#gilfoyle

“Why don’t you show us what you learned last week then?”

The man asked, raising his eyebrow at you. It wasn’t a question though, but an order that you were forced to oblige instantly. You huffed unhappily while Gilfoyle rolled his eyes annoyed, both of you stepping onto the oblong stage in the middle of the classroom. You took position on each end and took your wands out, waiting for Snape to start the duel.

“On the count of three, cast charms to disarm your opponent or protect yourself”

He instructed before counting to three and starting the duel.

“Expelliarmus!”

You shouted immediately, not giving Gilfoyle time to react, pushing him back and knocking the wand out of his hand. You beamed proudly at your quick reflex just to be fumbled seconds after, when the boy retrieved his wand and cast Everte Statum. You flew into the air then crashed onto the wooden surface, earning shocked and concerned gasps from your classmates.

“Guess I won”

Gilfoyle said in his monotone voice, although a smile tugged at the corner of his lips. While he smirked down at a group of girls that admired his performance, you rolled to your side and casted Flipendo.

“Fuuuck!”

You heard him yell as he too flew into the air then crashed on the stage.

“Language Mr Gilfoyle. Now get up, it is unbecoming of a Slytherin to lose against a Gryffindor”

Snape said, encouraging the boy to keep on fighting. He scrambled off the floor just in time to reflect another spell. You fought for a good chunk of time, the fight getting more intense as you got more tired.

“Enough!”

You were pretty banged up by the time Snape decided it was the end, but you both were too stubborn to lose and with your dying breaths casted one last spell each. Gilfoyle landed on his arm so hard the bone broke, while you hit your head against the corner of the stage and fainted.

“Do you think she will be alright?”

You heard someone say above you, not quite sure who it was.

“I hope not”

Another voice sounded from beside you.

“Gilfoyle!”

Yet another voice shouted. You started to slowly open your eyes, the bright light making you squint as you tried to make out the faces above you.

“You’re awake!”

Jared exclaimed happily, giving you a tight hug, almost depriving you of oxygen before Richard pulled him away.

“Where am I?...”

You mumbled, looking around and at your friends.

“Hospital wing. You hit your head duelling with Gilfoyle. Madam Pomfrey says you were lucky that it wasn’t more serious”

Monica exclaimed as she squeezed your hand, sitting beside you on the bed.

“Who won?...”

You asked slowly remembering the duel.

“You both got 10 points... But then Snape took 5 back because you didn’t listen when he said to stop...”

“Ugh... I hate him...”

You grumbled out as you tried to sit up, Monica stopping you.

“Don’t. You just woke up, you need to rest”

Whining dissatisfied you slowly turned your head to the side, just to be met with Gilfoyle sitting on the bed next by with his arm in a cast.

“Great... You’re here too...”

“You broke my hand”

“You almost- Ahhh fuck... Killed me!”

You grabbed your head as a sharp pain filled it, Dinesh immediately leaving Gilfoyle’s side to fetch Madame Pomfrey.

“Yeah... Almost... What a pity...”

Gilfoyle grumbled under his nose as Dinesh came back with Madame Pomfrey who took care of you.

“Why is it always you two, out of your group, who end up in here? It’s the second time this month!”

She said after helping you with the headache and checking Gilfoyle’s cast. Neither of you responded, only curses and bad words coming to your minds that you were sure Madame Pomfrey didn’t want to hear. Your friends stayed with you for the next hour before leaving to supper and going to their dorms.

“Great... Now I’m stuck with you...”

You whined looking at the guy you hated with your whole body.

“I’m thrilled too”

He responded sarcastically as he clumsily flipped the page of the book Dinesh brought him.

“What you reading?”

You asked, trying to make out the pictures on the cover.

“Nothing that would interest you”

Gilfoyle said covering the book with his hand as he noticed in the corner of his eye what you were doing.

“I’m sure it’s some smut, you perv”

You grinned from ear to ear, thinking it was a great burn.

“The tongue always turns to the aching tooth”

“What’s that supposed to mean?”

“I know you and Monica like to read spicy novels together. That’s some kind of kink of yours? That turn you on or what?”

A deep blush covered your cheeks, you tried to hit him with a pillow, failing miserably as the pillow fell to the ground.

“What?! No!”

“It sure does seem like it”

Gilfoyle shrugged with a smirk.

“Would you like to know... “

You grumbled, turning on your side, your back facing Gilfoyle.

“I would”

He said teasingly making your cheeks flush even more, if it was even possible. Oh how you despised him... You had to spend three days with him at the hospital wing, with Madame Pomfrey refusing to separate you as she wanted you to make peace. She wished! You bickered all the time, taking a break whenever one had to use the bathroom, when your friends came or when it was time to eat. It was normal for you and it seemed like Madame Pomfrey got used to it too, unlike the other kids in the hospital wings who had to listen to you fight like an old married couple day and night.

˖ ݁𖥔 ݁˖ 🪄 ˖ ݁𖥔 ݁˖

Richard said opening the door and taking the pack as you shoved it into his hands. 

“I said I’ll come, so I did. I keep my promises” 

You walked inside and followed the man further in. 

“So guys... Uh... T-this is our special guest I told you about” 

He said as you waved at the group, smiling brightly when you noticed Monica.  

“Heyy what are you doing here?” 

She walked up to you and gave you a tight hug. You were good friends but because of your schedules haven’t seen each other in a while. 

“Yeah... What is she doing here Richard” 

Dinesh gritted through his teeth quietly, but you heard it anyway. 

“I have been invited by your CTO. I won’t be staying long though, you don’t have to worry”  

You explained and took the wine glasses Richard gave you to pour yourself and Monica the red liquid. 

“Woah! Hey~ Who’s this sex bomb?” 

