Employee of the month

It was 4:45pm, almost time to leave my boring desk job. I checked my emails to pass the time.

“Bing”

I saw an email notification pop up. It was from my baby mama.

“I heard you got a new job that you didn’t tell me about. Congrats. Now, increase the child support payments next month or I’m getting my lawyer and suing you! Or I’ll move back home to Ohio and take my baby with me. You got till next month.”

My heart sank. I did just get this new office job which was more prestigious than my contractor job but honestly it didn’t pay that much more. I was still struggling with the payments for my new apartment, furnishing it, and my car recently needed a major mechanical fix. I sighed, although I could barely afford it, I’d have to increase the payments. I couldn’t risk her suing me, even though that was just a threat since she nothing about suing, or her moving back home to Ohio where I probably wouldn’t see me son but a couple times a year. Dammit.

“Bing”

I received another email notification. This time it was from my boss.

“Jerry, meet me in my office. Now.”

Oh no, what now? My brain ran a thousand miles a minute trying to figure out what it could be. I’d been complimented on doing great work since I got here so it wasn’t that. I didn’t have any issue with my coworkers, so it wasn’t that.

Oh wait… please don’t let it be that, I thought to myself, remembering what it might be. A couple days ago, I had sex with one of my hot coworkers in the office. It was after work hours, in the warehouse, in the dark, there was no way we could’ve got caught. And before you blame me, it wasn’t my fault, she was practically begging for it. I was the new attractive young guy that just joined into the office and my male coworkers were all lame married men in their 40s. The single women in the office were basically drooling over me waiting to get their turn. The boldest of the pack, an older Hispanic woman named Griselda, dressed up extra sexy one day and literally whispered in my ear that she was wet and wanted me now. I can’t make this up. You want me to turn that down? She told me she knew a spot in the building without cameras that we could go to. During our lunch break, we got straight to it. I groaned, could she have been lying about the spot having no cameras? It was in a secluded corner and seemed protected from any cameras that would be nearby.

I gradually rose from my chair and begrudgingly lumbered to his office, still racking my brain for anything else it could be.

I knocked on his door.

“Come in,” he announced.

I opened the door to see my manager peering through his glasses at his monitor to finish typing something on his computer. After a few seconds, he looked up at me with a forced smile.

“Hi Jerry, take a seat.”

I took a seat in front of his large mahogany desk which seemed like overkill for how small my manager was. He was a short nerdy looking man in his 50s with streaks of gray in his hair. Still, you could tell tried his best to look cool and fashionable since his hair was gelled into a mini mohawk. Usually, a hairstyle like that would be frowned upon in the office, but when you’re the boss you can do what you want.

“Jerry, I recently found out some interesting information about my new employee.”

I gulped, what could it be? Did he find my old social medias?

“Come over here and pull up your seat next to me so you can see my screen.”

I carried my chair around and sat next to him.

“A week or two ago we just had some new cameras installed because I’d heard from some people there were a few areas that the cameras couldn’t catch that certain people in the office were taking advantage of.”

My heart sank. I already knew what it was. And he was going to make me watch the film further my embarrassment.

“And I’m so glad we installed the new cameras. Because they were installed just in time to capture this.”

He clicked over to a new tab and sifted through some files until he pulled up the security footage from a couple days ago. In the footage, it showed a clear view of me having sex with my coworker.

He pressed play without saying a word. He showed me pounding her doggystyle over some boxes of paper.

My face grew hot with embarrassment. I hoped he’d cut it off and just fire me to get this over with. But his eyes were glued to the screen. And a few seconds later, he reached into his pants and appeared to start stroking his cock. I couldn’t believe my eyes.

He looked over at me and grinned, “You were giving her the pounding of her life! I mean just look at how much she’s enjoying it,” he said as he gestured at her opening her mouth wide for a moan. “Damn, she’s making me jealous. You ever pounded a man like that?”

I was too stunned to answer.

He asked again, slowly so I understood every word, “Have ever fucked a man?”

I shook my head, still at a loss for words. He sensed how uncomfortable I was, so he paused the video and turned to face me.

“Listen Jerry. This is pretty clear evidence to terminate your employment. I could send this video to HR and fire you on the spot.”

I thought about not having a job and still having to pay those increased child support payments. My baby mama would not want to hear my explanation, especially if she found out what I was fired for. She’d make me homeless in a heartbeat.

“Or I’ll delete the video,” he paused before giving a slight smirk, “if you fuck me like you just fucked my wonderful employee Griselda.”

He let his words hang in the air for a moment as my brain almost crashed trying to compute his request.

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“You said you’d never had sex with a man, but all you gotta do is fuck me just like you did Griselda in that video. It’ll be no different. Except I give better head,” he said with a smile. “I can show you, if you need some persuasion.”

He slowly slid his hand up my leg until he stopped at the top of my pants to unbuckle it.

