#reader interaction

WELL AT LEAST SHES BLOODY SELF AWARE </3 😭

Chapter 7 added to demo! | August 9th, 2022

The first draft of chapter 7 is now playable! I know it's already a couple of days late, but there's still quite a bit of branching and small changes in this chapter that I haven't had time to test yet. So please send any bugs you find and I'll do a patch in about a week or so when I've had more time to go over everything

INFO ‡ DEMO ‡ FORUM

I have edited the demo on dashingdon to add chapter seven! Features:

Additional 17k words for a new total word count of 99k (~43k per playthrough)

Some tweaks to earlier chapters

Find out more about the other initiates and OFNA members

Investigate the woods around the property

I'm writing some flashbacks sequences currently (for chapter two/three) and came to the conclusion that I wanted MC to have some sort of nickname/alias that their friends call them (other than the nickname you can give at the beginning obviously).

I've always liked the idea of group nicknames (like the Marauders from HP, the way that superheroes will call each other by a shortened version of their codenames, how some IFs have characters calling the MC by their title/job) and also just thought that it would be a bit fun to be able to call MC something other than well...MC.

[WHOLESOME FLOWERS-COMMISSION]

Levi: You were drunk last night

Yn: No I wasn't

Levi: you started cutting the pineapples at 3am while yelling, "stop hiding sponge bob! I know your in there!"

Yn:...

Yn: but did I find him tho?

chapter one: all new beginnings must require old endings.

authors note: hi!! this is my first jim halpert x reader fic :) i hope you enjoy this as much as i enjoyed writing it! also, thank you for the support on my previous writings. flashbacks/flash forwards will be in bold and talking heads will be in bold with italics!

WARNING: language

-

February 25, 2005

Y/N clears her throat, crossing her legs as she sits in small, uncomfortable grey chair. In the background people are working at their desks, a man turns and glances at Y/N in the conference room with the crew. He turns back and makes eye contact with the camera, that was zoomed in on his reaction. He bites the inside of his cheek and goes back to his work, having a look on his face like he got caught doing something.

“What do I say?” Y/N asks, leaning forward towards the camera, then sitting back in the chair. “Oh, I started working at Dunder Mifflin about a year and a half ago? I’m the receptionist here. Boring, I know. I..sit in at meetings, uh, transfer clients. I also write stories! Sometimes, when I’m free. No-one has really seen them, except Jim.” Y/N looks down and fiddles with her bracelet. “Jim’s probably my best friend.” Y/N responds to the crew, the question of her relationship with the man coming up. She nods and smiles. “He’s the best salesmen I know. Everytime he makes a sale we air high five.” Y/N chuckles and smiles brightly at the camera.

“Caleb? He’s my boyfriend. He works in the warehouse. Helped me get this job.” Y/N nods, her smile faltering but a smirk staying on her face. “He’s great, we’ve been dating for...four years. He still has yet to pop the question but you know, we’re saving money, haha.” She smiles and chuckles. “Oh that’s it? Okay cool, uh, if you guys need anything don’t be afraid to come over to my desk and ask.” Y/N stands, and gives a small wave to the crew and camera before she exits the room.

“So, how was it?” Jim asks, leaning back in his chair, looking the woman up and down that was leaning up against his desk slowly, trying to find a trace of concern or outright disgust. Most of the employees at Dunder Mifflin, especially at the Scranton branch, were concerned with the idea of a documentary being filmed. Y/N seemed to like the idea. “It was fine, you just talk about yourself and your job.” She readjusted herself to now be sitting on Jim’s desk, legs dangling off. Y/N eyes the camera that was now standing near the two of them. This would take some getting used to. “So, Y/L/N, you want to go to Poor Richards tonight?” Jim asks, poking the top of her knee. Dwight perks his head up looking over at the two. “Shouldn’t you be working?” He asks, and Y/N rolls her eyes.

