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• Well kids, we did it. We lewded friggin' Goofy. Really, I'm surprised we didn't do it sooner. As always, this is written by the legendary Jeeves, so follow him on SoFurry or FurAffinity, and maybe donate to his Patreon.

An Extremely Goofy Date Night

"Goofy?"

For the first time in several minutes, the silence hanging over the interior of Goofy's car broke as Sylvia spoke his name. For a few seconds though, the dog's eyes remained lowered, fixated as they had been for some time on the two delicate hands cupping either side of one of his gloved paws. Finally, they rose to meet the college librarian's gaze, widening as they saw in her own hues the same mixture of glee and sorrow that was no doubt on display within Goofy's eyes in that instant, as it was so deeply ingrained within his heart.

He swallowed thickly. His mouth was dry, his hands shaking despite her steadying, tender touch.

"Yes, Sylvia?"

Somehow the words slipped out, at once both deeply fearful, yet tinged with a little of the relentless hopeful optimism which Goofy worked so hard to put out into the world, regardless of what came back to meet him. He looked into her face. Her beautiful, gently smiling face, framed by the same straightened hair that she had been wearing when he first met her, though absent the glasses she wore at work, her eyes framed by the slightest dusting of eye-shadow. He swallowed again, wondering for a moment how he had possibly ended up in this situation. Not just at the end of a date with Sylvia, but the end of another date. Their eighth, by his official count, though he'd found plenty more reasons to visit Max at college and stop by the library to see her between them.

Eight amazing dates. Seven evenings, and one afternoon picnic, where Goofy had felt more and more certain that he was falling in love with this amazingly smart, funny, and at times delightfully and perfectly weird woman. Eight dates spoiled only by one fact. That each and every one of them had, by necessity, come to an end. That was why they had been sitting here in silence for the last little while, after all. Because if neither of them spoke, then neither of them had to say goodnight. Then neither of them had to say goodbye, and Goofy wouldn't have to watch as Sylvia slipped out of his car and walked up the steps to her apartment building. Yet now, she had spoken. Sweet and wonderful as she was, she clearly didn't want to sit there in the car just holding hands and silently basking in his presence the same way he could happily of done for her. He didn't hold it against her, of course. But, Goofy wished that there was something he could have said or done to...

"Would you like to... come inside?"

Goofy blinked, and focused very hard for a moment on not letting out a yelp of pure, exhilarated joy. Sylvia giggled, and it took the black furred dog a few moments to realise that she was doing so because his jaw had fallen slack, and his ears were wiggling and twitching in a miniaturised version of the joyous dance that his whole body might have done were he not both sitting down in a car seat, and trying desperately not to make a fool of himself. His cheeks flushed, but to his joy, so did hers as she smiled and squeezed his hand a little more firmly between hers.

"Gawrsh... that sounds wonderful, Sylvia. I... I'd like that."

The other dog giggled once again, and Goofy almost fainted as she nibbled on her bottom lip, a bashful yet playful gesture which set his heart fluttering like it hadn't fluttered since... well, since the last time he'd been in love, with Max's mother. With his free hand, he reached for the car door on his side of the vehicle. Before he could even begin to open it though, Sylvia squeezed his hand again and drew his attention back to her.

"Goofy?"

She murmured again, her voice softer than before, more intimate and almost... seductive. Goofy tried not to act like steam was a split-second away from pouring out of his ears as his whole face flushed crimson beneath his fur, and nodded in acknowledgement, utterly unable to find words again in that instant.

"To be clear. I... oh, goodness, I'm sorry, it's just... I don't ask this very often, I'm not sure how to put it delicately. So, would it be okay if I just say it plainly, and you pretend I was more poetic and graceful?"

Goofy grinned.

"Ms Marpo-... that is, I mean, Sylvia... there isn't a thing you could say to me that wouldn't be poetic and graceful, if the words are coming from your mouth, and your heart."

Sylvia's eyes widened, and her own cheeks glowed like a fire had been ignited within her.

