#but dan reassured him that no matter how his application had crossed the desk

[blissedoutphil]

Dan The Personal Assistant Part 8

Dan has to submit an application video to be an assistant for a company President, Mr. Lester. But what happens when he accidentally sends a wrong video?

2958 words of Dom!Phil, sub!dan, smut

Wow I actually updated??? lmao

but yh how dare life and responsibilities stop me from focusing on being a full time fic author >:c

~Part 7~

~Part 9~

or read on ao3!

Phil had been nervous all day. He’d been planning his upcoming meeting with a client for weeks, and it was really important that he doesn’t fuck up. Partnering with this client would help his company a great deal and the fact that this big firm was even paying attention to his was miraculous enough.

Despite Phil insisting that he’s fine, Dan could feel the nerves radiating off him. He’d already given him a massage in the morning to help him relax, but it only worked for a little while.

“You’ve done this plenty of times, I’m sure you’ll do great. And they would wonder why they haven’t partnered with you sooner,” Dan reassured him as he was getting ready to leave his room.

Dan noticed that Phil’s shoulders relaxed a fraction.

“Thanks, Dan,” Phil smiled genuinely at him.

“And I’ll be here for you no matter the outcome,” Dan said, trying to sound suggestive but only realising afterwards that he had meant more than that.

Phil’s smile turned into a smirk as he walked out the door, and Dan was glad that he caught the suggestive tone and nothing else.

Dan had never seen Phil this nervous before meeting a client before. He was usually confident, so this made Dan feel nervous too. But he had faith that Phil could do it.

In the meantime, he prepared for Phil’s return. He used a plug so he’d be ready for Phil if he would want to fuck him. He’d been ready since he started this job to be honest, and he wondered how long more Phil expected him to wait. He planned to give a celebratory blowjob, or if it’d gone bad then he was prepared to get a rough face fucking. Either way, he was sure he’d enjoy it. He just hoped that for Phil’s sake, it’d be a good outcome. For now, he laid on the rug and waited.

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Almost 3 hours later, Phil finally burst through the door. 

Dan had gotten bored from the wait, and he was reheating the tea he’d prepared for Phil an hour ago. He startled at the pantry area when the door swung open.

“How was-” Dan stopped his question halfway since he could already get the answer from his boss’s face.

“I did it!!” Phil exclaimed, dumping his files on the desk triumphantly.

“Congrats!” Dan couldn’t help feeling excited too, “here’s some celebratory tea and biscuits!”

Phil looked on as Dan delivered the drink and snack to his desk right by him, before laughing in surprise.

Dan was confused by his boss’s reaction, had he done something wrong or funny?

Phil noticed his boy’s confused expression and couldn’t help but laugh even harder.

“’m sorry,” he said in between laughter, truly feeling apologetic. His boy was only trying to do something nice for him.

“It’s just. Cute how I’m celebrating this deal I’ve been working on for months by having tea and biscuits!” Phil managed to calm down to explain himself, but saying it aloud made him laugh even more, and he was barely able to finish his sentence.

Dan couldn’t help but chuckle as well, it did sound funny when Phil put it like that.

“Well that’s all your pantry has! I would’ve gotten you a celebratory champagne or something if I could,” Dan justified himself.

Phil wiped the corners of his eyes as tears formed from laughing too much, and sighed in contentment.

“It’s the thought that counts. Besides, you didn’t need to get me anything besides yourself, boy, I can’t think of any other way to celebrate it than with you,” Phil said, closing the gap between them.

Dan felt his heart speed up, and his cheeks turn warm. Phil was dangerously close to him now, and he did all he could not to get distracted by the pair of smiling lips in front of his, tempting him to have a taste. That was still one boundary he was sure he shouldn’t cross, no matter how much he wanted to.

They could both feel the mood in the air shifting.

“And how would you like to celebrate with me, Sir?” Dan asked, voice soft as if he didn’t want anyone but Phil to hear.

Phil grabbed Dan’s ass, cupping and squeezing them as he pinned his hips to Dan’s. Dan gasped at the sudden contact, his hands flying to Phil’s waist on impulse. He let out a breathy moan as Phil softly ground his hips against his, making them both harden.

“I noticed you got a pretty plug in you,” Phil’s lips grazed Dan’s ear as he spoke, “What’s it for?”

Phil’s fingers wandered to the plug and pressed against it, pushing it in just a fraction more. Dan had to bite back a whimper to be able to answer the question.

“To prepare myself for you, Sir,” he whispered, “if you’d want to fuck me.”

“Tea, biscuits and a celebratory fuck? Boy, you’re spoiling me,” Phil chuckled.

“The least I could do,” Dan joked back, though he ended his statement with a gasp when Phil smacked his ass and spread his cheeks.

Phil was licking along Dan’s jaw as he began walking Dan backwards, and all of Dan’s senses felt heightened. He tilted his head to give Phil more access and held onto Phil tightly as he was manoeuvred backwards, until his shin hit the couch.