Erlich asked walking into the living room and checking you out. Monica had to grab your free hand and give it a little squeeze as she could already feel you wanted to hit him. Sure, you liked when men noticed you and gave you compliments, but not when they were so straight forward and a lil vulgar. Instead, you brushed off the dander, put the glass aside and stretched your hand out to him. 

“Y/N Y/L/N” 

“Erlich Bachman. The owner of this incubator and the 20% of Pied Piper’s actions” 

He introduced himself, took your hand and instead of shaking it he placed a wet kiss on the back of your palm. After he did that, you squeezed his hand as tight as you could then twisted it to the side and threw him to the ground. 

“Rough... I like it” 

He groaned out in pain. 

“Good one” 

Gilfoyle commented, Dinesh agreeing. At first the men were a little tense in your company, except of Gilfoyle and Erlich - of course - who kept on hitting on you, but they relaxed with time.

Your conversations quickly shifted from work to entertainment as the alcohol set in, landing you on their couch with Monica beside you, watching Richard try to beat Dinesh in Just Dance. You figured they were the type of guys who loved video games, but this particular one was something you didn’t expect in their repertoire.

 Eventually even you and Monica got tangled into it and it started with Dinesh getting a little too bold and inviting you to dance. You were sceptical at first but then Gilfoyle opened his big mouth. 

“I don’t think our guest can play video games. Dancing one at that” 

And with that your competitive spirit had been awakened. You agreed to dance with Dinesh and picked out the song – “The Way I Are” by Timbaland. It involved enough touching so both of you wouldn’t be uncomfortable and to make Gilfoyle a tad jealous, at least that’s what you were going for. You could feel his eyes on you - and Erlich’s too unfortunately - the whole time but didn’t bother to look back even for a second.

 You won of course and once you were done, you pulled Monica in and you danced together giving the men a whole show. In that moment you were just a bunch of adults having fun, no boring work involved.

 Sometime later a whole competition unravelled. At first you were in a pair with Monica, but then Gilfoyle refused to dance with Dinesh – of fucking course – so you agreed to trade partners and took Dinesh, leaving Gilfoyle with an unsatisfied grimace that only you saw. And you guys killed it, but Monica and Gilfoyle were right after you when it came to points.

It all came down to a final battle for the win with “Pound the Alarm” by Nicki Minaj. Surprise surprise, you and Dinesh won. You even let him hug you in victory, something that made Gilfoyle’s blood boil. The man didn't even understand why he had all those feelings all of a sudden. Sure, you were a very attractive woman who was amazing in bed, but now when he didn’t have to get into your apartment and sneak a peek into your files he had no intentions in pursuing you. At least he though so until he saw you treat Dinesh so kindly, a little too kindly... 

You weren’t supposed to stay long but you had too much fun. With time, everyone left and you ended up alone with no one other than Gilfoyle. You were sitting in silence, occasional gulps of beer and wine filling the living room. 

“You weren’t supposed to stay long” 

He said suddenly to which you quickly rose your hips up from the couch.  

“I’ll be going then, goodnight “ 

You tried to walk away but he stood up, caught your hand and kissed you. You reciprocated the kiss but pulled away quite quickly when you realized what happened.  

“No, no, I-I can’t. We can’t” 

You pushed away but he didn’t let go of your hand.  

“I'm sorry-“ 

“ I really don’t want to listen to this, I know it’s not sincere” 

“It is” 

He demanded and took your silence as a sign to continue.  

“I know I fucked up and I feel shitty about it” 

“I didn’t know you had feelings “ 

Gilfoyle chuckled a little and you smiled, you loved seeing him even a bit happy, he was even more attractive with a smile.  

“Me neither to be honest... I know you feel even worse though... I was really pleased by our first meeting and then the dinner, can’t believe I'm saying this but I had a lot of fun. But I have problems with trusting people “ 

“I figured” 

“-and was still not over my ex” 

“You had someone before? “ 

You raised your eyebrow in surprise and confusion.  

“I did. She fucked with other guys without telling me – we were in an open relationship though. Then left me cause of long distance “ 

“What a bitch” 

“A hot bitch. But you're hotter and you don’t seem like a person who lies and cheats” 

His other hand made it's way to your hip and gave it a soft squeeze.  

“I can lie if the situation requires it. But I would never lie to my significant other” 

“Good to know. Back to the topic. I uh... I also have a problem talking about feelings, especially when I’m not sure of them myself...” 

“It’s alright, the sex was good, but it doesn’t mean you have to chase after me immediately” 

You waved your hand. 

“Just good?” 

You rolled your eyes. 

“It was amazing. But the point stands. Just like your dick when I danced with Dinesh and Monica” 

“It did not...” 

“It did. You’re not going to fool me Gilfoyle” 

The man cringed a bit at you calling him by his surname, he got used to “Bertie” surprisingly.  

“Those ‘feelings’ that you’re not sure of are just lust and jealousy. Nothing else” 

“Lust - sure, jealousy – not at all, but there’s something more” 

“That was jealousy. You looked at Dinesh as if you wanted to kill him when he touched me, or when Erlich flirted with me” 

“No, I don’t do jealousy” 

You sighed heavily, getting a little annoyed, of course he knew better. 

“But anyway, I just wanted to apologise. Something I don’t usually do. And maybe... Plead for another chance?” 

“Why do you want another chance? Be honest. Cause if this is another scheme to get something for your company, I don’t care that the guys need you, I’m going to kill you” 

The man started to ponder, the silence between you making seconds feel like hours. 

“Gilfoyle... I don’t have a whole night. I’m tired, my feet hurt and you’re pissing me off” 

“I’m sorry, I’m not good with words, unless they’re insults” 

“Honestly? I have no idea how your ex put up with you and wanted to be in a serious relationship with you...” 

