After Work

by Oldtakufanboy

Rating: mature
Tags: Human, Anthro, Original Character, Sassy Saddles, My Little Pony: Friendship is Magic, Alternate Universe, Romance, Sex, Slice of Life
Length: 2759

As the Canterlot Boutique closes, Sassy takes me to her place for dinner and then... well I guess you know what happens next

The Canterlot Boutique comes to a close, as Sassy Saddles and I lock the place up before heading down to her place for dinner. You see, as a human worker, she likes how much I do for her and wants to thank me with not just a paycheck, but dinner as well.

But things don't end from there

Published 2017-03-15 20:30:01 UTC
Last updated 2017-03-15 20:30:01 UTC

After Work

The sun sets outside of the Canterlot boutique, as I help arrange the clothing on one of the mannequins. My attention drifts off, as I look towards my boss, as she looks around the place with a smile on her lips. Her name is Sassy Saddles and she's a rather sexy, but kind mare than before I started working here. After some problems in the past, Rarity did something with her that made her quite sweeter than ever. Before, she was kind of a slave driver. Now, she's given me and the other workers a raise, which also seemed out of character.

She then spots me, making me look away from her, as I finish the final touch of the mannequin. I look back at her, as she walks up to me, as her tail swings back and forth with her hips. Seriously, those hips are good for baring children.

"You've been doing quite the good job as of late, Mark," she said, as she looks to the now finished Mannequin. "You put this dress on it perfectly."

"Thanks, Miss Saddles," I said nervously. "Just doing my best to make this mannequin look attractive is all."

"The store is closing in a few minutes and I want to ask you something," she said with a hint of shyness.

"Sure. I'm a workaholic."

"Well, it doesn't involve work."

"Then what is it?"

"Do you... have any... plans for tonight?"

"No... I'm free."

"Well, would you like to have dinner with me at my house?"

"Oh! Well, sure. Whatever you makes you happy, Miss Saddles."

"Oh good. Well, why don't you change into your casual wear and I'll announce for the store to close."

"You got it, Miss Saddles," I said, making her giggle.

The two of us go our separate ways, as I make my way towards the locker room. Once I entered, I shut the door behind me with my heart beating quickly.

"My God," I said with surprise. "She wants to have dinner with me? What did I do to deserve it? Is it because I'm a good worker? I'll know in time."

An hour has passed, as I tighten up my tie in the bathroom of my house. I did a little trim of my brows, shaved off my sideburns, and dressed myself up with a nice black suit that I got from last year.

"Damn, I look fly," I said, as I look at my reflection. "I wonder what'll happen if she sees me like this?"

I then hear the sound of my phone vibrating, making me grab it from my pocket, showing a text from my boss. She sent a picture of her wearing a black dress and text that reads, 'I'll be waiting'. Something about this dinner is making me think that she's got some sort of crush on me, which is odd. I barely know much about her, hell, I don't know why she's making me go to her place for dinner.

"She's an odd one," I said, as I put my phone into my pocket. "Time for me to head out."

I walk along the dark sidewalk of the suburb part of Canterlot, looking down at my phone for her address. I've never been around the suburbs and I have to admit, it looks rather nice around here, even though it's nighttime.

"438... 439... 440! There it is!" I said, as I make my way up to Sassy's small house with light-blue painting.

As I make my way to her bright-red door, I give it a few knocks. I stood there waiting for her to open it, making feel nervous, as I straighten out my tie.

"Stay calm," I thought to myself. "This isn't a date. I'm just having dinner with my boss. Nothing romantic at all."

The door knob creaks, making me stand up straight. As she door opens fully, there she is, my boss wearing her black dress, high heels, and makeup. I said before that she's sexy, but tonight, she seems sexier than before.

"Hey there, Mark," she said with a soft smile. "Care to come on?"

"Please," I said, as I walk in, looking around the place.

There is a dining table on the right, with two plates of salad and two glasses of wine.

"Fancy place, huh?" she said, as she closes the door behind us.

"It sure is," I agreed.

"Do you like wine?"

"Sure. I don't drink much, but I do once in a while."

"Then let us eat," she said, as the two of us walk into the dining room

I sit onto the seat, scooting in before grabbing the fork. She looks over to me with a smile, making me smile back.

"Hope you like it," she said, as she begins eating.