Phil gently pushed Dan so he fell on his back on the couch, with Phil following him down. Phil grabbed Dan’s ankles and lifted them, bending Dan’s knees so his hole was exposed for him. Dan held onto the back of his thighs, his knees touching his chest as he was folded in half at his hips.

Dan’s heart was racing. He was really hoping this was going where he thinks it is, he can’t bear to wait another day to have sex with Phil already. He looked up at his boss hovering above him with wide eyes, waiting for his next move.

Phil noted how Dan was becoming hard, and his own pants were beginning to feel tight too. He’d been wanting to fuck his boy since the time he saw the video he sent in, and he was annoyed at himself for making things awkward from that day he brought him to his home and ultimately dragging the days until they were comfortable to fool around again.

Phil wrapped his hand around Dan’s half hard cock, stroking it to full hardness. Dan moaned needily and bucked into his hand. Phil seemed transfixed at the way Dan’s body was responding to his actions, the way the cock in his hand grew.

Phil squeezed Dan’s tip and cupped his balls, making Dan whine through gritted teeth. He was almost bewildered by how adorable he found Dan, with his eyes scrunched and his toes curled, his head tipped back and his adam’s apple bobbing. And it’s all his doing, just from stroking his cock. His heart flipped, and he couldn’t wait to see how cute his boy would look once he’s pounding into him.

Realisation of his thoughts stopped him in his tracks. He was not about to be caught up in feelings like this. He remembered that this was why he still hadn’t had sex with Dan yet, even though it’s what he’d wanted since day one.

Dan peeked his eyes open when he felt Phil’s fingers leave his dick. His mind was already starting to cloud with pleasure, but he didn’t miss the moment Phil’s awestruck stare at him turned into something else. He couldn’t pinpoint exactly what it was, but it seemed like doubt crossed Phil’s eyes.

“Sir are we... gonna...” Dan breathed, not wanting to push Phil to do it if he changed his mind.

Phil blinked and swallowed. He wasn’t going to allow his past to affect his relationship with Dan. Dan won’t allow it either. He had nothing to worry about.

“Where’s the lube, boy?” he replied, despite obviously knowing where it was.

He got up without waiting for a response.

“Get on all fours,” he ordered Dan from across the room as he fetched the lube.

He was pleased to see Dan waiting eagerly in position when he returned to the couch. He couldn’t look at Dan if he were to do this, no matter how badly he wanted to. He knew it wouldn’t go down well if he did.

He quickly took out the plug in Dan’s ass and slicked two fingers with lube before sticking them into Dan, slicking him up properly for good measure.

Dan was arching his back and whimpering through it all. Phil ran his other hand across the dimples that showed prominently on Dan’s lower back as he arched. He wondered how one could have such a pretty body.

He continued fingering Dan, loving the way Dan rocked his hips back against his fingers. Dan unexpectedly let out a loud moan when Phil brushed against his prostate. With his free hand, Phil covered Dan’s mouth.

“Don’t want the whole office hearing you, do you?” Phil growled into Dan’s ear, making Dan whimper.

Phil didn’t let go of Dan’s mouth as he continued fingering him open. He dipped his fingers into Dan’s mouth instead, letting Dan suck on him.

“Feel so good on both ends,” Phil mused.

He took his hands out of both Dan’s ends to quickly unzip his pants and release his own hard cock. He then lubed up his cock before aligning it against Dan’s hole.

Dan was grinding his ass in the air impatiently, his cheek pressed against the couch as he peered to look behind him.

“Sir c’mon, use me,” Dan panted, he didn’t wait this long to be fucked by Phil only to be teased at this moment.

“Yeah?” Phil breathed, a little surprised by how bold his usually bashful Dan was being.

“You deserve it,” Dan said, moving his ass back to meet Phil’s cock.

Phil gripped Dan’s hips, stilling his movements. “And how would you like me to use you, hmm?” he decided to tease further, if it meant getting to hear his boy desperate.

“Fuck me,” Dan panted, feeling his cheeks turn warm, but not caring anymore. “Fuck me however you want Sir, please.”

With that, Phil pushed into Dan’s waiting hole, grunting at the tight warmth engulfing his dick. Dan moaned as he got filled, clenching around Phil’s dick.

Phil began thrusting in and out, slowly building up his pace.

“So fucking good,” Phil moaned, thrusting in harder.

Dan grunted with every thrust, his cheek brushing against the couch. He hadn’t been fucked since the threesome he had that he recorded and accidentally submitted to Phil. He blushed in the recollection. It felt so good to finally have sex again, and it was even better since it’s with the person he’d been longing to do it with for a while. He’d almost given up hope on the chances of Phil fucking him, especially after the period of time when Phil was guarded, but the wait was definitely worth it. He pushed his hips back to meet Phil’s thrusts.

Phil’s grip on Dan’s hips were forming handprints on the boy’s skin, and he watched as Dan’s ass bounced with the impact of his thrusts. He couldn’t believe that he’d been refraining himself from this pleasure just because he was worried about past mistakes. He thrusted harder and faster, almost as if to make up for what he’d been missing.

Dan was moaning louder, causing his boss to smack his ass hard.

