#futureman x reader

josh futturman is a whiny loser, but you can’t help but love that about him. he would do anything to please you, he really was truly desperate for your attention and your approval, and that was something so easy to get addicted to. it soon led you to a point that you had decided to have a conversation with him to try something new in the bedroom. while sex with him was amazing, with all the pathetic whimpers he made only spurring you on, you started to want something more.

“pegging?” josh asked sounding confused and tilting his head a bit, looking at you with those big brown eyes.

“yeah, pegging. basically i’m wondering if you would let me fuck you with a dildo?” it was a bit embarrassing to bring up but you knew at the end of the day, he would do anything to make you happy. he felt lucky you even wanted him at all in the first place.

“well.. i’ve never thought about it before.. but.. if it’s something you want- i.. i would be willing to try it” he seemed a bit unsure of himself. he did want to make you happy, he really did, but he just wasn’t sure how that would play out.

“i don’t want you to feel pressured at all, it’s completely okay if you don’t want to, josh. it’s just, i want to make you feel good and i think you’d really like it” you say rubbing his knee a bit to reassure him.

“no- i- i’ll try it.. but, will you walk me through it? and not be.. too rough?” he asked, a bit shy from the conversation at hand and that was obvious from the blush that coated his face.

“of course! i’ll start you off slowly and we can go from there, and we can use a safe word if at any point it’s too much and i’ll stop.” your voice did nothing to hide how giddy you were upon his agreement.

“how about ‘saviour’ for your safe word?”

he nods along, starting to become a bit more comfortable now knowing that you were taking precautions for his wellbeing. his heart actually fluttered a bit at how considerate you were being of him.

“yeah, saviour. sounds good” he said sending you a small smile

“do you.. have it? you know.. the.. dildo?” he asked

you nod at him with obvious enthusiasm “i do- i have everything i need actually. would you like to see it?” you question back. he nods, words seeming to escape him now that it hit him that this was really going to happen.

you get up from your spot on the sofa beside him and walk to your shared bedroom, before returning with a box in hand, opening it to reveal the contents inside

“so this-“ you begin, pulling out the black harness “is the harness, this part will hold the dildo.” you say pointing to the spot where it was meant to go.

“and this-“ you pull out the dildo. it was clear and pale pink in color “is the dildo. you can feel it if you’d like” you say pulling it out of the box and holding it out to him

he takes it from your hand, inspecting it a bit closely with widened eyes and blushing furiously. it wasn’t a very large one, but it definitely wasn’t small either. it was probably about the average size of a penis. he couldn’t help but feel a bit intimated again, he’d never had anything in his ass before and now after seeing the silicone toy he felt a bit anxious about it again.

“this is going.. inside me?” he sounded flabbergasted. you nodded before you answered him.

“yes, but don’t worry we’ll ease into it, i’ll prep you with my fingers first and we can continue from there?” you suggested softly, taking his hand in your own and running your thumb along his knuckles to calm him a bit.

“okay.. yeah.” he still sounded a bit unsure but he felt better from your comforting words and actions, and the two of you made your way to your shared bedroom.

you pull him in for a kiss, starting it off soft and slow but getting more needy by the second. your hands find their way to his hair, tugging lightly causing him to moan against your lips, you push him back and his knees hit the edge of the bed before falling back onto the soft mattress while you straddle him and continue to kiss him like it was the last thing you would do in your life.

his hands flew up to your hips, holding you closer to him and letting out a soft whimper when your body made contact with his clothed cock.

you trailed your hands down his chest to the hem of shirt and tugging it up his body to reveal the soft skin of his stomach, letting him finish the job of removing his shirt which he did, discarding it onto the hardwood floor beneath the bed.

often times if you wanted to, you could make him cum just from dry humping. however that wasn’t the plan for tonight. your hands now roamed across his exposed skin, trailing them up and down, while your lips moved to his jaw, then to his neck, then his chest, kissing the skin so tenderly but leaving a variety of hickeys in their trace. with each touch you gave him, he whined needily for you, a hand coming to the back of your head to hold you closer.

your mouth moved toward one of his nipples now, blowing cool air onto it causing him to whine loudly and arch towards your mouth, then whimpering when you took it into your mouth, biting down gently. you let one of your hands move up to his other nipple and pinched it gently between your index finger and your thumb, it was really too much for him, he hid his face beneath one of his arms and tried to muffle his sounds only for you to push it out of the way.

“let me hear you, pretty boy” you whisper to him, laying a soft kiss to his cheek. he nods at your words, silently agreeing to do so. your hands trail further down his stomach now to where the waistband of his pants were, unbuckling the belt and unlooping it from its secure place before unbuttoning and unzipping his pants next, waiting for him to remove them.

he lifted his hips off the bed for a minute to do so, discarding them in the same direction he had his shirt, and your eyes couldn’t help but be drawn to the obvious bulge that laid within his boxers. you raise your eyebrow at him playfully “somebodies excited” you tease.

