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Pretty Pup

Summary:

Simon Riley was a man of great restraint.

So, it only made sense that his pup was too.

ALSO; Please read the author's note :D

Notes:

Hello! This is my first x reader fic!! For this story, I based the reader on my personal preferences when it comes to my gender! Because of that, I'd just like to list what terms and names I use in the story. In the future, I will divulge in other names/terms but for now, this is what I'm comfortable with.

Names used for the reader; Pup, puppy, good boy, pretty boy, sweet boy, pretty puppy, sweet thing, doll, baby

Terms used for the reader's genitals and such; Cunt, folds, clit, pussy, breasts, hole (lol)

I understand some people might not be comfortable with the use of names for feminine genitalia but as a trans male myself, this is what I am currently comfortable with writing! That being said, please enjoy the story!

Work Text:

Simon Riley was a man of great restraint. He was the best at holding his tongue and pulling his punches when he had to. It made him a great soldier and an even better man. There were many times in everyday life when he found himself having to keep quiet when listening to some dumbass yap about something they didn’t understand. He didn’t get involved in other’s affairs, even when he desperately wanted to. Above any other, he was a man of great self-restraint. So, it only made sense that his pup was too.

Simon rolled his shoulder a bit, setting his duffel bag on the floor as he walked into his quiet house. Stepping through the door, he tossed his stuff aside. He figured he could deal with it later when he didn’t have something so pressing to attend to. He could hear the sound of sweet sniffles coming from his bedroom. Humming a song to himself, he stepped confidently up the stairs. Once he reached his room, he smiled softly and pushed open the door.

There you were. His sweet boy. Simon could barely hold back a moan of contentment, seeing you exactly where had left you. Your eyes were halfway shut, soft pants escaping your lips. Simon had left you this morning, tied up and exposed on the soft carpet. A small, yet surprisingly loud vibrator was tucked between your legs. It pressed against your clit, covered in your arousal that was leaking down your thighs and dripping onto the towel beneath you. Simon chuckled slightly, kneeling down beside you.

You looked up at him with your pretty little eyes, a soft flush covering your face. You shuffled closer to him, wanting desperately to touch him. Unfortunately, your hands had been tied behind your back for the last few hours. Simon could tell what you wanted. You were so easy to read, after all. His pretty puppy, so needy for him. He smiled, making a soft shushing noise to calm your whimpers.

“Did ya miss me?” He asked teasingly. His hand ran over your soft breasts, pinching at your nipple. You let out a soft whine, closing your eyes. He was teasing you like he always did. By now, your clit was swollen and red. You pleaded with him silently, hoping he would have mercy on you this time. Simon’s eyes met yours, a mischievous look in them. He leaned forward and gently kissed your lips. His tongue slipped inside, eagerly exploring your mouth without much thought.

A gasp left your mouth as his hand fiddled with the vibrator, removing it from your pussy and tossing it aside. He mumbled a few more words as his gloved fingers ran across your folds. You shivered, tongue nearly hanging out of your mouth by now. Whatever he was saying didn’t matter, he couldn’t trick you. Every question went in and out one ear until he spoke those honey-laced words.

“Go on, you can speak now,” he hummed. You swallowed, nipping at your bottom lip for a moment.

“I missed you too,” you mutter. You can feel his smile as he kisses you once more, taking his sweet time with you. He had trained you well, his pride and joy. He had left you tied up for hours, yet you hadn’t moved, hadn’t complained. You hadn’t even cum despite the pressure against your aching core. If Simon was the pinnacle of man’s self-restraint, then you had to be some kind of saint. His hands gently caressed your folds, not minding as your arousal coated his work gloves.

“You’ve been such a good boy,” he praised softly. You nodded slightly, looking up at him. You truly had impressed him. This was the longest he had left you alone, all exposed and riled up. The fact you had been so obedient to him drove him insane with desire. His lips grazed your cheek before dipping down to your neck. You could feel his hands trail down your thighs, pressing you closer to him.

“My sweet thing, are you hungry?” He asked, glancing back at you. You smiled slightly, nodding in response. Simon was the best owner a pup could ask for. You couldn’t help but wonder how you got so lucky to have someone like you. He took care of all your needs and never crossed any boundaries. If someone had told you five years ago that you’d marry someone as perfect as him, you would’ve laughed in their face. Yet here you were, being carried by your beloved into the kitchen.

You fiddled slightly with the collar around your neck, admiring the cute tag bearing your name. Simon had bought it for you on your birthday, knowing you had an appreciation for cute things. As he brought you into the kitchen, he gently set you on the floor. A set of porcelain bowls were placed on the floor. One held a bit of water (which Simon was quick to refill, silently worried that the overstimulation had made you dehydrated). The other was soon filled with an interesting concoction of food. You curiously looked up at Simon, raising an eyebrow.