"Oh. Oh, Goofy. Well... after that, I don't think I can be anything but blunt about it. Goofy, I'm not just asking you in for a coffee and a chat. I'm offering... t-that is, I'd like very much for you to... spend the night."

For a few moments, perfect silence fell over the interior of the car once again.

A moment after that, an ear-splitting, joyous, almost yodelling yelp echoed across the neighborhood, and mere seconds beyond that two bodies were launching themselves out of Goofy's car. Red-faced and stumbling on their feet, Goofy and Sylvia hurried to embrace on the sidewalk, kissing feverishly for just a moment before joining hands anew and racing up the steps of the female dog's apartment building. Sylvia didn't dare lead them into the elevator as she heard Goofy panting audibly as his hand shook within hers in rapt anticipation, and with them both gasping for breath after racing up three flights of stairs, Sylvia could see exactly what she had dreamed of seeing for the last seven of their dates... a twitching, stretched tent in Goofy's loose pants, tempting her out of the corner of her eye as she fumbled with her keys and ushered her date, the man she was falling head over heels for, into the quiet and the privacy of her own home.

"Goofy..."

Sylvia groaned as no sooner were they inside, she felt Goofy's arms wrap around her and draw her into a tight hug. His stiffness throbbed against her thigh over her skirt, and even then, before setting eyes or hands upon it, Sylvia's head span with how large it felt. She looped her arms around the taller dog's neck, and kicked off her heels just a moment before Goofy's arms encircled her in turn, allowing her the support she needed to lift both legs off the ground and wrap them around her soon to be lover's waist.

Her plan had been to beg Goofy to take her to her bedroom. But as Goofy pressed her back gently against the front door through which they had just passed, and as his quirkily handsome face leaned in to kiss her deeply, she modified her plans. They kissed hungrily, adoringly. Her hands roamed up and down the back of Goofy's head, and she groaned into his muzzle as his hands slid down her back until, whether intentionally or otherwise, he was supporting her body against his in the most natural way possible, by cupping and holding the cheeks of her curvaceous rear.

"Goofy... put me down..."

After several minutes, their lips finally parted just long enough for Sylvia to utter those words, forcing them out ahead of a desperate whimper born of the continued sensation of her lover's arousal throbbing almost directly against her skirt and panty-covered crotch. The other dog's eyes widened, and he hurried to set her down, looking ashamed.

"O-oh... gawrsh, Sylvia. I... I'm sorry if my... i-if me being... y'know, was too forward."

He glanced down between them at the somehow even larger bulge of his tented crotch, and Sylvia groaned throatily, shaking her head even as she began to drop to her knees.

"Nnh... no, oh, you sweet, kind man. No. You're not too forward. You're... I just... Goofy. I needed you to put me down so I could do this..."

She whimpered as she dropped down to the ground before the wide-eyed, panting male.

"...and this..."

She gasped as she reached up and began to tease open Goofy's belt.

"...and... o-oh... fuck..."

Sylvia added, breathily cursing in sheer awe as she pulled the front of Goofy's pants open, tugged down the front of his plain white underwear, and almost got slapped in the face by the monster erection, easily over a foot long, which erupted immediately from within. Her eyes, glassy and unfocused, turned up to Goofy's flushed, nervous looking face. They darted down again, then up, then back down.

"...a-and..."

She whimpered, giggling almost drunkenly as she looked up into Goofy's bashfully flushed face one more time, before indulging herself with another lingering look at the dog's huge, twitching cock.

"...and this."

A moment later, her mouth opened wide and her head sank forward as pure greed flickered over her dazed, dreamily fluttering eyes. She wrapped her mouth around the head of Goofy's cock, and with the other dog staring down at her, his legs bowing outward as his knees threatened to give way entirely, she slowly, slowly eased forward, watching with glee as the pleasure and awe spread in unison over Goofy's face while she took in more of him, and more, and more, and...

"O-oohhhh... Sylvia..."

