Office Fun – Chapter 1 – [M/F, Teen, Sex at Work, Boss’ Sister, BBC]

Things were going along pretty normally one evening. Alan, a security guard for Id Shipping and Receiving was going through yet another long shift of keeping watch on the grounds. The area under his watch was pretty large. Essentially, he was there to watch out for a football field sized region that was connected with warehouses that managed Id’s import and export needs.

His station guarded the only entrance, an electric gate that could only be opened from the security shack that he operated. Now if Alan was there during the week, the situation would have been very different. On weekdays, drivers with their trucks laden with cargo and warehouse employees would be coming and going constantly. The level of activity kept him busy and there was never enough time to get bored. The weekends at the facility of Id Shipping and Receiving were completely different. Now, on Saturday night, the place was completely shut down, with the only lights on being inside of his guard shack and some illumination for a port-a-john set up nearby.

In this simple setting, Alan was basically free to do whatever he wanted to do for eight hours…

The one caveat was that he was visible by the cameras setup to monitor his little kingdom. The security system that watched the guard shack was actually watched by a woman in the company named, Arya Deering, someone Alan never wanted to let down. So, this night, just like many before, he donned his Watchmen Security uniform and had posted up to watch the camera feeds and make sure no one got any stupid ideas like climbing the gate or walls or breaking into any of the warehouses. Strangely enough, the gate was really the only thing under his direct watch. Id Shipping and Receiving used a different security company to keep watch inside of the warehouses. As to the cameras watching Alan, in the years on the job, he had actually figured out just the right spot where he could be partially visible but not completely visible. This came in real handy if the security ever needed to enjoy some ‘private time’ during a long boring shift.

While it wasn’t the best use of his time, it catered to both Alan’s needs and the needs of the company. So long as he didn’t fall asleep, consumed no drugs, remained alert for any changes and didn’t offend any employees, Id Shipping and Receiving counted him as a good employee.

That night, when Alan was about halfway through his shift, he decided it was time to have a little fun. After double checking the post’s camera feeds to make sure no one was coming towards the gate and that he had received no new messages, he pulled out his special ‘work supplies’ for Saturday shifts. From his backpack, he pulled out his laptop, a squeeze-bottle of lotion, some air freshener, and a fresh box of tissues. The security guard had learned during the previous week that jerking off in his shed with the blinds closed had a curious effect. It gave him a real thrill and he could swear that each climax from masturbating at work was way more intense than he was used to. He was eager to try out his theory again, both to get that perfect rush, but also because he had decided to save up his loads for over a week now. It was time to have some fun.

Minutes later, deep into his private time, Alan was just about to burst. The porno, Outdoor FreaXXX 8: Milf Edition was one of his favorite. His hand flew up and down along his cock, precum streamed down his crown and his balls were tightening. Right at the point where the next rung on the ladder would have made him go off, Alan’s ears picked up on a sound. The realization of what it was made his heart skip for a beat. A car was coming up towards the gate.

Immediately, he hit pause on the video and then quickly closed his laptop. His heart raced and he realized he would be in trouble if whoever was coming realized what was going on. The thirty-two year old security was just finishing wiping off his cock and stuffing himself back into his pants as the camera picked up the car closing with the gate. As he stuffed the end of his shirt back into his pants, Alan prayed they wouldn’t notice the tweaked appearance of his clothing. Soon enough, he recognized the make and model of the car that was pulling up. Alan slumped back in his chair and let out a sigh of relief. It was his favorite field supervisor, Beverly.  

He hit the button to open up the gate and tried to compose himself just a bit more before he rushed over to greet Beverly. Alan waved at her before she parked, and then soon enough, the attractive Hispanic woman climbed out of her car.

Beverly had always caught his eyes since he had met her, but tonight with his blood pumping, her curves looked especially sweet. She had brown, short cut hair and a little extra meat in all the right places. He would never tell her, but it always seemed like she wore a size too small. That made her black Watchmen Security uniform cling to her body in a way that sent a tingle up Alan’s spine. The man who had been jerking of mere minutes ago straightened up as she smiled back at him.

“Hi Allan…” Beverley said warmly before she turned and looked at her passenger coming out of the car. At this point, Alan caught sight of who she was traveling with. While Beverley was thirty-seven, the girl she was traveling was only nineteen and wearing a very different outfit to Alan’s field supervisor. Alan didn’t recognize her, but his eyes were immediately lingering on her a bit since she was dressed in what looked like a outdated but very sexy outfit. Alan wasn’t exactly sure what the style was, but he figured he had seen it once or twice before somewhere.

