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Watching His Girlfriend Take Care of His Groomsmen - Hermione/Draco/Dudley/Ron/Kingsley/Neville
🕑 Added 2024-10-27 15:59:01 +0000 UTCAN: Here's Part 23 of the Watching His Girlfriend Series! This chapter was commissioned by wnelson001! I hope you all enjoy it!
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Deep in the Hogwarts Library, next to a massive window that let the afternoon sunlight illuminate his beautiful girlfriend, Harry sighed wistfully. No matter how hard he tried, he simply couldn’t keep his focus on the book in front of him. It was too hard when Hermione looked so gorgeous.
She didn’t even realise what she was doing to him. Her eyes were scanning the pages in front of her, her hand scribbling notes down on a long piece of parchment filled with tiny, cramped writing. She was so utterly focused on her work in a way that left Harry in awe. The ability to fully dedicate her mind to whatever task that was set before her made Hermione stand out from anyone else Harry had ever met before in his life. It reminded him why he fell in love with her in the first place.
“Let’s have a picnic tonight,” Harry suggested impulsively.
Hermione glanced up from her work and noticed the goofy smile on Harry’s lips. The simple sight of him looking so happy, even if she didn’t know why, was enough to make her light up too.
“What’s the occasion?” Hermione asked.
“No occasion,” Harry answered. “I just want to get out of the castle for a bit. It’d be nice to sit beside the Black Lake, watching the sun set. You’ve been working hard and deserve a break.”
“I can have a break once I get the N.E.W.T.s I need,” Hermione replied.
“We both know that there’s no way you won’t get them,” Harry said. “You’re the most brilliant witch I’ve ever met. If you didn’t get Outstanding on each and every subject, I’d swear that it was the examiners who were wrong.”
Hermione giggled quietly at that. “Even I can be wrong from time to time, which is why I need to keep studying.”
“You can take one evening off,” Harry argued back gently. “Please?”
The corners of Hermione’s lips twitched upwards. “You know I can’t say no when you look at me like that.”
“So, it’s a date then?” Harry grinned.
“Only if you finish your studies too,” Hermione replied, gesturing down at his half-filled parchment. “We only have a few weeks before our N.E.W.T.s. You need to make sure that your Transfiguration theory is up to par if you want to get an Outstanding in it.”
“Yes ma’am,” Harry winked at her.
Hermione rolled her eyes at him, but the smile on her lips told them both that no matter how silly she found him, it was one of the things she truly loved about him.
The two of them dove back into their studies, and Harry even managed to keep his eyes off of Hermione… at least for the most part. He rationalised that drinking in her beauty every so often helped to give him the motivation he needed to work on.
Over the next few hours, Harry hurriedly worked his way through a couple of books, preparing effective study notes that he’d review again and again over the next few weeks. Hermione was right in that he needed to make sure that his theoretical work was just as good as his practical work. His skills with his wand were strong enough to guarantee an Exceeds Expectations even if he was mediocre in the written portion of his exams, but he wanted to do better. Part of it was out of a desire to impress Hermione, who always loved to see him really apply himself, but a bigger part came from his desire to secure a good job for his future. He needed to if he wanted to have a nice life with Hermione.
As supper came and went with the two of them still working away in the library, Harry kept a close eye on the setting sun. He watched it hang lower and lower in the skies until he knew that it was only a little over an hour away from setting completely.
A bubble of nervous excitement rose in his throat as he closed the thick tome sitting in front of him and looked over at Hermione. “Are you ready to go soon?”
“Let me just finish this chapter,” Hermione replied as she checked to see how many more pages she had to go.
Harry cleaned up his supplies and stowed his notes inside of his book bag. As he was rifling through it, his fingers came across the small box he’d had stashed away since the winter break. He deftly snatched the box up and stowed it inside of his robes without Hermione noticing a thing.
Once Hermione finished, Harry helped her clean up her things and then took her hand as he led her out of the library. She sighed contently, resting her head against his shoulder briefly as he guided them over towards the Grand Staircase.
The Hogwarts house-elves in the kitchens were more than happy to prepare a cosy picnic basket full of delicious food and even some elven wine. Harry happily carried it all out after thanking the house-elves profusely and took Hermione outside of the castle.
