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Chapter 18
by
HighGrove
Now To Make a Fake Tinder Profile for Gaspar. And Invent the Smartphone.
Wait, This is an Story?
You wind your way towards the private quarters of the castle, feeling that it would be best to put some distance between you and the party before donning the mask. Making sure the coast is clear, you duck behind a corner and quickly slip the silk over your face, carefully adjusting the holes over your eyes as you decide how to proceed. Okay, Gaspar and Gwen. Gwen and Gaspar. She had said she had a thing for him when they were all young right? And didn't Gaspar compliment the women in your family as much as he did Ginny specifically? Are you remembering that right? Well, your Aunt Gwendolyn is an absolute goddamn fox; if stupid Gaspar had any sense he would certainly be complimentary. What, does that bum think he's too good for your dear aunt? Gaspar is the fucking worst person in the world.
You've almost forgotten the plan entirely in your utterly justified rage at Gaspar when you turn a corner and nearly run straight into a rather surprised looking Lady Gwendolyn. She gasps, a fat curl popping free from her silvered lavender bun as she starts back at your sudden appearance. The dignified noblewoman quickly recovers though, her gorgeous face brightening with a matronly smile as she places a hand on your chest. "Sir Candyland! You certainly gave me a start; what in the world are you doing here?"
Okay, solid question. "I...got lost?"
Gwendolyn chuckles at that. "I don't doubt it; I have always said this castle was far too much. Well I must say, you've let nearly the whole night slip away. All of it, in fact, for me; I was just about to retire for the night."
Well there's an opening. You offer Gwendolyn your arm in a rather over the top show of gallantry. "Well I cannot allow a lady to be unescorted. The feast can wait few moments more, certainly."
Your aunt daintly covers another smile with a hand, sliding her other across your chest to slip it through your arm. "Oh my, they certainly do raise proper gentlemen in Sexbomb. You must have all the old matrons eating out of the palm of your hand."
You make a noise of displeasure at that as you begin to lead Gwendolyn towards her chambers, hoping she never realizes that it is pretty fucking weird that Candyland somehow knows where her room is. "You surely don't count yourself among their numbers, Lady Gwendolyn."
She bats you on the shoulder playfully, making it all too clear she is perfectly pleased by your words despite any objections. "Flattering spinsters, are we?"
"If I hadn't been informed otherwise I would not have place you a day over twenty five, I swear it." It's true, for the record; back in the real world a girl freshly in her twenties would count herself wildly fortunate to be even somewhat as comely and ageless as your aunt, even if you know she's at least fifteen years older than your assessment.
Truth or not Gwendolyn doesn't seem to mind in the slightest, pressing herself a bit more tightly against your arm. Shit, her tastefully conservative dress makes her graceful form as slim as ever, but with her squished against you like this there is no disguising the massive reservoir of breast flesh that lurks below the surface. She gives a dramatic sigh, pleased and somewhat longing at the same time. "Such a good boy, to say such nice things. It might seem a thin sustenance, but you can't understand how fulfilling a compliment from a handsome young man can be, until it's all that's left to you.
"'All that's left to you'? You sound as if you've given up on the joys of life." Why are you so fucking formal sounding as Candyland? This place is weird.
Lady Gwendolyn sighs. "I don't know. Maybe I have. When the prince and princess came into my care, I had to grow up so suddenly and so quickly. I didn't have time for youthful pleasantries anymore. Maybe I've become stuck in my ways."
Okay, this is your in. It's the perfect set up, Gwendolyn is a gorgeous pre-MILF with an empty nest, Gaspar is an old crush turned widower looking for love again. This shit writes itself. "The prince and princess are both grown now. I don't doubt that they would be perfectly pleased to see you enjoying life, after having giving so much of yourself to them."
"I don't know..."
"I'm sure you would have many suitors; you're still a very beautiful woman Gwendolyn. Er, may I call you Gwendolyn."
She smiles, greenish gray eyes sparkling. "Call me Gwen."
Why is your heart beating a little faster. "Oh, um. Alright then, Gwen."
The older woman seems to be inspecting you in a new light now, her clever eyes running across your body. "It's true, I had many suitors when I was Genevieve's age. I could never pick one though; Mother was so scandalized. Oh, they came from all over."
Uh, was that innuendo?
Aunt Gwen is biting her inviting lower lip a bit as she places a hand onto your shoulder. "There wasn't a boy like you among them though, I don't mind saying. Such a sweet young man, and so handsome. And such rumors...oh look, we've reached my chambers!"
Uh, so you have. Your aunt slips from your arm but doesn't go far, laying both hands on your chest as she gives you a teasing little smile. "Oh, I remember this so well," she sighs, reaching up to run a finger across your cheek, "sneaking a boy back to my chambers, so full of hope and all those naughty hormones...it always made me feel so alive, so wanted..."
You can't help your loud gulp, Aunt Gwen favoring you with a little chuckle. "Oh, but that was so long ago. I can scarcely even recall all the fun that would come after..."
