Midnight at the Office
by R6565
Copyright© 2026 by R6565
Erotica Sex Story: Two coworkers working late at night make the leap from close friends to something deeper.
Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa Consensual Heterosexual Fiction Workplace Rough Anal Sex Cream Pie Oral Sex .
Chris sighed as he brought his phone up to the electric lock, waiting a moment for the light on the gray box to turn green, followed by the thunking sound of the door locks releasing the door. He paused for a second, unlocking the screen on his phone to check the time.
5:52 PM.
The sigh returned to his lips as he slipped the phone back into his pocket and opened the door into the building. He didn’t dislike his job, far from it. The work was easy, the pay good. It was low stress and all, well most, of his coworkers were great. But there were days like today that were more unpleasant than others.
The IT department he worked for was doing their yearly inventory count and as one of the newest members of the team, he got stuck with being the one to come in after hours to do physical counts. It was mindless, tedious work that he’d rather not be doing, although if he was being honest with himself, the alternative would just be sitting at home watching a movie or playing a game. Not the most exciting night, but still preferable to this.
The one saving grace of the night was the fact that he wouldn’t be alone. Alexa, the only employee newer than him, was going to be there with him. He liked Alexa. A lot. He’d first seen her when she was walking into his boss’s office for her interview, and he was instantly smitten. The short, curvy blonde enthralled him as she walked in, and when he later learned that she had gotten the job, he had been ecstatic. In the months since she joined the team, he’d gotten to know her a bit better, connecting over a shared taste in games and movies. They had become friendly, if not close, but Chris desired more.
His thoughts started to stray towards that more and he started to picture Alexa in his head. Her wavey blonde locks framed her pale face, and her blue, almost gray eyes sparkled behind the rounded, rectangular frame of her glasses. Despite her short stature, she carried herself with confidence, moving with the grace of a dancer. Her slender fingers often fidgeted with her hair or her glasses, revealing a hint of vulnerability beneath her reserved, controlled, and confident exterior.
“Chris.”
He thought about the blouses she wore to the office, and how they always seemed to strain against the curve of her ample, heavy breasts. He imagined them, clad in the lacy bras he’d occasionally caught glimpses of, imagining how they’d feel as his fingers grasped around them and sunk into her flesh.
“Chris!”
His mind drifted further down, picturing the tight skirts she favored, hugging her full, firm, round ass. He could almost feel the firmness of her thighs, the softness of her calves, and the subtle curve of her ankles. The thought of what it would feel like to have those legs wrapped around his waist as he leaned over her flooded his mind.
“CHRIS!”
Chris found himself snapped out of his daydream as he felt someone crash into his side, practically yelling his name. He glanced over, seeing Alexa looking up at him, her eyes sparkling and a mischievous grin on her face.
“I’ve been calling you. Where’s your head at, space case?” Alexa asked him, her voice filled with notes of teasing.
“Oh, um, nothing much. Just getting lost in my thoughts. I didn’t realize you were right behind me.” Chris, ecstatic to see her, fumbled as he thought of an answer to her question, not wanting to tell his coworker that he had been thinking about her body and how much he wanted her, unsure what she thought of him outside being a casual work friend.
“Uh huh,” Alexa said, doubt dripping from her voice. “Pretty distracted for nothing. But fine, keep your secrets.” She paused for a moment before changing the topic. “Tonight is going to suck.”
“Yeah. It is. But at least the company is good.”
“Meh, I guess,” Alexa responded, the smile on her face and the sarcasm in her voice let Chris know she was joking with him.
“Hey, it could be worse. You could be here all night with Jensen.”
“Oh God, can you imagine?” Alexa laughed as her face scrunched up in mock revulsion. “How long do you think it would take before he’d start preaching flat earth to me?”
Chris shook his head, smiling at their exchange. “The real question is if he’s be dumb enough to start on his ‘traditional woman’ schtick with you.”
“Ugh,” Alexa groaned as she rolled her eyes. “Is it bad that I wish he would slip up and say something stupid around me so I could report him?”
“No. The guy is an ass. I’d do it myself if he ever said any of it around me. I only ever hear that shit second hand.”
