[Request] A boyfriend in love gets unknowingly cuckolded by a disgusting older man who eventually even becomes his boss.

“Are you James Whiting?”

“Uh yeah, who are you?”

“My name doesn’t matter. I was paid to find you and deliver these, they’re divorce papers. I was instructed to tell you to sign them and have them to Julia by the end of week” his hand was stretched out holding a thick manilla folder.

I reached to take it. Said good bye to the man and sulked back into my apartment, collapsing in my sofa, feeling defeated.

I looked back on my relationship with Julia, thinking about where exactly things went wrong. I had always neglected to reflect, trying my best to stave off the shame and guilt. But I was always left wondering why it all went to shit. Or rather, how?

I got out my laptop and started typing it all out from the beginning. I always enjoyed writing and had always found it cathartic. So, here’s my story.

I met Julia in college my junior year. I had moved out of my shitty living arrangement and found my own place, a little further away from school. I told myself going into it that “this was my year”, I convinced myself I’d work on myself and try to work on bad habbits. I was always attractive, funny and self admittedly smart, but despite all this I always dealt with insecurities and found some difficulty talking to girls.

So start of junior year, consciously trying to change, I messaged an old classmate asking her out. To my surprise she said yes. This was my first date with Julia.

We went to a wine bar. I had arrived first, but shortly after I see Julia walk in; 5’6″, giant breasts, nearly pouring out from her red sundress. It was about 6 pm and the sunset nearly illuminated her in a sexy silhouette, only her red wavy hear retaining it’s color.

I hugged her and we started talking. We hit it off right away. She told me about her job at this local dive bar; O’briens as a bartender. And I told her about my job at the bowling alley.

One thing led to another and we started dating.

A couple months in I started to go to O’briens during her shifts to hang out. At first, and even throughout our relationship, I never felt comfortable there. When she said dive bar, she meant it. Not only was the average person there middle aged or older, but they all looked like ex bikers and hard laborers. They had the skin of someone who has spent their life in the sun and seen enough shit to give them the attitude of someone with nothing to lose.

I would sit there through her shifts and hear and watch as old man after old man flirted and hit on Julia. I always knew I was extra jealous and that it wasn’t fair to Julia, so I’d do my best to ignore it and act like it didn’t bother me. I would do this no matter how loud the voice in the back of my head would get. I just d idnt want Julia to see that I wasn’t as confident as I acted.

Over time i started to notice this one guy come in more and more. He had to be 50 or so, pretty overweight, and have no concern for his appearance or hygiene. He’d walk in and plop himself down a chair away from me Every time I was there. If I somehow d idnt see him walk in, I’d smell him far before he got to the counter. Despite the dim lighting, the stains on his shirt would always be visible in different shades of crusty orange and red. Julia would always greet him as “hun” just like she did with most regulars, but eventually I learned his name was Harvey.

Julia mentioned to me once when he got up to go to the bathroom about how he creeped her out. She said to watch him and notice how he never stops looking at her tits or how he oggles her large ass.

So I watched, and sure enough he never took his eyes off of her chest or ass when shed turn around. I was pissed off at first, but Julia assured me it was part of the job and plead with me to not say anything, so I didn’t.

At the end of our first semester, preparing for finals, I started to go to O’briens less as I spent most of my time studying.

Me and Julia had planned to meet up after her work most nights to study together and hang out. On the first night of this, I was working at my place, waiting for 9pm and her text to come over. By 9:30, when I hadn’t heard from her, I texted her. No reply. So at 10, when I still hadn’t heard anything I decided to drive to her place, I figured she broke her phone or something.

Pulling up into her driveway I see not only her and her roommates car, but also a Chrysler that I recognized from O’briens. Curious, and worried about seeming clingy, I try to scope out what’s going on from the outside. Creeping around the corner, I look into the dining room window and see Julia, her roommate Miranda, Miranda’s boyfriend Kenny, and fucking Harvey all standing playing beer pong. Well, everyone was standing but Harvey, he was supporting himself against the wall. He was sweating and I could tell breathing heavily, just from standing and tossing a ping pong ball.

