While Harry usually appears to be a confident person, he tends to feel shy when it comes to requesting for you to take charge. By requesting, I mean that several days in advance, Harry will ask if you would, you know, essentially peg him. For him as a man, he feels the need to be ready for that kind of sex. It unfortunately can't be something you decide to do on a whim.

Harry has to make sure he's properly groomed, although he usually does that anyways. Typically, he only trims his pubic hair and shaves completely during the summer months. However, when he's planning to be pegged, he will shave his ass completely. Because in his mind, it's only courtesy so you're not having to fuck a hairy asshole.

He'll also ensure that in the days leading up to you pegging him, he uses a variety of butt plugs. Since pegging isn't something that he gets often, he needs to be very prepared for the occasion. Also, he has to remember to use an anal douche beforehand. His greatest fear is to accidentally get shit on you.

-------------------------

It's Tuesday night, you've just settled down in bed together after putting your kids to sleep with bedtime stories and lullabies. You and Harry finished showering and are now snuggled up under the thick duvet covers. No matter how old you get, the cuddling never ends. Harry is one of the most affectionate people you know, especially when he's tired.

In the complete darkness of your bedroom, Harry places his head on your chest, his top leg draped between yours, while you delicately comb through his damp brown curls using just your fingers. He finds your touch incredibly calming.

Suddenly breaking the silence of the white noise, you whisper, "I love you." to your very soft husband.

Harry replies in a quiet voice, "Love you too, baby." Then, he takes a deep breath and finds the courage he typically needs when asking you the question that's currently lingering in his mind. He doesn't know why he always feels so nervous making this request, especially since you're so eager to oblige. "And, um, hey, um..."

You sleepily giggle at his nervous stutter. "Yes, babe?"

Harry continues nervously, "Do you, um, think that maybe this Friday, we could, um, I mean you could, um, *heavy breath* use the strap-on on me? Please?" He softly whispers that last part. Fuck, how did you get so lucky in marrying this man. And yes, MAN, because getting pegged is a very manly thing to want in your opinion.

You tilt your head down to softly kiss his forehead before saying, "Of course, Harry. You know I'm always up for pegging you. But can I ask what's put you in the mood for it this time? Because usually whenever you ask me to peg you, there's a reason for it."

"I donno," he shrugs, "just been very stressed at work. Don't get me wrong, I love being a teacher, but with the way the school board is about what we can and can't teach, it's so restrictive and I feel like I'm not teachin' my students the important stuff."

"Awe," you coo softly, "I'm sorry you feel that way. And thank you for talking with me. I love when you share things like that with me. Please know you can always talk to me. I'll always listen. But yeah, I can take charge Friday. Help you take the edge off. We just need to ask your mum if the kids can stay the night with her."

"M'kay, I'll call her in the mornin'. And thank you for lovin' and takin' care of me." Harry states with a drowsy tone. He nestles his face closer to you, resting it against your warm skin, and before drifting off to sleep, he plants a gentle kiss on the side of your neck, causing butterflies to dance in your stomach.

------------------------------

By Thursday night, everything was set for the plans on the following evening. Harry had taken a longer shower than normal to shave his ass smoothly and then went to your shared closet to select another butt plug. He'd used a butt plug the night before, Wednesday night, but this one would be a bit larger in preparation for the size of the strap-on. The last time he was pegged was around three months ago, so he needed to prepare to ensure he wouldn't experience any pain.

After picking up the largest butt plug, he closes the closet door and makes his way to the bed where you're reading. When you lift your gaze from the pages, you see a naked Harry at the side of the bed, holding the black silicone plug with a diamond on the end and a bottle of lube in his other hand. "Will you do the honours?"

A gentle smile erupts on your face and you answer softy, "Of course, H. Do you want to do it how we did it last night where you're on your back, or do you wanna do it in doggy, on your knees?"