There were only a handful of students lingering outside of the castle tonight. Some were off playing a pickup game of quidditch near an open field, others were out for a walk, but most were out to watch the beautiful sunset. Harry and Hermione walked down the trail that wound its way around the Black Lake and found the perfect patch of grass to set down the large, checkered blanket the house-elves had provided them.
“This looks amazing,” Hermione said excitedly as she pulled out a medley of different sandwiches, pickles, olives, cheeses, fruits, and chilled salads.
The two of them laid down next to each other with the food arranged neatly between their bodies. Harry thoughtfully conjured some plush pillows for them to rest against as they ate their food and gazed out across the glimmering Black Lake, watching the sun slowly begin to fall towards the distant mountains. It was all so perfect.
They ate slowly, talking casually about nothing of great importance. It was a peaceful, lovely evening that culminated with the setting sun turning the sky a coppery colour with hints of pink, red, orange, and yellow stretching out across the clouds. Hermione pushed the remnants of their meal aside and curled up next to Harry, resting her head against his chest lovingly.
It was time.
Harry reached inside of his robes and ran his thumb across the small box he had kept in there. He’d been waiting for the right moment for so long now, and he couldn’t think of a better one than right now.
“Hermione,” Harry said softly.
“Hmm?”
Harry shifted slightly, and Hermione got the hint to lift her head up off of him. Harry sat up, and Hermione did the same, looking at Harry with a perplexed expression on her face.
“Is something wrong?” She asked.
“No,” Harry laughed quietly. “Nothing is wrong.”
He pulled the box out from within his robes and let Hermione see it. The confused expression lasted a few seconds more as she puzzled out what the box contained, and then her eyes went wide. She brought her hand up to her mouth as she sucked in a deep breath.
Harry placed one knee on the ground and held the box out in front of him. Slowly, he pulled back the lid, revealing a thin, golden band with an emerald the same shade as Harry’s eyes encircled by tiny diamonds. Hermione looked on the verge of passing out as her eyes welled up with tears.
“Hermione, will you marry me?” Harry asked her with all the happiness he could muster.
Hermione tried to speak, but the words caught in her throat. Then, the first tears began to spill and she nodded her head again and again before throwing herself against Harry. He caught her in a loving embrace, and the two of them stayed like that for several seconds before Hermione pulled back. Harry took her hand in his and gently slid the ring onto her finger.
“It’s beautiful,” Hermione finally managed to say as she held her hand up in the air. The setting sun’s final rays refracted through the gemstones, making them look even more gorgeous than they naturally were.
“I’m so happy you like it,” Harry replied. It’d cost him several nights of sleep wondering if Hermione wouldn’t want something different to wear.
“I love it,” she corrected him before leaning in for a kiss.
Sparks flew between them as their lips met. It reminded Harry of the first time they’d kissed. That same overwhelming joy overcame everything else, leaving him feeling like he was floating through the heavens above.
They kissed until darkness began to fall upon them, giving them the gentle hint that it was time to return to the castle for the night. Hermione wouldn’t stray more than a couple of paces from Harry’s side as he packed up the remnants of their picnic. They walked back to the castle hand in hand, dreaming of the future.
“We could get married this summer,” Hermione suggested excitedly.
“Isn’t that a little soon?” Harry asked her.
“Please,” Hermione laughed. “I’ve been imagining our wedding for well over a year now. And doing a bit of planning for it too.”
Harry laughed along with her. Of course she would have gotten a head start on something like this.
“If you have that well in hand, then I suppose it’s just a matter of getting things organised,” Harry said. “And to figure out who we’re inviting. And who’ll be our groomsmen and bridesmaids.”
As the words spilt out of his mouth, a sudden idea popped into Harry’s head that brought a big grin to his lips.
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It still didn’t feel real. All of their exams were finally finished, and now they were just waiting on their final results to be sent out by the Ministry. So many years of hard work had finally built up to this moment, and now it was time to celebrate. But Harry and Hermione had another reason to celebrate.
Although it was very short notice, their wedding was all set to take place at the end of summer. The invitations had already gone out, and everything was moving along as it should.
However, before the wedding could take place, there was the stag do to get through. It was why Harry found himself in America with all of his groomsmen.
