Holiday Roleplay (Harry Potter)

Holiday Roleplay (Harry Potter)

A/N: Holiday Roleplay was a commissioned one shot originally written in December of 2021. Posting it up here and now for people to enjoy!

Summary: In which Lily and James have some holiday fun. And at the same time, Harry and Hermione are having fun as well.

Themes: Roleplay, Rough Sex, Big Dick

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Sat behind his desk, Auror Captain James Potter grades the papers in front of him, not for the first time wondering if it was really worth taking a sabbatical to teach a year of Defense Against the Dark Arts at Hogwarts. Honestly, were he and his Year Mates this inept back when they were all in Hogwarts? Truly, it was patently ridiculous just how...

A sudden knock at the door, and a soft, feminine voice begging permission to enter, takes James out of his inner thoughts, distracting him from his current work as he straightens in his chair.

"Of course. Please come in."

The door to his office opens up and the redhead that steps into the room is drop-dead gorgeous in every sense of the word. Her long, luxurious red hair swooped down to cover up her right eye, while leaving the gorgeous green of her left eye, complete with its seductive long lashes and accented with dark yet shimmering eyeshadow, entirely visible. Her full, pillowy lips are coated in a ruby red lip stick that only makes them stand out even further.

Meanwhile, her voluptuous figure, with a curves for days and a narrow waist that further accentuates her large, broad hips and dump truck derriere, is clad in a red sequin strapless dress, revealing plenty of cleavage in a way that makes the top of the dress, and her breasts look like a heart, with a high thigh slit along the side to expose an impressive amount of pale leg and thigh.

To top it all off, almost like an afterthought, she's got on pink heels, elegant purple opera gloves, and golden earrings.

"Professor Potter. I'm so happy to finally meet you~"

As James stares unabashedly at the beauty in front of him, Ms. Lily Evans, mother of his favorite student, saunters over and takes a seat in one of the chairs on the other side of the desk. Perching herself on the edge of the chair with one leg over the other and her hands on her knees, she pushes her tits together, batting the eyelashes of her one visible eye in his direction as her ruby red lips curl into a sultry, seductive smile.

Her voice, meanwhile, is its own brand of sultry and seductive. Its breathy, and quite frankly, boner-inducing. Certainly, James shifts, having to adjust himself a little bit as he graces Ms. Evans with a nod and a smile.

"Pleasure to meet you as well, Ms. Evans. Your son is one of my top students."

Bringing up a gloved hand to place over her heart, the voluptuous red head lets out a shuddering breath.

"Oh! I'm sure he is. Harry's always needed a good male role model, you see. He's quite the little scrapper, always has been. Eager to defend my honor from every thug and brigand who might seek to sully it. It comes from our early days in the States, of course. America is so... uncivilized. But you've been there for Harry when practically no one else was. He can't help gushing about you."

James nods in a commiserating fashion, before demurring as he smiles and waves her off with both hands.

"Your son is an amazing young wizard with a bright future in front of him. Really, anyone in my position would have seen his potential and sought to draw it out. I'm not doing anything special; I promise you."

Before he can pull his hands back in, however, one of Ms. Evans' hands snaps out, clutching at his as she stares at him intensely, the visible part of her face rosy and her lidded eyes smoky with... desire.

"Oh, I wouldn't say that, Professor. From what Harry has told me, you've been quite... paternal with him. From teaching him dueling tips to muggle exercises to work off his... aggression. Mm, Harry was so much happier and calmer when he came home for the holidays this year. Really, whatever you're doing is above and beyond what any of his previous Professors have done. You've been like a father to him, this past year~"

With Lily clutching at his hand, it's all but impossible for his eyes not to travel up the length of her arm to her sumptuous cleavage in her classy, low-cut red gown. Meanwhile, 'Ms. Evans' suddenly stands up, leaning forward to give him an even better view as she lifts her hand from his and idly begins tracing the lines of James' musculature, outlined in his tight-fitting shirt.

The already breathy voice of the beautiful, gorgeous red head only gets even breathier as she continues, her one visible green eye positively glinting with mischief.