"Um, doggy this time please." Harry answers. He gets onto the bed and positions himself while you retrieve all the items from him. With half of his face pressed into the mattress, he lifts his bum into the air and uses his hands to separate his cheeks for you. Thank god you remember to lock your bedroom door at night. If one of your kids were to walk in and find their father in such a position, it would undoubtedly traumatize them for life.

You get into position behind him and prep the butt plug with a generous amount of lube. Than rub the excess lube around his tight hole. "Fuck!" Harry hisses out, "it's cold."

Bending down, you gently kiss his lower back to soothe him. "Shh, I know, I know. Just relax for me. Are you ready?" He nods his head and hums a, "yes" for a verbal confirmation. You position the tip of the plug at his entrance and gradually insert it. Harry buries his face deeper into the bedding to muffle his moans. You start slowly, but once you're halfway in, you choose to bite the bullet and fully insert the butt plug.

Harry's knees buckle, causing his entire body to collapse onto the mattress. His knuckles are visibly white from the tight grip he has on the duvet. You gently pat his right cheek and whisper, "Alright, all done." Rising from the bed, you head towards your dresser to retrieve a pair of dry panties, while Harry remains motionless, but his eyes track your every move.

"Hey, what'r you doin'?" he calls out.

Slightly embarrassed, you reply, "Changing my underwear."

"Wh.... Oh," then it clicks in Harry's brain, "puttin' the butt plug in me made you wet didn't it? Got my baby soaked. Come 'ere. I'll clean you up." With that, Harry lays you on the bed and begins licking you clean, the diamond on the butt plug shining from his ass. He cleans up you while also providing you with two solid orgasms in the process.

-----------------------------

It's currently Friday night. Your kids are at their Nan's house, leaving you and Harry home alone together. As Harry readies himself in the bathroom with an anal douche, you prepare the bedroom. You spread several towels across the bed. You go to your sex drawer in your closet to fetch the strap-on meant for Harry. Yes, it's pink, and so what? Pink can be very masculine if you wish it to be. Next, you grab the lube and a pair of handcuffs, which may or may not come into play tonight. The handcuffs, that is. The lube will definitely be used.

When Harry comes walking out the bathroom, you ask, "Ready?"

"Mhm, yeah," he replies. Rather than taking a seat on the bed, he waits patiently for you to tell him what to do or where to go. After all, you're the one in charge tonight. However, even though Harry enjoys you being dominate, and you take pleasure in it from time to time, you find it difficult, because being charge doesn't come naturally to you. Therefore, you have to keep reminding yourself that you're in charge when the time comes to be dominate.

"You can lie down on your back to start, baby." you instruct, and he immediately follows your lead. The exact moment you called him baby, Harry's head starts spinning. When you take charge and use endearing terms towards him, it's one of the fastest ways for him to possibly enter subspace. For Harry, the process of entering subspace is inconsistent. He doesn't always achieve subspace when being submissive; it simply depends on the level of your interaction with him.

To start out, you just want to tease him, get him in the mood. You climb on the bed and straddle his lap. His hard and fully erect penis stands upright, grazing the front of your lingerie that you've chosen to wear for tonight. While gently rocking your clothed clit against Harry's erection, you lean down to leave soft hickeys and kisses along his jaw, then move down towards his chest. You make sure they're no lingering marks on the visible parts of his skin since he can't go to work as a teacher covered in hickeys, and you also wish to prevent your children from noticing and questioning him about what the big blotchy bruises on his skin are.

As you grind against him, your lips brushing his skin, Harry is already a mess. Moans escape his lips freely, and precum oozes onto his belly. He revels in the feeling of you being on top of him in this manner. Your lips descend lower and lower until they reach the pool of precum, and being the naughty woman you are, you lick it all up in a single sweep of your tongue, maintaining eye contact with him. The sight nearly causes Harry to come immediately.

Keeping his precum in your mouth, you sit upright and grab his cock with your hands, then let that sticky liquid trickle down the side of his shaft. Harry releases the loudest moan of the night, and you beam with pride. The hand that's holding his cock starts to gradually stroke along his slippery shaft, making him melt into the mattress. "Do you like that, sweetheart? Am I making you feel so good?"