Precisely at nine o’clock, there was a sharp knock at the door to Harry’s suite in the hotel he and his groomsmen were staying at. He’d been waiting by the door and answered it promptly, revealing five dear friends.
“Hey mate!” Ron exclaimed happily as he threw his arms around Harry, stumbling into the large living room. Harry could smell alcohol on his breath again. All of them had been partaking liberally down at the hotel bar and various clubs night after night. Clearly, Ron got started early.
“Hey yourself,” Harry laughed as they broke the hug so that he could greet their other guests.
Standing just through the threshold were Harry’s other groomsmen. Draco stood at the front, looking perfectly at ease in his muggle suit. Next to him was Kingsley, Dudley, and Neville. All of them were dressed similarly for a fancy night out even though they weren’t going to be leaving Harry’s hotel room until the morning.
“Fancy place,” Kingsley as he stepped inside.
“Better than what you booked for us,” Dudley said gruffly.
“Speak for yourself,” Draco scoffed. “As soon as I saw the place that Harry booked for me, I upgraded.”
“Our rooms aren’t bad,” Neville said to Dudley and Draco.
“They’re not as big as this though,” Dudley pouted.
“The only reason Harry got a room like this is so that he could have us all over,” Kingsley reminded him. “Speaking of which, I don’t see our entertainment for the night.”
“They’re in the bedroom,” Harry told him.
Instantly, all of the groomsmen perked up. They looked across to the closed door that led into the bedroom and then practically broke out into a dash towards it. Harry couldn’t help but laugh at their eagerness as he followed them over.
Dudley was the first to get to the door, and he threw it open with so much force that the entire door frame rattled when the door struck the doorstop, but no one seemed to care when they saw the wonderful sight beyond.
Hermione was stood near the edge of the bed wearing what could only be described as the most non-existent lacy lingerie imaginable. Thin, wispy, white straps of lace encircled her two perfect breasts, doing nothing to hide them from sight. She had a matching thong on that had a split down the middle, framing her pink pussy. Luna was crouched down next to Hermione, completely naked, and beaming at the awestruck men.
With an excited smile, Hermione waved at everyone. “Are you all ready for some fun—”
The words were barely out of her mouth before Dudley tackled her back onto the bed. That was all the motivation the other groomsmen needed to rush in too so that they weren’t left behind.
Luna deftly evaded everyone and hurried to Harry’s side. “Come on,” she said, tugging at his hand. “Let’s get you to your seat.”
The massive bed dominated the bedroom. Harry made sure to get the largest one he could so that all of his groomsmen could fit on it with Hermione in between them. A few large armchairs had been positioned around the bed, giving anyone who needed a break a place to sit and watch the action. Naturally, Luna took Harry over to the central chair at the foot of the bed.
“Slow down,” Hermione giggled from the bed as Dudley laid her flat on her back. “There’s more than enough time for all of us to have fun.”
“But I need you now,” Dudley whinged as he started undoing his belt.
“I can help with that,” Kingsley said, his gaze raking over Hermione’s body. He pulled out his wand and gave it a wave. Suddenly, every stitch of clothing vanished from all the mens’ bodies, including Harry.
Harry sat down in the armchair, his cock already hard from the sight in front of him. Luna straddled his left leg and grabbed onto his cock with both of her hands and started to stroke him. Her hands looked so tiny compared to his long, thick cock. He’d heavily debated touching himself tonight given the fact that Dudley was here, but Hermione had come up with a brilliant suggestion. A simple Muggle Repelling Charm on his crotch would keep Dudley from ever seeing his true size. The second his gaze would go towards Harry, the charm would activate and trick him into believing that Harry had a small cock like he and Vernon believed. Then, the charm would direct him to turn away and not question it any further.
It was the perfect trick to keep his cover intact back at the Dursleys. However, Harry wondered if the charm was even needed in the first place given how hyper-focused Dudley was on Hermione. He was the first one to pounce on her, and the first to get his cock inside of her.
Luna had clearly spent some time getting Hermione nice and ready for the entertainment tonight. Hermione’s pussy was practically gushing with wetness as Dudley positioned himself over top of her, hoisting her legs up against his shoulders. His thick cock nestled itself easily between the two pieces of fabric that curved around Hermione’s slit.
