Hard Day's Work

by LowKey

First published

After a boring day, a trip to the local bar has you run in with a hard-working mailmare in need of some stress relief.

You find yourself at a local Ponyville pub after another boring day, about to leave, when you see a lovely grey and blonde pegasus walk in who needs the drinks far more than you do. After a promised massage for her long day on the job, the two of you head back to her house to help her unwind.

One and done

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Hard Day’s Work

An uneventful night to top off an uneventful day. You sit awkwardly on the short bar stool with a frosty glass of ale in front of you. You've no real intent to get drunk, or to even finish your drink, the day has just been that boring. It’s gotten to the point where you find amusement on the side of your glass - the hot air of the bar causing the chilly glass to fog and the sweat beading up and rolling down its side. You manage to tear yourself away from it to look around the bar for a moment. You've been told the Rusty Shoe is a nice pub, so it must be a quiet night. All the other patrons are either in groups with friends or with their drinks by themselves. You're thinking of leaving, reminding yourself that you can watch your own glasses fog up at home, when the door to the pub clacks open.

It takes a moment to realize exactly who walked in through the door. Normally she could be found flying around Ponyville with a smile on her face with a satchel full of letters. The pained frown and the mussed up mane with twigs poking out of it make her seem like an entirely different pony however. She sits on the opposite side of the bar, quietly ordering her drink. She looks exhausted, aching. The bartender comes back with a glass of wine, and places it in front of her. They exchange words and she frowns. Staring back down into your glass, you tilt your head in the hopes of eavesdropping.

"That's pretty expensive.. I don't remember it being this much."

"Supply and demand, toots. Vineyards around Stalliongrad got hit hard by parasprites this past season. Less grapes, less wine, higher prices."

"Oh... Alright. Sorry to bother you, I'll just have this one then."

The disappointment in her voice hits you hard, and you're almost afraid to look back up. Grabbing your glass and taking a swig, you sit up straight and look towards where she’s seated. She's zoning out, you assume - staring off into the distance. It's a bit hard to tell, being that her eyes are looking in different directions, but the look on her face says it all. She's tired. She wanted nothing more than to wind down with a glass or two and forget about the day.

She stirs, and you quickly avert your eyes. Doing just as you had moments prior to her walking in, she glances around the room. Her brow creases and the corners of her mouth turn down slightly when she sees the few groups of ponies laughing over their drinks.

You figure that, if anything, you can make your night worthwhile by cheering up someone else. You call the bartender over and order her another glass of her wine. As he trots toward her, she scrunches her nose and raises an eyebrow.

"But I only had enough for one dr-Oh! Oh..." Her expression is now one of curiosity, and she’s looking around the bar. When her eyes fall upon your gentle smile, the corner of her mouth turns up in an awkward smirk and her cheeks flush slightly. She walks over with her drinks, eyes unable to meet yours. She sits next to you, and a few moments pass before she finally speaks.

"...Hi..."

It takes all your strength not to laugh; her embarrassment is palpable and she’s apparently not used to this kind of treatment. You give her your most encouraging smile and raise your glass. She returns the favor, grinning and raising her own. They clink together and you’re finally able to laugh, the tension between you abated. She tells you about her day, and how stressful it was. There were tons of heavy deliveries, and she’s exhausted. Worst of all, she tells you how she clipped a tree branch in an attempt to save a falling package. She had been scuffed up, but proudly stated that the package hadn’t been harmed in any way.

The corner of her proud smile raises in confusion as you move your hand forward to pluck a leaf from her mane.

"Oh jeez..." She blushes, mussing up her mane with her hooves to rid it of any other stray twigs or leaves. You laugh and tell her that she's fine. Her smile returns and she idly turns the glass of wine on the bar top. She looks up at you warmly, and your heart practically melts. "Thank you. I was worried that my evening would be as tough as my day. You...you really saved it for me." She's embarrassed again, eyes focusing on anything in the room but where you currently sit. You assure her that it’s no problem, telling her that you’re glad you could make her day better somehow.

"And you didn't even have to fly into any trees! Heheh-ow!" She winces. You lean in, concerned, but she waves you off with a smile. "Oh, nothing I haven't felt before. Tough days leave you sore. Just wish the drinks would do a better job taking care of that." She looked at the bartender with a mock glare, but it went unnoticed. You call him over to order another round of drinks and, when he turns his back, you give him the same fake glare. She lets out a stifled chuckle and you join in, making funny faces at each other until your drinks arrive.

After a few rounds, and a lot of small talk, you comment again on her clearly unpleasant soreness.

"Ah, it's nothing, really! Don't worry about it, I'm always kinda sore after work," she states, slightly hunched over in her seat. You tell her you can help with her current situation.

"Oh?" She tilts her head and scrunches her nose. You raise your hands and wiggle your fingers. She tilts her head in the other direction before her eyes open in surprise. "Oh! Oh wow, I don't think I've ever had a massage before. That's the kinda stuff for fancy ponies, right? I really couldn't-" You cut her off and assure her that it would be your pleasure.

You can't help but grin when you're around her. She just carries this air of happiness, even if she's had a tough day. It's no wonder everpony seems to be in good spirits after getting the mail. Her excuses for refusing a massage fall on deaf ears, and you tell her that you insist, that she’s entitled to one for all her hard work.

"Okay, okay. I guess." She looks around sheepishly once more, and you can tell she's embarrassed again. You let her think on it this time, however. After a few moments her eyes meet yours - a gorgeous shade of gold set atop her rosy cheeks.

"Would you like to... come back to my house?"

- - - - - - - - -

The drinks hit you harder than you’d anticipated. The start of your walk to her house had been rather wobbly. Derpy trotted happily alongside you, your hand resting gently against her neck. She would pull or push against you, whenever needed, to keep you from falling flat on your face.

