2

followers

92

stories

Featured Author - sex story
Emily Needs a New Gig
9e4b8cc2-633e-4e67-9b82-00aff0cfd815

Emily Needs a New Gig

10/04/2025
4,274
27 min

Emily was in her mid twenties, quite tall with long light brown hair and eyes of almost the same color. Even though she was rather tall she had curves to fit her body, she was proud of her full breasts and more often than not wore clothes showing off a cleavage. Some girls don’t like to draw attention to them that way but she did enjoy it, getting those looks knowing she could get the attention. She had a butt to match as well, she wasn’t skinny yet she wasn’t large other than in the areas that counted.

When she was feeling a bit down or needed some sort of pick me up she built her confidence by putting on a rather sexy red shirt with cleavage that went down even between her breasts so she had to wear a special bra to push the girls up properly. That made them move and jiggle a bit as she was walking. With it she would put on a matching skirt that was rather tight around her butt and waist, so tight that you should see that she wore a thong (if anything at all). This was her way of boosting her confidence and make her feel good, getting those looks and knowing she was attractive and getting some nice attention.

Lately things had been rough, she was behind on her rent although her landlord had been nice enough to give her some more time to come up with the money but that extra time was almost up. She did have a job it just wasn’t paying enough to afford food and rent.

She had felt quite bad this particular Saturday so she had dressed up in her pick-me-up fashion and added black high heels and some extra make-up. At first she had been quite sad, to the point where she had no energy to even try to figure out what to do. If she couldn’t come up with the money she would be out on the streets, the thought had almost paralyzed her so she had do to something to snap out of it. After a walk for close to an hour, mind you it was a slow walk to get some sun as well as getting those stares and turned heads she felt much better, determined to do whatever it takes to get by. She would NOT be defeated.

The apartment she had was not luxurious but it wasn’t bad. The building she was living in had a few different kinds, hers was the cheapest though but the higher up you got the better they were. She was living on the second floor, the building had 5 floors in total. The first floor had 3 apartments but at the top it was only one, and of course that was really expensive in comparistepson. Emily didn’t know that many of the other residents, she had said hi to a few but most kept to themselves and you never heard anything from the others.

She had seen when the perstepson moving into the apartment at the fifth floor, she had thought it would be a family but it seems to be only one man. She had guessed he was 45-55 or so, short hair that had started to turn a bit grey in the temples, neatly kept beard with spots of grey in it. He was taller than her but not by much, he had an air of authority as he was pointing and telling the guys moving his furniture so Emily pictured him as someone who had an important job (well he must have if he could have that apartment by himself..).

She had never spoken to him but now when she came back to the building he was just about to go in through the front door. His eyes wandered across her body, same as most men did when seeing her and as always she felt a bit of a tingle down her spine. He held the door open for her and she thought that he was not only someone important he still had some manners. Or did he do it just so he could see her from behind..? that thought made her giggle a little as well as sway her hips a bit extra.

“Ah, I don’t think we’ve met, I’m Steve,” he said in a slightly deeper voice than you might had expected but not unfitting. He didn’t have the biggest frame but he wasn’t skinny either.

“Emily,” she replied smiling at him, almost blushing which was a bit uncommon for her but there was something about him. He certainly did have that air of authority, not that it made her uncomfortable.

“I haven’t met many in this building, people seem to keep to themselves mostly and I generally work rather odd hours. So nice to meet someone at least!” he flashed her a friendly smile. “I live on the top floor.” he continued and didn’t seem to be in a hurry, hadn’t even pressed the button for the elevator.

“Yes, the famous apartment at the top of the building to everyone here talks about but none have seen!” Emily laughed, trying to calm herself a bit, she felt much better now after her walk than before. Not sad but she still needed to figure out her situation.

Steve smirked slightly “Well I would offer you to see it but then that might sound like a bad invitation,” he gave her a little wink “I mean I don’t want to be a bad neighbor!”

Emily felt safe somehow with him, he didn’t seem like a bad perstepson and generally she was a good judge of character. She bit her lower lip in thought and then replied “I would say it sounds like a good invitation and not a bad one! It would just make you a good neighbor.”

Steve pressed the button for the elevator and the door opened “well then, after you!” and his eyes went down to her butt as she walked by and into the elevator.

She pressed the button for the top floor for the first time and felt a bit of a tingle, it was exciting! She was a bit daring, doing something new and this might be just what she needs to get all that energy back to sort things out.

When they came into the apartment she could see that it was huge, mostly open space. Most of the furniture were new, it looked like the entire place just had been renovated. As she walked around a little bit, looking at everything it was just as big and impressive as she had imagined it.