A ring was heard from reception, and Y/N hurried over to the phone after shrugging in Jim’s direction, picking it up. “Dunder Mifflin, this is Y/N. Yes, I’ll transfer you.” Y/N says into the phone, sitting back down in front of her computer monitor. “Dunder Mifflin, this Y/N.” She pressed the phone to her ear and her shoulder, writing on a sticky note ‘You mean, like a date?’ “Oh uhm,” The caller was asking to speak to Micheal, but he wasn’t in his office. “Where’d he go?” Y/N mouths to Jim, and he returns with a shrug. “Micheal isn’t here right now, may I take a message?” She asks, setting the separate sticky note to the side and grabbing another one to write down what the person on the other line needed. “Got it. Thank you!”

Y/N stood up and took both of the sticky notes, one to Micheal’s office, sticking it on his computer monitor, and walking over to Jim, placing the purple piece of paper on his shoulder. She would just joke with him out loud but didn’t want Dwight staring at them again. Jim looked over at Y/N, who was now back at her desk and lowered his eyes, a hand resting on his face. She let out a pretty peal of laughter, a pink tint on her cheeks. Their jokes is what got both of them through the day.

“Y/N?” The crew had asked him how he felt about Y/N and her affect since working here. “She’s a great friend. Very easy to talk to..warm, energetic and positive.” Jim comments, biting his lower lip gently. “Why do you ask?”

At the stroke of 5p.m., Y/N stood up and took her coat off of the coat rack, finding some ways to stall to talk to Jim by stacking the post-it notes, putting the scattered paper clips in their rightful container, making sure her computer was properly turned off. After what seemed like an hour of judgement from other employees as they left (it was only about two minutes), Jim approached her. “I’m assuming your in?” He asks and Y/N smiles. “Hell yes. I haven’t gone out to Poor Richards with you in forever.” She says, stuffing her hands nervously in her coat pockets. “Wait, were going to Poor Richards?” Kelly calls back to them and Y/N’s eyes widen, realizing how loud she was. “Guys were going to Poor Richards!” Kelly called down the hall, earning a few cheers from the other employees.

“I love my coworkers.” Jim says, sighing, and clicking his tongue to his cheek. “But Y/N is the only one who understands the pain of group outings. It’s mainly one of the reasons why we do things with eachother, without the rest of the Scranton branch.”

Y/N and Jim laugh at the same time, the camera zooming in on Caleb as he enters the office right when the two of them were about to leave. “Hey, baby.” Y/N says, pressing a kiss to Calebs lips, his hands resting on her waist. Jim looks into the camera with a frown as he fiddled with his car keys. “So Jim and I were going to go to Poor Richards, if that’s okay with you?” Y/N asks, keeping her arms wrapped around his neck. “Oh, babe..I kinda wanted you to come home tonight, you know..the reasons why.” He grumbles and Y/N looks at the camera, Jim looking visibly flustered and uncomfortable in the background. “Uhh..I just- haven’t gone out with them in awhile.” Y/N separates from Caleb and he frowns. “Fine. You can. Love you.” Caleb says before placing a kiss on her forehead. “Take care of her, Halpert.” Caleb says and Jim nods. “Will do.” He says awkwardly, chuckling afterwards.

“Guess I’m all yours tonight.” Y/N giggles, walking down the stairwell, Jim not far behind her. “Haha, yeah..” He trails off and Y/N stops and looks up at him. It was tremendously cold in the stairwell, but it was their safe space. “Somethings wrong.” Y/N says and Jim shakes his head. “I know that face.” She retorts. “What face?” His eyebrows furrow as he looked in her direction. “The face were you think really hard about something, were your concerned.” She points out and Jim smirks. They really had memorized each other, like a book they had read multiple times. Other miscellaneous things they knew about eachother: Jim’s favorite pen color is blue. Y/N’s favorite yogurt flavor is strawberry. 

