"Iguana's... Rest..." Dusk muttered to himself, tracing his finger along the large map of the island he held in his hands.
His eyes scanned the rather-durable piece of paper with a trained eye, bolting rapidly from location to location as he tried to find exactly where Cadance had arranged their little get-together. After an embarrassingly-long time scouring the map for the precise location, he found it. A nice little cove tucked away in the north-east of the place... as in the other side of the island. With an annoyed sigh, he folded the map away and tucked it into the pocket of his shorts, crossing his arms and staring at the ground in thought.
He couldn't teleport there immediately as he had no precise location to lock onto. He needed to be able to perfectly visualise the place he wanted to appear at, down to the smallest details. If he thought about the pool from one location and accidentally added a drinks bar from another, he risked ripping himself into fragments trying to disappear and reappear at both locations. Teleportation magic was extremely finicky like that, and he knew its ins and outs. He knew them so well that he wasn't willing to risk atomising himself to save time on walking. He could look up a few images on a phone, ask someone else for pictures, or do a whole multitude of different things... but he knew he was looking for excuses not to teleport there to begin with.
The day was still relatively young, the island was lively, and he wanted to familiarise himself with it as much as possible. It might have been a trek through some sections of the town between the resort and Iguana's Rest, but what was the point of a vacation if you weren't gonna explore? Any excuse to check around was a good one, so he'd take it in a heartbeat. With that in mind, he took off down the cemented path with quite the spring in his step, eager to see what was what.
The island had one hell of an ambience to it, that much was obvious from the get-go. Such a vibrant and colourful place, mixed with all different kinds of cultures and creeds dotting the place. If the architecture and colour palette wasn't impressive enough, the veritable sea of beautiful folk kicking about in tight bikinis, bulge-exposing shorts, and summer gear definitely caught the eye of the eager stallion.
Smiles and gentle waves were exchanged between Dusk and the other holidaymakers as he made his own way through the resort, ducking off the main road onto a few smaller streets. It seemed like this place was the drinker's paradise, as the signs for bars, restaurants, and quickly-accessible bathrooms told him a story of drink, food, and accidents very quickly. He'd been to more than enough vacation places in his life to tell you those three things were the essential ingredients for a memorable night out, with the only things missing being a soft bed and a hard fuck to end the night.
Still, part of the fun was searching for those things, and based on the rather seductive glances and eager, lustful grins Dusk was getting from the majority of folk that walked past him, the search wasn't going to be that hard. After a good handful of minutes, he felt the dry rasp at the back of his throat telling him it was right about the time for a nice, cool drink to help fight off the never-ending threat of dehydration.
One thing he'd learned very quickly was that if constantly cumming his body weight into beautiful mares wasn't drying him out, the sun would even faster. His eyes scanned the area he found himself in; a street of colourful huts and cabanas, all with cute signs for the different kinds of products they sold. Fruit stalls, soda stands, and alcoholic beverages as far as the eye could see.
With a quick shift in steps, Dusk found himself inside the wonderfully-air conditioned fruit juice stand, an eager drool in his mouth for the delicious taste of strawberry daiquiri he'd spotted on the menu in the window. He ambled up to the counter, spotting a fresh-faced griffon with a cute smile spread onto her face as they made eye contact on his approach. She had an azure-blue hue, similar to Rainbow's, with bright green eyes, and a beautiful head of white, well-groomed feathers. On top of that, her tight uniform and even tighter apron betrayed a more-than-curvaceous figure, showing a beautiful display of breasts and backside most women would kill for.
"Hiya, sir, welcome to Cabana Concoctions!" she beamed, the rather uncreative name sounding a tad better when spoken with enthusiasm. "What can I get you today?"
"Hi, sugar," he said with a warm tone and a warm smile, resting his arms on the cool glass display counter as he looked at the menu. "Can I get a strawberry daiquiri please? Non-alcoholic, though."
"Trying to keep it calm today, are we?" she asked with a smirk as she set about mixing his order.
"Only until at least sundown," Dusk answered with a jovial shrug. "After that I'm eager to drink myself into liver cirrhosis and a jail cell for drunk and disorderly."
"Sounds like you've got a full evening planned," she nodded with an approving nod.
"And a full day tomorrow, provided I can get an early release from lock-up," Dusk responded, watching her breasts jiggle with an approving smirk as she mixed and shook up the drink.
"Seems like you're nice and focused," she said with a sly smirk on her beak, noticing Dusk eyeing up her sizeable bust rather shamelessly.