“Aw, my hero,” Alexa said, playfully bumping her shoulder into Chris. “Honestly, you would have been my top pick to work with for the night, if it had been up to me.”
“Really?” Chris asked, happy to hear that, but a little surprised by her admitting it.
“Yeah, of course. You’re fun, and I can bullshit with you about movies and games.” She paused for a moment as they rounded the corner to their shared cubicle before adding, “Besides, I can think of worse ways to spend my evening than with a cute guy.”
Chris stopped, a little surprised at her statement, as she went to her side of the cubicle and started unpacking her laptop from her bag. He watched her as he slowly made his way to his side; she was dressed a lot more casually than her normal skirt and blouse office attire, but still with a flair of style that Chris had grown to appreciate from her. Up top she wore a tight, thin dark blue sweater shirt with buttons on the top half that strained against the fullness of her breasts. She paired this with a pair of black skintight leggings that, like her top, clung to her skin and showed off the curves of her hips and ass.
Chris always felt a little underdressed around her, his normal polo and slacks perfectly fine for the office but overshadowed by the nice silk blouses, button-ups, and sleek skirts she typically wore. Even now, the simple outfit she wore exuded a sense of style that the fitted graphic tee and jeans that Chris wore just lacked.
And Chris was starting to regret the choice of jeans. As he looked at Alexa, her outfit hugging and showing off her every curve, Chris felt his manhood starting to wake up and growing to its full impressive size, straining against the crotch of his pants. Had he chosen to wear khakis or something else that was baggier, the straining of his cock would be far less annoying. And it would be less likely that Alexa would notice it, although he was uncertain if he wanted her to or not.
After fiddling around on her laptop for a moment, Alexa turned to face Chris as he was setting up his own. “Ugh. I don’t feel like starting yet. You want to go to the break room and get coffee or something?”
Chris nodded his head, getting up from his desk. He couldn’t bring himself to think about the work ahead of them and was eager to delay it as long as he could.
“That’s nonsense,” Alexa said, leaning back into the breakroom chair. “You buff their damage that much and they break the game.”
As much as he lusted after Alexa’s body, this right here is what really sealed the deal for him. He’d lost count how much time the two of them had gone back and forth like this, ranging from topics of game design to story analysis of movies and books. It wasn’t common for Chris to find someone whose interest overlapped so well with his, yet diverged enough to bring a differing opinion that made such debates and conversions worth having. He loved the fact that she could not only drive him mad with lust but challenge him on his favorite topics as well.
Chris shrugged. “Maybe,” he said. “I think you’re exaggerating the problem.”
“And I think you’re underselling it,” she replied, grabbing her phone as it buzzed on the table they sat at. “But we’ll find out next week when the patch hits.” She looked at the message on her screen, annoyance filling her eyes, before she set the phone back on the table.
“Everything ok?” Chris asked.
“Yeah,” the annoyance still in her eyes.
“That’s not what your face says. But I don’t want to pry if you don’t want to talk.”
“You really can tell, can’t you?” she asked, a thoughtful smile replacing the annoyance on her face. “You remember that guy I mentioned? The one I had the date with earlier this week?”
Chris remembered, despite his attempts to forget it. The jealousy he had felt when she mentioned it last week returned, and Chris hoped it wasn’t showing up on his face. Not trusting his voice to hide his actual feelings, he just nodded his head.
“He wants to go out again. I already told him no, but he keeps trying.”
“I take it the date went poorly?” Chris asked, hoping he didn’t sound too happy about it.
“God, no,” she said, shaking her head. “I mean, he was nice enough. And decent looking. But he was so dull,” she paused, thinking about her words. “Well, not dull. I just couldn’t give a shit about the things he was going on about.” She shrugged. “I’m sure some girl out there would of been enthralled.”
“That’s a shame,” he said, again hoping that he didn’t sound too glad that her date had gone poorly.
“The worst of it was after dinner. I’d hoped that at least if he was good looking, things would be fun afterwards. But that was even more disappointing than the dinner conversation.”
“Oh?” Chris responded, more out of surprise at the direction the conversation was going than actually wanting to hear the details.
“Let’s just say that he had neither the size of the boat nor the motion of the ocean going for him.” She said, grinning at her own dig at the man.