Gilfoyle looked down in shame. That man was driving you crazy... As much as you didn’t want to give him a second chance, something within you told you to try.  

“I like you. I like how you present yourself, how you don’t take bullshit from anybody, how stubborn you are, how you stand your ground no matter what. I like that you’re not sweet and polite, that you’re not scared of expressing your opinion, that you’re not like other women. You’re unique, something new and interesting” 

He started listing, but if it was supposed to be some kind of flirt, it definitely didn’t work. 

“Exactly. You like it because it’s new and interesting. But once you’ll get used to it, get to know me better, you will get bored because it won’t be new anymore. I don’t give second chances, at all” 

“Maybe it’s time to give your first second chance?” 

Gilfoyle pulled you closer, your hips touching, and he looked deep in your eyes in search of even the faintest yes. 

“You'd have to earn it. Not with your body but with your mind. Show me that you actually care, not just want to have sex without strings attached” 

You said immediately, pushing yourself away for a safe distance. 

“I don’t want just sex but... What if I let you fuck me with a strap on” 

A muted spark of excitement appeared in your eyes along with a surprised expression on your face – you didn’t expect him to agree to something like that ever, even better, proposing it himself. As much as a tempting proposition it was, you couldn’t give in so easily. 

“Even if I agreed to that you’d still have to earn the privilege with your mind” 

“I am ready to make such sacrifices” 

“We’ll see. I should be going now though, I overstayed my welcome after all” 

Gilfoyle shook his head, not letting you get away from his grasp. 

“No, you drank too much, can’t drive. Can’t take a taxi either cause it’s late and dark and shit happens” 

He said, already contributing to the ‘mind’ aspect. 

“I don’t sleep on couches” 

“Who said something about a couch?” 

He asked with a smirk. You landed in his bed, legs wide open with his head between them, devouring you like a starved animal, trying to muffle your moans as best as possible. You wanted to hate it, but he was just too good, hot and precise.

You woke up to an empty bed, one of Gilfoyle’s shirts draped over your body, with no underwear.  

“Fuck...” 

You thought grabbing your head. 

“I hate him..” 

Grumbling out you got up from the bed and put your panties and jeans on, then dug out two different dirty socks out of his laundry basket and left the room, you weren’t going to walk bare foot around their house, hell no. 

“Coffee...” 

You mumbled, leaning against shirtless Gilfoyle who was making you breakfast in the kitchen, his housemates looking at you in bewilderment. You were too sleepy and tired to care though.  

“Here” 

He handed you a cup and you quickly added sugar and chugged it in one go. 

“Better?” 

He asked with a soft smile, handing you a bowl full of yoghurt and fruit. 

“Definitely” 

“Oh, Y/N, you stayed over” 

Jared said finally.  

“I assume you had fun yesterday” 

“Surprisingly, I did” 

You nodded, shoving a spoon full of yoghurt into your mouth.  

“I'll just eat this and go, don’t want to bother you anymore. Plus I got work... “ 

“Who the fuck has work on Saturday? “ 

Erlich asked.  

“I do. I've got a whole company to take care of: I need to approve some brand deals, have a couple meetings with influencers, ect. Etc... “ 

“You're a CEO? “ 

Dinesh asked.  

“CEO and owner” 

Gilfoyle chimed in.  

“You've got your own company?!? “ 

“Hell yes I do” 

“What's it called? “ 

Jared asked interested.  

“Oh you probably won’t know it... It's Glitz & Glam, beauty products” 

“Oh shit! Really?! “ 

You nodded at Dinesh's question.  

“Your hand creams work miracles” 

Jared said with a bright smile.  

“I love your moisturizing face creams! They're amazing!” 

Dinesh said.  

“You're using makeup? “ 

Gilfoyle asked him, rising his brow with a smirk.  

“It's not makeup, it's a skincare product. Something you could use” 

“Same shit “ 

“That's not same shit” 

You huffed offended a tad then turned to Dinesh and Jared.  

“I can get you some stuff for free if you'd like” 

The two nodded eagerly.  

“And I’ll get you some too. You could really use them” 

You patted Gilfoyle’s cheek then finished your breakfast and left to get dressed. You bid goodbye to the men and walked with Gilfoyle to your car. He opened the door for you then placed a soft kiss on your cheek and closed them once you got in.  

A few weeks have passed since you decided to give Gilfoyle a second chance, and you haven’t regretted it yet. You’ve been on a couple of dates, spent some time at your place just relaxing or doing work in silence, and getting to know each other. You really enjoyed it, so did he. The days went by calmly, that is until the salesmen at Pied Piper told the group to make a ‘box’. 

“Don’t you have a programme to work on?” 

You asked Gilfoyle as you left the bathroom after a quick morning shower, seeing him take his sweet time in preparing you breakfast. 

“I quit” 

You froze in your place in shock. He did... WHAT?  

“Excuse me I... What happened?” 

You asked walking up to him and leaning your side against the counter. 

“I didn't work like an ox to have my precious work and time stuffed into a metal box and hidden in the depths of the server room” 

You batted your eyelashes at him, a little confused. 

“The salesmen want to make a cloud storage server out of our algorithm” 

He explained turning to you and handing you a plate full of pancakes. 

“Get your stuff” 

You demanded, taking the plate and sliding the food into a brown paper bag. The man didn’t move until you picked up the pan he was using, scurrying away in search of his clothes. 

“I don’t like where this is going” 

He said as you parked in front of the Pied Piper’s headquarters. 