"You remind me of Harry's real father, truth be told. Poor Severus thinks he might be the father, but I can assure you, it's simply not true. Sev and I only ever went on a few dates, and when I did finally bring him home, he passed out before anything could happen."

Continuing to trace her fingers along James' biceps and pectorals, Lily smiles wickedly.

"Mm, no... Harry's built like a tank, just like his father... an up-and-coming Auror I met during one of those lackluster dates. Ah, I fell for him so hard when he proved able to make me laugh so easily. And my oh my... Professor Potter, you look SO much like him. Why-mmph!"

Unable to hold back a moment longer, James surges from his seat, one of his big, strong hands rising up to slide through the back of Ms. Evans' lush red locks, grabbing her roughly and pulling her into a deep, tongue-filled, passionate kiss across the length of his desk. To her credit, Lily doesn't even hesitate, she kisses him right back, their tongues wrestling with one another energetically for a moment.

The moment passes, and they both begin moving towards one of the desk's ends so they can get the piece of furniture out from between them. It's there, when they finally come together, that Lily disengages from the lip lock and hurriedly pops a squat, dropping her fat booty like its hot and bringing her face down to eye level with his crotch.

The DADA Professor and Auror Captain just watches as the beautiful, vivacious MILF reaches out with her gloved hands and deftly unbuttons and unzips his trousers, yanking them down along with his boxers. His cock, already rock hard at this point, swings up from its confines and proceeds to utterly smack Ms. Evans across the face. She gasps and then coos, rubbing her visible cheek into the side of his girthy, huge member, even as her hands come up to wrap around his dick.

"Mmm, so large, Professor Potter. So thick and... meaty. You remind me more and more of Harry's father by the moment."

Grinning knowingly, James brings his hand down to rest atop Lily's head, looking down at her with a raised brow.

"While the compliments are appreciated, Ms. Evans, most men don't like to be constantly compared to past lovers... even if the comparison is a good one."

Lily gives him a knowing grin right back, before batting her eyelashes bashfully.

"Oh my, my sincerest apologies, Professor~"

Chuckling, James pulls his cock back until the tip of it can press against her ruby red lips.

"Oh... I know a way you can make it up to me, sweetheart."

Rather than respond verbally, the gorgeous crouching MILF opens those pillowy lips of hers NICE and wide, until she's able to wrap her entire mouth around his massive cock, her jaw stretching just a bit beyond comfort as she nevertheless manages to take him past her lips and begins sliding her way down his huge, fat prick.

James groans, his head tilting back momentarily as Lily begins to swallow him, inch by inch, down her seemingly inescapable gullet. When he finally looks back down at her, she's already managed to take half of his cock into her mouth, the ruby red lipstick starting to smear along his length as she pulls back after a beat... only to force herself back down again a moment later.

"Glughk! Glughk! Glughk!"

He doesn't give Lily a chance to respond before his cock is splitting her ass in half, whatever she might have said drowned out by the sudden delighted shriek that spills forth from her lips.

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Elsewhere, another couple, a younger couple, are going at it just as vigorously if not more so. The woman, with her brunette locks done up in a ponytail, can only moan throatily as she's plowed silly from behind by the man. Her full, pouty lips form an O as she gasps and groans from the pounding she's receiving. Meanwhile, her full, voluptuous tits swing back and forth, pulled out of her blue tank top.

Her hiking boots are definitely helping her keep her balance though, or rather, one of them is. With one long, tanned leg lifted high in the air, 'Hermione Croft's' short-shorts and panties are looped around that ankle, while her utility belt and guns have been discarded, forgotten on the floor nearby.

Suddenly spun around, 'Lady Croft' can only groan as the powerfully built man fucking her spears right back into her cunny, his huge cock slamming home all the way to her womb as he falls upon her tits like a ravenous beast, attacking her big, bouncy breasts like there's no tomorrow. With messy black hair, 'Harry Samson' is built like a fucking tank. His broad, musclebound chest is covered by a pitch black polo shirt, with his pastel-colored pants pulled down just enough to free his massive cock.

As he pistons in and out of Hermione Croft's sopping, clenching wet cunt while slurping away at her tits, the brunette does her best to stay 'in character'. Gasping, moaning, Hermione's eyes flash as she shudders in orgasmic ecstasy.