You should stick to the plan. The smart thing to do would be to stick to the plan. The moral thing to do would be to stick to the plan. "Um, w-well...maybe you could try to remember?"
Okay, fuck the plan then. Whatever.
Your Aunt Gwen stares at you for a moment, then delicately reaches up and undoes her dignified bun. She gives her head a shake, silvery purple curls whipping free and loose before she crushes herself against you and lays a hungry kiss on your shocked, but uttering ready to reciprocate mouth. The woman rubs herself against you, a thigh accidentally-on-purpose slipping between your legs to press against your straining groin as the two of you make out with the intensity of a pair of hormonal teens. Which, you realize as she pulls back, her eyes shimmering with desire, she looks almost exactly like. Her whole demeanor has changed; in this moment, your poised Aunt Gwendolyn has been totally replaced by Gwen the Royal Teen Sexpot.
Gwen makes a noise of regret as she peppers you with soft kisses, girlishly pouting. "Everyone is asleep; if Mummy and Daddy find out I've brought a boy to my chambers they will be so cross with me..."
Fuck, even her tone has changed, as breathily flirty as anyone could hope from a wild young princess. You stammer out a response, Gwen obviously delighted with the effect she's having over you. "I, um, I can be quiet..."
She makes a bit show of consideration, her hands stroking your side and coming dangerously close to where your cock tries to explode out from your pants. "Wellllll.......okay, but you ha~ave to be very quiet, okay? And we are just going in for a minute; I am a good girl, I'll have you know."
You nod desperately and Gwen giggles, cracking open her door and taking hold of your shirt to lead you coquettishly inside. Your eyes know that Gwendolyn's chamber is refined and well-appointed, the sort of bedroom that an important older noblewoman would have? But your brain sees a pink, frilly room filled with pretty thing, oversized and over-taxed bras and a massive canopied bed, the sort of room built solely for a libertine young lady to sneak in boys for a late night fuck and cuddle. Which is precisely what this is.
Gwen settles you down onto her bed and slips into your lap with the graceful ease of a girl who's done this hundreds of times, cooing as your throbbing bulge nestles against her pert backside. "Is that all for me, Sir Candyland? What sort of girl do you think I am?"
The best kind of girl. Though your actual response is more of a mix of a stutter and a grunt, which prompts another giggle from Gwen. "We can kiss for a little longer, but that is all, okay?" She doesn't wait for your response, throws her arms around your neck and leans in for another kiss. She moans into your mouth as your hands explore her rounded hips, running a hand through your hair as you slide yours up her side.
She breaks the kiss as you reach the bottom of her corset, leaning in to whisper into your ear. "Sir Candyland, do you like...large bosoms?"
Yes. "Yes."
Gwen smiles wickedly, guiding your hand to the buttons that valiantly strain at the back of her dress. You carefully begin to undo them with shaking hands, her dress audibly groaning as its grip on her secret rack is weakened. As soon as enough buttons are released you slip your hand into her dress and begin unfastening the large, powerful studs of her corset.
Gwen pouts prettily as every released clasp causes the front of her dress to balloon out more and more against your chest. "I've already outgrown Mummy, and the doctors say I have so much more growing to do..." You finally work the final stud free and Gwen immediately slips her corset free, the second largest pair of breasts you have ever seen dropping majestically from the outmatched top of her dress to spread plumply against your chest. She carelessly throws her tit prison to the floor before guiding your hand to the side of her fat rack, flesh oozing out between your enthralled fingers and she squishes into your grip. "You can play with my big boobies a little, but that's all, okay?"
You nod dumbly, massaging the breast that all but overflows your hand as Gwen smiles naughtily and presses her lips to yours again. She squirms in your lap as you finally find your way to her throbbing nipple, a splash of wetness squirting against your leg as you tease the fat, straining teat between a finger and thumb. Oh fuck, she's not wearing any underwear.
Gwen has managed to work a hand into your pants without you realizing it, her soft fingers wrapping around your turgid meat. She hums in pleasure as she pulls you free, her hum turning into a delighted gasp as she pops you fully out of your clothes and gets a look at your proud shaft. "Oh, Sir Candyland! The rumors are true, I...why have been wasting time on such little boys?!"
Her eyes are a little glassy as you opt to continue playing with her enormous breast rather than respond, her hand working your cock with precisely the sort of little twists and tugs to keep you rock hard. "Well, I saw yours, it's only fair that you get to see mine, right? But that's all, okay?"
She doesn't even wait for your nod before she gathers up her skirt and slips the rest of her dress over her head, her heavy breasts wobbling about as they flop back down. You aren't watching though, as Gwen has brought a little hand around to spread the lips of her beautiful, swollen, and drippingly wet little pussy. She moans, one hand stroking you as the other toys with herself. She turns her eyes up at you, lidded heavily with lust as she slowly brings your straining cock towards her plump, welcoming blossom. "Um, we can play a little, okay? But you can't stick it in. Daddy would be so cross with me..."