“I’m going to shag you rotten,” Dudley groaned as the tip of his cock slipped past Hermione’s lower lips. “Fuck, you’re as tight as ever.”
Hermione’s mouth opened in a satisfied moan, only for it to quickly become muffled as Draco’s cock pushed into her throat. The other groomsmen laughed as Hermione went straight to slurping on Draco’s cock eagerly.
“Merlin, look at her go,” Ron exclaimed excitedly.
“There’s no one better than her at stuff like this,” Kingsley nodded in approval.
Hermione’s hands suddenly shot out and grabbed onto Kingsley and Neville’s cocks. Despite the fact that Dudley and Draco were bouncing her between them on the bed, she still managed to maintain a smooth pattern of stroking their long cocks with ease.
Ron frowned at the fact that he was the only one left out. That was when Luna let go of Harry’s cock and offered him a sad smile.
“Duty calls,” she told him.
Harry chuckled and spanked her arse as she got off of his lap. “Go on. This is their night as much as it is mine after all.”
Luna quickly made her way up onto the bed and knelt down next to Ron. “Hermione told me that I get to be a fluffer tonight,” she said proudly.
“Err, what’s that?” Ron asked.
“I get to help keep your cock ready to go to fuck Hermione,” Luna explained cheerfully. “Like this.”
Suddenly, Luna’s head shot forward and she captured Ron’s cock between her lips. He groaned loudly and grabbed Luna’s head with both hands as she quickly got to work bobbing up and down along his length, making sure to coat his cock with plenty of saliva so that he’d be ready for Hermione later.
Harry enjoyed the chance he had to sit back and stroke himself as he watched his fiancée get fucked. Draco was leaning forward, grabbing onto Hermione’s swinging breasts as he let Dudley’s wild thrusts into her pussy make her gag on his cock. It was only when he could see that she needed some air that he pulled his hips back far enough to pull his cock out of her throat and give her the chance to take a few deep breaths before he plunged back inside of her.
Dudley was grunting loudly as he slammed hard into Hermione’s pussy. His heavy balls kept smacking off of her arse noisily. It turned Harry on so much to see Dudley’s cock stretching out Hermione’s pussy like it was. He was never really able to admire it from an angle like this when he had sex with Hermione. As Harry stroked himself, he could mentally recreate the sensation of Hermione’s hot, tight pussy gripping his cock as he fucked her. Combined with the visual stimulus of Dudley ploughing into her hard and rough, Harry could feel his excitement building up quickly.
He wasn’t the only one to get excited. Apparently, Neville also had a thing for watching women getting fucked right in front of him, because he let out a wonderful moan as his cock started spraying cum across Hermione’s belly. Draco pulled his hands away just in time as another hot, thick load shot out across Hermione’s breasts.
“Warn a bloke next time,” Draco snapped at Neville.
“Sorry,” the man replied, sounding more like he was lost in bliss than sorry in the slightest.
“Fu-uck, what a good slut,” Dudley groaned.
Harry watched Dudley’s cock pulse just before he filled up Hermione’s pussy full of cum. He bucked wildly into her pussy again and again as he sprayed out every last drop that he could. This was exactly why it was so unfair to keep Hermione all to himself. Her body was so damned incredible that it would be a crime not to let other men experience just what sort of ecstasy it could make you feel.
Dudley was barely out of Hermione’s pussy before Ron rushed to take his place. His cock popped out from between Luna’s lips loudly as he jostled with Kingsley and Neville to be able to take her next.
“You two at least got something from her,” Ron argued. “Now it’s my turn.”
Draco let out a sigh. “There’s no way I’m going to be staring at your face while you rut into her, Weasley.” He pulled his hips back too, and Hermione gave his cock a cute kiss before he got away completely.
“Why don’t you lie on your back, Ron?” Hermione suggested as she wiped the excess saliva away from her lips.
“Is your arse already lubed up?” Kingsley asked in a deep, husky tone.
“Of course,” Hermione grinned. To prove her point, she got up onto her knees and spread her arse cheeks apart, showing off the wetness around her tight hole.
“I’ll take her mouth then,” Neville said, eager to get a bit more stimulation than from just Hermione’s hand.
Ron was more than happy to lay back and let Hermione clamber up onto his lap. She sank down onto his cock smoothly, pushing back in some of Dudley’s cum inadvertently as she went. Then, she leaned forward and presented her arse to Kingsley.