“I’m just thinking about Caleb. Why didn’t he want to let you leave, besides..you know.” Jim mocked Caleb’s grumble, this made Y/N laugh. “I don’t know.” She says, continuing down the stairs but she frowns. “Sometimes I just don’t get him.” She confessed, and Jim’s face softened. The camera crew slips into a corner so it is out of view. Jim rolls his eyes and pushes the door open with his back. “Boys! Amirite?” He jokes, which made Y/N smile. Jim rushes over and opens Y/N’s door, to which she thanks him. The camera crew watches as the car drives away. “Do you think everyone else is already there?” Y/N asks and Jim shrugs, focusing on the road. “Thanks for taking me, by the way.” Y/N comments and Jim smiles. “No problem.”

After a couple of hours of hanging around the bar and Y/N getting hammered, the crew filming most of the experience, Jim decides it’s best if he takes Y/N home. He had successfully put her in his car and buckled her, and once he was in the car, Y/N wrapped her arms around his arm while giggling. “Wow. You are SO drunk!” He exclaims and eyes the girl, a gentle, caring smile on his face. The camera zooms in on the two, the view being from another car. “I’m perfectly sober!” Y/N cheers and Jim shakes his head as he pulled up to a red light, the camera filming them in the next car over. “Would I do this if I wasn’t sober?” “Do what-” And just like that, time stopped.

Y/N’s lips were on Jim’s, and Jim’s eyes widened, but he relunctly placed a hand on the back of her head, cradling softly as he closed his eyes. It was so pure, so delicate. The light had turned green, and a car honked behind them. Jim immediately pulled away, stepping on the gas, the camera getting a shot of them as they veered off. Y/N giggled and covered her mouth, then threw up in a bag that Jim had given to her just incase of an incident like this. He didn’t really have time to process what had just happened, and he rolled his eyes as he placed a hand on her back, rubbing it gently. He pulled up to his house, seeing his roommate was home. Jim was going to take her back to her house, but he was scared that she wouldn’t be able to articulate without some sort of assistance, and Jim presumed Caleb was already asleep.

Jim helped Y/N out of the car and walked into the small house and his roommate smiled. “So this is her?” He asked and Jim glared at him and sat Y/N down. “Just get me a glass of water, asshole.” He comments and takes his flip phone out, texting Caleb.

‘Hey, it’s Jim. Y/N got really drunk and she puked in my car, so I took her back to my house. Don’t worry, I’ll sleep on the couch. Have a good night.’

“What am I going to do with you?” Jim asked and shook his head. Y/N made ‘grabby hands’ towards him and his obliged, sitting on the couch with her, her body shifting so her head was now on his lap. He smiled down at the girl and quickly turned on the TV. Jim could feel Y/N slip out of consciousness by her breathing and he smiled again, taking a moment to take this in. He stroked her hair and he swallowed harshly, remembering what had happened earlier. Jim bit his lower lip and sighed, then took the girl up in his arms, bridal style, and walked to his room, placing her on his bed, and covering her with the blanket.

The next morning, Jim cooked breakfast for her, gave her medicine, and let her know of what had happened last night. She was taken aback, wondering why she would do such actions. She apologized profusely, to which Jim just smiled and shook his head, replying with a ‘you’re fine.’ Classic boy-next-door Jim. Y/N went home, and didn’t tell Caleb. There was no reason to. She was drunk, and didn’t remember the events. The weekend flew by in a flash, and soon it was Monday again.

Y/N walked into work with a bright smile on her face. That smile quickly faltered as whisperings were made by her other coworkers, and she made eye contact with Jim. Had he told someone? No, surely he hadn’t. Y/N’a eyes faltered from Jim as she sat behind her desk and Jim tapped his pen on desk. Dwight taps his desk a single time and Jim looks over at him, raising his eyebrows. “Y/N has a boyfriend.” Dwight quickly says, and Jim nods. “Yes, I know. Why are you telling me this?” He asks, really not wanting any of Dwight’s antics at the moment. “Because you kissed her.” Jim’s heart sank into the bottom of his stomach. “..Who told you that?” He whispered, glancing at the camera, and Dwight points at the crew member holding the camera. Jim looked at the camera and clenched his jaw.

“How long does this documentary have to be?” Jim asks, his hands folded in his lap as he clenched his jaw.

