]

You know what to do. Click that ♡ and I’ll barrel my way into your DMs.

[austerulous]

I do love that Anri’s nsfw / smut prompt resulted in a smooch that barely scrapes into the PG-13 bracket.