Harry can only respond with, "Yeah," his eyes turning glossy. You're providing him with so much pleasure. As soon as you observe that he's showing signs of an orgasm, you halt your hands on his dick and command, "Get on your knees, baby. Up you go."

Feeling a bit hazy in his head, Harry attempts to turn around, getting onto his hands and knees in a doggy position like you ask of him. The wobbling of his limbs however, creates a humorous sight. After he gets into position, you speak reassuringly to affirm that he's doing so well for you. "Perfect, baby. Listen to me so well, don't you? Ready for me to fuck you? Fuck that tight ass of yours?"

As he lowers his head to the mattress, Harry moans, "Yes, please. I want it so badly." Happy with his response, you retract your right hand and then swing it forward to deliver a slap to one of his pale butt cheeks. Generally, you don't engage in slapping during sex, but Harry has gave you prior consent to spank him when you're in charge. It doesn't hurt him whatsoever. Instead, it turns him on even more. "Fuck!" he growls.

You lean down to kiss the skin that's now bright red from your handprint, before opting to end the teasing and grab the strap-on. You attach it to your waist and tighten the straps to guarantee it stays put, no matter how intensely you're thrusting. You pick up the bottle of lube and squeeze some into your hands. Then generously cover the dildo with lube and apply the excess to his puckering hole, prompting Harry to cry out due to the coldness of the liquid.

Once you're prepared, you softly question, "Ready, baby?"

Harry turns his head slightly to ensure you can hear him and replies, "Yes, m'so fuckin' ready." You kneel behind him, gripping the shaft of the pink dildo attached to your strap-on, and position it at Harry's ass. Then, being extra careful, you begin to insert it. "Ahhgh," is all he manages to say, feeling the stretch. This fake cock is larger than the butt plugs he'd used, but the difference isn't enough to cause him any pain.

After a minute or two, the strap-on is fully inserted, you pause briefly to allow him to get use to it before moving. As soon as you feel Harry attempting to thrust against the dildo himself, you know he's ready, therefore you start thrusting. You grasp his hips for stability and try your best to keep a consistent rhythm, despite your thrusting techniques not being the most proficient. Positioned on your knees, you thrust forward and retract repeatedly.

"Does it feel good, Harry? Do you like getting your ass fucked by me?"

He groans into the pillow with a nod of his head, but you weren't having that. You stop thrusting, causing Harry to cry out. "What'd you stop for?"

With a more authoritative tone, you speak, "I asked you a question. Answer me with your words!"

With what little strength Harry has left, he holds his upper body up with his forearms and finally replies properly, "Yes, yes! Feels s'good, baby. Love gettin' fucked by you. Only you." You can start to hear the slow progression of his slurring speech.

"Good boy." you say in praise, and those two simple words nearly bring Harry to orgasm hands free. His penis isn't being touched by hands, but his tip grazes the sheets below with each thrust you deliver. The longer you peg him, the more disoriented Harry becomes. You notice his muscles are just moments away from failing him, and he's whispering gibberish into the pillow soaked with tears.

Not wanting to completely stop, but slowing down your thrusts, you advise, "K baby, want you on your back now. I'm gonna have to pull out for a second to help you turn around." Though Harry knows he can't hold himself up in doggy any longer, the task of turning around sounds too draining as well, but he follows your instructions nonetheless.

You slowly bring yourself to a stop and pull back, watching as his hole tightens around nothing. You hold onto his slender waist and help him roll on his back. Once Harry's back is on the mattress, you see the full extent of just how wrecked he is. His face is bright red with tear stains on his cheeks. His eyes aren't focusing on you completely, it's more of a hazy look he gives.

You grab onto his meaty thighs and spread them apart, pushing right back in without warning this time. "Oh, fuck!" Harry shouts. It's not painful, the stretch makes him feel full again. You go straight into thrusting, holding his legs on each side of your hips as you get into a rhythm again.