You nod frantically and Gwen sets to it, tongue sticking cutely out as she plops your cockhead against her waiting folds. Fffuck, she's hot as a goddamn oven down there. She begins slowly rising and falling in your lap, teasing your **** cock against her drenched flower. Every now and again she'll stop and press your angry head firmly against her plush opening, nearly allowing you to slip in before releasing her pressure and rubbing her slickness down your shaft yet again. This is so amazing, and so fucking unbearable.
It's time to take a little initiative. You wait for Gwen to squeeze you against her pussy again, her eyes slightly crossed with both focus and pleasure, then give the absolutely smallest of pushes. Gwen gasps as her folds open slightly, your thrilled cock pressing almost imperceptibly into her. She holds there for a moment, then she moans lowly and slips you in just a little further.
"Okay," she pants, "You can stick it in my little cunny, for a little bit. But you can't cum inside, okay? Daddy will be so cross..." You answer by pulling her into a passionate kiss, your aunt whining in need as she shifts her weight and sinks your entire length all the way into her shuddering, ecstatic pussy.
The two of you grunt and groan into each others mouths as Gwen bucks up and down in your lap, wet splats sounding out every time your bottom out into her writhing depths. You have no idea how long it's been for your Aunt Gwen, but she hasn't missed a fucking beat; her walls grip and stroke your blissful cock in ways that would make a professional courtesan start updating her resume. You break free from her lips with a gasp, Gwen mewling in displeasure until you raise one of her oversized breasts and latch onto a quivering nipple. She shrieks at that, cumming in your lap before you flip her onto her back and begin pounding away at her all-too-willing pussy.
Gwen claws at your back, fighting words between her gasps and grunts of sheer pleasure. "Ahn, oh, S-sir Candyland, give it to me! Stuff me with all that yummy cum..."
You release her nipple with a 'pop'. "But you said -"
She arches her back as she cums again, eyes pleading. Well fuck, who could turn that down? Good timing too, because you're pretty sure there was no way you were going to be able to pull out of the sweltering, silken plumpness of Aunt Gwen's pussy without bursting right then and there. You redouble your efforts to Gwen's delight, heavy balls slapping against her ass as they churn and throb excitedly. Fuck, you can practically see it, it's like they just received authorization from President Gwen to press the big red button labeled "CREAMPIE".
You manage to hold out for two more powerful thrusts, trying to steal just a little more of the heaven between your Aunt Gwen's thighs, and then push yourself as far into her as you can as the first line of liquid fire begins coursing up your shaft. You quiet Gwen and your groan's both by enveloping her in a kiss as you release a huge load directly into the depths of her womb, absolutely flooding your aunt with your virile seed.
You shudder through two more shots, both nearly as large, before rolling off of Lady Gwen to try and catch your breath. Fuck, that was....that was the goddamn best. And it was, uh, with your aunt, you're suddenly remembering. You glance over at the woman who's still reeling in pleasure, both hands latched to her stuffed pussy. At length she shivers and looks over at you, eyes wide for the moment. Then, her beautiful face beams radiantly as she rolls over and showers you with grateful kisses.
"Oh Sir Candyland, thank you, thank you so much!" She manages between her displays of gratitude. "I feel like a new woman; I feel like, like...I feel like I'm alive again! Oh it had been so long, I was so lonely, I can never thank you enough!"
She glides up from the bed, face alight with fresh energy as she wriggles back into her corset. "It was like the part of me that was a woman, someone with desires who could be desired, had been locked away. Help me with these clasps, dear boy."
You silently rise up, moving over to help struggle he massive breasts back into their holster. "But now, it's like seeing the world anew! I'm still so young; there is still so much I can do! Why, I could even sneak into Gaspar's chambers and -" Her line of thought cuts off with a gasp as she raises a hand to her reddening cheeks. Wait, the fuck? Did this actually work?
She remains quiet as you finish strapping her into her corset, though her mind is clearly racing with thought. Once you've finished she turns and slips into your arms, softly giving you a grateful kiss. "Thank you again, you wonderful man." Then she turns and starts for the door, pausing only to throw a thin robe on to disguise the fact that, besides her corset, she is totally nude. She lingers at the door a moment, throwing a naughty look back at you. "Don't be a stranger, Sir Candyland." And then she slips through, leaving you alone again.
Welllll you fucked your aunt. Maybe don't mention this one to Ginny.
I Was Sure This Was Just About Maid Fucking.
Wanted: Prince for Wildly Implausible Fuckfest
A One-Way Ticket to the Medieval Bone Zone
Through the (obscenely thinly-sketched) machinations of what can only be called a magical job application, you find yourself transported through space and time to an egregiously sexual fantasy realm. into the role and form of one of several noble suitors, you find yourself literally (figuratively) balls-deep in the struggle for the hand of the kingdom's fair princess. Will you find the will to overcome the absurdly high-concept insanity of it all to win the princess's...heart? Let's say heart. It's like A Connecticut Yankee in King Arthur's Court, but poorly written and with substantially more fucking.
Updated on Jul 17, 2022
by menoetes
Created on Mar 13, 2017
by HighGrove
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