Premium Story - Tipping Your Waitress

You had always been grateful for those late night diners. Those small outposts on the corners of civilization that stood like a beckoning lighthouse to those far from the comforts of sleep and home. At 3am you had been driving for hours, a planned excursion up north to a secluded campsite and enjoyment of peace, quiet, and nature. A far cry from your normal routine that revolved around the technological advancements on a day to day basis. Phones, wires, computers, circuit boards, and of course the incessant questions of the people who operated them.

As you sat in the comfortable booth a glance out the window seeing the empty parking lot reminded you of the emptiness of the open road. It had felt nice once the lights of the city faded into obscurity and the true shine of the stars began to glimmer through the dark blanket of night. The highway practically abandoned except for you and your lone high beams that guided down the endless stretch of road. Every so often a mirror of a solitary driver would approach on your opposite, and you’d felt a tickling kinship as you passed by, wondering what adventure the other driver must be taking on their lonesome drive through the night.

“Shortstack, Hash Browns..” There was a clattering of silverware, you glanced up at the large matronly wolfess who was smiling so gently down towards you. “Eggs, and.. I know you couldn’t decide between sausage or bacon so.” A plate set right in front of you, two servings of scrambled eggs piled high, with sausage and bacon lined up creating a cheerful smile that looked up at you.

You felt a flush upon your cheeks, “Thank you, ma’am.” Your voice sheepish at what felt like such a kind gesture from a stranger, but one that just stuck with you. And then another kind gesture, a touch upon your cheek by her palmed fingertips.

“Of course, Shug.” Her voice so gentle and serene with that fullness of warmth that accentuated every syllable and made you feel like a pup in her presence. “Eat up. I’ll be here if you need anything.”

You tried not to notice as she left, how she sauntered with a distinct feminine movement but simply taller, you rarely had to look up when addressing anyone but when you had come into the restaurant your eyes had to lift, chin even, to meet her smiling gaze down at you. She must have stood well over seven feet tall, her fluffy furred figure still shapely in all the right places. Rounded from a mixture of time, and more than a single pup at home. Her curvaceous form was one thing, but the way she made you tingle when she called you ‘Shug’ was something in life you didn’t know you needed until now.

You would have ruminated further about all the things that you admired about her, the daydreams you could dream.. but the smell of those fluffy pancakes tickled at another of your primal desires. Hunger.

…

“You sure did like it, dincha, Shug?” Your plate was empty, only the syrup and idle crumbs remained as testament that there was once food. “I guess I’m a pretty good cook.” She poured a refill of your orange juice before stacking the plates atop one another in her spare hand.

“Y-..yeah!” You were honestly surprised about that aspect, it did kind of feel like a home cooked meal.. “Was really great, thank you.” She gave that same sweet smile and nodded, carting off the plates as you sipped the refill of orange juice, a welcome hospitality. It wasn’t until she walked back over in your direction that you felt the urge to let your curiosity get the best of you. “So.. Is it just you here? I thought there’d be a chef or something..”

She gave a slight chuckle. “Normally yes, but wouldn’cha know it? He’s got the flu.” She shrugged her shoulders idly. “Not that it usually matters. Most we get is one or two stragglers on the highway and all they want is coffee.” You felt sheepish in your extravagant demand for such a big order, “But don’t fret, Shug.” Her hand tapped your cheek and she gave a gentle chortle. “I’m a momma, I can make all’a’that an’ more standin’ on my head!”

“Oh. Wow. A mom?” The words slipped from your mouth, “I meant, well-“

“Aw, thankyou, Shug.” She leaned in and gave you a gentle yet flirty wolfish smile, “Compliments like that keep me young. Yeeeeuh, I have a few pups at home. But I can’t help it if I wanna mother over some cuties like yourself who wander in from the col’dark outside.” Her eyes rested gently upon you, her hand touched to yours, you felt a slight thump in your chest as her tail swayed behind her. “Does get lonely here though.” Her digits danced along yours, you could feel the warmth in her eyes and your hand slowly spread as her fingers slipped in between yours.

“I..” You stammered, voice caught in your muzzle, but she knew everything you wanted to say, everything you felt as she leaned closer.

“Is that all right, Shug?” She whispered inches from your lips, “Won’t you keep, a lonely momma company for a while?” You felt your heart pounding in your chest, her fingers holding onto yours as you tasted the sweet flavor of vanilla coffee creamer on her breath and the sweet scent of permeating arousal that was dripping between her thighs. “I can be your Mawhmma for a while.. if’n you want..” Your cock felt like it was ready to burst, instantly swelling against your jeans as she leaned in and kissed to you.

This felt.. so much different than before, you were always the larger party of your sexual escapades, and yet this massive woman of wolfen descent simply dwarfed your height in a way that tugged at every sexual node in the back of your mindset. Her fingers that held your hand squeezed as you kissed, and you tasted the lonely mommy wolf’s diner tongue upon your own as her other hand began to so delicately weave against your belt buckle, freeing your full tummied lap of that constraining belt and your malehood slowly popping free from the constraints of fabric. Her kiss was so gentle yet dominant, you were fully enthralled in her grasp to where she was happily leading your body to its full state of brimming arousal.

