Request for @hazelw013 !!
Jonathan Pine | special room service
Jonathan Pine x fem!reader
plot : It’s past midnight. After encountering the hotel’s night manager, this one agrees to make you a drink before it is requested for him to bring it up to your room. From there, things take a lustful turn as you’re settled on turning Jonathan into your midnight snack.
warnings : loWkey girlboss reader, mention of alcohol, smut, light roleplay, oral ( f receiving ), unprotected sex including vaginal penetration.
The night had come, and the clock now indicated one in the morning. All of the customers- which were mostly elderly people- had went to sleep, and you found yourself dipped into complete silence and peace. You thought that this would be the perfect occasion to get a drink and enjoy the emptiness of the bar all to yourself. Now, that wouldn’t be much of a hard task. After making your way downstairs, your first move was to reach for the night manager who stood behind the entry’s counter. “Excuse me, is the bar still open?” You asked him, orbs coming in contact with his ocean blue ones. It appeared as if you had suddenly pulled him out of a moment of distraction. He forced a smile to appear on his face.
“Absolutely madam. This way, please.” He answered, opening his arm in order to show you the way to go before joining you in your journey to the bar. You couldn’t help but feel attracted by how handsome his whole being was, adding up to his overall butler look which could only be an asset in that lustful imagination of yours. The man opened the door for you, allowing you to step inside of the bar area before penetrating inside the room himself. Unfortunately, you were both caught off guard by an unexpected visual : the bartender was missing. Disappointment filled your organism face to such a sight, an emotion Jonathan managed to notice through those pretty features of yours.
“Looks like I’ll be serving you a drink myself for tonight.” He offered professionally, as it was his duty to make sure every single customer was left entirely satisfied by their trip in this hotel. You smiled up at him, feeling grateful that he was willing to do such a thing- and internally squirming at the thought of getting to spend some extra alone time with this beautiful stranger. You sat down onto one of the bar’s stools, adjusting your position until you found the one which appeared the most comfortable though your eyes never ceased to stare at the night manager’s back. Jonathan turned towards you again, his hand delicately delivering you a small bowl of crisps before asking you about your tonight’s envies.
“What will it be, madam?” He questioned on a friendly tone, your mind allowing intrusive thoughts to take over regarding all the dirty and inappropriate things you could’ve potentially answered to that question. But instead, you stuck to being polite. “I’ll just have whatever you serve me. Surprise me.” You answered on a flirty tone, body leaning forward as you allowed your elbows to rest against the counter. Surprisingly enough, this demand appeared to ravish the man. “Right away madam.” He answered with a smile before turning around as his mind began to think of what drink he could potentially offer you. Meanwhile, you patiently waited, eyes wandering towards lower places were you got the pleasure to get a peek of his clothed bum. In your mind, there still was no scientific explanation to why male bottoms were attractive, but you just went with it.
A couple of short minutes later, a glass was finally placed before your forearms. It was cocktail shaped, which could only lead your mouth to water at the thought of getting to taste a mixture of fruit juice and alcohol. “Thank you.” You spoke politely, your eyes looking up at him whilst your fingers wrapped around the base of the glass. The liquid was soon to penetrate within your mouth with ease, filling your tastebuds with bliss and satisfaction. It tasted excellent. “Wow, this is very good. What’s it called?” You asked the trainee barman, earning a chuckle from his flustered self. “A secret receipt of mines.” He answered happily before making his way out of the counter, ready to go back to his original spot before being interrupted by your enhanced self.
“Mr. Pine?” You stopped him through his track, leading the gentleman to turn around and raise his eyebrows as he waited for you to expose your demand to him. “Would you be nice enough to bring me my drink up to my room?” You asked, legs crossing together and revealing more of your flesh due to the short dress you wore. You were secretly hoping that this would help him make up his mind as well as growing more attracted to you. Jonathan’s eyes diverted to your legs for a split second, the orbs then looking up at your face as a smile appeared on his features. “Of course madam.” He answered, leading you to get up from your chair whilst he made his way back to the bar.
As quickly as you could, you made your way back into your room in order to get ready for Jonathan’s arrival. It took you half a second to slide your panties to your ankles before tossing them to the side, body sitting down on the edge of the bed right before you heard the door of your room open. As expected, it was none but your beloved butler and guest. “Here’s your drink, madam.” He announced politely whilst making his way through the bedroom, his body bending over as he placed the glass down onto the coffee table. Meanwhile, your legs had slowly begin to part, exposing your naked sex to his sight and desperately waiting for the man to finally notice.
“Is there anything else you desire?” He asked as his head diverted back towards your body, eyes catching glimpse of your bare cunt. Clenching his jaw, Jonathan immediately looked away as visible confusion and embarrassment showed onto his tensed facial features- a reaction which only made you crave him even more. “Madam..” Jonathan began awkwardly, head now turned towards the window as his hands fidgeted together. “I desire you.” You answered lustfully, body leaning back on your palms as your thighs remained spread. Jonathan gasped. Somehow, his blue eyes finally accepted to look at your body- and that as if he was reconsidering his personal decision.
After all, no one had to know, and it probably would only be a matter of minutes. To be frankly honest, the night manager missed feeling the warmth of a woman against his body, sharing mutual pleasure with someone of the opposite sex and participating into some nice aftercare. He had been single for a while, as his constant travels held him back from settling down with a girl of his own. His lips pressed together as you grew impatient, head tilting to the side as you now allowed one of your legs to extend towards his crotch. “Please? I feel so lonely.. I suspect the same as you.” You purred alongside your kitty which craved for manly attention. Watching Jonathan finally agree to remove his vest filled you with bliss, as it could only mean he had decided to give in your proposition.