The strong black man dwarfed both Hermione and Ron in size as he crouched down behind Hermione. His bulbous cock head pushed up against her arsehole, fighting against the tight ring of muscle to be able to slip inside of her. The exact moment he finally managed to push inside of her, Kingsley, Ron, and Hermione each let out their own wonderful moans of pleasure.
Harry loved watching Hermione get stuffed to her breaking point. It was something that he couldn’t do alone, and the experience was truly breathtaking to watch. He stroked his cock faster as Neville got into position carefully above Ron’s head. He pushed his cock forward into Hermione’s waiting mouth, and with all three cocks inside of her, things were finally ready to start up.
“Can’t believe you’re marrying this girl,” Dudley said to Harry as he sat over in one of the other chairs to watch the show. He chuckled to himself. “Wonder which one of us will be the one to get her pregnant. We all know it can’t be you with your tiny cock.”
Harry had to bite back a chuckle as Draco rolled his eyes at Dudley’s words. He’d found Dudley absolutely abhorrent from the moment they met. Harry had to be the one to point out that Draco used to be as much of a jerk as Dudley was. That had led to a half hour-long tirade from Draco about why Harry was an absolute idiot, which Harry secretly thought simply proved his point.
Draco sat down on the opposite side of Dudley and pulled Luna onto his lap.
“I’ll keep your cock warm for Hermione,” Luna smiled as she slowly lowered herself down onto Draco’s cock. Her tight pussy gripped his shaft lovingly, definitely keeping him nice and warm. Then, she leaned back against Draco’s chest so that she could watch the fun too.
It took several moments of awkward movements before Ron, Kingsley, and Neville managed to get the beginnings of a rhythm going. As Kingsley was in the best position to really pound into Hermione roughly, he started things off by being the first to move. His thick cock plunged deep into Hermione’s arse, making her squeal around Neville’s cock. The sensation must have been truly incredible because Neville just groaned and started fucking Hermione’s mouth. She struggled to keep her lips sealed tightly around his shaft due to all of the noise that she was making, but Neville didn’t seem to care.
Ron had the hardest time figuring out his pace. Being trapped underneath Hermione meant that he could only thrust upwards into her pussy, so he had to work in time with Kingsley’s motions. Harry knew that Ron had to be able to feel Kingsley’s cock through Hermione’s flesh. It took a few thrusts before Ron started thrusting into Hermione at the same time as Kingsley, but once he got his rhythm, the two men were perfectly in sync.
Harry’s arousal kept growing as he watched the three men have their way with Hermione. He was stroking his cock faster now, practically matching Kingsley and Ron’s rapid pace.
“God, keep going,” Dudley groaned as he watched too. His cock was hard again, and he was stroking himself too. “Fucking give it to that slut.”
Hermione’s entire body was starting to tremble as the pleasure from taking three cocks at once was overwhelming her. Her back arched fiercely, but that didn’t stop Kingsley and Ron from slamming into her holes. Neville had grabbed fistfuls of Hermione’s hair to hold her head in place as he fucked her mouth. Saliva kept dribbling out past her lips and down his shaft towards his balls. Each time they smacked off of her chin, they left another wet stain behind.
Harry could feel his release nearing, but he desperately held out, not wanting to finish so soon. This night was bound to be long, and he’d need his stamina to keep up with his groomsmen, but it was just so hard to do when he watched Hermione getting fucked so wonderfully like this. It drove him wild with lust. He couldn’t wait for his chance to claim her again once everyone else tired, if such a thing was even possible. Hermione had a special way of making men feel so good that they always managed to fuck her just one more time than they thought they could.
Merlin, he wanted to be inside of her.
Luna began to squirm atop Draco’s cock as the action on the bed continued to ramp up. His hands came up to tease her stiff nipples, making her let out these quiet little moans that added to the excitement of everything.
“Hermione,” Neville said warningly. “I’m…”
Suddenly, Hermione shoved her head forward so that her lips were all the way down at the base of Neville’s shaft. He leaned forward, pulling her head against his crotch as he cried out and shot his seed straight down her throat and into her belly. Neither Kingsley nor Ron stopped fucking her as Neville came.