“Wow! It’s even better and bigger than I thought!” she said and then a naughty thought came into her mind, that phrase could be used for other things as well. She wondered if he would pick up on it, she was a rather naughty girl but she had no idea how his mind worked.

She saw him in the corner of her eyes and wasn’t there a tiny bit of a smirk? Was it because of what she said?

Steve offered her a cup of coffee and they sat down in the living room, his couch was very comfortable while he sat in an armchair on the side of the table.

“So how do you like it here?” He asked, “have you lived here long?”

“A few years now, and yeah I do like it. It’s rather private and you never hear the neighbors at all. I just hope I can keep the apartment..” she said with a bit of a sigh at the end. She hadn’t thought about telling him of her difficulties or even let him know but she felt relaxed and for some reastepson it just came out.

“Oh, you’re thinking of moving out?” he said, sounding a bit concerned or perhaps sad.

“Well I don’t want to, “she replied reluctantly, “but the rent has gone up as has the price for food and all other things. But my salary haven’t so I might not really have a choice.” She wondered why she was telling him this, for some reastepson he felt safe, confident.

“Right, right that’s quite the issue for many these days. Perhaps you could get another job?” he said, sipping the last of his coffee while looking at her, almost like he was weighing some options.

“Sure, I’ve been trying to find a new one. Long term that’s what I need but right now well I got some extra time to pay the rent but the landlord needs the money on well, Monday so I’m getting rather desperate now.” Emily swallowed hard, she started to feel the weight of the world coming down on her again. Her eyes almost started leaking.

“Now that’s a very tight time frame for sure!” Steve said, raising his eyebrows. “that doesn’t give you many options, really.”

“I know, I know,”she sighed deeply, normally she would be fully aware of how much she was showing off her breasts as her chest moved so much but right now that was not what she was thinking of. “Right now I am quite desperate, enough so I would even consider selling my underwear to those desperate men you know!” she tried to make it sound like a joke but that thought HAD crossed her mind. Would still not make money in time right now though.

“Now that would certainly be an option, however I think you have some better things you can do. You know what, there might be a way to solve your issue as well as solve one of mine. Interested?” Steve put down his cup and looked straight at her, his air of authority and dominance even more apparent now.

“Oh yes, yes of course!” Emily said quickly, jumping at the opportunity to fix her situation.

“I am looking for a new secretary, however that position is not an easy one. It will require work at odd hours, travels and do as you are told. In all things..” he let that last sink in, making sure that Emily did understand what he meant.

She swallowed hard, licking her lips as it dawned on her what he meant. He didn’t seem mean but he did seem to know what he wanted and usually got what he wanted.

“You mean..?” she blushed and whispered softly.

“I’ll be frank with you, I do not have time for a family, a partner, girlfriend, wife or the like. But I still have needs and some days are more demanding than others, as secretary your job will be to book meetings, keep track of my calendar and in general take care of a lot of practical things. “As he was talking, he fixed her with his gaze to see her reactions.

“As well as helping wind down on days when I need it and make sure I get relief so I can focus on my work.” he said it as matter of fact, not mean, not degrading but stating things more as how he saw the world works.

“I, uhm, I understand,” Emily replied softly, contemplating his offer. It would be better than selling her underwear certainly.

“So then I propose this: I’ll pay you for a interview today, enough to cover your rent and if all goes well you can start working for me as soon as you can quit your other job. Do we have a deal?” Steve looked at her with his business face.

Emily was about to say yes instantly, she was desperate for money and well if it turned out that he was too weird she could always so no. But then she thought she should make sure he knew she was smart so she paused a few seconds before looking at him.

“Interview for an hour today and write down the amount you would be offering me as salary so I have that number in writing!” she tried to sound firm and confident although her voice broke a little a couple of times.

Steve grinned, looking satisfied “You’re off to a very good start, you are smart, seeing opportunity and goes for it. That’s the kind of secretary I need, that means that when a deal is made you’ll stick to it.” He said as he got up, got a piece of paper and a pen, writing down the offer of secretary with an offered salary.

When Emily saw it her eyes bulged, it was five times what she made now, her mouth almost dropped open. “This, uhm, looks good,” she swallowed. With this he had to be REALLY weird for her to refuse the job.

“It is a demanding job and I would expect nothing less than perfection in all things. With the addition of a certain amount for clothes fit for work, both when in public and when we are alone, as well as 5% in addition to your salary for hairdresser and such to make sure your appearance is always up to standard. That is, if we both come to terms after the interview. “Steve said, knowing how desperate she is and what a generous offer he just made so the threat of not passing the interview would surely make her do anything.

Emily bit her lower lip, chewed a little on it and then nodded “of course, you wont be disappointed,”she breathed, her confidence she had shown when she told him she wanted the offer in writing almost gone and her desperation taking over.