Like Beverly, the young woman had brown hair, but it was set in a nice ponytail with a midnight-purple bow while a pair of headphones rested over her head and on her ears. While he couldn’t quite make out her ears, he did notice very large hoop rings hanging off of her ears. Two more bows complemented her fashion, with one being formed by a black handkerchief with a skull design hanging around her neck, while yet another was formed with her top.

The young woman’s button up had splashes of purple and black coloring. It looked like she was uninterested in buttoning up the garment and had instead opted to tie the bottom ends of the shirt together. The process made had an effect she must have been aware of. No one that usually came to Alan’s work showed off their cleavage in such a carefree manner. The setup of her shirt also meant that plenty of the young woman’s midriff was exposed to him. Before he could look even more, the security guard realized Beverley had said something.

“I’m sorry, what?”

“Hehe. I know its been a long shift already Alan but try to pay attention.” Beverley moved over and rest her hand affectionally on the younger woman’s shoulder. “As I said, this is my little sister Luna. I need handle some work in one of the warehouses, so I need you to babysit her for a while.”

“Jeez. I’m not an actual bay sis.” Luna said with a slight huff of annoyance towards her sister.

“Of course, Luna. Alan, I just meant to ask if you’d watch her while I do my work.”

“Uh, I’m already working myself, Beverley. She looks like she can take care of herself.”

“See sis. Even Alan over here can see that.”

“Yes, well Alan doesn’t know you like I do. Please Alan, this really means a lot to me. I’ll be sure to send some money your way for the help and… well just trust me when I say, I will make this up to you. I promise.”

Luna smiled at him while her sister waited for him to reply. Alan still wasn’t quite so sure about the situation, but what Beverley had said intrigued him.

“What did you have in mind?” He asked casually. Beverly looked a bit flustered and her eyes scanned to her sister before she moved up to Alan. Leaning up a bit, she whispered into his ear. “Do this for me, and I promise you a very special reward, Alan.”

When Beverley pulled back, Alan looked back over to the young girl who was now scanning over her phone intently. ‘What could go wrong?’ he thought to himself before he nodded to his supervisor. “Alright, Beverley, I got this.”

“Great Alan! Thank you so much. I promise you that she will behave, but you can always text me if she’s getting out of hand.” Beverley moved over to her sister and said that she would see her soon and pleaded with her to listen to Alan. The younger woman nodded and then Beverley waved goodbye to Alan as she headed out to start her work.

The moment Alan led Luna into his shack, he realized the task of watching the smoking-hot girl wasn’t going to be quite so easy. While he had hoped that she would just focus on her phone for the time it would take Beverly to get her work done, Luna’s gaze immediately zeroed in on the laptop and box of tissues that he had not hidden. Alan’s heart thumped rapidly and then nearly shot out of his chest when she started sniffing around.

‘Oh shit.’ Too late he realized he hadn’t sprayed the area with the air freshener.

“What?” Luna asked, more just in general than towards Alan. She looked around the whole shed once more and then her gaze landed on Alan. “You were jacking off in this place weren’t you?”

“No… absolutely not. This… this is my guard post. I just sit around watching the cameras all the time. We can’t… uh jack off or anything. That’s ridiculous.” When the girl chuckled he realized that his excuses hadn’t resonated at all with her.

“You don’t have to lie to me. I think it’s kinky Alan. I love sex.” Luna walked past him, a lot closer than he anticipated and then Alan watched as she seemed to peak out through the covered up windows. Soon, the young woman continued.

“That’s kind of why my sister is so nervous about being around me.” As he watched her talk, Alan quickly noticed that Beverly’s young sister had a tongue dark metal tongue ring.

“What?”

“She likes sex too, and I think she likes you. But she doesn’t know how to talk to you about it hehe. Uh oh, I probably shouldn’t have told you that.” Luna recovered quickly, smiling at him and showing off her braces as she moved over to where he was standing. “Lucky for you…I don’t have any hang-ups like that.”

The security guard’s eyes widened a bit at that.

“This whole place smells like you, Alan. It’s making me nice and wet… You’re such a naughty man. What if your boss found out you liked to jack off in here?”

“They won’t! The uh… the cameras don’t record sound and I make sure to close the blinds each time.”

“Hmmmmm. Sounds like we could fuck here, and no one would ever know… Mmrmmm sounds delicious.”

“Umm you really shouldn’t think about stuff like that. “ Alan replied quickly.

“I think… yeah let’s just find something on Net-Films we’d both like. Yeah, that’s what we need.” He turned on the laptop and quickly clicked out of the movie player and started loading up his internet browser.  