“hard not to be when i’m with you” he responded.

you shed yourself of your own clothes now, letting yourself be completely bare in front of him and he watched you through very appreciative lust glazed eyes. he would never grow tired of seeing your body, that was for sure.

you then moved to remove the last of his clothing, his cock springing free from its confinement and slapping against his stomach, he hissed at the sensation of the cold air in the room that was now hitting it.

you pull him in for another heated kiss, which he eagerly returned before you pulled back and leaned towards your nightstand to pull out a bottle of lube. you opened the bottle and squeezed a bit out onto your finger, softly running it along his hole.

“i’ll go slow, okay?” you whisper to him. he couldn’t bring himself to say any coherent words at the time being so he opted to just nod in response, feeling your finger gently slide into him and begin probing the tight walls, causing him to inhale sharply.

“does it hurt?” you ask, monitoring his face closely for any sign of pain or discomfort. he shook his head ‘no’

“just.. feels weird” he spoke softly. you continued your ministrations with the one finger for a while longer, before removing it to apply some more lube and adding in a second. the sensation was still foreign to him, but he was starting to get a bit more used to it and enjoying himself while you continued to finger him. he began to softly moan from the feeling of your fingers stretching him open, pushing them further and further into him and pumping them in and out. oh.. he could definitely get used to this.

you pull your fingers back out of his hole and he whined at the loss of contact, opening his eyes and looking at you as if to silently plead you to continue. watching you squeeze more lube into your fingers did something to him, the sight was really arousing and then he felt you carefully slide 3 fingers into him, moaning loudly at the feeling of being so stretched open from your fingers

“feel good?” you ask softly, he nods in response, minds falling from between his lips constantly now

“s’good” he slurs out, too lost to the pleasured sensation running through his veins to form a full sentence.

“doing so good for me josh, sound so pretty for me” you encourage him, stroking his waist softly and continuing to prod at his greedy hole with your fingers before slowing pulling them out, he whines at the loss of contact

“you ready?” you ask as you step into the harness and secure it to your body. he nods furiously in respond

“please- i need more please” he begs you, his eyes beginning to fill with desperate tears. so pathetic. so cute.

you secure the dildo to its place within the harness apply lube to it, rubbing it along the tip and down the shaft while you were looking at him. the sight aroused him more than he expected it to, your hooded eyes staring at him while you stroked the silicone, thoroughly applying the lube to it.

“remember your safe word?” you asked him. he nodded

“saviour”. he answered, you smiled softly at him, running a thumb along his chin and kissing him softly

“good boy, make sure to use it if its ever too much okay?” he nods silently and watches you make your way between his legs, pushing them apart for easier access, caging him between your arms shortly after.

the tip of the silicone toy presses against his hole, he looks at you with those wide eyes again as you slowly begin to push in, inch by inch, his head falls back and his eyes roll as he lets out a loud moan as he feels you gradually bottom out inside him.

oh.. oh.

now he understood what you meant when you said you thought he’d like this. it felt amazing, he’s never felt this good before. his hips moved instinctively to try and match the slow pace you had set fucking him, trying to fuck himself onto you now. it was definitely a pleasant sight to see. you gradually began to snap your hips against him faster, a flurry of whimpers spilling from his lips from the new speed. he was getting so close to cummimg now. he was used to lasting longer, but he had never been fucked in the ass before, in his defence.

you knew he was close, as he was getting louder and loude by the second.

“you gonna cum for me josh? gonna cum from this pretty cock in your ass?” you spur him on, rubbing your thumbs in circles on his nipples now. he nodded wordlessly, looking at you pathetically

“yes- gonna cum for you- please!” he whined

you kiss him, a messy and completely lust driven kiss but that didn’t matter right now. you pull away and meet his glossy eyes, wiping the stray tears that rolled down his cheeks and leaving light kisses in their trace

“cum for me” you encourage, the speed of your hips pumping the silicone toy into him never faltering as he does just that. hot white ropes flying into his stomach and his chest while he moans your name.

you gradually slow your movements, eventually coming to a complete stop before slowing pulling out, he whines at the feeling of being so empty now, you press a soft kiss to his nose now and smile at him softly.

“did so good for me josh, such a good job” you speak in a much more gentle tone than before. he nods wordlessly at you, he felt like you fucked his ability to speak away.

you step out of the harness now and hold it in your hand as you get off the bed

“stay here, i’m gonna get you cleaned up” he nodded again at that, and he really didn’t think he could move if he tried to anyways.

you leave the bedroom and wash off the silicone toy with the proper soap and water before also wetting a wash cloth with warm water and returned to the bedroom where josh was still sprawled out on the bed.

you gently ran the cloth along his skin, wiping up any of the cum that was on him while softly planting an array of kisses all over his face. he smiled softly at that.

“did you enjoy it?” you asked softly

he nodded

“that was.. better than i expected. we should definitely do it again” he answered honestly, his voice was a bit ruined from how loud he had been but you wouldn’t have it any other way.