Goofy grunted his lover's name as he watched her beautiful eyes glaze over with pure lust, and swore that he started to see a slight bulge in her throat after his cock brushed against what had to have been the back of her muzzle, yet still she kept on sinking herself deeper onto him. His hands shakily moved to her face, but he didn't grip the back of her head tightly as a part of his body was urging him to. Instead he gently, delicately cupped her face, and stroked her cheeks as she began to bob back and forth upon his sizeable erection. He moaned and whimpered at the bliss she was granting him, but more than just that. He gasped and whined in rapture as while her muzzle worked his cock, the woman's delicate hands began to unfasten her jacket, and then without even removing that garment now open at its front, to unbutton the blouse beneath it. Goofy started to rock back and forth upon his heels, subconsciously humping at Sylvia's face, and his hips only quickened their desperate motions as the gorgeous librarian promptly reached around behind herself, beneath the now open front of both her jacket and blouse, and with the ease that only someone who had years of practice could possibly achieve unhooked her bra.

With a wheezing gasp that turned into a grunt of desire the very moment she had enough of her throat free to express such a sound, Sylvia pulled back from Goofy's both saliva and pre-cum drooling cock. She stared at it once more with absolute rapture, and giggled almost drunkenly as finally she shucked off her upper body's clothes, shedding jacket, blouse and bra in a matter of seconds.

"Goofy, I... fuck. Why did we wait eight dates, when I wanted you... w-wanted this, right from the start? The first time you span me on the dance-floor, I knew... I... I just knew I had to have you in my bed. But, this... o-oh, god."

Rising up as tall as she could upon her knees, Sylvia cupped her hands around her gorgeous, ample breasts that seemed far too large to possibly have been hidden away behind such a modest blouse, and Goofy howled to the heavens as they encircled his cock. With Sylvia's pre-existing saliva and his still drooling pre to lubricate her motions, Sylvia started to slide her breasts back and forth with the motion of her body. She squeezed and milked Goofy's cock with them, and watched as his tip twitched and quivered, as it oozed and spurted pre over her collarbone, her neck, as she felt it splash across her muzzle. With every eruption of his pre-cum Goofy let slip another yip or gasp of pure joy, but another of those echoing, earth-shattering cries rang out across the apartment hallway and probably into the apartments surrounding Sylvia's own when with a strained whimper the dog cradling his cock between her tits bowed her head forward once again, and began to lap at the oozing tip of Goofy's cock with her warm, wet tongue.

"Gawrsh... Sylvie..."

Goofy whined as he ran his shaking hands through the gorgeous, fiery red hair of his lover, watching in awe as she turned her eyes upward once again, wordlessly pleading to him as their gazes met. He had been about to warn her, to tell her that he couldn't last. That he wasn't used to such stimulation, or indeed any beyond his hand or the old, rather worn fleshlight he had owned for over a decade. But that look, those eyes, not to mention the way she was working him. She didn't want him to hold back. She didn't want him to last. Goofy's toes curled as he realised that the woman before him was sincerely as eager, as frantically wild for his release as his own pleasure-stricken body, and though he could already close his eyes and picture his own muzzle buried between Sylvia's legs, a fantasy that had led him to working his tongue into his fleshlight over the last few months even more often than his cock, he simply channelled his urge to please Sylvia into fuelling his own impending release. After all, he would have more than enough opportunities to make his new lover cum, but if what she wanted first was to do the same to him... then Goofy was more than willing to indulge her, and himself alike.

"Gonna... gonna cum soon, Sylvia..."

He huffed, trembling and feeling his balls tighten as Sylvia let slip a wordless, giddy whimper and began to squeeze his cock more tightly still between her tits as her tongue went wild swirling all around the sensitive head of his erection. She began to pepper his oozing, pulsing tip with kisses, and as Goofy's grip on her head finally tightened, unable to help himself, she began to grunt and moan urgently, pleadingly in her own desperation to receive all that her boyfriend had to give.