“Good, I will need you to write down your work experience and give me the list no later than tomorrow morning and you will have the answer by tomorrow evening. You will get half the money for the interview when leaving the apartment today and the rest when I have your CV. Understood?” He looked at her, letting her know he was serious. It WAS a real job offer he was giving her.

“Of course, of course, you’ll have it! So, uhm, what do you want from me right now?” She ended the sentence with a whisper.

“First off, to make everything clear for both you and me, tell me that you will do as I tell you for the next hour. And end that promise with the words ‘my ass is yours’,”he knew that the last part would be difficult for her but that was part of the test.

Emily licked her lips, sighing deeply “I will be good, I will do as you tell me, your wish is my command for the next hour and I will do my very best to make you happy and not disappoint you. And.. and.. my ass is yours..” she whispered the last words but she DID say them.

She could see something in his eyes when she said those words, something almost predatory, not scary really but she started to understand what he meant with certain needs. She wasn’t scared, it more turned her on that she could have that effect on him. Like the next level of getting looks from people as she passed them by on the street.

“Stand up and remove your clothes, but keep your high heels.” he said, leaning back like he was looking at some new furniture that he had just bought. Weighing it’s value.

Emily slowly got up, starting with her top she slowly pulled if over head showing her large, firm natural breasts covered by a red, rather sexy push up bra. Next she opened her skirt and let it slide down, showing her red thong that was really rather tiny as she wanted to give the impression of being naked under her skirt.

She looked at Steve to see if she should continue and he gave a very small, brief not. Reaching behind her back she unhook the bra and letting it fall to the ground, her breasts now in full view and he clearly liked looking at them. She felt her confidence rise, slowly caressing her breasts, cupping her hands under them to show them off more.

That made him smile with approval “Not only doing just what you are told but also adding your own touch to it, very good start,”he said not at all having a problem with opening staring and looking at her.

She gave her nipples a soft pinch before letting go of her breasts and then sliding down her thong so she would be standing there in just her high heels and make up. She was very happy that she had just this morning trimmed her pubic hair, just a tiny bit of a landing strip left. She did feel very, very exposed now but at the same time rather sexy as well when she saw his predatory eyes wandering all over her body.

“Turn around, slowly, fetch me a glass of whisky and then come and serve it to me, on your knees in front of me.”Steve said pointing at a nice collection of expensive single malt on a shelf.

Emily slowly turned around and could really feel his eyes on her ass, she made sure her hips swayed extra as she walked over to the shelf, poured some for him, then walked back. As gracefully as she could she went down on her knees, serving him the whisky using both hands, not spilling a drop.

“Good job, you are doing very good so far. You understand the importance of not spilling whisky as well as keeping your private parts in good condition,” he said while sipping the whisky. He took his time, was in no rush and not uncomfortable at all having her sit there naked in front of him.

His way of being so sure made her feel better, more at ease as she didn’t have to worry just do as she was told. She hadn’t known she had such a submissive side but this was rather nice, comfortable and exciting as well.

He leaned back, moving his hips a bit “Open my pants and take out my cock, I assume you know what to do once it’s out,” he said while taking another sip clearly enjoying the control he had over her.

Without hesitation and almost without thinking Emily opened up his belt and it wasn’t until she was pulling down his zipper that she even thought of what she was doing, what was happening? She just did as she was told, well it wasn’t bad just not used to it. She couldn’t help but giggle a little at herself as she slowly got his big and already hard cock out.

She gasped at it “so.. big,” she murmured, thinking of what she had said about his apartment earlier. She started stroking it, leaning in to kiss it, licking it up and down. She had always taken pride in her ability to give good head and she sure would show him that she was worth it.

“Mmm, good girl,”Steve murmured as he caressed her head.

She started taking it deeper and deeper into her mouth, using one hand on his balls and one hand in front of her mouth. She started to get very excited, him calling her a good girl gave her goosebumps all over, making her nipples hard and her pussy wet.

She tried to get him deeper and deeper into her mouth until finally she hit the spot when she started gagging, she was worried that he would be upset by it but instead he just moaned louder.

“Ahhh, that’s it, trying to get it all in shows how enthusiastic you are even if it’s too big for you. My pleasure is more important than your comfort, remember that!” when he said those words she felt his hand tighten in her hair and she noticed how he got off on being the one in charge, being dominant and demanding pleasure.

Emily started to gag herself more and more, her eyes running so her make up got all ruined and the more she gag and tried the louder he moaned. Which excited her to no end, she was pushing herself really into a proper submissive state of mind and she loved it.

When she finally needed to breath for real, not just small breaths of air, she pulled her head away from his cock but instead put her large breasts around his cock and used them to jerk him off.