“It’s steak and mashed potatoes, just mixed together,” he hummed as he sat his own plate on the table. Simon was more than happy indulging in this fantasy with you, though he never went so far as to feed you real dog food. As someone with an acute taste, that wasn’t his thing in the slightest. You bent over the bowl, nipping at the food. It was fucking delicious, as was all of Simon’s cooking. Even though these were leftovers from the night before, they still tasted wonderful. Simon seemed to chuckle, watching you eagerly eat from the bowl.

He would have cooked something, if he hadn’t been so busy that day. He was never a fan of eating leftovers when he could cook something new, but desperate times called for desperate measures. He ate his own food, only glancing at you occasionally. You could feel his gaze on you, but you didn’t really mind. You were used to how he’d watch your every move. Despite the power dynamic between pup and owner, it was clear he worshiped the ground you walked (or crawled) on.

The two of you ate in silence for a while before finishing up. Because he always cooked, you would do the dishes. You stretched a bit as you stood, finally having a chance to move around more freely. Faint lines were left on your bare skin where the ropes had been. They were soft, yet by the looks of the marks one would think they were as rough and frayed as possible. Simon shuffled over to you, his hand caressing your back as you turned on the water and cleaned your bowl.

“Tomorrow, I’ll cook ya something delicious,” he said confidently. You smiled, glancing up at him. He placed a soft kiss against your forehead before wrapping his arms around your waist. He didn’t utter another word as you continued washing the dishes, but he didn’t let go of you either. His hands massaged your stomach, occasionally playfully tracing over a ticklish spot. After a while, you were finally able to finish up the dishes. Simon promptly picked you up, resting his hand on your ass.

“Hold on, doll,” he mused, carrying you into the bedroom once more. He sat you on the bed, smiling a bit as he looked down at you. His fingers traced your shoulder, carefully memorizing the feel of every nook and cranny of your skin. After a while, he knelt in front of you. Simon pressed a soft kiss to your thigh before resting his chin on your knee.

“Tell me, pup. Do you want to bathe now or later?” You tilted your head to the side in thought, biting your bottom lip. You had already taken a brief shower in the morning so you were more than ready to finally get some sexual relief.

“Later,” you replied quickly. Simon chuckled softly, noting your enthusiasm. He leaned towards you, his teeth grazing your lips.

“Eager, are we?” He teased quietly. His hands gently gripped your waist, suddenly picking you up. He switched your positions, sitting on the bed and forcing you to stand in front of him. He motioned towards the nightstand and you quickly understood his request. Without hesitation, you opened the drawer. Inside was a various mix of toys and accessories. You reached for your favorite thing, more than happy to oblige him.

Simon watched in contentment as you removed a long tailpiece from the drawer. It was a soft brown color and rather fuzzy. Attached to the end was a silver butt plug, one that was a bit bigger than the normal size. You made sure to grab the lube as well, handing it to him. He nodded to himself, popping open the cap. He poured a good amount of the substance onto the plug, making sure it was properly coated.

“Turn around baby and bend over a bit,” he said, his voice rough. You obliged rather fast, not wanting to wait any longer for him. You bent forward a bit, resting your hands on your knees. A surprised squeak left your mouth as you felt the cold plug press against your asshole. Simon’s thumb gently pressed against the rim, applying some extra lube to the skin.

“Simon,” you whined softly. You turned your head to look back at him, silently pleading. He huffed softly, smirking.

“My sweet boy is so needy today,” he said, clicking his tongue. Before you could respond, he pushed the plug into your ass without warning. You gasped softly, your legs trembling a bit. The plug never failed to make you feel stuffed and you knew it would only feel better when Simon finally fucked you. However, he knew that as well, but he also happened to be in a rather playful mood today. Simon was a very patient man, which contrasted your restless nature almost perfectly. His hand pressed against your shoulder, guiding you towards the floor.

You looked up at him, sitting obediently on your knees. You could already tell what he was going to say. You glanced down at his boots, seeing how squeaky clean they were. The sneaky bastard had somehow managed to clean them up without you even noticing. Simon could sense your anticipation and with his finger, he beckoned you closer.

“Go on, pup,” he prompted. You shuffled towards him, trembling slightly as you felt the leather of his boot pressed against your sensitive folds. Was this perverse? Probably, but you never minded being downright dirty. Panting softly, you ground against his boot while holding onto his leg. His hand rested in your hair, stroking it a bit. The feeling of the rough material against your clit and the plug in your ass was slowly becoming pleasurable.