"Oh, that I am," he nodded, grinning playfully knowing full-well he'd been caught. "I always keep an eye on things worth the attention."
"Is that so?" she asked, sticking the tip of her tongue out as she poured up his drink.
"Definitely," he nodded. "Speaking of things worth the attention, is there any chance you're busy after work today?"
"Oh, I'm afraid I've got my evening all booked up with a few friends," she said with an almost-comical shrug, a small blush spreading onto her cheeks. "But I am about to take my fifteen minute break... and that's got free time in it I like to spend..."
"And how, pray tell, my dear-" Dusk smirked, leaning closer to the cute little mixer and dropping his voice to a low, playful growl. "-do you like to spend that free time?"
"Why don't you come into the backroom and let me show you?" she giggled into his ear, gently rubbing his chest.
How was he meant to refuse that offer?
Twenty minutes wasn't a long time. While enough to get shit done, it was nowhere near long enough for Dusk to go through his usual routine of spoiling every inch of whatever women he ended up with. They had to be quick, they both knew that, so a little bit of speedrunning needed to be done. The sign was flipped to close, the backroom door was bolted through and bolted shut, and the beautiful little server's apron and shorts were discarded as quick as possible.
"Please tell me you've got something in there worth remembering," she giggled, grinding her exposed, voluptuous backside against Dusk's crotch as she leaned over a large cardboard box that was more than enough to hold her weight.
"I've got something back here you're never going to forget," he said with an arrogant, and deserved, smirk on his face.
He wasted absolutely no time getting his new friend acquainted with his titanic length. Even soft as wool, his size was tremendous, slapping it down onto her back and letting her feel the weight and girth of his behemoth.
"Mhmm... looks like I caught something good today," she giggled, reaching back and spreading herself, showing off her eager wetness with a wink and a click of her tongue. "Care to help me record how many inches my catch is?"
"Gladly," Dusk chuckled, his cock up and throbbing in a matter of moments before pressing the tip of it against her glistening lips.
Griffon pussy was always a favourite of his. They were big and burly creatures by nature, but his newest conquest was a damn sight smaller than most of them. That meant the bitch was gonna be a hell of a lot tighter than a fuck with, say, Gilda or Silverstream. Hell, even a runt of the litter like Gallus had been a bigger fuck than this tiny little creature was. The prospect only excited him, though, as the tighter her cunt meant the better the feeling. Griffon pussy was ribbed and gripped like a jealous lover, and he was more than eager to experience it again.
With a roll of his shoulders and a gentle bucking of his hips, he applied all the pressure he needed to slip inside her divine little snatch without any trouble whatsoever. He felt her clamp down around his length immediately, making that tight cove all the more snug for him as inch after inch continued to bury itself inside her. She threw her head back and mewled loudly, clearly at a loss for words as Dusk's battering ram wedged her open wider and wider.
His hand wrapped around her throat, gently gripping her neck and using her as leverage to push himself inside her. Her entire body shivered at the gesture, both from the pleasure of having such a behemoth invade her most intimate area... and because it seemed like our flirtatious little clerk seemed to have a bit of a submissive side.
"How's that feel, baby?" Dusk asked cockily.
"Amazing..." she moaned as Dusk finally hilted all fifteen inches inside of her. "I've... I've never felt someone in my womb before..."
"I'm the biggest thing you've ever taken?" he asked.
"By miles..." she answered immediately. "You're so fucking thick too... my sister was right about you stallions..."
"What did your sister tell you?" he questioned, cocking his head quizzically.
"That they'll split your pussy open as wide when they fuck you as they'll split your heart when they leave you," she repeated in a lust-hazed voice.
"You think that's true?" he chuckled.
"My pussy feels pretty wide right now..." she mewled.
"And what about the other half?"
"Are you gonna break my heart and leave me?" she asked, batting her eyelashes playfully.
"Oh, I will alright," he smiled. "But how about you show me how well you work this dick and then we'll see if you can't change my mind?"
"Yes, Daddy," she moaned, eyes almost glowing with lust-fuelled adoration as she began bucking herself back against Dusk's throbbing length.
Liking her initiative, he decided to reward it, placing both hands on her wide, full hips and using them as all the leverage he needed to truly get a rut going inside his beautiful little sub. While she had a little experience, she didn't seem to have much training with this. Her hip movements were a little awkward, and she lost her rhythm more often than she kept it... but her pussy more than made up for her subpar handling skills. Hot like a furnace and wet like a river, her cunt wrapped around him like a warm blanket. The ribs and scores inside her stroked and teased his length like no other, getting grunt after groan out from between his gritted teeth as he slammed home inside her again and again.