He was stroking her head, down to her cheek, looking at her approvingly. “You are doing well, really well, putting your.. talents.. to good use,”he grinned.

“Now get up, lay down on the table and lift up your legs!” he pointed to the table in front of the couch,as he was pulling off his shirt and when he got up he quickly removed the rest of his clothes, dropping them on top of hers.

She quickly got into position, holding up her legs high and wide. She felt REALLY exposed now but she didn’t quite care, or rather she felt good about being exposed when she saw his eyes on her.

He was standing there, looking at her, slowly jerking his cock, going from her face with the ruined make up, to her big natural tits, down to her pussy. He knelt down in between her legs, teasing her soaking wet pussy with the tip of his cock.

He slowly, painfully slowly, pushed his cock into her pussy and she leaned her head back moaning, almost screaming as her pussy had longed for attention so bad since this started. He moved in and out just a few times before pulling out.

“Raise your legs higher!” he commanded and without thought she did, not realizing what was about to happen.

He wet his fingers in her pussy before moving down to her tight butthole, soaking it up and pushing the tip of one finger inside her. At that her eyes popped wide open, staring at him not able to say something.

“What, did you think telling me that your ass is mine didn’t mean anything?” he smirked at her, looking her straight in the face as he place the tip of his cock at her butthole and started to push.

Emily moved her face to the side, mouth open, she had done anal before but it was a long time ago. She wasn’t that used to it and it showed in her face, her legs trembling and had she not pushed herself and been pushed into such a submissive state of mind she probably would have asked him to stop. But now she was so focused on being good that she tried to force herself to relax.

“Look at me!” Steve almost growled and turned her face so he could see all the nuances in her face as he was pushing deeper and deeper into her ass. When he knew she would keep her head still his hand instead went to her throat, not strangling her but showing her that he COULD if he wanted to. He wasn’t so much for causing pain but more for showing dominance.

And it worked, she became even more submissive, accepting his cock in her ass when he started to fuck her. Slowly at first but soon picking up the pace.

“As you.. said.. your… ass.. belongs..to.. me..” he moaned, fucking her so her tits were bouncing and jiggling.

When he started to get rougher she wanted to find some way of making it easier for her so she figured if she was playing with her pussy it might not be so difficult to take him in the ass.

But as soon as her right hand went to her pussy he quickly grabbed it and moved it away “no, no more pussy for you, don’t ruin this now, your pussy was only for lubing my cock. You need to know who is fucking who!” he moaned and pinned her hands above her head and started to fuck her even harder.

“Oh shit, oh fuck.. it’s.. so.. big!” she screamed while getting pounded in her backdoor, all the way, with the biggest cock she had even had there.

“Look at me, open your eyes, look at me!” Steve growled as he was fucking her so hard it was a wonder that the table didn’t break.

When she opened her eyes, looking at him with red eyes still full of tears for the gagging, her make up ruined, face showing that it really was her ass getting fucked and her tits bouncing she felt it pushed him over the edge. He leaned down, shoved his tongue into her mouth and moaned, or was is another deep growl? She felt him getting even bigger as he came in her ass, over and over.

She didn’t get a physical orgasm but more a mental one. She had pleased him to the point where he almost fainted, she wrapped her legs around him even though it made her sore ass get juuust a little more cock.

He finally broke the kiss, looking down at her “See, that’s the kind of needs I have. You still think you are up for it?” he asked, still with his cock in her ass but now with a more gentle expression in his face.

She sighed, shivered, trembled. She had not had an orgasm and this was rather new but she knew she needed more, this was who she really was.

“You will have my cv tomorrow so we can continue the interview then..” she giggled a little and blushed.

Reviews

{{ reviewsTotal }}{{ options.labels.singularReviewCountLabel }}
{{ reviewsTotal }}{{ options.labels.pluralReviewCountLabel }}
{{ options.labels.noReviewsLabel }}
{{ options.labels.newReviewButton }}
{{ userData.canReview.message }}

Related Stories

0.0
10/04/2025
4,274
27 min

Emily Needs a New Gig

Emily finds a solution to her financial problems.
Table of Contents
Coming Soon
Coming Soon

Upload Your book

Paste full URL to your book (ex: https://www.amazon.com/Fight-Club)
Upload your cover photo
Maximum file size: 1 MB
Recommended Size: 750 x 1200
Smuthub free erotic sex stories logo
Share
Reddit
Twitter
Facebook
Tumblr
StumbleUpon
Report Story

Please let us know why you are choosing to report this Report story. Review Smuthub’s Submission Standards if you need to.

Reastepson For Reporting
Violation

URL of stolen work
Optional Details