Y/N wrote sloppily, she was jotting down ideas for her writings. Not that anyone would see them. “Y/N?!” Caleb calls and Y/N stands up. He sounded angry. “Caleb? What’s up?” She asks, walking from behind the reception desk. “You kissed Jim?!” He yelled and Jim turned away from the gaze of Caleb, spinning in his chair as he looked in the camera. The whole office knew by now. “I-I was drunk! And it’s not like it meant anything!” Caleb had a right to be upset, after all, she had kissed him even if she didn’t remember it. “I’m sorry..” She trailed off and Caleb clenched his fists. “Sorry isn’t gonna cut it! You hang out with Jim all the time, how will I know if you don’t do something like this again?! We’re over. I want you moved out of the apartment by tonight.” Caleb angerily says and Jim looked over at Caleb, standing up. “Hey, man, she didn’t mean-” “I don’t want to hear it, Halpert. You kissed back.” He spat. Y/N looked over at Jim before she watched Caleb storm out of the office. He was gone. The man she wanted to marry, spend the rest of her life with, was gone. He wanted her gone.

“Y/N.” Jim quickly said and Y/N tears up, looking up at him. She just threw away four years of her life she would never get back. “I can’t..” She said and rushed out into the hallway, and finally into the stairwell. Jim followed close behind. “Hey..” Jim soothed and wrapped his arms around her, her head now resting on his chest as she wept. He rubbed her back gently and pressed a soft kiss to the top of her head, looking over at the camera. “You’re going to be okay, Y/L/N.” He comforted, and Y/N sputtered. “I don’t have a place to live! He wants- me gone by tonight.” Y/N hiccups and Jim holds her tighter, thinking of ways he could help her. “Hey! Crazy idea, you can stay at my place until you find somewhere to stay.” Jim suggests. He hadn’t even talked to his roommate.

“Are you sure? I- that’s.” Y/N tries to the find words to show her appreciation, and wraps her arms around his neck, standing on her tippy toes to hold onto him. Jim wraps his arms around her waist and closes his eyes, holding her tightly once more.

And just like that, Jim knew this was the right thing to do. He took in her scent, the softness of her skin, and the many giggles coming from her.

“I’d do anything for her.” Jim says confidently, before his eyes fell from view of the camera. “She’s my best friend.”

-

A/N: Please do not plagiarize, all my work is my own and has been posted across multiple fanficfikn websites.

Info: Y/N is Charles's ex. He left her without a word but when she docks in Nassau a well established captain she has a plan to get him back for all those years ago.

Warnings: Partial smut and Language.

~♡~

Y/N's P.O.V

"We'll dock at Nassau." I pointed to the port on a map that lay sprawled across the big wooden desk in my cabin.

"Um, Captain..." The Quartermaster was a young woman I had met many years ago when I had joined my first crew. She had quickly become my most trusted ally.

"Yes?" I tilted my head to the side as she shifted uncomfortably.

"You are aware that's where... Charles Vane does his trading?" Her voice got higher at the end of her sentence. My first thought was to turn tail and sail in the other direction, not wanting to see that man again. I am not the same girl I was 6 years ago. I had grown up and matured to become one of the most feared pirates of the age. 

I would go to Nassau and he wouldn't know what hit him.

6 years ago 

"Charles!" I exclaimed happily as I ran down the cobblestone street towards the tall, strong man who stood at the end arms open. As I reached him I lept into his arms as he lifted me with ease spinning me around.

"Hey, Doll." I breathed in his masculine scent. He had been out sailing for over a month.

"I missed you." He lowered me back to the ground as he slammed his lips down on mine. His arms snaked around my waist pulling me tightly into his muscular chest.

"Mmmm I've waited far to long to do this." There was a glint in his eyes as he scooped me into his arms carrying me back up the street and into the small house we shared when he wasn't off sailing.

"Charles!" I shrieked and giggled as he closed the door behind us lowering me onto the floor. I laughed as he hovered over me. We lay sprawled on the hard floor. I moaned as his lips danced down my throat.