“Well, hopefully next time you’ll find someone better,” Chris said, not entirely sure what to add.
“Oh, I will,” Alexa said with a knowing look on her face. “I have high hopes for the next guy. I think the disappointment from this loser made me realize a few things.”
“Oh?” Chris asked again, her cryptic statement puzzling him.
“Mm-hmm,” she vocalized, but didn’t further elaborate. “What about you? You never talk about your love life.”
“I’d have to have one to talk about first,” he said, frustration tinging his words.
“Dry spells suck,” she said.
“Well, it’s my own damn fault. My standards are too high.”
“You’re a good catch; cute, sweet, and caring. Nothing wrong with having standards,” Alexa said, her eyes lighting up with mischief. “But I won’t have one of my friends not getting any.” Chris eyed her curiously, not entirely sure where she was going with this. “You know I have a lot of friends who do the whole hot streamer girl thing. I could introduce you to some of them.”
Chris felt confusion at the combination of disappointment and excitement he felt at her offer; it wasn’t the direction he’d hoped she had been going, but he’d be lying if he didn’t see the appeal of her offer.
“Maybe,” he said, trying to remain noncommittal while he figured out how he felt about the idea. He glanced at the clock on the wall, noticing how long they’d been in the break room at this point. “I hate to be that guy, but we probably should get started or we’ll be here all night.”
“I wouldn’t mind the extra time to hang out,” she said, grinning, “but you’re probably right. We should get going. We’ll figure which one of my friends will be your fuck buddy later,” she said, her grin growing as she said it.
Chris found himself having a hard time keeping on task after their coffee break. They had rolled out several of their large storage units to their cubical area and were sorting through the mess of cables, hard drives, flash drives, memory sticks, and other various small electronic accessories stashed away in the drawers. He felt his mind drifting as he counted the small devices, going back to the conversation in the break room. He kept thinking back to the idea of having Alexa underneath him, her naked body pressed against his, and he found himself confused how any man could be in that position wouldn’t do everything possible to make the beauty under them scream in pleasure. His eyes kept drifting away from his screen and the objects he was counting to wonder up and down Alexa’s body on the other side of the cubical, imagining what it would feel like to have her body pushed up against his as she moaned into his ears, growing in intensity until she was arching her back, screaming his name.
He found himself unable to tear his eyes from her, at least until he noticed her watching him as he attempted to sneak another glance at her, a sly smirk on her face. His eyes darted away from her, embarrassed that he had been caught ogling his coworker. And yet, he kept finding that his eyes would wonder and his mind drifting back to his fantasy, only to be caught by her once again.
After willing himself to focus, deciding to work on their software audit where he could stare at the screen, blocking out the rest of the world. He felt his mind focusing, basking in the familiar glow of the screen.
He was finally making progress on the work, keeping the distracting idea of a naked Alexa at bay, when he found himself pulled out of his focus.
“Why do we have so many SD cards?” Alexa’s voice came, snapping him out of his deep focus. “And why are they all so tiny? I don’t think any of these are bigger than 512 megs.”
Chris looked up at Alexa; she was facing away from him, bending over to look into one of the lower drawers of the cabinet. He looked at her, her large and firm ass presented directly to him, his eyes eagerly taking in the sight.
“I think they used to use them for simple small IoT devices and other things like that,” Chris said, his eyes going over her plump rear. His eyes jumped as he saw her head come up, looking back at him, locking eyes with him, that sly, knowing grin on her face again.
“You hungry?” she asked, shifting her hips as she stood up, drawing his eyes back to her ass momentarily before going back to her eyes. “We’ve been going at it for a few hours. I could go for a dinner break.”
“Yeah, that sounds good,” Chris realizing his focus was once again gone, thoughts of her nude body against his once again pushing their way into his head.
He wasn’t sure why his mind was running crazy with the fantasies tonight; sure, he’d thought about her and had idle daydreams before, but never had they come so unbidden.
Alexa turned herself around to face Chris, leaning back against the drawers she had just been rummaging through.
“What do you feel like having?” She leaned back, arching her back to stretch it out, her breasts straining the already stretched out material of her top. Chris’ eyes darted to them, drinking in the sight. “Oh, what about pizza?” she asked, grinning at him.