“You do want everyone to hear you, huh? They would all want a piece of this if they can hear how slutty you are,” Phil growled, smacking his ass again, “but I’m not planning on sharing. You’re mine.”

Dan’s heart may have skipped a beat at his boss’s declaration. He sounded so possessive, and his hands holding onto his hips for dear life emphasized the point.

“I’m yours only, Sir,” Dan found himself responding. 

“That’s right.”

Dan bit his lip to quieten himself as Phil continued pounding into him. Phil’s dominance over him always drove him crazy, and he loved being led into subspace like that. He felt himself leaking, his own cock achingly hard. He wanted so badly to touch himself, but in the back of his clouded mind, he could still remember Phil’s rules.

“Please,” he whispered under his breath instead.

“Please what, baby?” Phil asked, one hand snaking into Dan’s curls and pulling to get him to look up and arch his back further.

“Please can I come,” Dan breathed, his neck straining from his hair being tugged.

Phil responded by letting go of his boy’s hair and tracing his fingers along his spine, down to his crack before moving to wrap his hand around Dan’s throbbing cock. Dan moaned gratefully at the much needed touch.

Phil was still fucking into Dan fast, hitting his prostate with every thrust. Dan yelped when Phil began pumping his cock in time with his thrusts, the actions sending him into sensory overload.

“Please can I come, Sir,” Dan repeated desperately, pressing his forehead into the couch as he tried his best to hold back his orgasm until he was given permission.

Phil let go of Dan’s cock and quickly shrugged his blazer off, amused by how Dan whined at the loss of touch. He placed his blazer beneath Dan, not wanting his boy to come all over his couch and stain it.

“Go on, boy,” he permitted as he went back to jerking Dan off.

Dan’s groans were muffled by the couch as he came hard. He hadn’t felt such a good orgasm in a long time. He moaned as his boss milked him through his orgasm.

Phil let go of Dan’s softening dick when he was done coming and focused on chasing his own orgasm. He thrusted into Dan erratically, kneading Dan’s ass. Dan had gone pliant under him, his ass barely lifting up anymore. He’d collapsed on the couch, only then realising that he’d come all over his boss’s blazer.

Dan whined, feeling overstimulated as his boss still relentlessly fucked him. He clenched his rim, making Phil groan and come right then, still fucking into Dan.

“Oh fuck, Dan,” Phil moaned, “you’re amazing.”

Dan hummed happily at the praise, at the feeling of his boss filling him up with his cum. His eyes were already drooping shut when he felt Phil’s weight and warmth crashing on top of his body. He was drifting off when he felt Phil slip out of him. And he was floating in his post orgasm bliss so he wasn’t sure if he imagined it or not when he felt a fleeting kiss on his shoulder.

----------

Dan stirred awake, almost immediately feeling icky from the dried cum on his lower stomach. He rubbed his eyes, and blinked at the wall across the room that seemed really different from the one in his bedroom.

He gasped and sat up at the realisation that he was still in the office. Phil’s blazer shifted under him. He looked at his boss’s desk to find the man looking back contemplatively at him. His gaze shifted to the clock.

“I’m sorry,” he didn’t know why but his first instinct was to apologize. It was already 2 hours past the end of work, and he just felt bad that he’d overslept and was still there making Phil wait for him.

“It’s alright, I didn’t want to wake you,” Phil said softly.

Dan ducked his head and felt himself blush as the memory of what happened hours earlier flooded his mind. He hastily dressed himself and picked up his boss’s blazer.

“Um, s-sorry,” he said as he passed the blazer to Phil awkwardly.

“Yeah I’m gonna have to do laundry tonight,” Phil chuckled, “didn’t want to soil the couch earlier and couldn’t think of another solution in time.”

“Thank you...for today,” Dan said shyly.

Phil tilted his head in curiosity, about to say that there was no need to thank him, but Dan quickly rushed out of the room before he could respond.

He sighed when his boy was out of sight. He had enjoyed having sex with Dan, but then he spent the 2 hours after it worrying that it might lead them to dangerous territory. He couldn’t even do it facing the boy, for fuck’s sake.

His boy’s skin had felt so soft when he kissed his shoulder and neck, but he’d quickly gotten up from the couch and back to his desk lest he went too far. He could only imagine how good it would feel to kiss his boy properly. 

He was already thinking about the next time he could have sex with Dan. This time was okay, this time he had an excuse. But he couldn’t just do that again with no reason and risk their mended relationship. Playing around was fine, using toys and having fun with rules was okay, but actually having sex felt like a step nearer to that line he was so afraid of crossing. Dan being all smitten after he woke up definitely wasn’t helping.

Phil pinched the bridge of his nose. He was getting tired of fighting his emotions. Honestly, what could go wrong?, he thought. Besides maybe Dan freaking out on you when he ultimately realises he doesn’t want to be a personal whore anymore and leaving you the same way your old assistant did?, the other part of his mind rebutted.

What could go wrong with trying to cross that line again now that you know better and probably can prepare not to make any mistakes?, Phil thought to himself as he locked up his office.

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~Part 7~

~Part 9~

wow they finally do the do yay for them!!!