AM I LATE FOR REQUESTS??? if not!?!?! can i requests some pegging hcs for tobirama, shikamaru and madara??? i'm just in a pegging mood 24/7 yknow KDKSKDKAKD
a/n: yeeeeeeees more p*gging headcanons bless ari warnings: p*gging, sexual content (all below the cut) 18+ only content
Tobirama Senju
This man needs a good fcking, honestly. And never in a million years would he come up with this idea on his own. You need to convince him and you need to ease him into the idea. He is a very proud man but in the bedroom that is very easy to change.
You have to ease him in by starting small. Blowjobs are the way to go with some added ass play. Get him on edge and then start with a finger and work your way up from there.
He’ll think that one was a one off but then you do it more and more and add more and he knows somethings up. Asks you about it. no he doesn’t say it explicitly he just says something like “what are you doing?” and you know what he means. Up to you whether or not you play dumb to tease him.
That’s the perfect time to bring it up. Afterwards he just sort of stares at you in silence. The truth is he’s never really given a second thought to sex before you and he never imagined anything along the lines of kinks so he is processing lmao.
After the very tense and long silence he just sort of says “very well then.” and that is that. Won’t bring it up again until you are ready to do it. He literally can’t stop thinking about it though.
One night he comes home and you are ready to go. You tell him this and he kind of just stops and is like “what do I do.” you smile and say nothing because you’re going to do all the work.
So fast forward to the good stuff. Now picture Tobirama on his back, pillow under is butt, you eating him out why jerking him off at the same time. He is dead, the stimulation is waaaay too much but he can’t let you stop. He is a hot mess. Definitely going to cum at least once before you stick in the dildo.
The best position is probably on all fours but he refuses (he wants to look at you okay but you didn’t hear that from me) so leave him in that position, cum streaked up to his chest from his first orgasm and grab onto his thighs and pull him close to you.
Be a sweety and give him a kiss. He will give you an exasperated look for making him cum so quickly. “Are you ready?” You ask and he just grunts with a nod. He wants this over with tbh.
He winces as you put the tip in so go slow. You ease it in and once it’s all the way in he squeezes his eyes shut. Is this how it feels every time he enters you? Okay he has a new found respect for you. Also he feels hot but also good.
Once he adjusts he will open his eyes and firmly say “do it.” and that’s your queue to start thrusting. And god is Tobirama a sight beneath you. The harder and faster you thrust, the louder his groans get. And then he is just a complete mess.
He is still sensitive from that first orgasm and just thinking about the fact you are fucking him senseless and that he still has cum over his chest is enough to send him over the edge but he controls himself as best he can. You can see his resolve breaking so nows the time to crank it up.
You reach your hand down and begin stroking him and the moan that slips from him is enough to make you cum. He is more vocal than usual, he’s losing control and yep he is cumming hard. This time he cums so hard it’s not just over him but over you too.
Clean this man up because he is thoroughly fucked out. Draw a bath and cuddle up with him for the rest of the night.
Madara Uchiha
100% down for some good p*gging. He is such a bottom at heart and just the thought of you fcking him gets him excited. Even encourages you to get a bigger dildo. He is ready to be fcked.
He is such a tease the whole time too, making sly comments through the whole process. Has smirk on his face the whole time too and if you want to get him back for that I have one word for you: overstimulation.
The whole point of you two getting down and dirty right now was to start easing him into the process but now this is grounds to tease him. He also has no qualms getting down on all fours with his ass in the air but you know he will enjoy that way too much.
For now you settle for him on his knees on the bed so you can stimulate the front and the back. You sucking his cock while your fingers (with a lot of lub) work his back.
At first he’s talking a lot with a few sharp hisses and unsteady breaths here and there. But once you work two fingers into him and begin scissoring he is less talk and more moan.
You continue to work your fingers in nice and deep looking for that certain sweet spot. You almost choke when you find it because he thrust forward deep into your mouth. Ah, found it.
You continue to hit that spot and deep throat him at the same time. he is panting above you, barely able to stay upright. The whines that come from him only spur you along. And just when he’s about to come you remove your mouth from the equation and take a firm grip at the base of his cock.
