Rob, my boss’ son, developed a friendship with my girlfriend, Melissa, after they met at a company Christmas party. They must have gotten along well that night as I hardly saw either one of them about a half hour after she and I left. Since then, Rob had been coming over on a regular basis to hang out with my girl, sometimes getting a ride with me upon leaving work. In fact, their friendship escalated to the point where she was spending more time with him than me.

Office Cuckold Stories: Cuckolded and Demoted by the Boss’ Son

Rob was a total alpha male, a bit of a jock. He came from money, drove a nice car, and had girls flocking to him because of his charm and boyish good looks. I was the complete opposite of him in the looks department, and I couldn’t throw a ball to save my life. Athletics weren’t something I excelled in, so my physique paled in comparison to Rob’s. Melissa was someone who looked like she would be with a guy like Rob, rather than me. She looked like Jessica Alba in her early 20s, but ten times hotter.

There were times I went to bed while Melissa and Rob stayed up talking or watching TV. To be honest, sometimes I got a vibe that they were waiting for me to either leave the room or go to sleep, depending on what time of the day it was. I had no problem with Rob hanging out with my girlfriend no matter what room they were in because they weren’t noisy. In fact, whenever I went to sleep, I couldn’t hear any talking from them at all. Over time it became typical to see Rob already at my place when I came home from work. I was pretty sure he was leaving work early or coming over for lunch, to boot. This was fine with me – I was glad my girlfriend had a social life with someone I knew.

My girlfriend was the one who made our bed, but I felt like we were representing ourselves as slobs because several times I had come home to see the bed unmade, usually when Rob was over (and on his way out). He had a smirk on his face whenever he saw that I noticed the unmade bed, I guess because he knew I prided myself on being a neat freak. I talked about this to my girlfriend, who coincidentally was always changing into more comfortable clothing anytime Rob would leave our house.

In a move I hadn’t seen coming, my boss had me transferred me to a different work location in a nearby town. Replacing me at work would be none other than Rob.

“Don’t worry, buddy,” Rob said with a smirk on his face watching me pack boxes. “I’ll take real good care of your girl.”

I could tell Rob was staying over while I was away because when I returned home on weekends, I would find Rob’s underwear in the weirdest places – behind cushion seats, the kitchen floor, the deck of our pool, and even in our bed. I wasn’t an idiot; I knew what was going on: Rob was bringing over girls to my house without me around! I chose not to bring this up to neither him nor Melissa, as he wasn’t causing any damage. “Mi casa es su casa” and all that. The only thing that I couldn’t figure out was why some wet white puddles were left on my pillow on some nights. I assumed my girlfriend was careless about eating vanilla ice cream in bed, but the puddles were very linear, albeit thick. When they tried up, they were kind of crusty, and when I washed them, sometimes the stains were unremovable. I told Melissa about this, but she just laughed every time I brought it up. I didn’t understand why, but I didn’t push the issue.

One day, Rob approached me and asked if I was enjoying the gifts he had been leaving behind for me. I had no idea what he was talking about, but I also didn’t want to seem ungrateful for something he was doing for me. I decided to pretend I knew what he was referring to so I wouldn’t hurt his feelings.

“Uh…yeah, sure!” I said to the boss’ son. “I appreciate them, thanks!”

“You’re welcome,” Rob said laughing. “I’ll keep leaving them behind if you want.”

“No, don’t put yourself out,” I said with my hands out. “You don’t have to do that.”

“Oh, I insist!” Rob said with an ear-to-ear smile on his face. “I’ll keep leaving them behind just for you, buddy!”

“Thanks, man!” I said eagerly. I didn’t want to offend my friend, though I wondered why he walked away laughing. I racked my brain trying to figure out what he was referring to. What was he leaving behind for me?! It wasn’t like I could ask him at that point – I already told him I was appreciative of his generosity! I decided to just keep my mouth shut about the subject until I figured out what Rob was leaving behind for me a ‘gift.’

Sometimes when I would call my girlfriend when I was away, she sounded like she was out of breath, like she was doing some cardio, panting between conversations, sometimes even giggling. I knew Rob was near her when this happened because I recognized his laughter in the background. What were those two up to, I wondered?