She held the kiss, and you, so tightly, her fingers teasing along your hands as her breasts squished against your chest. Her frame squeezing atop of you as oxygen felt like an increasingly rare commodity, a kiss that stumbled with tongues twirling upon one another, strands of saliva spilling wetly in ways you didn’t care about. You felt light headed in the best possible way when finally.. the kiss broke. “Mh.. muh.. Mohmhmyh..” You whispered up at her, blushing brightly as her lips turned to an even brighter smile.

“Mmm.. mhmm..” Her fingers trailed against your chest fluff as your exposed cock twitched in front of her, “Good boy, now let Mommy take care of you..” You instantly realized that she wasn’t wearing anything underneath that delectably plain IHop uniform, what you would have expected to feel were comfortable panties, the most inelegant and functional kind, but instead you felt the ripping hot sensation of plump full pussy lips gliding against your canine cock.

Your hand squeezed onto hers as your hips lunged upwards, but her own body pinned you down, squishing you underneath her plump thighs. “Nnghhfh!” You groaned, your cock smearing against her pussy lips but not penetrating yet.

“Easy, Shug, let momma get some butter on there before you go hog wild, mm?” Her plump squishy folds felt so good against your cock, her hand pressing against your chest as she held you in place while her hips began to maneuver along your shaft. “Mmmh.. Mmm!” Her eyes closed as she let herself feel enthralled with pleasure, her hips moving and sliding against your cock as her juices smeared all over your length, coating it in her wetness as she visibly gawked her bliss to your touch. “Mhhh.. Yyyyeaeahh.. That’s the stuff..” Her hips wiggled a little more, raising up at the crescendo of her movement until your twitching pointed cocktip was ready to burst, and then those same fingertips that had so lovingly served you now held your cock in their grasp.

As warm as those fluffy butter spread syrup soaked pancakes were, they were nothing as warm as compared to the hot velvety folds of milfcunt that so gently embraced your shaft. Sliding down her tight but mature pussy gripped upon your length, that momma definitely knew her stuff. Her pussy walls squeezed and sucked upon your shaft roiling your mind as well as your body, bringing you a sensation of pleasure that you never even conceived of. It wasn’t tight like a smaller girl’s entrance, it was tight like her entire pussy was working along your shaft, her hips moving, slowly riding along your length but it was like an escalator of ecstasy, endlessly moving and grinding against your shaft and cocktip even as the motions of her hips were careful and slow!

You were utterly helpless in her grasp, but you loved it that way, you felt like you were being carried, tossed and rocked upon by the waves of her guiding pleasures. Sinking into the cushioned booth and letting yourself succumb to every moment, your eyes half lidded gazing up in admiration as her sweat dripping body rode so eagerly upon your shaft. It was different than other times, when you had been on top, you felt a sense of serene peace and pleasure, like nothing else in the world mattered as she embraced you so wholeheartedly, body and soul..

“You like that hon..?” She said through heaving huffs, her thick swollen hips clapping down atop of yours, her full pussy swallowing every inch of your cock with the knot kissed by her velvety labia. Those plump outer folds wetly smooching your knotmeat as her hips moved upon you, you didn’t even notice that you couldn’t move, that your entire body was pinned underneath her hips and her palm that so stuck against your chest, sticking your back to the cushion as she rode your shaft.

“Yyyeah… oh.. yes.. fuhh.. fuhh. Cchhuhhck!” You called out, your head tossing back as a finger suddenly touched upon your muzzle, and her eyes looked down at you with a stern but tough loving look upon her face.

“Language.” She said in that same sort of maternal dominant tone, meanwhile her hips were bouncing upon your lap, the squishy squelching of pussy sucking your cock accentuating each and every moment as wet strands of juices spilled from her thighs around your shaft.

Your hips quivered uncontrollably, body trapped in a roiling convulsion of pleasure as your nostrils flared and your chest heaved. You felt everything surge from your body in one moment as you gripped onto her thigh and hand, her hips holding you down as your cock lost control and came right inside her. “That’s it, come for Mawhmma..” She crooned so sweetly down at you, her thumb dragging against your pawlm as the intensity of the moment swelled through your body.. only to slowly trickle and fade, the spunky ropes of cum soaking into her womb that drank up all your seed as you slumped back into the booth. Both of your bodies falling over in a huffing panting mess of pleasures.

Your body had absolutely melted, sweat dripped all over you and slowly her sticky thighs pried upwards, her sweat drenched labia peeling from your cock as your knot popped free. Heaving breaths of air, you looked up her hand touching tenderly across your cheek. “You sit right here, am’gonna get all cleaned up.”

“All… allright.. That sounds good..” You whisper through half breaths, time standing still as you lay there and she slowly made her way to the back..

…

There was a moment of sadness as you got into your car, the scent of sex still dripping through your veins as you caught your breath. Your hand carefully touching at the ignition and the vibration of your car starting sent a shiver through your spine. Instantly reminded of the quaking booth less than a hundred yards away, when you had left, the Momma Wolf so happily packed a kit for you. A bag full of snacks and a packed up lunch for when you got to your destination. You glanced at it in the passenger seat of your car eyes then upon the diner as the eternal darkness of evening was slowly starting to crest with light. You took in every aspect of this particular IHop, knowing exactly where you were going to stop on your drive home.