As your body becomes fatigued from the exersise pegging gives, you instruct Harry, "Touch yourself, baby. Wrap your fist around that pretty cock of yours and make yourself come." His head may be cloudy but he doesn't need to be told twice to touch his cock. He just barley lifts his head off the pillow and looks down as his hand grasps around his shaft and begins jerking himself off.

That's when you nearly come hands free, the sight turning you more than anything else from tonight. You've always secretly loved watching Harry touch himself. It's so hot.

When he feels himself almost on the edge, he quietly begs, "Can I come? Please, need to come so bad!"

With a sweaty smile, you reply, out of breath, "Go ahead, baby. Come on your tummy and chest. Make yourself come for me." You begin to make deeper thrusts instead of fast, in and out thrusts, making Harry's jaw drop open. His hand speeds up on his cock, and within seconds of you giving him permission to come, he lets go.

Harry spurts hot jizz across his belly, landing on the butterfly tattoo in the center of his chest. His head is thrown back and his eyes are screwed shut as his body trembles from his orgasm. After what felt like an eternity of emptying his balls out, his hand relaxes on his slowly softening dick and his body falls lax on the bed. You slowly come to a halt with the strap-on, but stay inside of him so he can calm down slowly.

You help Harry unlock his legs from around your waist and drop them to the mattress. Your hands run up and down his muscular legs, trying to help relax his tense muscles. Once you feel he's settled enough, you calmly annonce, "I'm gonna pull out now, okay."

As you go to look down to watch what you're doing, you feel Harry's hands reach for you. Looking up confused, he explains before you have a chance to question, "Hands. Wanna hold hands while you pull out, pleaseee." Ohhh, clingy Harry has made an appearance. When Harry plays the sub, he either goes into subspace, or is just super clingy after a scene. Sometimes both. You can't tell if he's in subspace right now, but you can tell he's getting very clingy towards you.

You reach for his hands and interlock his sweaty palms with yours, then slowly pull your hips back until the strap-on is fully out his ass. You release one of his hands to reach down and unbuckle the strap-on from around your waist, then toss it towards the foot of the bed. "Cuddles?" Harry breaks the rooms silence, saying it as more of a question rather than a statement.

Laughing, you reply, "Yes, we can cuddle. But first, let me go grab a warm cloth to clean you up with."

You climb off the bed and walk to the bathroom to fetch two warm cloths. One for his chest and one for his ass. You then step back into the bedroom and proceed to clean him up. As you begin wiping the cum off his chest and the lube around his ass, you quietly ask, "Are you in subspace, H?" You know if he truly was in subspace, he wouldn't be able to give you a proper answer to that question. Because when he's in subspace, he doesn't realize he's in subspace until he's came out of it.

Harry shakes his head and answers honestly, "No, just wanna be close to you." You're kind of relieved he isn't in subspace because that means you don't have to wait around for his mind to come back. Sometimes that can be stressful.

"Okay, almost done, baby." You finish cleaning him up and toss the dirtied rags to the side. "Lift up so we can get under the covers." He lifts his body as much as he can, and you pull the comforter back so he can get under the covers. You bring the strap-on to the bathroom to be cleaned tomorrow and strip out of your lingerie set, before coming back and getting in bed beside Harry. You turn the lamp off and scoot over to cuddle up to him, since he requested to be close tonight. Both of you now completely naked.

Before he has a chance to fall asleep, you ask, "Was it alright? I'm not the best pegger out there so hopefully it was okay for you."

Grinning in the dark, Harry replies, "It was amazin'. And you're the best pegger I've ever had."

"I'm the only one who's pegged you."

"True, but I just know you're the best at it. You're the best at everythin'. Love you lots."

Nearly asleep with your head laying over his shoulder, you whisper, "Love you lots too, Harry."

(PLEASE REBLOG BECAUSE WRITING IS NOT EASY AND IT'S FREE SO JUST DO IT)

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