"Mmnh... cum for me, Goofy. Please... cum. Cum!"

She begged, and just seconds later as his eyes rolled back and his face fell into a slack-jawed expression of pure, relaxed rapture, Goofy delivered.

Sylvia's face had already been streaked with his pre-cum, and her muzzle was already dripping from both sides as she drooled in anticipation, but a split-second after Goofy's first potent wave of cum... and truly, it was like a wave... splashed across her features, she knew that her life would never be the same again. She had only ever been with a few men, more women in fact, but the cocks she had dealt with before had issued forth a perfectly normal, perfectly respectable quantity of cum. Goofy, however, let loose a torrent that seemed all but impossible given the slightly large but far from obscenely swollen size of his testicles. The first gushing spray lasted several seconds in its own right, painting Sylvia's face and splattering cum in a framed silhouette around her head against the apartment door. For the second wave, Sylvia's gurgling, sloppy scream of joyous elation was muffled as she wrapped her lips around Goofy's tip, only for her eyes to bulge and cum to begin spraying out of the sides of her muzzle as she utterly failed to gulp down his load as intended. Her eyes rolled back, and Sylvia's head snapped back as her entire torso slumped back against the door, allowing Goofy's next spray of cum to soak her face and chest as his cock suddenly fell free, twitching and bouncing in mid-air while he watched Sylvia's cum-soaked face contort and heard her wet, gurgling shriek as without warning or any stimulation to her own loins, she too began to cum.

For thirty seconds, without any sign of his potency diminishing until the last few, Goofy's cock soaked Sylvia's bare upper body, and he was still grunting, still whimpering and cumming even as her own wild orgasm trailed off. Sylvia's eyes burned, and her sinuses were on fire as cum dribbled out of her nostrils. She didn't care though. She didn't try to wipe off her face or do anything to in any way change what had just happened to her. All she could do was stare up at Goofy as his tongue lolled out in a... well, a goofy grin, both of them glassy-eyed with blissful elation. He looked back down at her, and soon slumped to his knees, his hands cupping her dripping, cum-coated face once again as he drew their faces together in a tender smooch.

"That was... gawrsh, that was just swell, Sylvia..."

Goofy panted as their lips parted and he stared into his lover's still dripping, utterly saturated face with pure adoration. She just giggled drunkenly for a little while longer, before licking her lips, almost cumming again at the abundant taste of his seed all over her muzzle, and croaking breathlessly to this miraculous man.

"Goofy, I... o-oh my god... that was... hnhhh... how... oh, please, I hope you don't mind me asking. How long has it been since you last came?"

To her surprise, Goofy's cheeks burned scarlet, and he almost looked like he was going to refuse to answer. A few seconds later though his expression softened, and he smiled bashfully. Her heart skipped a beat. How long had it been? How long had this sweet, kind man gone without stimulation even of his own body, to produce such a climax? Weeks? Months? Her body ached with its own pangs of neediness at the very thought that it could have been years.

And yet as much as any of those answers would have made her that much more eager to grant Goofy countless orgasms more to make up for lost time, none of them would have come close to turning her on the way the truth he spoke just seconds later did.

"Well... um, you see... I was kinda nervous about our date tonight, so... t-this afternoon?"

His cheeks glowed hotter.

"Sorry if I... uh... if I wasn't as... much as you expected. If you like, next time... i-if you'd like there to be a next time, I mean... I can save up. Hold back, so I have more to give?"

Goofy blinked. He watched, red faced, slightly confused, but undeniably overjoyed as Sylvia's eyes rolled back, she slumped back against the doorway to her apartment once again, and began to shudder, spasm, and grunt in what were obviously the throes of yet another hands free, spontaneous orgasm. All the while, her eyes were staring up at him. Her mouth hung open, and between breathless, frenzied whimpers and gasps of ecstasy, she repeated the same word, half question, half plea, over and over again.

"Mnnh... mnnhhhnngh... mmmmmnh-more?"

By Jeeves.