"Well somebody's excited." I panted as he pulled his shirt over his head and made quick work of my dress pulling it down. He untied my corset with inhuman speed before his calloused hands ran down my frame. His intense kiss lowered farther down as his tongue danced down my chest.

"Vane!" I shrieked as his fingers slid under my panties. He groaned he had always had a soft spot for his last name.

~♡~

I felt incredibly sore as I rolled over. Why was the bed so hard? I groaned as I opened my eyes to be eye level with the cold floor. Why was I on the floor? The ache between my legs brought back memories of last night. Charles coming back our night on the floor. As I sat up looking around I noticed there was no sign of the pirate who I had spent the night with.

"Charles?" I called out. No answer. I got to my feet and looked around the small house. No Charles. Where did he go? I got dressed and stepped out onto the street.

"Wilma!" I caught the attention of my middle aged neighbour.

"Y/N? What can I help you with." She was such a sweet woman.

"Um the man I was with yesterday. Do you know where he went?" I tried to avoid the topic of him being a thief and a pirate.

"Oh I saw him this morning down on the docks. Y/N I'm so sorry I don't think that young man is coming back." She continued down the street leaving me standing alone.

He left?

Present day

I hadn't seen him any day since. And to say it stung was an understatement. He left me to wonder what had gone wrong? What had I done? I pushed the last thoughts away. I didn't do anything wrong he's the one who left me.

"Get the boats in the water!" I shouted as people rushed around the ship readying the row boats to shuttle us to the docks.

"Hello Nassau." I grinned evilly as I breathed in the salty air.

Charles's P.O.V

I lifted a barrel resting it on my shoulder and I made my way to the dock. I was helping my crew unload the barrels of whale oil we had scavenged from our last plunder and restock with fresh supplies. The sun was high in the sky as I wiped sweat from my brow.

"Dam check out the Dame." A man pointed out over the water to where a row boat was being ferried in. A H/C (hair colour) woman sat at the front her hair blowing in the wind. There was something familiar about the way the woman held herself. As the boat got closer I couldn't help but watch the woman step out of the boat first, brushing a lock of her hair back.

Then it hit me.

Y/N.

Oh shit.

Y/N's P.O.V

I saw the way Charles had been eyeing me since we hit the dock. I grinned to myself as I made my way up the dock and towards the shirtless pirate that had abandoned me. I saw him visibly flinch and back away as I made my way towards him. Without even glancing at him I walked by not giving him a second look.

"Y/N?" I heard someone mutter and I turned to see Jack pale as a sheet and looking like he had seen a ghost. I gave him a curt nod as he stared at me. I hid the sly grin I could feel making its way across my face.

This was going to be fun.

~♡~

Charles's P.O.V

"So it's true then, Y/N is in Nassau." A low voice spoke from behind me. I turned in my seat at the bar to come face to face with none other than my old mentor, Edward Teach.

"Yeah she docked yesterday mid-day." Looking away I refocused my attention on my mug of ail.

"You never mentioned she was a captain." I thought I could hear a hint of amusement in his voice.

"She wasn't." I wanted this conversation to be over. All those years ago I hadn't planned on leaving her alone on the floor.

"I see. So why did you leave her?" I shook my head slightly lightheaded from the couple drinks I had downed. I turned to leave ignoring his question.

"You were in love with the lass ai?" I stopped in my tracks for a split second before heading to the door and out onto the street.

"Yes." I whispered to myself as the cold breeze hit my face. I had run 6 years ago because it had taken until that night to realise I was in love with her. I had been afraid of committing to one person, afraid the authorities would find out and use her against me, at the time she had been a law abiding citizen who had caught feelings for a pirate. And then of course there was Eleanor. I shook my head, Eleanor had been my second chance to get what I had with Y/N but she could never love me the way I loved her.

"What the..." I hadn't noticed where I had been going while I was lost in my thoughts but I found myself standing in front of one of the inns rooms. The room Jack had seen Y/N going in and out of. I turned on my heal and began to make my way back down the hall.

"Charles?" I froze.