“Get out” 

You opened the door for him, but he just looked at you like a sad puppy. So you grabbed his ear, twisted it and dragged him inside, letting go in the elevator just to grab it again once you stepped out. You barged into the office, leading him behind you, oozing with anger, steam coming out of your ears.

Richard’s and the crew’s conversation was stopped as they saw you and Gilfoyle approach, silence falling between them. Once you were by their side, you pushed Gilfoyle down onto a chair next to his ex-workstation and threw him the bag with pancakes, then turned on your heel and was about to leave when you noticed Jack talk with the salesmen. 

“Do they have a meeting?” 

You asked Jared who just nodded terrified. Cracking your neck you stepped inside the glass room and all hell broke loose. You had to stop yourself from smashing Jan’s head against the table, instead breaking the glass wall behind her. Thank God it was half unbreakable, and you only left a huge crack in the middle of one panel. 

Once your shouting came to an end, you threw a couple of hundred dollars onto the wooden table that would cover the cost of replacing the glass panel and left.  

“She’s scary...” 

Dinesh said as a shiver run down his spine. 

“I like her” 

Carla smirked. 

“Does that mean you’re back?” 

Jared asked Gilfoyle, a smile tugging at the corner of his lips. 

“I don’t think I have a choice” 

“God... You’re so hot yet so stupid...” 

You sighed in disappointment shaking your head as Gilfoyle looked at you confused. You've paid them a visit a few days after making a scene about the box, and found them building the God damn box.  

“I didn't almost kill one of the salesmen and lose my voice just so you could build this fucking box!” 

You rasped out, your voice cracking every two words. You weren’t supposed to strain it after your last outburst, but you couldn’t help it as the men started to get on your nerves.  

“You were supposed to give Jack a shitty prototype as fast as possible so you can go back and focus on the platform” 

You said now quieter, taking the cup of hot tea Jared made you and taking a sip. You listened to their tech talk while waiting for Jack and Richard, not understanding a single thing. When they came Jack started to ramble something which you didn’t really listen to until he said the company they were supposed to sell the box to, pulled out last minute and chose another one.  

“Great! Now you can go back to the compressor” 

You said happily just for Richard to crush your joy and say their box was better, demanding a meeting with the CEO of that company. 

“Ugh... Why are you guys so persistent? “ 

“We have a great product, why not capitalise it?” 

Dinesh asked confused. 

“Let me tell you something dear. What you have here is a great product, but what you have there” 

You pointed at their computers. 

“is an even better product that you don’t work on! Instead wasting time on this shitbox that’s going to be shoved in the depths of some dusty server room and forgotten instantly. Sure, you’d get a shot of money by selling it, but by releasing your platform you will have a permanent income. And if it’s good enough - which let’s be real is a certainty - then your stock and worth will go up! Isn’t that what you want?” 

You said, making the men think. 

“Besides, I’m sure they’re going to fuck you up anyway” 

You added with a shrug, but your little motivating speech didn’t work and eventually Richard decided to take the risk and go to the meeting to establish the contract. The contract was set and the Pied Piper board quickly skimmed through it on their own meeting. Fortunately, Monica noticed the biggest flaw that somehow got overlooked by Richard and they overvoted Jack and Laurie, much to Jack’s dissatisfaction.  

“I don’t want to say it but...” 

“You can’t wait to say it” 

Gilfoyle said, looking up at you. You were leaning against the window in their house, passing a bong back and forth with Erlich. Usually, you would be too disgusted to put your lips in the same place where his was, but his proposition was too tempting, and you gave in. 

“Yes, you’re right. I told you so! Oh! What an amazing feeling to be right” 

“Y/N come on...” 

Monica sighed. 

“What? I have told Richard not to do it, yet he didn’t listen-” 

You cut as you heard your phone ring. Picking it up you noticed it was Gavin Belson and decided to ignore it. 

“You’re not gonna pick that up?” 

Erlich asked as you ignored another call. 

“It’s just salesmen” 

You shrugged taking a drag out of the bong and exhaling the smoke. 

“Yeah... Salesmen who’s number you have saved in your phone with a name ‘Gavi’ “ 

He said noticing the information. 

“Who’s Gavi?” 

Gilfoyle asked raising his brow and crossing his arms. 

“My latino lover” 

You joked with a roll of your eyes. 

“It’s Gavin Belson” 

“Why do you have his number? And why is it saved under ‘Gavi’? “ 

“It’s aaaaa... Long story...” 

“Heh yeah, as long as the line of coke you took off his dick?” 

Erlich asked earning disgusted looks. You wanted to burn him back, but the phone called again and you couldn’t take it anymore, picking it up. 

“WHAT?!” 

You shouted to the device, straining your chords once again. The throat pain went away mostly, but it still hurt sometimes when you raised your voice. 

“Jesus Y/N calm down... Did your new Pied Piper boy toy not let you dick him down today or what?” 

“I don’t have time for this Gavin” 

You sighed pinching the bridge of your nose in annoyance, not even questioning how he knew about your connections to the company and Gilfoyle. Somehow, he always knew everything. 

“Have you heard the news?” 

“Get to the point” 

“You should start updating your Hooli news-” 

“Gavin I swear to god...” 

“Just tell him to fuck off” 

Erlich said loud enough for Gavin to hear. 

“Oh, you’re with the crew? Good, I was going to call Richard after I filled you in. They need to hear this too!” 

You frowned and put him on the speaker, hoping not to regret it. 

“I’ve just bought this little company called End Frame for 250 million dollars” 

Gavin said in a smug voice, being sure he just made the team’s morals fall to the ground. Little did he know not everyone went into panic mode so quickly. The man was about to say something more, but you didn't let him, hanging up instantly.  

“Fuck...” 

Richard sighed sitting down. 

“Even after they shit with Nucleus, they’re going to build our platform and we don’t?...” 