Twenty minutes wasn't a lot of time, that thought lingered in the back of Dusk's head, so he knew he really needed to pick up the pace here. Squaring his stance and lowering himself down just a tad, he picked up the pace enough to be noticeable. The vigorous smashing he was now giving the adorable little griffin's back end was enough to completely knock her out of conscious thought. While one of his other experienced whores like Rarity or Applejack had been trained well enough to keep their hips on autopilot when the dick got too good, the little amateur quivering on Dusk's fat length lacked that experience.
With a tut and a sigh, Dusk slapped her across the ass, gaining a loud and surprised yelp from her cute little beak as her fingers dug into the box she was gripping.
"Wake-wakey, sweetie, you've got a cock to work here," he laughed in a smug tone.
"S-Sorry, baby," she squeaked, going a bright shade of pink as she returned to slamming herself back against Dusk's hammering hips, doubling her efforts to be as good of a shag as possible.
A smile spread onto his lips as he really began to feel her hard work paying off along his prick. The heat, the tightness, and the ever-wet slopping of her cunt along his length was mesmerising, watching her ass bounce over and over again as it slammed back into his toned abdomen time and again. It was getting close to wrapping up for the two of them and it was something he was looking forward to with his beautiful new friend.
Seeing the light at the end of the tunnel, he picked up the pace even further and went as hard as he could with her. His fingers dug into her waist as his hips blasted her like an overcharged jackhammer, throwing the griffon right over the edge into her own screaming orgasm. Her lower half went completely slack, all the tension bleeding out of her muscles as she failed to hold her own weight.
Dusk's strength, his fingers wrapped around her wide birthing hips, being the only thing keeping her up at this point. A wide grin on his face as he prided himself over truly knocking the wind out of such an eager beauty with his cock once again. Holding her aloft, he hit home into his newest fucktoy again and again, each thrust of his mighty length bringing him closer and closer to an explosive orgasm that he was beyond-eager to welcome.
With each passing second, that finish line drew closer and closer, until he was right upon it. With five more mighty, hip-shattering thrusts, he slammed himself into her trembling quim for the last time and blew his load right into her fertile womb. He didn't bother to cast any kind of contraceptive spell on his newest acquisition, so whether or not she was tucking herself into bed tonight while loaded with the offspring of a stallion she'd just met was entirely on whether or not she'd taken measures either before or after to present it.
His cum swirled and pooled inside her, ballooning her tight belly out like he'd done to so many women at this point in her life. He felt her pussy clamp down as she came again, her body shaking like a leaf in a hurricane, and her loud cries of orgasmic bliss bouncing off the walls of the stuffy backroom until she was filled up almost too much to stand and Dusk's loins were finally spent.
He pulled out of her well-fucked innards, cum splattering and pouring out of her pussy and staining the ground beneath them as Dusk lowered her onto the cardboard box. She clung to it for dear life, panting and gasping, a sweating, swearing, and cumming mess as she exhaustedly looked over her shoulder at Dusk. Her cheeks were stained with the blood red hue of lust and satisfaction, eyes welled with tears of pure bliss, as she smiled lovingly at him.
"I do good, Daddy?" she asked, generously shaking her back end and causing more cum to splash out of her, audibly hitting the floor like a pot of spilled yogurt.
"You did damn good, sweetie," Dusk answered with an approving nod, wiping his cock on the back of her shirt and tucking himself away into his shorts again. "How much do I owe you for the drink?"
"It's... uh... on the house today, I guess," she said, still panting like she'd finished a four-mile sprint. "I'm... I'm Aribelle, by the way... it's nice to, uh, meet you?"
"Dusk," he responded, returning the gesture.
He leaned over her sweating body and kissed her passionately for the first time, sliding his wet tongue into her waiting maw while massaging her red-stained ass, sore and tender from the pounding.
"I'll catch you round sometime, alright?" Dusk asked as he separated from her. "Come visit me at the hotel out of the town if you ever get lonely. Just ask for me at the front desk and say my feathery little angel's come to visit."
She blushed an even brighter red at that point, nodding eagerly as she looked down at her cum-soaked back end.
"Well... I suppose you'd better get going... I gotta clean up and reopen before the manager shows up..." she smiled, waving him out as he followed her advice.
"See you around, babe!" Dusk called back.
"You too, Daddy," she nodded, placing her hands on her swollen stomach. "You too..."