It appeared that Luna had other plans. The young woman reached over, and grabbed Alan’s hands. He looked up at her and then let her pull his hands away from his laptop. Luna pulled the chair and Alan away from his desk, but still thankfully in a place where the cameras couldn’t pick up on anything. As he watched her, the woman with more than a bit of cleavage on display moved in towards him.

“This is what I need.” Luna said as her fingers stroked across Alan’s pants. The nineteen-year-old woman with her cute ponytail and golden hoop earrings leaned in even closer to the security guard.

Alan allowed himself a small grin. He could feel his cock stretching out to its full potential. It wasn’t like he had a chance to get soft in between the point of no return and showing Luna into his shed. His lust was poking at him to let her keep stroking. Still, a quiet voice in his head worried about Luna’s sister. When he cautiously voiced his worries, Luna just laughed and became even more aggressive. Her warm brown hair swayed, and she unzipped his pants and then fished out his long-dark cock.

“I’m pretty sure she said it would take a long time.” The girl dressed like a goth rockabilly said before tightening her fingers on his thick shaft. “Besides… I think she wants to see this too. I don’t think she’d mind if she ended up getting a peak.”

As Luna finally focused in on Alan’s cock once again, her eyes widened a bit. “Wow… I didn’t think you would be so big…”

The girl said casually before leaning over Alan’s lap. The man’s lust bounced like the security barrier when he let a car in. Before his very eyes, the young woman with ample tits and perfect curves opened her mouth and took his big tip into her small tight lips. Her wet flesh slid and groped at his hardening head and in no time, he was back at full power. Soon, Alan was even being treated to the pleasure of more than just Luna’s tongue on his cock. Every now and then he felt the smooth and yet cold metallic sensation of the plucky girl’s tongue ring as her flesh danced along his cockhead. With his dick being treated to a premium service, the quiet voice packed up and slinked away. All that was left was a mounting fire deep in Alan’s core.

Luna’s mouth and soon enough, her throat worked hard to keep up with Alan’s size.The horny nineteen-year-old was already starting to feel her juices coating her pants. She hadn’t bothered with panties on the day she met Alan, not because she knew this would happen, but she preferred to make things ‘easy’. Once Luna spent a little more time introducing Alan to the entrance of her throat, Luna close her golden-brown eyes and slowly pulled back.

“Glurrrph.” The naughty noise that That came out of her throat would have made other girls flush shamefully . Luna simply smiled at Alan and his manhood while her lips glistened with her saliva and a bit of his precum.

“Isn’t this so much better than watching a boring movie?”

Alan nodded, though what he did next, surprised the young brunette. The security guard grabbed her tight thin body and started pulling at Luna’s pants. Soon her pussy was exposed to the man she had just been sucking off. She wasn’t embarrassed. he had shown her his, after all. But the guy with a big juicy cock wasn’t done yet.

“Smells like my scent isn’t alone anymore.” Alan said and then pulled Luna closer to the chair and placed his arms onto her hip and her ass. “Put your knees on either side of me.”

Luna seemed to catch on very quickly. Sticking her tongue out, she showed off her ring piercing while she let Alan help her up onto his chair. Even though the chair made a light creaking sound, Alan was pretty sure it would hold the petite girl’s weight.

“This is great. It would have been such a waste for this poor guy to only have your hand for the rest of your shift.” The ditzy girl said while she kept her body up just about an inch or two from his cock. After having been sucked and licked, Alan’s hardon was fully erect, and when Luna didn’t descend, he put one hand on her hip and the other on her midriff before he started lowering her down.

“What are you going to do to me?” Luna asked right as Alan pressed her cute lean body down and pierced her pussy with his throbbing cock. The girl with a ponytail wanted to grin at how little resistance the guy had to her charms. But with his big fat cock spreading her pussy lips wide, she wasn’t in a position to do much more than cry out with pleasure. Alan was easily the biggest cock that she had taken, and it was the perfect end to the young woman’s sobriety. As the security guard’s hands moved along her midriff and tickled the sensitive flesh of her pierced belly button, Luna twisted and quickly started adding her own movement to her bounces. In a matter of seconds, the cute minx with long brown hair was sliding down along more than half of the man’s powerful member.

“Fuck… it feels so good. Why did I ever want to give this up?” Alan wasn’t exactly sure what she meant, but as her juices continued spilling out all over his lap, he decided to change things up.

“We’re gonna make a mess of the chair and my pants. Let’s switch things up a bit.” Luna’s breaths were already quite shortened and in the end,  she simply nodded to Alan’s words. As the two moved free from the chair, Alan guided her to a spot behind his desk where he was still sure the cameras wouldn’t be able to pick up on what was going on.