“Pizza sounds good,” Chris responded, bringing his eyes back to hers.
“There’s a place nearby that I just found out about. It’s amazing, but it’s too far to deliver to my place.”
She pushed away from the drawers, walking towards Chris and his computer. “Here, I’ll pull it up,” she said as she walked towards him. Chris turned around and pulled up a browser tab as she came up behind him, leaning against him as she reached around him. Chris could feel her large breasts squish against his back, his cock hardening in excitement.
“Sorry,” she said, sounding more flirty than sorry. Chris wasn’t certain, but he was sure he could feel her leaning more into him as she said it. Her hands reached his keyboard, and she started typing in a web address. “Pepperoni good with you?”
Chris agreed; the pizza was very good. He understood Alexa’s excitement about it now. He looked at her as she sat at her desk, taking a large bite out of the slice of pizza in her hands. The joy on her face was visible and seeing her take joy out of a simple thing like a slice of pizza brought a feeling of happiness to Chris.
“I meant what I said earlier,” Alexa said, her mouth still half filled with pizza. “I’ve got some hot friends. We could get you setup with one. They’re all crazy horny too.”
“Maybe,” Chris said, trying to tease her despite his surprise at her bringing back the subject of her friends.
“Come over here,” she said, setting down the pizza slice on her plate and pulling up a page on her computer. Chris rolled his chair over to her side of the shared cubicle and saw that she had pulled up her Instagram and was scrolling through her messages. “What’s your type?” she asked, pulling up the profile of a tall, busty blonde.
“Um ... well...” Chris started, slightly embarrassed by the conversation.
“What about her? Cythia. You like them tall and blonde with big tits?”
“Alexa ... Isn’t this kind of weird for me to be rating your friends like this?”
Alexa grinned and rolled her eyes. “Chris, I know you’re not the kind of guy who goes around talking about women like this normally. If you were, we wouldn’t be having this conversation. And believe me, none of my friends I’m showing you would mind having a cute guy talk about how hot he thinks they are.”
Chris nodded his head, still a little uncomfortable with it, but understanding.
“So ... Cynthia? Ya or nay?”
He looked at Alexa’s screen as she pulled up pictures of her friend, scrolling through them slowly. Cynthia was undeniably hot, platinum blond hair past just past her chin. She was tall and athletic, her body toned and slightly muscular, with long legs and thick thighs leading up to a thick, firm ass with a set of large, firm big tits on top. As Alexa scrolled through her Instagram posts, it was clear that her page was a thirst trap, picture after picture of her in bikinis, one piece cosplay body suits, and the occasional lingerie boudoir shots.
“She’s hot,” Chris said. Trepidation was in his voice, partially because he was still unsure about commenting on her friends, but also because as attractive as he found the girl on the screen, she didn’t seem nearly as interesting as the woman next to him.
“I can hear the but in your voice, Chris,” Alexa said to him, grinning as she gave him a playful punch in the shoulder. “Go ahead and tell me what’s wrong. I won’t be offended. You can even be crass if you want,” she said, winking at him as she did so.
“I’m not super into the tall thing,” he said. It was always hard to figure out height from a picture alone, but Cynthia had posed next to enough everyday items for Chris to get a general idea of her height.
Alexa nodded her head. “Not into the tall hot mommy thing?” she said playfully.
Chris felt his face redden. “I mean, I get the appeal. I’m not opposed to it. But not something I’d chase after.”
“Ok. How about Mandy?” Alexa said, pulling up an image of a small Japanese girl. Mandy’s feed was pretty different from Cynthia’s, a series of complex cosplay pictures, most of which were followed with lingerie pictures themed after the cosplay costumes. Cynthia was a small girl with raven black pixie cut hair that was usually covered up brightly colored and complex wigs. She was thin and petite, with a small firm ass and perky but small breasts.
“She’s cute,” Chris said, feeling a little more comfortable commenting on the girl’s body, but still a bit unsure of himself.
Alexa reached her hand out and placed it on Chris’s thigh reassuringly, casually rubbing it up and down. “Chris, stop holding back. What do you think of her?”
“She’s cute. Really cute. But I tend to like, um, a little more meat? More curves?”