You ever have those moments where what you’re seeing seems so distant from reality as you know it, that your brain just seems to go blank, almost like it just shuts down? Well that happened right there. Not knowing what to do, I just got into my car and left.

I didn’t hear from Julia till the next day. Not wanting her to find out I basically stalked her, I play dumb and try to act like I didn’t know why she didn’t text me the night before. She ended up telling me that she had to work late, and when she got home she was so tired she just fell asleep. She promised we’d meet up that night.

Sure enough around 9 she texted me and I headed over to her house immediately.

I must have gotten there quicker than she expected because I walked in to her rushing to pick up the leftover cups from the night before. She quickly and deftly griped about Miranda leaving the house dirty. I played along.

We spent the night studying, and things appeared normal for the most part, but knowing Julia, I could tell she was on edge, as if ready for a confrontation at any minute.

Couple hours go by, and I head to the bathroom. While I’m in there I hear the front door open, followed by Miranda’s voice. “Hey Girl, you having big Harv over again tonig-”

Julia cut her off “shhh, Jay is in the bathroom.”

I heard it all clear as day. The pit in my stomach was culpable, but the thought of Julia leaving me was worse. I took a deep breath and walked out, still acting ignorant to it all.

Later that night, we finiusged studying and went to lay down watching tv in her bed. When we walked into the room I immediately noticed her bed was a mess, sheets all displaced and even a pillow on the floor. It was the first time since I met Julia where her bed wasn’t made.

Ignoring the feeling of betrayal, and swallowing my dignity, I take off my shoes and crawl into bed next to her.

I felt sick to my stomach there, with my arm around Julia. Not because I was sure she had cheated on me, but because laying in those sheets, all I could smell was stale sweat. It was so strong I could almost fucking taste a saltiness in the air.

I wondered if Julia could smell it, and if not, if that was worse that she was so used to it.

I told myself Harvey must have gotten too drunk and she had let him pass out in his bed to sleep it off. Not a cell in my body believed that, but I kept repeating that story, determined to believe it, if only by repetition.

As I thought of all this, Julia had started to gyrate her plump ass against my crotch. If she had one, this would be her signature move to initiate sex. Like any early 20s guy would, I got erect and quickly forgot about my worries and jealousy. All I could think of was how I wanted to fuck her brains out, as if a good fuck would convince her to stop cheating on me. I put all the pressure of our entire relationship on this.

As I took my boxers off and slid on top of her, I felt the head of my cock rub first against her sheets and then her silk skin as I moved it closer to the warmth of her pussy. I reached down, grabbing the base of my cock, directed it in the right angle and moved my hips forward, easing the tip of my hard cock against her soaking, warm lips. And just as I was about to thrust deep inside her, I felt a wave of warmth rush up the base of my member all the way to the tip. My ass cheeks clenched, and my legs locked as I fought off the sensation. Bring a creature of habit, and a lifetime member of the ‘pull out’ method, I snap my hips back, while at the same time losing my fight of self control, and letting loose a rope of cum across her lower belly and the sheets beneath her.

I don’t remember the exact words, but I know she said “oh my God, are you kidding?” With an exasperated sigh. I fell over on my back feeling ashamed and defeated.

“Whatever. Ugh, I just wanted to fuck some stress away from finals. Is that so much to ask?” She said out loud, to no one in particular.

I offered to finish her off, but she assured me it wasn’t necessary, but that I should go so she could study more. I already felt like a disappointment, trying to mitigate anymore let downs, I got up and left.

I got into my car and drove away, ending up zoned out and driving around aimlessly. In no specific effort I found myself driving down her neighborhood an hour later.