I was frozen. Partially because I couldn’t believe this was happening and partially because I’d already made my decision but dreaded going through with it. I couldn’t afford to lose this job.

He unzipped my pants and reached into my underwear for my dick. He pulled it out and marveled at it.

“Wow, it’s even more beautiful than in the video,” he said fondling it.

I was starting to wonder how many times he watched that video.

He bit his lip and looked me in the eyes as he lowered his head toward my cock to make sure I didn’t object, then he stuffed my limp dick in his mouth. He sucked, slurped, and tugged on my dick until it started to grow. I was pleasantly surprised. He had to have given other straight guys a blowjob before because he knew exactly how to play with my dick to get it to harden. Before I knew it, he was deepthroating my fully hardened cock and slobbering over my balls. As soon I was starting to enjoy it, he pulled away.

“That was a little too easy to get you hard,” he said with a sly grin. I looked down in shame. He picked up my chin, “Don’t worry baby, I’m great at what I do.” Then he gestured to the video, “and I know you’re great at what you do. So, I want you to pound my ass like you did Griselda’s. Dominate me with my suit on,” he said pulling down his pants to reveal his already erect cock. He looked down at his dick as he stroked it and said, “If you can make my little guy cum from your penetration, I’ll give you a raise.”

All I heard was dollar signs. Now I was motivated, I’m a competitive guy and this was just the fuel I needed.

He took a bottle of lube out of his desk drawer and applied it to his asshole. Then leaned over and lathered my dick with lube as well. Lastly, he pulled his pants to his ankles and leaned over his desk. His pink smooth asshole stared back at me invitingly. peeked at me below his through his took off my pants and and my dick then bent over on his desk.

He pulled up his expensive Armani suit jacket so there were no obstructions to his ass. “Come give me that dick. I like it rough, so don’t hold back.”

I took that as a challenge and waltzed up to his hole with my stiff dick in hand. I slid it in his asshole which actually slid in with relative ease, as if he’d been preparing his ass for me all day.

“Pound me, baby,” he said giving me permission.

I didn’t hesitate. I immediately started jackhammering his ass. He wants it hard? I’ll give it to him hard. He squealed in delight at my lack of hesitation. He gave a light giggle as if surprised that I was really in his ass, fulfilling his fantasy.

I grabbed his arms for leverage and leaned back as I pummeled him relentlessly. My job was on the line, I was going to make sure he felt every inch me. With every thrust, his moans seemed to increase in volume. Which in turn encouraged me to thrust harder and harder.

I wanted to make sure he came so I decided to move him to another position that girls who I did anal with always enjoyed. He wanted me to take control, right? Any timidity was out the window in this moment.

I yanked off his pants but left his Christian Louboutin dress shoes on. Then I flipped him on his back. Some of his pens and papers flew to the floor. He looked surprised but excited.

I draped his legs over my shoulders and resumed pummeling his ass. His eyes rolled back as he shouted “Yes!” I don’t know how loud we were being, but I didn’t care. I was with the boss and impressing him enough to give me that raise was all I cared about.

I felt I could still go deeper so I seized his ankles and pushed them to his ears so that his ass raised in the air. I leaned over to get a better angle and speared his ass as hard as I could. Then pulled out and repeated with long deep strokes.

“Oh my… Yes!” He shouted. With each deep stroke he let out a pleased whimper. He was close to ejaculating, I could feel it, I just needed to push him over the edge.

I began hammering his ass with speed and force. His mouth opened and eyes widened but sound didn’t come out as my dick explored deeper cavities of his ass. The desk rocked back and forth. Papers and folders fluttered to the ground. The sturdy computer monitor threatened to tip over too.

His hands shot out grab my thighs for some source of stability as his whole world was getting shook. A few seconds later, he let out his loudest moan yet and began to shudder. He’s about to cum! Thought to myself.

Sure enough, seconds later. White liquid shot out of his penis and sprayed all over his Armani suit. The semen kept coming until his light blue suit jacket was fully decorated with new white polka dots. Eventually the flow stopped, and he was left panting to catch his breath. I slowly pulled out, lowered his feet to the ground, and stepped back.

As I let him gather his breath, I realized how much fun I’d just had. I’d just fucked my boss. How many people could say that?

Finally, he raised his head to look at me. “Wow that was incredible. You somehow surpassed my expectations.”

He walked over to his computer with a sore gait. “Watch this.” He clicked on the security footage and showed me him deleting the file.

“Video is deleted. Your secret is safe with me… as long as you keep supplying that rod.”

I’d have to keep doing this? Well, it might not be that bad if I’m getting paid well for it, I rationalized.

I gave him a polite nod and smile of assurance as I pulled up my pants and started to leave.

“Jerry.”

I turned around.

“I know who just earned employee of the month,” he said biting his lip. “You’ll have to come by my office soon to celebrate.”

I grinned back, “Sure thing, boss.”