“We’re not stopping already are we?” Luna asked cheekily as Alan guided her down onto her hands and knees. The carpet of the security shed wasn’t too comfortable, but after she’d had his cock inside her pussy, the young woman’s mind was relapsing hard and just begging to feel him stuff her all over again.

“We’re not stopping. But I wanted to see your ass, and this is the perfect position for me to admire it.”

“Hmmm… See my ass?” Luna asked, looking forward with a coy grin on her face. “Why would anyone want to look at an ass when you could look at booobssauaah!!!” The young woman cried out as Alan moved down behind her and threaded his big black cock right back inside of her slit once more. The tip of the security guard’s cock scraped nice and deep inside of her sex. With a little wiggle, Luna made sure that his manhood rubbed and brushed across every little spot possible. It made her pussy weep and her knees feel like rubber bands, but all she needed to do to keep feeling so good was have her hands keep her upper body up.

Behind her, Alan could feel all of the stress melting away. It had been a crime when he couldn’t finish before, but now, his cock was being squished and played with by a wanton teen girl’s pussy. Every time he thrust, the security guard felt his manhood thicken and throb while his tip grazed along plenty of Luna’s overly sensitive pushy flesh. The sensations were incredible, but soon enough Alan realized that his own pleasure was nothing compared to what Luna was feeling.

“Fucchhkkk! Fuck me Alan. Your cock feels so good.” Luna’s fingers stretched out on the carpet while her pussy was wedged open along the big juicy cock pounding her closer towards oblivion. With another powerful thrust, her entire mind snapped and then a river of white-hot pleasure splashed out throughout her being. The pleasure was so intense that her pussy quivered before it let out a few explosions of her clear sensual fluids. Luna recovered quickly enough, and while she started moaning once again as Alan filled up her tender and tight tunnel, the young woman with a dark purple bow in her hair had other ideas.

“Let me move really quick. I’ve never tasted what my juices are like on a cock.” Luna lied with feigned innocence as she moved up and wheeled on Alan. Guiding him back into his chair, Alan seemed to have forgotten all about the potential mess they’d be making. Settling down in between his legs. Luna pulled up her top to reveal her breasts. Alan saw that like her belly button, her pale large breasts were pierced. The young woman he was supposed to be watching after spread her breasts and then engulfed the security guard’s balls with her boobs while her mouth opened up and took his cock back into her hungry mouth.

Luna almost came once again when she tasted her juices on his delicious penis. Her nipples stiffened which then created even more sensations since the sweet tender flesh was pierced. She let out a stifled moan and pressed on, eager to make Alan cum before she erupted once more. Alan’s chair creaked once again as his body was rocked by Luan’s skilled titjob. While the fluffy soft weight of her breasts rubbed and warmed his cock, her moist mouth comforted his raging hardon. Overwhelmed by such an assault, there was no way that Alan could hold back.

“Luna… I’m going to cum!” As he growled out, he continued rolling his hips forward, sending his cock deep into Luna’s mouth so that it could thunder all along her inner walls as she slurped and licked all his cock while his juices soon coated the inner edge of her ample tits. The horny girl made no reply and instead pressed on. She had already tasted her pussy juices that night, now she was eager to enjoy the man’s cum inside her mouth.

“Luuuhnaaaahhh!!!” Alan roared out, completely forgetting about anything else beyond the pleasure streaming through his head. His thick cock jerked inside of Luna, spilling out his jizz into her throat and burning the lines of her mouth with the hot texture of his cock. Even though she was addicted to sex, Luna’s strength knew some limits and she started gagging from the incredible release that Alan had been saving up over the week. After she let go of his cock, Alan let out a couple haggard breathes as two more shots of cum launched out from his tip. The blasts landed on the bridge of her nose and all over her cheeks and lips. If the cameras had been recording, they would have seen Beverly’s sister looking like an amateur pornstar as she remained kneeling in front of the security guard.

“Mrmmmm… That was amazing Alan. I’m really glad Beverly decided to put me in your care.” Luna said softly, her body still hot with horniness. She gently started stroking Alan’s messy and limp cock while Alan’s brain continued to just coast along in the afterglow of his orgasm.

Unfortunately for the security guard, he’d overlooked one crucial issue. While the cameras that watched his post couldn’t pick up any footage of what had just happened, the surveillance system had received an update that Alan wasn’t aware of.

Unknown to both the security guard and the horny slut working to get his cock ready for more, every single work that Alan and Luna had said, and every other noise they made, had been recorded and logged by the new audio recording functions.

Thanks for reading.

Source: reddit.com/r/eroticliterature/comments/d73566/office_fun_chapter_1_mf_teen_sex_at_work_boss