I take a piece of salad to my mouth, tasting the fruity-like dressing. It's one of those dressing that are made from fruit, which is not much of a problem for me. To be honest, before I arrived here in Equestria, I was quite the carnivore. I ate a lot of meat, but then I learn this place doesn't have any meat around. So for a long while, I've been eating greens and I've gotten thinner because of it.

"So, Mark," she said, as she brings her fork down. "How's work treating you?"

"It's been going great for me," I answered. "Nice customers and not much problems."

"That's good to hear. Also, can I ask you something?"

"Sure."

"Are you... by chance, meeting anypony?"

"Called it!" I thought.

"You seem like such a nice guy and yet, I've never seen you with a mare."

"I'm not meeting anypony. I haven't found her yet. Patience is the key to that happening. It's something my folks told me."

"You had a family?"

"Yeah, back where I'm from. Now that I'm here, they must think I'm gone. I miss them dearly."

"Poor thing," she said, as she pats my left shoulder. "Sorry that you have to deal with that."

"It's okay. If only there was a way to let them know that I'm still alive and that I'm doing okay."

"Well, don't feel too sad. Be glad you are still alive and are working your butt off to help roundly boutique."

"I guess."

"You live in one of the best places of Equestria, you get a good amount of bits, and you are quite hands- I mean, you-"

"Miss Saddles," I interrupted. "I'm sorry to interrupt you, but I want to get this off my chest."

"Y-yes?"

"Do you have the hots for me?"

"Well," she said with a blush. "I do, actually."

"I noticed. You've been rather kind tome as of late and now, you've got the guts to take me to your home and make me dinner. Also, the moment you asked me if I was meeting anypony, that was a dead giveaway."

"I shouldn't have said that," she said, as her ears flop and she places her hands on her cheeks. "I'm embarrassed."

"Nothing to be embarrassed about. In fact, I like you too."

"You do?" she said, putting her hands away from her face.

"You are really pretty. One of the prettiest mares of Canterlot. When I first worked with you, you were... kinda mean, but then you somehow changed and you've become a better boss. I like the new you."

"At least your honest," she said with a faint smile. "I like that in a guy."

"I like a mare that makes black look good on them."

We both give out a chuckle, until the room goes silent.

"So, Mark... would you... like me to be your marefriend?"

"Is this a trick question?" I ask with curiosity.

"No, I'm being serious."

"Well... we can, but it's too early. I don't know you much."

"But you've been working with me for two years," she said, as she takes my left hand into her soft hands. "That has to count. I haven't been with a guy since I was in high school. I was a pain and they say I'm such a selfish bitch."

She bursts into tears, making my heart fall to the pit of my stomach.

"They hated me because all because I did was caring about myself! I'm not that kind of mare anymore! I've changed!"

"Miss Saddles," I said, as I take my right hand and place it onto one of her hands. "Don't talk like that. We've done things in the past that we regret, but we need to move on in our lives. You were mean at first, but now, you are the sweetest boss I could ever have."

"Y-you think so?" she asks with a sniffle.

I take might hand and wipe the tears from bellow her eyes.

"I'm being serious. You are very sweet."

She sniffles again, smiling tenderly with another blush.

"No guy has ever talked to me like that. I'm glad I hired you."

"Just a human looking for a job," I said, making the two of us chuckle.

She takes her hands away from my hand and place them on my cheeks, before bringing her face close to mine for a kiss. Our lips touch, making my eyes lit up with surprise. I'm kissing my boss; I never expected this to happen ever. I went along with it, as I press my lips upon hers, making her pull her lips away from mine.

"Would you like to get a reward for your hard work?" she said with a purr in her voice.

"I'd love to," I said, knowing where this is going.

"Let us go to my room," she said, as the two of us stand up.

I surprise her, as I picked her up, holding her like some sort of super hero.

"Oh my," she said, as I look down at her.

"Let me take you there," I said, as we exit the dining room and down the hall. "Which door is it?"

"Left door on the end," she said, as I make our way to said door.

Once we made it, I gently kicked the door open, showing a dark room. I walk up to the bed and place her down before walking towards the light switch and flipping it on. The room itself is small; it had a small closet of dresses and casual wear, in front of the bed stood a TV, and a lamp beside the bed. Sassy gets off the bed, as she reaches for the back of her dress for the zipper. As she pulls it down, so does her dress, revealing her black bra and panties. My face warms up, as she places her hands on her hips.

"Does my body looks great?" she said, as I close the door behind us.

"It looks fantastic," I said, as she takes a hand to her right breast. "You look like a model."