Slowing down I come up by her driveway to see that same Chrysler in the driveway. The brake lights still red. He had just gotten there. Fully stopped a few houses back now, I see the driver door open, and the car rise several inches as Harvey labored to get out. He was wearing his “good clothes” as I had heard him call them before. He had a light yellow button up shirt stretched across is massive body, the small V shaped tails at the bottom of where the rows of buttons met was stretched to it’s capacity, revealing a small triangle of pastey white skin and black body hair, sleak with sweat. There was what looked like a ketchup stain above his right breast. His brown dress pants where rinkled like they had spent years on the floor, and were just short enough to reveal those brown medical socks they make old people where to help with blood circulation. It took him some time and effort for him to walk up the driveway, but before he even got to the door, I see Julia step out and quickly walk to him. She was actually entirely hidden by the behemoth body standing between us. Then I see her hands appear on the top bulge of back fat, seeming to struggle to find purchase, as he slightly leans over for several seconds. I recognized that they were kissing, maybe even making out.

They walk inside and I get out, determined to see what was going on. I sneak over and look into the main window to see an empty room. I move around to the back and look through the corner of the window to Julia’s room.

I wiped my eyes, trying to force back the tears as I looked in and saw Julia on the floor, on her knees, as her head bobbed back in forth against the huge, hair man in front of her. Harvey was standing with one arm on the dresser, apparently helping to hold himself up, and his other had held a bottom layer of wrinkled fat from his stomach up just slight above Julia’s hair. The lights where off but the stretch marks on each different layer of his fat seemed to almost glow, and glisten.

The ray of light from the window gave a shimmer and glisten to Harveys entire body. His forehead was a deep red with a shiny gloss, his saggy breasts oily and slightly sliding in a jossle as Julia moved back and forth beneath him. He let go of his stomach and wiped his forehead. As he let go, the roll of fat he was holding sagged onto the top of Julia’s head, yet she continued unwavering. As he returned his hand to the underside of his enormous belly and lifted it again, clumps of Julia’s red hair rose with it, glued in sweat to the bottom of his belly. The hair that remained was darkened with dampness.

I couldn’t watch anymore, I got up and left. I went straight home and tried to distract myself by studying.

A couple days went by and I tried my best to not act paranoid but to no avail. After my last final, I got a text from Julia asking to meet up so we can talk.

I of course agree, and head over to her house. She started by asking what’s wrong, all the while acting innocent and like she’s the victim. I tried to tell her nothing was wrong, that I was just stressed, but she insisted she knew me and that something was up. I continued to refuse to admit what I saw, and she quickly switched to the offensive. She started accusing me of cheating, saying that I was being distant and that that was the only reason why that made sense. As if I instantly forgot what I had seen, I was so worried about her not losing trust in me, and me not losing her entirely, I pled and begged her to believe me.

This continued for a couple hours, culminating in her asking to take a break for a week. Begrudgingly I agree, trying my best to save face.

The week goes by, the entire time I’m almost never sleeping, and checking my phone constantly. Finally after the week is up, on Sunday, I get a text from Julia “come over now”. So like a dog, I do.

I open the door to her in nothing but a red lace thong. As soon as we made eye contact, she turned and led me to her room. I walked through her bedroom door and was hit with what seemed like an actual physical wall of horrible B.O. I must have made a face of disgust, and in a premeditated defense, she says she’s been locked up in her room crying all week, depressed, and not showering because of our break.

Not believing entirely, but desperate for anything I can latch on to for denial, I accept this. We lay down in bed together, and she’s instantly on top of me making out with me. Our tongues are interlocked, dancing against each other, and I couldn’t help but notice a hint of saltiness on her. I hoped it was sweat, but knew it wasn’t.

We had sex right after. I’d describe it but it was pretty unremarkable. I lasted longer this time, but not by much. I had been so anxious and nervous the past month I had rarely, if ever, felt up to masturbating and as Julia and I had sex infrequently now, I was out of practice so to speak. While we did have sex though I couldn’t help but notice Julia had her eyes closed and yet still somehow looked distracted. She rerminded me of how I looked at work, just going through the motions till my shift was over. After a couple minutes, when I pulled out and came on her stomach she said, while looking away from me “oh wow hun, that was so good” in what I can only describe as entirely uninterested. Like a mother might say when her kid shows her a bad art project, with no passion or sense of being impressed, but knowing she has to say something positive.