Alexa giggled and smiled. “Ah. You want big tits and a big ass, don’t you?” she asked, her tone teasing and playful as she gave his thigh a squeeze before taking her hand away and returning it to her mouse. “Here, how about her?”
The new feed of images was of a redhead with long, flowing hair. She appeared to be fairly short still but had a stockiness to her that was accented by a pair of large, full breasts that seemed ready to pop out of her top in every picture, and a large thick ass that threatened swallow the small panties she wore between her ample cheeks. Chris was surprised that nearly every single picture was her in some kind of lingerie outfit, and it took him a moment to realize why.
“She’s a burlesque dancer?” he asked, curiosity in his voice.
“Yeah. You’re not going to suddenly be a prude about it, are you?” Alexa asked, a sense of genuine curiosity and concern in her voice replacing the playfulness that had been there a moment ago.
Chris shook his head. “Just never knew anyone who did it. I guess isn’t exactly a common thing if I think about it. It’s kinda hot.”
Alexa smiled at his response. “You should see her shows. She really knows how to move her body. So, is this your future fuck buddy?”
“I mean, she would be nice.” Chris answered her, surprised at himself how much easier the answers were coming as they progressed. “Honestly, I’d be lucky with any of them.”
“They’d be lucky with you,” Alexa answered, genuine affection in her voice. “But which one was your favorite?”
“What are they like?” Chris asked.
“Only you would sit here talking with a girl about hooking up with her friends for casual sex and ask about their personality.” Alexa said, grinning at him as she gave her head a slight shake back and forth. “They’re the kind of people I call close friends and like spending my free time with. So, they’re like you and me. Now, come on. Which is your favorite.”
“I mean, I guess the redhead. I don’t think you said her name. But Mandy was really cute too. It’s just a shame--well, never mind.”
“It’s a shame what?” Alexa asked, prodding him.
“I feel like I’m being weirdly picky in an inappropriate way. But I really do like blondes.”
“I see,” Alexa said, leaning back in her chair, her face in what appeared to be deep contemplation; but Chris had seen her deep in thought face before, this was clearly her pretending. “So, you want a short, blonde girl with big tits and a big ass?” she asked. As she leaned back, she arched her back again, pushing her breasts up and straining the material of her top. Chris was certain that he could see the shape of her bra through the stretched-out material. He watched her pretending to be lost in thought when he suddenly realized he had inadvertently described Alexa as his type to her. His eyes went from her breasts back to her face; she had dropped the look of mock concentration and was grinning at him.
“Nope,” she said, the grin still on her face. “I can’t seem to think of anyone who fits that description.” Before Chris could respond, she looked at the time on the computer screen. “Shoot. We’ve been on break for a while. We should get finished.”
They worked mostly in silence for the next few hours, both of them keeping to themselves as they mentally counted through all manner of things. Chris was able to keep on task mostly this time, his eyes only occasionally moving over to Alexa to sneak a look at her, only to have her meet his eyes with a grin when he did. Everynow and then one of them would have to leave their cubicle to make their way around the office, counting things like keyboard, mice, and monitors on their co-worker’s desks. It was during these short reprises alone that Chris actually found himself the most distracted; without Alexa there, his mind decided to fill her absence with all manner of perverse thoughts about his coworker; naked, posing for him, moaning his name.
As the night came to its close, they had one final task ahead of them: the large item storage closet. It was halfway between a large closet and a small room, and it was filled with desktop computers, laptops, monitors, and all the other large items an IT team needed to function. The task itself wasn’t too bad; the closet was kept well organized, and the size of the items meant that there wasn’t really a lot to count, but the room itself was miserable. It had only a small vent for ventilation and airflow and wasn’t connected to the building’s main AC. Normally a person would only be in there for a few minutes to grab a few things or load up a pushcart and then leave and in those situations; it wasn’t an issue. But it didn’t take long for a person’s body heat to build up in the room, making it more and more uncomfortable to work in. And the two of them were looking at spending easily an hour, if not two, logging the contents of the room.
Alexa was propping open the door to the room with a small door stop as Chris moved a large oscillating fan into the doorway. He knew from experience that the fan would only help a little, but it would be better than nothing.