"You think so? I always thought about modeling."

"You have the body for it."

She smiles, as she sits at the end of the bed with her legs crossed.

"Would you like to touch this fantastic body of mine? Come and get it, Mark."

Without hesitation, I sit beside her and place my hands on her hips, making her coo as I go up to her breasts.

"You have really soft fur," I said. "Feels like that blanket I bought two weeks ago."

"Would you like to feel the pillows," she asked with a giggle, as she reaches for the back of her bra.

As the bra comes off with a click, it falls to her lap, showing her perky breasts. They aren't too big or too small, I don't care what kind of cup size she is, but hers are a C-cup. I place my hands upon her bosom, making her buck her hips.

"Am I going too fast?" I ask, still holding onto her breasts.

"You're doing fine, Mark. Please go on."

As I fondle her breasts, she gives out coos like that of a dove. Her breasts are very soft and creamy; never have I felt breasts before, but hers are perfect.

"Your breasts are quite perfect," I said, wondering what her reaction would be if I said that.

"My, you must be a breast man."

"You can say that. My father always told me that any breast size is perfect. No matter how small or big breasts are, they are all equally perfect."

"Your father sounds like quite a nice guy."

"He is," I said, as I pull my hands away from her breasts. "I learn a lot from him. Mother taught me on what women like when it comes to love."

She gives me a hug, as her hard nipples poke against my covered chest. Somehow, I began to feel my pants getting tighter.

"Care to show me what you've learned?" she giggles, before placing a hand between my legs, feeling my semi-erect member growing. "Oh? Looks like you're excited."

"You're sexy, I can't help it."

"How about we get ready? I want you to dominate me, Mark. I want that human cock inside my marehood."

"As you wish, Miss Saddles," I said, as she moves her hand aside for me to pull down the zipper.

"Please, call me Sassy."

"S-sure, Sassy," I said, as I pull both my boxers and pants down, freeing my member.

It stands up tall, as Sassy inspects it.

"It's very different compared to a stallion's, Mark. In fact, it's perfect for sex."

"Okay good. I wondered what your reaction would be."

Sassy gets off the bed and slips her fingers down the sides of her panties before pulling them down slowly, showing her slightly wet pussy.

"I want it in me," she said, as she kicks her panties aside.

"Allow me to take off this suit," I said, as I undo my tie and began unbuttoning.

As I get off my shirt, Sassy rests her elbows with her behind high in the air. I walk over, looking down at her throbbing pussy, waiting anxiously for my member to slip in. Before doing so, I grab her plot, squeezing it gently, making her give out little moans.

"Looks like you like my plot, don't you?" she asks, looking over her shoulder.

"Feels soft and jiggly," I said, before letting go of her plot and grabbing ahold of my member. "Okay, you ready?"

"I've been ready. Come and give me the cock of yours."

I slowly bring the tip to her lower lips, slowly pushing it in, as the two of us give out a moan. I slowly pull out, then back in, making the two of us continue to make noises of pleasure. My body became hot with passion; my body begged me to keep on doing what I am doing.

"Your cock feels so good," she said, as I give in another thrust.

"My body feels so hot right now," I said. "It's burning with love and passion."

"Lovely words," she said, as I pick up the pace.

The room became filled with slapping flesh, as I pick up the pace on my thrusting. She looks over her shoulder, as she looks at me in the eye.

"I love you, Mark! You are such a nice human!"

"And you are a very sexy mare, Sassy," I said, as I grab her arms and pull them to her back, thrusting harder into her marehood.

Her breathing becomes loud, along with myself. I never thought of doing something like this, but it makes the pleasure ever so better.

"Cum inside me!" she shouts. "I want you cum inside me!"

"Coming up," I replied, as the buildup of cum is preparing to explode.

I give in a few more thrusts before my seed shoots inside her, making the two of us gasp. Once my climax finishes, I pull my member out of her and rest beside her. The two of us breathed heavily, as Sassy gives me another kiss.

"You felt great," she said, pushing aside some of her mane.

"Am I special to you?" I asked.

"You are my lover. I want you to give me pleasure whenever I feel like it or you're fired."

"What?!"

"Heh, just kidding," she chuckles, as she two of us cuddle.

"I forgot to say, thanks for the dinner. It was delicious. Perhaps I can make you something."

"You cook?"

"For you, I will."

She plants another kiss, before the two of us rest and sleep for another day of work.