One time I called my girlfriend’s cell after her secretary told me she left work early. As soon as she picked up, I heard commotion in the background. Bouncing bedsprings were matched with headboards smashing against the wall.

“YES! YES! FUCK YEAH ROB!” I heard my girlfriend scream out.

“Hello?” I meekly said into the phone.

“OH GOD, OH FUCK…. OH…. FUCK…ROB!” My girlfriend continued to scream. Why would she answer the phone if she wasn’t going to talk to me? It was almost like she didn’t pick up the phone, but Rob did, perhaps wanting me to hear audio of whatever they were doing together.

“Rob, can you hear me?” I said into the phone. All I heard was his laugh before the line went dead.

What Was My Girlfriend Stroking While She Knelt in Front of My Boss’ Son?

On one Friday afternoon, I came home a little earlier than usual and, with a window separating us, saw Melissa, on her knees, applying (what I assumed was) suntan lotion on Rob’s lower body. I didn’t want to go out and say hello, as I was exhausted. I didn’t have my glasses on but could see Rob standing in front of my girlfriend, who was squatting before him. I couldn’t see what kind of bathing suit Rob was wearing, but it looked colorless, blending in with the color of his skin. With his hands on his hips, Rob cocked his head back and exhaled, while reaching out to palm the top of my girlfriend’s bobbing head. She must have been talking, as I couldn’t think of another reason why there was so much head movement from her. Poor Rob, I thought to myself, being subjected to her yammering. I love Melissa, but sometimes that girl can talk.

Melissa went from squatting to being on her knees, using both hands to stroke what I could only assume was the suntan lotion bottle – even without my glasses and looking from afar, it looked pretty thick. I wondered why her hands were in rapid strokes, when suddenly, a blast of the lotion splattered her face, with more strokes landing between her breasts, the remainder oozing out of her hands. Rob laughed triumphantly, as did I, silently – hey, what did she expect from milking that bottle the way she did?

Rob dived into the pool just as I came out to say hello, while my girlfriend wiped up the creamy, liquid mess with a towel. I came out to greet my girlfriend and assistant shortly afterward. Not wanting to waste the lotion, I used the towel to wipe the wasted lotion all over my own body, starting with my face, because you can never be too careful with these UV rays. I found the cream to be of low quality, and very sticky. I’m not sure why, but Melissa watched me wipe that towel all over my face with her mouth open, while Rob, watching me from the pool, seemed to get a good laugh out of using what I had recycled. I couldn’t help but notice that the white wetness on the towel was similar to the splooges sometimes left on my pillowcase. Was suntan lotion being squirted on my linens, is that what those white linear streams were?

“You never cease to amaze me, buddy,” Rob said, shaking his head.

“Thanks, pal!” I said, in response.

“I don’t even know what to say.” My girlfriend said, with a flabbergasted expression. As she walked away and headed inside, I thought it was peculiar that Rob dove into the pool right after Melissa applied lotion on his lower body. Even more strange was the fact that there was no bottle of lotion around. I had assumed Melissa brought it in with her.

As I tried to unwind and get settled in, I noticed Melissa and Rob talking to each other while looking in my direction. They were talking quietly enough that I couldn’t hear them. Rob then made a call and coincidentally afterward, I got a call from my boss. Apparently, there was a work emergency, and I needed to cut my weekend short. I barely had time to unpack, so it was just a question of saying goodbye to Rob and Melissa and heading out the door.

After a quick pit stop to the bathroom, I spotted Rob and Melissa from my peripheral vision in the kitchen. Rob had his back to me while Melissa stood perpendicular to him leaning against the counter. Her eyes were closed and her mouth was open. Rob’s right arm was going up and down. I couldn’t figure out what they were doing. Sensing my presence, Rob turned his head towards me and all but ordered me to take a hike.

“You got everything you need, pal?” He asked an irritated tone.

“Uh, yeah, I think so,” I replied as if reporting to a superior at work. “I’m good to go. You need a ride anywhere, Rob?”

“Nope. I’ll be here for a while. Go make yourself scarce, buddy.”

“Ugh, sure. You okay, honey?” I became concerned as Melissa wasn’t even looking at me while this exchange was occurring.