“What a good slag,” Dudley said. “I need to fuck her again.”
“Her mouth’s free,” Draco pointed out as Neville fell back onto the bed.
“Yeah, it is,” Dudley grinned. He turned to Harry. “Do you think she’ll give you a goodnight kiss after I’ve cum in her mouth? Bet she already has.”
Harry had to pretend to look ashamed at the thought even though he knew that Hermione’s charms always kept her fresh and clean for him. Dudley chuckled cruelly as he went back up onto the bed and took Neville’s former place. He wasted no time in shoving his cock back into Hermione’s mouth.
“Your cousin’s a real prick,” Draco commented to Harry. “Why do you put up with him?”
“Because it’s fun,” Harry answered sincerely. “It’s like a game, you know? I might feel insecure if his insults were true, but they’re not.”
Draco just shrugged in reply and bounced Luna on his cock a couple of times to help keep himself nice and hard. “Seems like a lot to put up with is all.”
It would be if it wasn’t so much fun. Even now, Dudley was peacocking as he fucked Hermione’s mouth, trying to make Harry feel like less of a man. That boastful behaviour made part of Harry want to laugh at how ridiculous it was. The other part revelled in how Dudley’s confident belief that he was so much bigger and better than Harry caused him to fuck Hermione harder, rougher, and better than he otherwise would if he knew the truth.
“I’m getting close,” Ron managed to squeak out.
“Good, fill the slag up,” Dudley laughed.
“I’m almost there too,” Kingsley groaned deeply.
The rhythm that the two men had built up began to come undone as they neared their orgasms. It started slowly, but their thrusts gradually became discordant with one another. Eventually, they were just bucking into Hermione’s holes with no real care for what the other was doing. Harry ended up stroking his cock at his own rapid pace that he set, watching eagerly for the first sign that one of the men was about to finish.
In the end, it was Ron that finished first. His erratic thrusts suddenly ceased the moment before he was about to finish. Hermione must have felt his cock begin to pulse inside of her pussy because she slammed herself down onto his cock, which set Ron off. He began to shoot his seed deep into her pussy, and the throbbing of his cock set Kingsley off too. The man rammed himself hard into Hermione’s arse and growled as he pumped a thick load of cum into her.
“Looks like it’s my turn,” Draco said as he hoisted Luna off of his cock. He was rock hard and ready to go, which was good because Kingsley and Ron both looked thoroughly spent after the proper fuck they’d just given Hermione.
Ron rolled out from beneath Hermione as Kingsley pulled away. Hermione’s body simply collapsed down onto the bed as cum began to leak out of her holes. Luna collected both of them, guiding them over to chairs as Draco climbed onto the bed behind Hermione. Despite the fact that her body was still trembling from all of the pleasure she’d been receiving, she still managed to get her knees underneath her so that she could lift her arse up for Draco.
Draco eagerly slipped himself into Hermione’s pussy and started thrusting away. Since she was already wound up from Kingsley and Ron, he knew that he could go as hard and rough as he wanted. His thrusts made Hermione’s body jostle forward, bouncing her between him and Dudley.
“Fuck,” Harry groaned under his breath. He wasn’t going to last any longer. He could feel his balls starting to tighten and his cock pulse with need. He was—
Just at the right time, Luna popped into view between his legs. “I’ve got this one, Harry,” she smiled as she popped his cock into her mouth.
Harry purposefully didn’t masturbate or have sex for the past few days to make sure that tonight was going to be something extra special, and it absolutely was. His body was wracked with spasms as he came into Luna’s mouth. He gripped the armrests of his chair to stop himself from jumping up and shoving his cock straight down Luna’s throat. Her hands came up and started stroking the base of his shaft as she pumped load after load of cum into her mouth.
Finally, Harry sagged back into his chair with relief. Luna opened her mouth up and showed off his cum swirling around inside of her before she gulped it down with a smile.
As mind blowing as that orgasm was, Harry’s cock still stood hard as ever. He couldn’t help it when he was watching Hermione getting fucked. It turned him on so much that his entire body felt electrified.
Reluctantly, Harry turned his attention away from the show as he walked over to the side of the room to pick up one of the glasses of water that he’d set up beforehand. He needed to stay hydrated. This was going to be a long night after all.