"I-I hope... nnngh, I hope I've m-managed to impress you, Mister S-Samson~"

Pulling off of one of her big bouncy tits with a pop, Harry leans back, though he doesn't stop fucking her, his hands gripping tightly at her hip and inner thigh, keeping that one long leg up in the air as he plows into her with all his might. Hermione can only gasp and grunt and groan, her face flushed and hot from the rough pounding she's receiving.

"... Yeah, I'd say you've made it worth my while, Lady Croft. I'll go ahead and waive the monetary payment for this little expedition of yours. But you follow my lead, got it? Can't keep you safe if you won't listen to me."

Smirking, Hermione's brown eyes twinkle, even as he tits continue to bounce with every thrust, even as she clings to the shelf behind her for dear life.

"H-Heh... n-no promises, Mister Samson~"

Grinning right back at her, Harry lets out a low growl.

"Knew you would be a naughty minx from the moment I saw you. Guess I'll just have to show you what happens to bad girls who don't follow orders~"

However, before he can fuck her further, both of them tense up as a delighted shriek fills the air. Stopping, Harry and Hermione stare at one another for a moment.

"I thought you said we'd have the house to ourselves."

Frowning, Harry shakes his head at Hermione's slightly accusatory voice.

"We should. Dad said he had so much work to do at Hogwarts that he wouldn't be able to come home for the holidays. I figured Mom would just go spend the rest of the break with him..."

Another delighted squeal that could only have come from Lady Lily Potter's lips fills the air, making Hermione blush.

"W-Well clearly that's not the case, Harry!"

Brow furrowing, green eyes lost in thought for a moment, Harry comes to a conclusion quite fast all the same. He is a very smart young man, after all, what with having a brilliant witch like Lily for a mother, and a just as brilliant witch as Hermione for his girlfriend and kinky-ass lover.

"Right... Mom must have convinced Dad to bring his work home with him. And then, she found a way to convince him to forget the work and focus on her instead. Probably with that Jessica Rabbit cosplay she was telling me about..."

Hermione's eyes widen at that, and it's obvious the brunette bookworm is now imagining his absolutely gorgeous MILF of a mom dressed as Jessica Rabbit... and not finding it difficult to imagine whatsoever. Of course, both Harry and Hermione are also dressed up right now. Hermione as the estimable Lara Croft, explorer and tomb raider extraordinaire, and Harry as Brock Samson, a kickass bodyguard, and in the case of this roleplay, private security hired by 'Hermione Croft' to watch her back on her next expedition. And by hired, that of course meant Hermione was taking him for a test run first, and he was in turn taking HER for a test run as well.

With his throbbing cock still buried in Hermione's sopping wet pussy, and the two of them just staring at each other while listening to what sounded like Lady Lily Potter taking Lord James Potter's cock FIRMLY up her derriere, there's a long pregnant pause... before Harry gives Hermione a truly wicked grin.

Hermione's brown eyes widen as she sees the competitive look spreading over her boyfriend's face.

"Harry..."

Her warning tone is promptly ignored as Harry just chortles and gives her a wink.

"Really put your lungs into it, babe. We can't let them beat us now, can we?"

"Harry-!"

Hermione's second warning cry comes as Harry draws his cock back, almost ALLLLLL the way out of her, until just the tip is held between her clenching cunt lips... before slamming back in all the way to the base.

Hermione's face runs a gamut of interesting expressions, before finally a strangled, shriek of pleasure leaves her lips, her eyes rolling back in her head and her mouth open in a wide O of pleasure. Harry 'Samson' just grins as he hears the noises his parents are making pause for a moment... before resuming as if nothing was happening.

Heh, if that was how they wanted to play it... fine. Harry begins to fuck Hermione harder and faster than ever before, really giving it to her as she yelps and squeals and holds on for dear life, the pleasure and ecstasy being pushed upon her by a competitive Harry trying to drown out the noises his parents are making over in his father's study driving her over the edge again and again.

Maybe it wasn't quite how Hermione thought her introduction to Harry's parents would go... but like so many things Harry had convinced her would be fun with liberal use of his big fat cock, Hermione can't honestly bring herself to mind...

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