Erlich started to laugh, coughing every now and then, you following after him, the marijuana finally getting into your brain.  

“What’s so funny?” 

Hendricks asked exasperated looking up at you two with a frown.  

“They’re high, ignore them” 

Gilfoyle took the bong out of your hand and put it aside, shaking his head. He could not believe you, out of all people gathered, got high with Erlich in such a serious situation.  

“No! I mean- *cough* Yes! But don’t you see! *cough* *cough* Gavin fucking us just saved our lives!” 

Erlich took the bong back and took another drag, letting out the smoke and another wave of laughter. You hid your face in your hands, body shaking from giggling as you just couldn’t stop, the man’s cackle was contagious. 

“He’s right, oh my god he’s right...” 

Jared said as a realization hit him, a huge smile spreading on his face. 

“I’m so confused” 

Dinesh looked between the three of you. 

“Gavin just set the price point! End Frame is- *cough* *couch* objectively worth 250 million!” 

You explained after taking a deep breath, your face red and hot.  

“Wait- wait... We are- We are a company like that. Does that mean we are worth 250 million dollars?” 

Richard asked, the puzzles in his brain finally clicking. 

“Yes!” 

You and Erlich shouted in unison 

“We won...” 

Monica smiled patting Richard’s shoulder.  

“Hell yes you did!” 

You exclaimed taking the bong from Erlich, but Gilfoyle retrieved it from your hands, putting it aside once again as you whined in disapproval. 

“You had enough” 

The group talked about the whole situation until the late evening, you and Erlich being mostly excluded or ignored due to your state. Gilfoyle decided that you should stay the night and brought up the topic of your acquaintance with Gavin Belson as you laid in his bed, ready to sleep. 

“Let’s talk about the loooong story of you and Gavin” 

“Bertie...” 

“Why do you have his number? And why Gavi?” 

The man demanded an answer.  

“I might or might not have romanced with him a while ago just to get my hands on some Hooli equipment for the company with a huge discount...” 

“You fucked with him just for that?” 

“No one said anything about fucking! I don’t think he even knows where to put the dick besides his hand” 

You huffed crossing your arms and pulling away from his embrace, offended that he instantly jumped to such a conclusion. 

“We went out on a couple dates, he showed no interest in sex so I never brough it up, and he didn’t show any interest in giving me the discount either, so I gave up and ‘dumped’ him. A good CEO is ready to do everything to make their company better” 

You shrugged.  

“Besides, why do you care? It’s not like I would run back into his arms, just because he’s rich, after I get bored of you. Is it because you’re jealous?” 

“I told you many times, I don’t do jealous” 

“Bertie...” 

You put your hand on his cheek and caressed it gently. 

“And I told you many times there’s nothing wrong in being jealous. It’s normal. In fact, a jealous man is hot man” 

“You’re never jealous” 

You laughed at his words, making him frown in puzzlement. 

“I am jealous! Maybe not recently, cause the only women you talk to is either me, Monica, Laurie or a barista, but I do get jealous! I’m very territorial. I just don’t show it unless the women overstep. I’m too pretty for jail after all” 

You said, implementing that you were ready to kill if some strange woman flirted with him a little too much. The only thought of you biting someone’s head of because of him made the blood flow to his member instantly. But he had to think straight as it didn’t seem like you would drop the topic of jealousy. 

“And whatever you say, I know you are jealous. Nothing’s going to change my mind” 

Gilfoyle exhaled, shaking his head. 

“Sometimes I hate how stubborn you are” 

“Nahh, you love it” 

You stole a kiss from his lips that the man deepened, pulling your body close to his, finding a way to lose the topic.  

“One last question” 

Gilfoyle said, breaking the kiss.  

“Why would he call you first instead of Richard? “ 

“I don’t know, but he likes to get on my nerves” 

“Makes sense”

──ೋღ 🍻 ღೋ──

“Maybe you'll wet the Willy too”

Gilfoyle teased Dinesh. Anyone else would be confused of the nature of his words because of the man's monotone voice, but Dinesh knew him too well to be fooled.

“Says who? A ferret that gave up on life? I bet I'll find someone here faster than you”

He put his hands on his hips and looked up at Gilfoyle competitively. The taller man stretched his hand out to him without a word and the bet was set.

Little did they both know, you noticed them the moment they walked in and prepared for a hunt. You ordered a shot and quickly chugged it then pushed off a stool and approached them.

“You. Me. Dance floor. Now”

You demanded grabbing Gilfoyle’s hand and dragging him into the crowd, hearing the other man yell “FUCK” in the distance.

“You don’t fuck around do you”

Gilfoyle asked, smirk tugging on his lips as you put his palms on your curves.

“I see it, I like it, I want it, I got it”

You said twirling his greasy hair between your fingers, fighting the frown drawing on your brow at the unpleasant feeling of oil. It’s not like he was a slob or something, but he wasn’t going to disturb his routine just because Monica told them to look presentable. Clean clothes, unclouded glasses and no stinky odor had to be sufficient.

“I see”

You started dancing and fell into the rhythm of the music, not breaking eye contact once. Gilfoyle wasn’t a dancer though, normally he wouldn’t let a strange woman drag him to the music either, but a bet was a bet. So his movements were a little sloppy and after a short while he opted just for running his hands on your body. You also weren’t a type of woman he’d usually consider romancing with. Your bougie business attire was a little of putting, even though your black pencil skirt hug your hips perfectly, white shirt almost popping because of your bigger bust, and skin-coloured thighs making your long legs shine in the spotlight. All the factors pressuring him to rethink his preferences, or it was just the intoxicating smell of your YSL cherry perfume. The fact that you were exactly the same height in your black heels didn’t help either.