“I’m…fine…I’ll…I’ll see you later honey, okay?” She replied panting, her eyes still closed. That was weird, but I was running late, and I got the vibe that Rob wanted me gone.

That Girl the Boss’ Son is Fucking in Front of My Staff Looks Familiar…

Not long afterward, I spoke to my boss about coming back to work at my original location, as the travel was getting to be a bit much. Melissa and I were drifting apart. I felt like Rob had not only replaced me as the boss, but also as the man in her life based on how often he was at my house with her. My boss agreed to transfer me back, but I wouldn’t be getting my old job back. Rob would keep the job he was promoted to, while I would be hired as his assistant. My boss made clear that I was his son’s subordinate, and that I was to obey every word he said. I was fine with that because I considered Rob a friend. Plus, the travel would have been nipped. There was a slight pay cut, but the lack of travel justified the reduced salary.

One day we had a staff meeting, and when it ended, some of the boys stayed in Rob’s office – the one that used to be mine. Now that the boss had me working from a cubicle to accommodate Rob, I hadn’t realized how little I appreciated that office. After a while, it got loud in there, with a lot of my workmates howling and chanting Rob’s name. I went in to see what all the commotion was all about, but the guys were blocking me from getting past the entrance. I couldn’t see anything but Rob standing behind his desk. He was looking right at me and smiling. His lower body seemed to be moving rhythmically backward and forwards. All eyes went my way when I entered the room. Rob nodded to one of the guys and, just like that, I was escorted out of the room.

“Eh…Rob’s got a girl, in there-ah,” Andrew, one of the new office hires, said to me. I heard stories about this guy. Apparently he turned one of Rob’s alpha male buddies into a total beta male – took the wimp’s job, girl, and everything. What a chump that cuck is for letting his girl slip through is fingers right under his nose! But I digress.

“He’s the fucking man,” I said, reaching my arm out for a fist bump. Andrew didn’t reciprocate, and instead, face-palmed himself.

“Dude,” He said to me. “Go home. Eh…you don’t wanna be here right now, trust me-ah…”

“Okey-dokie,” I said. “Enjoy the show in there!”

“Oh, I will, buddy,” Andrew said walking away from me while shaking his head. “Eh…I sure will-ah…”

As I waited for the elevator, I peeked into a window in Rob’s office. I didn’t have my glasses on but could see Rob, still standing behind my old desk, his balance still motioning backward and forwards, although a little rapidly this time. He was looking down with a big smile on his face, with something hanging on his shoulders, something that looked like a pair of legs. I couldn’t make what it was, and when Andrew saw me peeping through the window, he shut the blinds, just as the elevator had finally arrived.

Rob turned into a total slacker at work. He really didn’t do anything except delegate work to me, which he got full credit for, of course. I made him look like a superstar because of how adept I was at my job. But with all the time I was putting into work, I often came home late – I might as well have kept the out-of-town job based on how little time I spent at home.

Rob’s slacker attitude at work had set a precedent, and many of my staff were handing me jobs they should have been doing. When I brought this up to Rob, he told me to man up and do something about it. I felt like he was challenging me at that moment, like he was testing my manliness. A smirk appeared on his face when I back-peddled and told him I was fine with being overworked, that I was a company guy, and was happy to help any way I would. I wasn’t an idiot – I realized that by complaining to the boss’ son, I was setting myself up for a further demotion or outright firing. I was lucky to have a job in the company at all, as it paid for the lifestyle I enjoyed. I figured there was some truth to what Rob had said – if I were to man-up about anything, it would be for my work ethic, not the way my peers treated me.

Meanwhile, those white linear streams continued to be left on my pillow when I would get home on many nights. I was starting to believe they were left there for me. Did Melissa not see them, is that why she never cleaned them up? At any rate, there were times I was too tired to wash pillow cases upon getting home and just took off the pillow before resting my head on it. Whatever the liquid was, it was thick enough to seep through the pillow, but not soak it. I was still able to rest my cheek on the damp spots and pass right out when I did. For some reason, anytime my skin made contact with those wet spots, I was reminded of the mystery gifts the boss’ son was supposedly leaving behind for me. That was a mystery that remained unsolved.

END