Y/N's P.O.V

There had been a noise outside my room so I opened the door. No one was there but as I looked down the hall I saw his tall muscular form retreating away.

"Charles?" I had spoke before I had time to think it threw. He froze and hesitated a moment before rotating around to face me.

"Y/N." He regarded me showing very little emotion.

"What are you doing here?" He took a few steps towards me while I closed my room door behind me so we were both standing in the hall.

"I could ask you the same thing." He leaned back against the wall. I swallowed hard. His voice had been the thing that had made me look twice at him. It sent shivers down my spine as all the things that voice had whispered into my ear came flooding back.

"I'm rooming here." I said as if he was dumb. I mean what else are inns for?

"I meant in Nassau." He squinted at me.

"Trading, same as everyone else." He arched his eyebrow.

"Now why are you here?" I asked crossing my arms to stop myself from reaching out.

"I live here." I sighed shaking my head.

"No, why are you at my door?" I gave a small knock on the old wood to emphasise. I saw him tense for a moment as the calm mask he was hiding behind slipped for a moment.

"Why did you turn to pirating?" He swiftly changed the topic. Fine it's not like it mattered, he was at my door now anyways.

"Don't think I didn't notice you skirt the question. About 5 years ago, I felt like changing things up so I joined a crew and 3 years later was captain." He seemed shocked it wasn't often someone could climb the ranks that fast.

"Why did you leave?" I hadn't meant to say it but as I watched him I felt anger and hurt bubble up inside me.

"I-" he stuttered. The great Charles Vane was having trouble putting a sentence together. I could see an internal battle going on in his eyes.

"Job opportunities." It was so unconvincing I would have laughed if I hadn't been so furious. I took a deep breath attempting to hide the fury twisting in my gut.

"Bullshit!" And that failed. I stepped forward moving my arm subconsciously until it made contact with his chizzeld jaw. I felt a burn in my knuckles as I retook my previous position at the door while he stumbled taken by surprise.

"Ow." His voice was low and filled with venom as he rubbed his jaw. I felt most of my anger settle down allowing me to think clearly again. I had to admit that had been rather therapeutic. 

"I'll ask you again. Why did you leave?" I was going to get the answer to the question that had been haunting me for 6 years even if it was the last thing I'd do.

"You've got a mean swing." He was still rubbing his jaw as he propped himself back against the wall.

"Charles." There was a warning in my voice.

"Fine, I deserved that." He took a deep breath.

"I left because... because I was in love with you." He crossed his arms across his chest as he waited for me to reply.

"What?" I began to laugh.

"You were in love with me so you decided to leave me!" It really want that funny but I mean I had waited 6 years for that?!

"I don't see how this is funny." He brought himself to a standing position as I hunched over my eyes beginning to water. I didn't either but at the moment it was the funniest thing I had ever heard.

"I-I know it j-just- pfffft." I was laughing so hard I felt my stomach begin to ache.

"I said stop." I had clearly hit a nerve because he stepped forward pinning me against the door.

"Oh yeah what are you going to do about it?" I was really trying not to laugh but a few hiccups escaped as I tried to calm down. Before I knew what had happened his lips had crashed down against mine. I froze my laughter forgotten. I could feel the heat radiating off his tall body. I could feel myself drowning in the kiss as I began to move my lips in time with his. I felt the space between us vanish as he stepped closer and I snaked my arms around his neck.

"I was afraid of how easy the decision to stay with you in that small house would have been." He whispered his alcohol laced breath ran across my face.

"I never would have asked you to stay with me. I knew you belonged out here." I twisted a piece of his long hair around my fingers.

"No but I'll ask you. Will you stay with me here in Nassau? Try this again. Give me a chance to make it up to you." His hand gripped my waist as I pulled him down into another earth shattering kiss.

"Yes." I grinned into the kiss.

"For the record I always like you more than that Eleanor woman." A voice came from down the hall. I pulled away to see an older man with a black beard. Was that Edward Teach? I heard Charles snicker as he pulled the door to my room open pulling me inside and out of the hall. The man at the end of the hall chuckled.