“Want to go get a drink?”

You breathed into his ear after a few songs and didn’t have to wait long for a response. You two left the dance floor and headed to the bar where you’ve got yourself a mojito and he took a plain beer.

“The alcohol here is free, you know that right?”

Raising your brow, you looked as he took a sip of his drink.

“I’m not a cocktail kinda guy. Prefer a good ol’ beer”

“You’re not a dancing kinda guy either...”

You remarked thinking of your disappointing dance floor adventure, shrinking a little in your place.

“Not at all. But who am I to deny a lady”

You beamed a tad at his words and straightened your posture.

“We’ll see about that”

Smirking you run your heel on the side of his calf seductively, thinking of all the fun things you would do with him later if he surrendered.

“I like your tattoo, you believe?”

You asked, grabbing his bicep and giving it a little squeeze then drawing a couple circles on his skin with your thumb. It’s not like you cared, you weren’t religious, but you weren’t going to go back home alone that evening, oh no. So you had to sustain the conversation as the man didn’t seem as a talkative one.

“I’m a satanist”

“Makes sense. No sane Christian would get an upside-down cross tattoo, most of them are scared of the concept of tattoos over all...”

“Sounds like someone had unpleasant confrontations with believers. You a Buddhist?”

Now it was his turn to examine your artwork. You had half a sleeve on your left arm, which contained various pieces from different artists that made a coherent whole, stars, suns and moons running down your ribcage and a tramp stamp above your bottom from when you were younger, modified and looking better and different than before. One of the pieces on your arm that peeked out from underneath your sleeve was a head of an elephant with an eye behind it on a lotus.

“No, I’m not a Buddhist, the only godlike creature I believe in is myself”

“How humble”

He teased, grazing your thigh. Maybe you weren’t a stuck up corp rat he considered you to be in the beginning, but the time would show.

“You’ve got a pretty nice collection. Think of expanding it?”

“Definitely, my legs seem weirdly empty compared to the rest”

“There surely is plenty of space on there”

He hinted at your thick thighs melting on the stool.

“You?”

“I was thinking about a goat head, just not sure where or in what style, or something else, something punk rock”

“Going all the way with the satanic theme I see”

Gilfoyle nodded finishing his beer and ordering another one. Your conversation shifted from topic to topic seamlessly, making you enjoy each other's company more with every passing minute. As much as you wanted to drag him back to the dance floor for a few more dances, you didn’t want to scare him away. With time, his touches became bolder, rougher at times whenever a man passed you by, signalling to you he almost completely fell into your clutches.

“How do you stand with spending nights with strange women?~”

You asked finally, getting a little impatient. Usually, you would have a man wrapped around your finger a long time ago, but he wasn’t an easy nut to crack.

“Haven’t done that in a while...”

He admitted, looking down thinking of Tara. He would lie if he said he didn’t miss her, but 6 months passed and his hand wasn’t enough anymore. Maybe sleeping with you wasn’t a bad idea. You felt the hint of hesitation in his voice and proceeded to stoically wait for a response.

“Fuck it”

He said and gripped your hip, capturing your lips into a heated kiss.

“I’ll take that as a yes”

You smirked and got off the stool, leading the man out of the party and into the parking lot, where you invited him into your green Aston Martin DB12.

Your apartment looked just as he assumed it too, just by the look at your car. It was designed in the contemporary style with a touch of you, decorated with plants and oriental trinkets. It looked like a cosy office.

“Shoes off”

You demanded after locking the door and taking yours off, Gilfoyle obliging instantly before pulling you further into the place. Grabbing the collar of his shirt harshly, you smashed your lips against his, then tangled one of your hands into his hair.

“You should wash your hair before coming to parties”

You mumbled into the kiss as you led him backwards to your bedroom.

“I’ll keep that in mind”

He unbuttoned your shirt and threw it to the ground, while you got rid of his t-shirt and belt, holding it tightly until he hit the round bed with the back of his knees and fell onto the sheets.

“Oh I can feel this is going to be an amazing night~”

You tensed the leather in your hands, straddling his hips.

“How do you feel about getting tied up?”

“Hm, didn’t strike you as a dominant one”

Gilfoyle said sarcastically, sitting up and pulling you closer.

“I wouldn’t mind trying, as long as we’ll switch at one point. It is only fair for both of us to be dominant in this situation”

He said kneading your bottom. Gilfoyle was far from a submissive type, but he liked to experiment, something him and Tara did frequently.

“But I’m going first”

You commanded at his inclination of obligeance, grabbing his hair and pulling it back to reveal the column of his neck. You let go of his mane, and quickly worked your magic, swiftly lacing the belt around his wrists behind his back, something he didn’t notice, too focused on your lips sucking his skin, until he hit the bed once again now unable to move his arms freely.

“I see you have a knack to it”

“I have a knack to a lot of things darling”

You harshly groped his growing erection through his jeans, earning a low groan in return. You proceeded to massage his man hood to Gilfoyle’s dissatisfaction. He didn’t say anything though, not wanting to come out as needy. No... He couldn’t give you that satisfaction.

“What is your name? I need to know what to shout later”

“Gilfoyle”

The man said between pants.

“Oh you poor boy... Who hurt you?”

“Thank Satan it’s just a surname”

“Then what is your first name?”

You asked intrigued, stopping your motion on his crotch. The man fell silent, not really sure if he should tell, having a feeling you will make fun of him.

“Bertram...”

He eventually mumbled quietly.

“Hmm... Still not the best but it has a charm to it, Bertie~”

“I’d prefer you call me Gilfoyle”

“Mmm, too bad I already decided”

Shrugging you resumed your action until he was fully erect, finally unzipping his pants and getting rid of the rest of his wardrobe.