“Madam... I took notice of the way you seemed to degrade the hotel’s belongings. I’m afraid I’m gonna have to do something about that.” Jonathan allowed himself to come up with a little bit of enhancing roleplay, leading you to squirm in excitement even if you tried your best to remain in character. “I’m so terribly sorry? How could I potentially repay you?” You asked him as he removed his tie before beginning to unbutton the first few buttons of his white shirt- and all of that as his eyes remained on you. “I only see one way.” The night manager finished, his body now nearing yours as you crumbled beneath his intimidating aura.
Surprisingly enough, Jonathan decided to get on his knees, his hands taking ahold of your own before smoothly sliding their way underneath your thighs. Biting onto your bottom lip, your enhance self looked down as the night manager began to taste your cunt- starting with laying kisses on your clit before moving down to your entrance which had yet to soak up. His nose pressed against your hardened bud, this delightful sensation sending shivers down your spine as you continued to watch him work in awe. One of your hands moved up to his head, fingers gently brushing through his hair as if you wanted to reward him for his good work.
A couple of muffled moans eventually escaped your sealed lips, head tilting once in a while as Jonathan continued to eat you out whilst feeling your hand pet his head. He appeared to enjoy this. “Tell me, Mr. Pine..” you began- a sentence which didn’t stop the man through his track. “Is this gonna be included in the trip’s fees?” You joked calmly before being able to feel his lips twitch against your core, indicating that you had managed to make him smile. His licks and kisses suddenly grew rougher, head now slightly nodding against your crotch and that probably in order to stimulate your clit. “Mmh.. fuck.” You moaned just so slightly, brows knitting together as you carried on looking down at him whilst petting his hair.
“I want you inside of me now.” You ended up spitting out, leading the slightly older man to look up from your genitals. He licked his lips clean as he watched your body fall back against the mattress of the king sized bed, getting back up on his feet as his hands began to unbutton his pants. “Sure thing madam.” He smirked, earning an amused giggle from your excited self. You ended up biting down on your bottom lip, head tilting as you couldn’t seem to be able to wait any further. Your core was throbbing, still feeling the side effects of Jonathan’s previous gift. Once his pants had finally fallen to his ankles, the night manager moved closer to your body, dragging you to his crotch with the help of his strong hold.
You looked down at his clothed bulge which had yet to harden to it’s full size, feeling pleased to witness how big it already appeared- indicating that it would probably feel just right inside of your needy cunt. His hand began to gently stroke the mass through the pair of boxers he adorned, ocean blue eyes looking down at you as you took the initiative to remove your dress. Your naked body was exposed to his orbs, the sight of your breasts helping with his crotch’s current issue. His cock was now hard enough to carry penetration and Jonathan didn’t loose any time to slide his boxers down. His member possessed the perfect length and shape. You wanted him, and he wanted you. Within a matter of minutes, you had managed to make him succumb to your charms.
“You look gorgeous.” He stated, his large hand moving down to caress your stomach before sliding up to your breast. The man offered it a gentle squeeze before going back to his initial position- which consisted in sitting up between your legs. He made sure to have your ankles lock together around his neck as his lips laid passionate kisses onto your thigh. If something was sure, is that this man was all about feminine pleasure whilst still managing to please himself through the process. A real gentleman. His head diverted down towards his own crotch, guiding his length to your entrance in order to ease up the overall penetration process. Jonathan’s breath shortened as he finally slid inside of your soaked self and your eyelids shut close in order to be fully able to focus on the pleasure he was about to provide the two of you.
The intercourse was truly able to start when the night manager began to thrust in and out of you, shockwaves of pleasure spreading through your body and leaving you to scramble beneath bliss. The first thrusts were always the hardest to handle. Moaning, you felt Jonathan’s grip grow tighter onto your hips, allowing you to understand that this overall process also had nice affects on his mood and organism. “Fuck..” he moaned, eyebrows knitted together in a sad manner. His eyes remained on you, admiring your body which he saw as nothing but a temple he was meant to take care of a of respect. Your hands were soon to take ahold of the bedsheets, your organism growing more and more affected and aroused as time passed by.
“Mr. Pine...” ironically enough, you didn’t even know his first name- even if he was fully aware of yours. The thrusts carried on and only intensified through time, driving the two of you towards your respective orgasm which you simply couldn’t wait to reach. The man didn’t appear afraid to moan and express the pleasure he was feeling, and that in multiple different ways. You could tell that he shared the same sensation as you did, and it only enhanced the overall intercourse to think that there was a chance for you to come simultaneously. “I’m gonna come..” you announced, feeling as Jonathan fastened up the pace as if he desired to catch up on you. This move easily pushed you over the edge, driving you towards the climax you were longing for.
A great feeling of bliss took over your body, moans exiting your lips as you found yourself dipped into your climax. Jonathan pulled out, efficiently catching up as a couple of pumps offered to his cock were enough to lead him to cum. The white liquid landed on your clit and lower stomach, staining your skin in the most beautiful way. The two of you remained panting, though Jonathan made an effort to keep himself onto his feet as his hand held onto your thigh. “Christ..” you breathed out, eyelids opening again as your head diverted towards the night manager. “You’d be pleased to bring me a handkerchief so I can clean myself up, Mr Pine.” You demanded tiredly, earning a nod from the man who was violently pulled back to his original functions. “Right away madam.” He answered, taking a few seconds to pull himself back into his pants.
I don’t see much Jonathan imagines, which is a shame. I hope this will bring happiness to the people who find themselves in the same situation as me! Thanks for reading. Don’t hesitate to share, like and comment! It always means whole lots to me and any writer.
@devilsuga @theaudacitytowrite ❤️