I spent the night, marinating in the gallons of dried sweat from Harvey on her bed and left early the next morning while Julia slept in.

This continued throughout the rest of junior year and senior year. Me and Julia remained together, but at times, no more than just ostefnsibly. Months would go by where we wouldn’t have sex, days or weeks without her responding to my texts or calls, but always ending in her reaching out to chastise me for being distant or to plea for us to spend more time together. Still being trapped in my fear of losing my girlfriend and forced denial of her cheating on me, I would always play the part and fight for her to stay with me.

Eventually senior year came to a close. I set up a time with Julia to meet and talk about our future.

Sitting down with her, I had a whole speech prepared, but before I could even bring it up, she started talking so assuredly, that I hung on every word, and ate up what she was giving me willingly and desperately. She told me about how she was excited to spend her life with me, that she really hoped I could find a great job to support us, how she dreamed of us owning a home, living together and raising a family. It was everything I had held onto the past couple years in my state of denial and delusion, it was exactly what I needed to hear. And she knew it.

I bit hook line and sinker. She told me she had an in for a great job and that it’d pay enough for me to support them, and that while I was at work shed raise our kids and work on her painting. I agreed and asked excitedly when the job interview was. She told me.

When the big day came, Julia helped me get ready and insisted on me wearing an outfit she had gotten for me, for this interview. It was a pink shirt, blue tie, tight dress pants and black loafers. I looked nice, but a bit more colorful than I was used to.

She drove me and dropped me outside the front doors of a large office building right down the road from O’briens. I walked in, headed up the elevator to the 5th floor and waited in the waiting area. I was finally called into the office. I got up, took the corner and opened the big wooden door into a rank small office. There, pouring over the arm rests and onto the desk was Harvey, smiling like a sinical, tall Danny Divito.

He told me to sit. I sat.

“Julia speaks very highly of you James. I’ve found she tends to have a very useful head on her shoulders” he halfheartedly chuckled and let out a gasp. “She brought up your name for my assistant and I won’t lie, I thought it was a great idea. It pays really Well, are you interested?”

I didn’t know what to say. I was seething with rage and betrayal. She had sent me up here to apply for a job as an assistant to this disgusting man whose fucking my girlfriend. It was the most humiliating moment of my life, at that time.

Before I could say anything, he continued. “She seemed really set on you working for me. She told me about how desperate for money you were, and I promised her whatever you needed, I’ll make happen. How’s 95k sound?”

I was out the door with my signed acceptance letter before I knew it. I found myself sitting in my car, just staring down at my name signed st the bottom, wondering what I had just done, and surprised at the cost it took for me to do it.

Following my M.O of denial and hopeful optimism, I told myself it made sense, Julia was good friends (denial) with Harvey and that she really did do this for my, for our, benefit, as the money was clearly good (optimism). I started work the next week.

The week leasing up to it, me and Julia spent together, mostly in bed. It was the first sex we had had in almost 2 months, and it seemed to go on for the entire week. I found myself laying back, staring at the ceiling, out of breath, sweating and a deep ache in my balls from use. I felt so happy and relieved. I used those moments of dopamine abundance, that blissful feeling after sex, as evidence to back up my claim that the new job was for the best and that things were working out.

So I started work the next Monday. I walked into the lobby and seating area and noticed a little plastic, almost tv dinner tray style, desk with a small laptop on top of it. The pit in my gut told me it was mine. I set my bag down next to it and knocked on Harvey’s door.

“Come in” he bellowed.

I opened the door and walked in, sitting in one of the small ugly beige chairs after he told me to sit. He then began to talk at me, telling me my job duties. They mostly consisted of me doing whatever he asks, writing memos for him, covering his phones and keeping his schedule. He seemed to put a lot of emphasis on him having to leave the office for business meetings a lot, and how it was critical for me to stay and cover the phones and emails while he’s out. It all seemed standard for what I imagined an assistants job would be.