The first time you had done such a thing, the leather was uncomfortable to grind against. However, after time you eventually got used to the sensation of it. Not to mention it was much easier when you were already dripping with arousal. Your eyes closed slightly, trying to focus on getting as much pleasure as possible. You could feel Simon’s eyes on you, watching your every squirm and twitch. His hand dipped down to your cheek, tilting your head up to face him. Your eyes were glazed over and a bit of drool had managed to drip down your chin. He laughed a bit, shaking his head.

“Feeling good?” He questioned, pressing his boot against your clit. You let out a whine at the unexpected pressure. It felt good, if not a bit rough. He watched you pant softly, licking his lips at the sight. After a few seconds, he decided not to tease you any longer. He swiftly leaned down and scooped you up. He gently pressed you onto the bed, pinning your arms down with his own. You shifted slightly, the plug pressing deep into your ass. Simon buried his head against your neck, kissing and nipping at it.

His teeth grazed your skin, biting down on any spot that wasn’t already covered in hickeys from the day before. He muttered softly as he worked, small praises and compliments escaping him. You squirmed slightly, unable to move around much. You looked at Simon with desperate eyes, a small pout forming on your lips. Simon smiled a bit, pressing a kiss to your forehead.

“Good boy, you can speak,” he hummed.

“I need you,” you responded quickly. It came out as more of a whine than a request. Simon ran his hands down your arms before resting them on your stomach.

“Gotta be more specific than that, pup,” he teased softly. He gently grasped your sides, pulling you closer to him. You glanced down, noticing his erection straining against his pants. You huffed slightly, looking back up at him once more.

“Fuck me,” you asked, flustered, “please?” Simon smirked, knowing he could never deny such a pretty little thing like you. He ran his hands down to your thighs, forcing them open slightly. You were dripping wet by now. He sighed softly, brushing his thumb against your folds. You swallowed rather loudly, catching his attention.

“Sensitive?” He prompted, raising an eyebrow. You nodded eagerly, your chest rising and falling rapidly. Every little swish and flick of his finger shot sparks throughout your body. You closed your eyes, tipping your head backward. After a moment, your body tensed slightly. You could feel his hot breath on your core. Your body shook slightly as his tongue pressed against your folds, taking in the taste of your arousal.

“How long can you last? Tell me, pup,” Simon said hoarsely, his hands gripping your thighs harder.

“I- I don’t know,” you answered honestly. You were already so sensitive, there was no telling if you could survive his teasing. You moaned quietly as Simon’s tongue began lapping at your clit.

“Be a good boy and count for me.” You internally whined at the request. Your mind was far too hazy to keep count of how long you could last.

“One…” You began, speaking in a low tone. Simon seemed to take this as a challenge, pressing deeper into your folds. His nose brushed against your clit, causing you to twitch a bit. Your voice was unsteady as you counted, your mind going blank every once in a while. He groaned against your folds, pausing for a moment to look up at you. He licked his lips, arousal dripping from his lips.

“God, you taste divine,” he praised. You smiled slightly, a bit embarrassed by his brazen words. He acted like a starving man, going down once more to devour you. You wrapped your legs around his head, unable to stop yourself. You continued your counting through shaky breaths.

“Forty-one,” you stuttered out. You were already getting close. You reached down to grip his hair, holding onto it tightly. Your lips fell open as strained cries rang out. Simon continued his quick movements, even as your back arched and your legs shook. He pushed his tongue against your folds as you came, tasting his sweet prize. He groaned softly, using his finger to collect the cum running down your folds. He made sure not to waste a drop, not stopping his feast until he was satisfied.

Your eyes were glazed over and your body was limp. Simon was proud of his handiwork, kissing your thighs before he sat up. Your mind could barely even process his quick actions. His pants were down, and he was quick to release his throbbing erection. The tip was leaking precum and you could see how eager he truly was. He leaned over you, gripping your chin and forcing you to look up at him.

“I’m going to fuck our pretty cunt and then I’m gonna cum in your ass, got it pup?” His voice was low and you swore you could feel the heat radiating off his body. You nodded in agreement, swallowing. This man was going to fucking destroy you.

“Say it, out loud,” he replied, gently slapping your cheek.

“I got it,” you answered. He hummed in content, reaching down into his pants pocket to retrieve a condom. You laughed quietly to yourself, thinking of how silly it was that he had been so prepared. Whenever he was intent on loving you thoroughly, he would slip a condom into his pocket so he could retrieve it easily when the time came. He quickly slipped it on and lined up with your entrance. You weren’t over your earlier high and the sudden sensation of him thrusting into you caused you to yelp.

“Shhhh sweet boy, you can take it,” he praised, gently bucking into you. He was average in size, sure. But his cock was unbelievably thick. You could recall how difficult it was, the first time you blew him. You were barely able to wrap your lips around him and it took some practice to get good at it. But Simon was always so patient with you, praising you every time you made an effort.