“Yours?”

“Y/N, but you can call me mommy~”

“Alright Y/N”

He said teasingly, reciprocating the act, as you huffed unhappily at his stubbornness, although you weren’t better yourself. You fleetly unclasped your bra and sent it flying onto the ground, then pulled him closer to the edge and kneeled in front. You expertly took him in your mouth in one go – he wasn’t too big so it wasn’t much of a problem - just to release him with a lewd pop and sink him between your breasts. Gilfoyle grumbled at your tormenting behaviour.

“You like to torture your prey, don’t you?”

“Definitely~”

You picked up the pace a little, making his head fall back in pleasure, just to slow down and annoy him.

“I start to regret coming here...”

The man grunted at the sudden changes.

“Oh you know you love it~”

You were right, he did, but you would never catch him saying that.

“I assumed you know the rules. If you want something, you gotta beg for it~”

“Mmm don’t think so”

“Alright, as you wish. We’ll see how long you can go”

Gilfoyle wasn’t as easy as your previous partners which infuriated you, but it brought a sense of competitiveness to your play, and there was never a time when you didn’t win, especially in your own playground. One of your hands gathered the precum from his tip and ducked under your breasts, finding his anus and teasing it with your wet fingers. You could feel him tense immediately but assured him you won’t proceed - you needed a permission after all, one that you were sure he won’t give you yet - but a little teasing never hurt anyone.

“Fuck... Y/N...”

He whined starting to get impatient.

“Y/N what?”

You asked, waiting for him to plead you to suck him, but he fell silent, maintaining his headstrong attitude. You took him in eventually, twirling your tongue and grazing your teeth gently along the length from time to time, earning sharp inhales, while your hand left his anus alone and took care of his balls. You took your time, releasing his member from time to time, making short breaks and driving the man crazy.

“You know what to do...”

You reminded playfully, giving him a mischievous smirk that he ignored continuing to occasionally let out a shaky breath or groan. Gilfoyle felt his orgasm approach, gripping the sheets tightly preparing himself for release. But you noticed his movements and stopped your unholy ministrations just before he was about to finish.

“I hate you”

“I don’t think so~”

You grinned. Taking your sweet time, you discarded the bottom half of your outfit, placing the clothes neatly on an armchair nearby, then walked up to your nightstand. Bending over you exhibited your bush covered core, almost making Gilfoyle come undone at the view only, and took out a pack of condoms. You then laid beside him, toying with the box.

“Fuck me already”

He growled possessively.

“Finally!”

You exclaimed cheerfully, as the man finally gave in, and took one of the sachets out, ripping it open then sliding the latex cover down his member slowly.

“But before that... Don’t mind if I do~”

Gilfoyle looked at you confused, not sure what you meant by that, just to be met with your pussy right on his face shortly after you took his glasses off.

“You’re so... Big... Let’s say, that I need to prepare myself too”

You let out a content hum as the man caught the memo instantly and run his tongue up and down your core then devoured you like a starved animal as you rid his nose.

“God... Bertie!”

You moaned in pleasure. Once you thought you were wet enough you got up from Gilfoyle’s face, letting him take a deep breath as you placed his specs back on his nose, and straddled his hips. You run his member between your lips a couple times before slowly sinking down on it, you both whimpering at the feeling. Gilfoyle wriggled underneath you, as you leaned back steadying your arms on his thighs and starting to ride him leisurely. He started to rethink the decision of letting you tie him as he wished he could touch you right now, run his hands down your curves, give a little squeeze here and there and maybe even take control. Instead, he was forced to just watch, play a passive part as you used him.

“You like what you see?~”

You teased spreading your legs to give him a better view.

“I’d like it more if I could touch it”

“Patience my dear”

You straightened yourself, changing the position of your hands from Gilfoyle’s thighs to his hairy chest.

“Fuck... Bertie...”

The man leaned up as far as he could and balanced himself while hiding his face between your breasts, sucking and kissing the skin. But he got tired quite quickly and flopped back down, different idea coming to his mind. Gilfoyle placed his feet on the bed, bending the knees and thrusting his hips up.

“God... You’re so... Mmm... Difficult...”

You let out a shaky breath as he brushed by your sensitive spot.

“Can’t wait to fuck you properly”

You chuckled with a shake of your head, looking down at him.

“No, you just... Fuck... You just can’t put your ego aside... For a second and let someone else lead... You need to be in power... Mmm... At all times...”

You weren’t completely wrong. He didn’t like being led by his sex partners as he didn’t trust them enough to do that. Unless it was Tara, someone he knew for a long time, someone he was in a serious relationship with, someone he could trust. He didn’t respond, instead throwing his head back with a groan.

“Shit... I’m close”

He disclosed.

“Hold it... I’m almost there”

You commanded, speeding up your moves, riding him like there was no tomorrow. You came at the same time with loud moans, then you flopped down onto him and hid your face in the crook of his neck.

“Just don’t fall asleep”

Gilfoyle said as you rested there for a while.

“I wasn’t going to, not yet. I have to keep up the deal after all”

You slowly lifted yourself from his body then his manhood and threw the used condom away. Standing above him, you watched proudly as his chest raised and fell heavily, how his hair stuck to his sweaty forehead, the way his member twitched half soft.

“It is a pity though. The ties suit you~”

Teasing, your bottom hit the mattress while Gilfoyle turned to the side in anticipation. You unhurriedly took the belt from around his wrists, kissing each one on the red marks, and put it aside. You didn’t manage to say anything as the man grabbed you and threw you onto the pillows, pinning you down.

“What should I do with you...”

He pondered as you bit your lip excitedly.

“Do you have something more comfortable than a belt?”

He asked finally.