He told me that he “in fact, had a meeting soon and would need me to start covering them now” as he pushed himself up and sidestepped out of the office, leaving me there alone.

Not sure what to do, but being alone, I pulled out my phone to text Julia. I had one unread message from her already, asking me how my day was going. I texted her saying it was good and how I was alone to cover the phones. She replied right away saying she was glad it was going well. The phone rang just then, and i answered it, spending the next galf hour trying to figure out how to help the client. Finally i hung up and get I replied to Julia, asking how her day was.

Only a couple minutes later I get a phone call from Julia. Curious as to why she was calling, I answer. I heard at first the tell tale sounds of a pocket dial; the ruffling of fabric and muffled voices. Except the muffled voices became clearer and clearer as the fabric seemed to stop hindering the sound. I imagined the phone falling out of a pocket. I heard as clear as day, both Harvey’s exasperated voice as well as Julia’s passioned low moans. Interspersed through this was occasional stifled gags from Julia as if she choked on something.

I listened for the entire 30 minutes, ending with a prolonged “ohhhgghh” from Harvey and a slight sigh from Julia before I hung up.

About 25 minutes later, Harvey walks into the office, his brow shiny with sweat. He was smiling at me and told me how successful his business meeting was. Without any remorse, he made sure to phrase it very sexually. “Ya know, this client came in hot, I tried to keep up but was afraid I’d blow my load early, uh, so to speak. But luckily I held out and was able to bend them over and get them for the max deal. I’ll tell ya, closing a deal is as good as sex.”

He never broke eye contact with me and kept a deceitful smile the entire time. I hung my head, saying it sounded like a good time, and walked to my ‘desk’

Over the next year, I kept coming into work almost everyday, and watched this enormous blob of a man labor out of the office for usually about an hour, just to return reaking of stale sweat, sex and every now and then, hints of Julia. He’d ask me to work late, and then when I would finally come home, i could smell his presence throughout my house, always strongest in my bedroom. There was no denying it now, it was beyond obvious, even beyond the pocket dial and the occasional socks around the house. Julia would never text me whenever Harvey was on a “business meeting”, days when he did have these meetings, my entire house would smell of him, and he gradually became more and more passive aggressive about it. He’d tell me about his hot girlfriend, make comments about how he can’t stand pussies, he’d say all kinds of things to or around me, always with a look in his eye that said “we both know you know”.

I was destroyed. I was so betrayed and confused that I had a tough time even accepting the situation. I spent most of my effort forcing the thought out of my mind, pretending it wasn’t happening.

Then one night, on a day without any “meetings”, after several drinks, I had the bright idea to propose to Julia. In what I can only imagine as me thinking a marriage would stop the situation or fix anything.

She literally said “sure”. But she quickly followed up with her wanting us to abstain from sex till our wedding night so it’ll be more special. Now with a wedding and her as my fiancee, I had all the mental ammunition I needed to tell myself things were alright, and I did.

The next few months go by leading up to our wedding, all the while me and Julia are sleeping in separate beds, and Harvey started having way more “meetings”, sometimes for entire days. Nonetheless I coasted by telling myself it wasn’t what I thought.

A week before the wedding, Harvey calls me into his office. “James, I know you’re getting married next week and I was thinking… could I be your best man? I know it might seem off, but I just felt like we have gotten close over the year and hell, I’ll probably be tempted to give you a fat raise as a gift” he chuckled and kept smiling.

I was unsure of what to do, it was true I didn’t have a best man, and a raise would be nice… But even in my denial, it felt wrong. Regardless, I found myself saying that was a great idea.

So the wedding comes. It was held on the beach and was absolutely beautiful. Julia looked gorgeous, I found myself tearing up as I walked down the aisle towards her. I noticed she wasn’t looking at Me, but instead was locked, eye to eye with Harvey. As I got closer she turned to me, and I could swear I saw her smile waver a little.