“You ready to do this?” Alexa said, not entirely sound sure that she was herself.
“No,” Chris said, “I’ve been dreading it all night. But might as well get it started. You want to be on the computer, and I’ll call out serials and count numbers to you?”
“Sounds good,” Alexa said, moving inside the room and sat on the ground, leaning against the wall as she pulled her laptop out on her lap.
It didn’t take long for the room to heat up from their body heat and the lights in the room. Chris could feel a light sheen of sweat on his face; he wasn’t dripping sweat, but it had gotten warm enough for him to have a shiny complexion.
“Ok, got it,” Alexa said, as he finished reading off yet another serial number from the stick on a desktop computer. “Jesus, it’s getting hot in here,” she said.
Chris looked back at her, and he saw she had undone the buttons on top and folded the tops of them to the side, revealing the tops of her large breasts he’d been staring at all night, along with a deep cleavage held together by a bra; a red lacy thing Chris could see the hint of, with the top of her sweater now open. She grinned as she saw Chris look at her breasts and push her chest out slightly.
“Chris, this is a little awkward, but would you mind if I got more comfortable in here?” she asked, an uncharacteristic shyness in her voice that he got the impression was more of an act for his sake.
“Um no. That’s fine,” Chris said, thinking that she was referring to the buttons she already had undone.
“Oh god thanks,” she said, putting her laptop to the side and reaching down to the hem of her sweater, pulling it up over her breasts, leaving her in her bra and leggings. “It’s just getting so fucking hot in here,” she added, tossing the sweater off to the side. Chris stared for a moment, taking the sight in before quickly turning around, trying to give his coworker a little privacy. He took a step to the side and turned the next desktop slightly so he could read the sticker on it.
“You ready for the next one?” The tension in his voice was clear.
“Chris,” he heard Alexa. She sounded a lot closer to him. Almost directly behind him. “You can look, you know.”
Chris slowly turned around, and Alexa had moved right behind him, less than a foot away. He looked down at the short girl, a fantastic view of her large, heaving breasts in a skimpy lacy bra holding them in place. She was looking up at him, a huge smile on her face and her eyes lighting up with excitement.
“You’ve been looking at them all night. Don’t you want a better view now?” She asked the question, bringing her arms in close, squeezing the large orbs of flesh together. Chris said nothing, just nodded his head. Alexa giggled and moved in close, bringing her arms up and wrapping them around Chris’ neck. Without thinking, he leaned in and kissed her, his hands reaching down and around her, cupping her ass and grabbing it roughly.
“Fuck yeah,” she growled lightly as she broke from their kiss. She released her hands from behind his neck as she dropped down to her knees and quickly started working on his belt and pants, pulling them down.
“I’ve been wanting to pull this thing out all night. It’s been taunting me through your pants,” she said as the pants slid down his legs, leaving him his boxes. “Jesus,” she said, rubbing the hard, bulging rod through the boxers. “Just how big are you?” she asked as she reached up and pulled down his underwear. His cock sprung free and smacked her in the face, causing her to giggle as she grabbed it and smacked herself with it a few more times.
“This thing is amazing,” she said, kissing it at its base and running her tongue up it. She positioned its tip at her mouth and was about to put it in before she stopped for a moment, looking up at him, a surprisingly serious expression on her face.
“Chris, don’t disappoint me. Don’t be like that loser earlier this week. I want you to use me. Do whatever you want to me, ok?”
“Use you?” Chris asked, slightly confused both by the question and the overall direction things had turned in the last few minutes.
“Yes. Use me. From here on, I’m your plaything. Whatever you want, as hard as you want it. I doubt it will be an issue, but I’ll let you know if I want you to stop. Understand?”
“Ok,” Chris said, nodding his head, but truthfully, he was a little confused by her request.
“Good. I really don’t want you to disappoint me. Remember. Use me. Hard. No Mercy.” And with that, he watched her shove his cock into her mouth, the large thick rod stretching her lips as he watched in awe as inch by inch sunk down into her mouth and started pushing into her throat.
To read the complete story you need to be logged in:
Log In or
Register for a Free account
(Why register?)
* Allows you 3 stories to read in 24 hours.