Madara groans and tells you to let him come. You smile and insist he ought to wait for the main event. He tries not to beg but his “hurry up then.” comes across desperate and he knows it.
You continue fingering his asshole, slow and firm, opening him up nice and wide. Every now and again you will take his cock into your mouth and take him fully to the back of your throat before popping off again.
And you continue to edge him then prevent him from cumming constantly until he can’t take it anymore and begs you to put him out of his misery. He needs to cum.
So nows the time you tell him to get on all fours. You don’t miss the way his arms seem to shake as he does. You’ve teased him enough so you quickly line up the dildo and push the tip in. He moans when you do and you continue entering him slowly.
The second you enter you don’t wait for him to adjust, you simply pull out and slam back in again. His whole body shudders but he doesn’t protest. He always did like a little bit of pain.
You continue this, growing in speed and force until he is a mess of moans again. He can barely keep himself up on his arms and he’s pushing back against you. God he wants to cum.
And he doesn’t take long to cum either, you don’t even have to touch his cock, the stimulation from behind his more than enough. He is a mess, cumming over himself and the sheets.
He expects affection and care after. Clean him up, get him comfortable. Won’t let you go to sleep before he gets you off though even if you have to lazily ride him to do it. He is spent lol.
Shikamaru Nara
So casual about it. “Oh you want to fuck me from behind with a dildo? Sure when should we do it?” And you just kind of sit there in shock like “tonight?” and he thinks for a second. “Tomorrow night, I have to get up early tomorrow morning.”
And thats that. You make the preparations and he comes home ready for action. Well he insists on showering first while you get the lub and the dildo ready. You also make a point of looking extra sexy just to up the mood of the whole thing.
He comes out with his lower half wrapped in a towel, his hair out and wet, sticking to his neck and shoulders. Oh is it a sight to see, ah this man. He looks at you expectingly, before scratching the back of his neck with a neutral expression.
“I prepared myself in the shower so it’ll be easier.” Oh yes he fingered himself and opened up in the shower just for you. “Also I thought I should lie on the edge of the bed. It’s supposed to hit deeper and will probably give you a better view.”
You blink. Once, twice--what did he just say? “How do you know that?” You ask, entirely surprised. He just shrugs. “I think I read it somewhere.” Did he research this or did he actually just know it? He just knows okay.
Walks over to you and starts kissing you. He always was big on setting the mood even if it was just some deep kissing. His tongue pushes against yours and wait who was fcking who again?
He pulls away, drops his towel and sits on the edge of the bed. you kneel between his legs and push him down against the mattress with one hand while your other takes his cock and pumps it to life.
He sniggers at your eager hand and you lick a broad stroke up the underside of his cock. He lets out soft puffs of air as you begin to suck his dick. Then you manoeuvre him a little so one hand slides down to his asshole to begin to work your fingers inside him.
Two fingers slip in unhindered and wow he really did prepare himself in the shower. It’s not long before you start scissoring inside him and pushing him to the edge. His legs begin to shake and you can pracically hear him biting his bottom lip.
He was beyond ready. You stood up and pulled him so his add was just over the edge of the bed. “Ready?” You ask. “Sure.” he replies. You don’t miss the redness of his cheeks. Everything felt very hot.
You line the tip of the dildo against his hole and begin pushing in. He watches your face the whole time through squinting eyes. He is determined to see this through.
And then you’re fully in and he sighs, wiping the sweat off his forehead. Then it’s time to move and wow it really does hit deeper when you are standing. His lower half jolts but he doesn’t protest. You continue this, picking up speed each time.
It’s not long before he is gripping the sheet below him in balled fists and pushing against you with every thrust. And when he finally does cum it’s seconds after you’ve reached for his cock and given him a few tentative strokes.
Ultimately he enjoys it but only when he doesn’t have to be anywhere the next day. Please take a lazy shower with him he wants to lean against you and get cleaned up. How troublesome he needed two showers.