We gave our vows next. In mine i talked about loyalty, love and forever. In hers though, she went on for a bit about how I “complete so many parts of her, and even though there’s something lacking in some areas, how she cherishes my ability to work with her on filling those.” As she said this I noticed a couple of bridesmaids snicker, but wrote it off. We kissed, for the first time in months, and were officially married.

Throughout the rest of the wedding, I was over the moon, having a great time. I was quickly getting drunk though, as everyone my drink was empty, Julia was there with another one.

Soon I was completely drunk. By the time the wedding was over, and folks were leaving, I could barely walk. Julia walked me back to out hotel room.

When we entered the room, Julia headed to the bathroom to take off her dress. “Go sit down on the chair and get yourself ready, I can’t wait to fuck my husband.” She shouted from behind the bathroom door. So I drunkenly hobbled over to the chair, fell into it and began struggling with my belt. I managed to undo it, and dropped my pants around my ankles while I slid my hand down my boxers and started stroking my flaccid cock. I must have been there an hour, or so it seemed, tugging on my limp dick, trying to fight through the alcohol and get erect. Julia walks out from the bathroom, in her favorite red lace thong, a matching red lace bra and nothing else. She walks slowly over to me, as I sat there, drunkenly slouched over, jerking my cock up and down as it remained completely soft. With each step closer, her face seemed to fall more and more into a look of disappointment, borderline disgust. When she finally reached me, she bent over, exposing her tits to my face, reached down and grabbed a hold of my soft cock. Getting down on her knees, she leans forward, placing the tip of my penis in her mouth and starts swirling her tongue around it. Waves of heat burst from my groin, and with a distinct almost tickling sensation, I felt the warmth leak out from my still flaccid cock to the sound of me gasping “noo, please no.”

Next thing i know, Julia is standing there over me, looking down and shaking her head. I look down and see my flaccid cock laying on my thigh, sideways, with drops of cum drying on my thighs and groin, and I pass out.

I come too, groggy and still drunk a little later to the sounds of meat smacking together, grunts and groans, and extremely heavy breathing. I open my eyes enough to see on the bed in front of me, Julia, sitting on top of a mountain heap of fat that was Harvey, rocking back forth, moaning with each movement. As she moved back and forth, her giant tits would bounce up and down, her nipples like silhouetted by the yellow hotel light. In almost a synchronized pattern, Harvey’s fat and many rolls would jiggle and vibrate underneath her. The bed sank underneath Harvey and her, and would creak under the stress with each movement.

I sat, too drunk to get up, but sober enough to recognize what was happening, I try to say something but whatever it was was unrecognizable.

Julia turned to see me with my eyes open and seemed to laugh a little bit. As she looked at me she sped up on top of him, both of them increasing the frequency of their moans with it. Not long after I see Harvey stiffen up a bit, while at the same time, Julia arches her back, and as they both let out exasperated sounds of pleasure, Julia stands up off him, moves a cupped hand down over her pussy, and hurries over to me.

She opens up her legs, and lowers herself on top of me so that she was straddling me. She started to gyrate on my still flaccid cock, that was now covered in crusty dry cum. She held on to the arm rests of the chair as she was drenched in Harvey’s sweat and was sliding off of me. I initially felt the heat radiating off her pussy, but soon after felt a distinct different texture start to spread across my cock and thighs. It was warm, gooey and sticky. It wasn’t until she raised herself from me, laughing, that I saw the murky white residue all over me. She had just rubbed Harvey’s cum all over me from inside her own pussy.

Refusing to address the situation, as well as still being incredibly drunk, I pass back out. I woke up in the same spot the next morning, and me and Julia seemed to have an unspoken agreement to talk about the night before. We carried on as usual.

Except that was the last time we would ever even try to have sex. She would continually have Harvey over, eventually even while I was home. I would always stay in the living room and pretend like it wasn’t happening.

A couple months later, I get a text saying she’s pregnant. And not even an hour later, a guy shows up at my door with divorce papers. And here I am writing this, just wondering how things ended up like this.

Source: reddit.com/r/eroticliterature/comments/6zrc7p/request_a_boyfriend_in_love_gets_unknowingly