"You humans are silly. Two legs? Four gives you better balance!" She bumps into you, almost sending you over, before pulling you back against her. She grins and blushes as she shoulders your weight easily. You smile, partly at her antics, but mostly due to her impressive strength. You had an idea that she had to be fit to be a mailmare, but to what extent you had no clue. With her help you stand up straight again and you can feel her shoulders, solid and strong. You trace your hand up her neck and she sighs happily, nuzzling against your hand with her cheek. She playfully bites your sleeve and trots a little faster towards her house.

You stumble in the door with a laugh, and she leads you to the couch. You scratch at her ear, eliciting a squeal, before she breaks away.

"Lemme get outta this and then you can keep that promise of yours," she grinned and winked at you. Biting the strap of her satchel gently, she tugged, and the bags came loose. She wriggled out of them with ease and stretched her wings.

Walking over the the couch you took a seat on, she slowly sits down in front of you. Her gorgeous golden eyes meet yours for a moment before darting away.

"It's...not gonna hurt, is it? I've never had a massage before," she admits sheepishly. Leaning forward, you place your hands on her cheeks, causing her to gasp and close her eyes. Gently, you trace your fingers up to her temples before having them focus on the base of her ears, kneading and squeezing them softly. She coos softly into the palms of your hands, letting herself melt into them. Her eyes open slowly, and you can't help but grin at the fact that one of them is askew. You move your fingers to the corners of her eyes and close her eyelids gently. She breathes heavily into your hands, turning around so that her back faces you this time.

You start with her neck, and she gasps. You can just feel the tension - years and years of hard work and stress - all pent up in this adorable grey pony. Working down, you can feel her relax. Your hands meet her shoulders, and she stifles a moan. Testing her limits, you press your thumbs into the base of her neck.

"Ah! It- it kinda hurts...but it feels great..." You simply nod and smile, letting your hands do the talking. Your thumbs dig into her shoulders once more. "Ahn! Mmmh..."

She's like putty in your hands. They skillfully work around her shoulders, and down her forelegs. You focus on all the tense spots, massaging and kneading until they melt away. Her soft sighs and gasps let you know you're doing your job well. After finishing her forelegs, your hands trace back up to her shoulders. Working your way down, your thumbs rub against the base of her wings. There’s a slight stir, and Derpy lets loose a cry.

"Oh!" She squeals. Your hands dart away and she squirms. "No! I mean... no, please! K-keep going!" You cautiously bring your hands to the base of her wings once more, and she starts panting. Her wings begin to stiffen, and you finally realize the cause of her squeal. With a smirk, you firmly grasp the base of her wings and squeeze.

"Oh, Celestia! G-go! More!" she moans aloud. Her back left hoof is tapping on the floor as you work her wings. In a matter of moments they’re fully spread and you’re hard at work massaging all around their base. Her squeals and moans become louder and faster, and you can't help but find yourself enjoying this as well. You shift in your seat, trying your best to make your trapped erection more comfortable. Without warning, she jolts back against the couch and into your lap, her shoulders and forelegs twitching every so often. Your cheeks turn red hot as your hands fumble. Her gyrating slows a bit, and you can hear her chuckle.

"Mmm... you too? C'mon, I don't want to be selfish,” she says breathily. She cranes her neck to see you, and for the first time in the night, it’s you that can’t look her in the eye. You start to ask her if the massage is going to be put on hold when she cuts you off.

"No, no...we'll help each other out." You can sense it in her voice, and with a twitch of her wings, you quickly find out what she means. Unbuckling your belt, you free your cock from its prison and it comes to rest between her erect wings. She pushes against you and gives her wings a light flap. Your hips jerk involuntarily, eliciting a giggle from her. Your hands move down, underneath her wings and to her sides. Once more they begin their work, kneading and massaging her flanks. She lifts her wings, squeezing against you gently, and begins to flap them slowly. You move your hips in time with her wings, both of you breathing heavily.

Your shaking hands trace down her flanks and to her toned belly. They move further down until you slip a finger inside of her, the other teasing at her clit. Her flapping is becoming erratic now, and you can hardly hold on. She comes first, gushing over your hands as her wings stiffen, unable to flap any more. You help her ride out her orgasm, playing with her until her twitches subside and she gains control of her wings once more.

"Oh my... oh my Celestia..." She let out a contented laugh.

Without warning, her wings spring up again, and your cock is once again held snugly between them. She pushes your hands away gently with the tips of her wings, and begins her work. This is all her, and you let her do her work. She grinds her back into you as she flaps, twisting her shoulders, flapping her wings intermittently. You almost lose it then and there, but you hold yourself back. Your louder moans only encourage her further as she shimmies slightly and bounces up and down as the base of her wings grind into your cock.

Unable to last any longer, you give her warning, but she's already taken action. Feeling your body tense up, she pushes herself forward and lifts herself into the air with a strong flap of her wings. With incredible grace, she flips upside down, her lips gently brushing over the head of your cock before plunging down to the hilt, her tongue running over your shaft. Still upside down, she moans against your cock as you explode into her mouth. As you gasp for air and attempt to comprehend what just happened, she slowly and gently lowers herself. First, her front hooves rest on your knees, then her stomach slowly comes to rest upon yours, and finally her rump lands right in your face. With several big gulps, she swallows every drop. As you automatically place your hands on her cheeks and squeeze, she releases your dick with a wet ‘pop’.

You try to catch your breath and gasp as you feel her lap at your cock. You lean up to look, and she's looking back at you, golden eyes half-lidded with lust, one slightly askew. She wiggles her rump in your hands, her wet slit only inches from your face.

"Well, since you're already there~..."