He pushed deep into you, making you squirm and struggle slightly to adjust. It was a bit uncomfortable but the feeling of pleasure was fast to return. He thrust at a steady pace, his hands mindlessly groping your breasts. You mewled softly, almost as if you were a real puppy. Simon smiled at you, knowing how it must feel for you. The plug was still buried in your ass and now Simon’s cock was filling you so good. It was almost overwhelming for you and you tilted your head back.

“You take me so well baby,” Simon groaned, rubbing his thumb over your nipple. You bit your lip as his other hand rested on your stomach. Maybe you were imagining it but you could swear your stomach was bulging from his cock. He could probably feel himself inside of you. Simon was slow at first but soon he was pounding roughly into you. Your hands grasped at the sheets underneath you, desperate for something to hold onto. Simon was thrusting into you so fast, you could barely catch your breath.

He moved his hands to grip your waist, somehow managing to plunge even deeper inside you. You let out a loud cry, eyes rolling into the back of your head. Simon let out a string of praises, rambling about how perfect you were for him. You were his pretty boy. His puppy, owned by him and no one else. Your legs trembled as you felt your second climax arrive, your walls clenching around his cock. The sensation was enough to drive him over the edge. He fucked into you once more, going as deep as he could. His cum filled the condom as he locked lips with you.

Simon cursed under his breath as he slowly pulled out. He glanced down to watch your cum drip out of you and onto the bed sheets. He removed the condom and lazily tossed it to the side, much to your dismay. He chuckled, seeing your reaction.

“No worries pet, I’ll wash the sheets,” he promised as he kissed your forehead. His fingers grazed your skin, teasing you with featherlight touches. Eventually, he slowly eased the plug out of your ass. He glanced at it before setting it aside.

“Shame you can’t wear it while I fuck you, you look so cute with it,” he laughed. He promptly picked you up, causing you to squirm slightly. Simon switched your positions, setting you on top of him as he lay on the sheets. You looked down at him, admiring his handsome features for a while. You leaned over, resting on top of him as he worked some lube around your tight hole. He gently pressed a finger into you, making you whimper a bit.

“Pretty boy, you can take one more round, can’t you?” You blinked slowly, unsure if you truly could. He continued preparing you but waited patiently for your reply. After a moment, you nodded in agreement. He raised his brows for a second, wanting verbal confirmation.

“Uh-huh, I can take it,” you replied with confidence, though your voice faltered slightly. He grinned proudly, praising you under his breath. Another finger slipped into you, making you tense slightly. Simon gently kissed your shoulder, comforting you as he continued. After a few moments, he gently pushed you to sit upright. You bit your lip slightly as you glanced down, lowering yourself onto his cock. You took him in inch by inch, your eyes widening as you struggled.

Simon held onto your waist, allowing you to take your time. It took a minute but eventually, you had managed to take his entire cock into your tight hole, dripping with lube. You sat there for a moment, whimpering softly. Simon slowly thrust in and out of you, careful not to hurt you. His pace was careful yet pleasurable. He pulled nearly all the way out before pushing back into you. It was incredibly overwhelming. You had already cum twice, how much more could you take?

Simon seemed determined to test that question. You were certain he could fuck you all night if he wanted to. He sped up slowly, guiding you to meet his movements. He held your hips tightly, forcing you down onto his cock. Eventually, you were riding him at a relentless pace. You moaned and whined with every movement, feeling his cock glide in and out of you. You had been sure you couldn’t cum again, yet all the overstimulation from earlier seemed to make you extremely sensitive. You knew you’d come again and you knew Simon would too.

You glanced down at Simon’s face, noticing his closed eyes and flushed face. He was beautiful like this and a part of you almost wished this could go on all night, just so you could see that face. However, you certainly didn’t have the stamina to last all night. You could feel your impending climax, suddenly on edge from the sensation. Simon was close too, the feeling of your tight ass squeezing his cock dry was far too much for him.

He grasped your ass, helping you bounce up and down. You arched your back, your head lazily tilted back. Simon was groaning underneath you, his hands pushing your body down onto him. He began fucking into you at an erratic pace, his breath hitched. You let out a strained gasp as you suddenly felt his free hand on your clit. Shit, he truly was trying to kill you. You cried out, body trembling as the sensations coursing through you became too much.

It was only a moment before you came hard, cum dripping down your thighs. At the same time, Simon came as well. You could feel his cum shoot inside you, covering the walls inside your ass. You closed your eyes, whimpering loudly. Simon pulled you down, kissing your lips as you both rode out your highs. His lips were salty, perhaps from sweat. Whatever it was, it was an experience you never wanted to end. You continued making out with him, holding each other in tight embraces. You finally pulled away, catching your breath. Simon chuckled quietly, his voice hoarse.

“Ready for that bath now?”