“If you let me go for a sec I’ll show you”

The man immediately let go of your hips, his eyes following after you as you left the bed and padded to a wooden closet in the corner of the room. You opened it revealing a whole collection of different kind sex toys and bondage equipment.

“You start to frighten me”

Gilfoyle said walking up to you, but you could see the enthusiasm in him as his member involuntarily twitched up.

“Pick and mix!”

“Go back to bed”

He ordered sternly and you obliged instantly. You made yourself comfortable on your sheets and observed as he scanned the cabinet - you had to admit he had a nice ass - eventually fishing out a pair of silk ties.

“I hope you’re flexible”

“Hell yes I am”

You spread your legs, knowing well what he planned. Gilfoyle kneeled on his knees in front of you, his manhood brushing the inside of your thigh as he carefully tied your arms with your legs, tugging at the knots to make sure you won’t escape.

“Now I like what I see”

He smirked at his masterpiece and dipped to capture your lips into a heated kiss while his thumb found your clit and started rubbing it in a slow circular motion. He teased you for a couple of minutes, keeping up the slow pace and running his fingers through your folds from time to time, gathering the juices and spreading them all over.

“Taking revenge I see”

You breathed out and the man nodded. Eventually, he leisurely pushed his middle and index fingers inside, earning a soft gasp from you, and started to curl them.

“Bertie...”

You whined impatiently, throwing your head back thereby giving him access to your neck. He sunk his teeth into your soft skin like a starved vampire, leaving a mark as you moaned, then proceeded to suck it, leaving a couple hickeys.

“Jesus Bertram you’re going to be the end of me...”

“That’s the plan”

He smirked, looking up at you, picking up the pace a tad on your clit and inside you.

“Mmm... Fuck me already!”

You let out a cry as you were about to cum, but he suddenly stopped and pulled his hand away. Gilfoyle gripped your thighs and pulled closer to himself, making you lay down flat on the bed before he took on of the pillows and put it under you, just above your butt.

“Can I request a pillow under my head too?”

You asked, batting your eyelashes and the man obliged instantly. After making you comfortable he got off the bed to take the box of condoms you threw to the ground earlier.

“You have no idea how tempting it is to just leave you like that”

“You’re cruel!”

Gilfoyle chuckled. He took one sachet out, opened it and rolled the rubber down his member, giving it a few lazy strokes as he watched you wriggle in anticipation.

“Come on!”

You whined, finally making him come back to you.

“You’re so hot when you’re needy”

He smirked, griding against your core before unhurriedly pushing inside, burying his manhood deep inside of you.

“Oh fuck... You feel way better in this position”

You admitted with a moan, although you weren’t satisfied yet as he didn’t move. Gilfoyle gripped the undersides of your thighs, spreading them a little and pushing them forward.

“Is this okay?”

He asked making sure you were comfortable and just when you nodded did he start to move. At first his moves were slow, teasing, as he knew well you wanted him to ravish you immediately, but then, you felt too good and he gave in, speeding up and squeezing your legs tightly, leaving red marks.

“Fuck! Bertie!”

“It does feel way better... In this position...”

He groaned, as he fucked into you relentlessly. You looked up at him, admiring how his dark locks stuck to his sweaty forehead, how his glasses slowly slipped down his gorgeous nose with every thrust, every raise and fall of his hairy chest, the way his lips twitched from time to time in pleasure. You had no idea how it could be possible, but he got hotter with every second. With time his movement became sloppy, without slowing down, and he started to circle your clit once again.

“Shit... I’m gonna cum...”

You moaned, closing your eyes.

“Hold on a little longer...”

Gilfoyle ordered as he could feel his orgasm approach too. He connected your lips into a heated kiss and you were done shortly after, panting and breathing heavily into each other’s ears.

“Oh my god... You’re amazing...”

You sighed, your muscles relaxing as much as they could, considering you were still tied and bent forward. Gilfoyle slowly pulled out with a groan then threw the condom away and untied you, leaving kisses on the red marks, just as you did with his. He captured your lips into a gentle kiss as you wrapped your arms around his neck and pulled him close.

“Would you be so nice and use that lovely ass of yours and bring me some wine?”

“I don’t know what my ass has to do with that, but yes”

“I just wanted to say it’s amazing~”

You grinned up at him, then instructed him where the glasses and the bottle was and he was off to retrieve them. When he came back, you were gone from the bed, but he heard the shower go off. Gilfoyle put the wine and the glass along with the beer he found in the fridge for himself on one of the nightstands and decided to join you. You could feel his strong hands on your body shortly after the hot water hit you and smiled under your nose.

“You’re brave for joining me. Usually men hate women’s showers”

You said, reaching for a bottle of body wash, mentioning the boiling hot water.

“I like hot showers. Prepares me for hell”

He joked, kissing your shoulder then helping you spread the wash over your body, you doing the same with his. Once you were done with the shower, you went back to bed and started to drink your drinks.

“You’re not a wine type of guys either?”

You asked, raising your eyebrow and taking a sip of the bloody liquid.

“I don’t mind it. But when I have I choice, I prefer a beer”

You nodded. He somewhat reminded you of your father, always with a beer in his hand, which was a little weird, but you shook the feeling off. You conversed a little more, finishing your drinks slowly, before you drifted off.

In the morning, you were the first one to wake up, as always. Getting up from the bed you made sure not to wake your lover up, put on your extravagant robe and slippers and went to the kitchen to make some breakfast. Usually, you didn’t let men stay overnight or make them breakfast, unless they were really good and you were hoping for either some morning sex or another meeting. This time though, you had a feeling your tete a tete could unravel into something more serious. But time would show

✧༺🌶 ༻✧

Thank you so much for reading! 💞