Hotwife's Boss Fucing Fantasy

Quite a few of you have privately messaged me when I briefly mentioned in a previous post about meeting my old boss at the beach and how he totally eyed me up and down in my bikini. I'm not normally shy at the beach in a bikini. Guys look all the time. It's a little different though being openly stared at by someone who you used to work with in a professional setting, especially someone older, who was in a position of power over you. It happened over a year ago, and it was early on in my hotwife journey. Even though my husband was with me at the time, standing on the sand next to me and holding my hand, I got all nervous being there.

But now, lying on the bed, I'm reading all these private messages from you asking if I'd ever fantasised about having my old boss dominate me sexually, I'm thinking and wondering what would it be like to have his cock inside me? How would it feel to have his hands roam over my body, pinch my nipples as I ride his thick shaft?

So the following is a little fantasy story based on what you've all been asking for. Just so you can imagine me writing this, I'm sitting upright on the bed with my laptop, wearing a two-piece black lace lingerie. The bra is probably one size too small and covers just enough to keep the mystery going and is designed to be suggestive. The thong is riding up my ass, so it's teasing my slit and making me feel sexy. It's is the kind of lingerie I would be wearing under my tight office skirt back in the day when I worked for him, if I wanted to feel a bit naughty. My husband right now is at work, so I'm home alone, free to let my thoughts and fingers wander. I've already texted him to tell him I'm going to be busy writing erotica, so he doesn't have to feel like he needs to rush home. Because my husband has been asking me to be more open with my sexuality lately, I've also got my dildo here. If I get a bit too hot and bothered writing up my fantasy, I'll use it and I'll pretend it's my old boss's cock. My dildo is seven inches and thick, so it's quite a bit bigger than my husband's cock. I'm going to imagine my old boss being just as big or bigger, and his cock being veiny and ridged like my dildo here.

My mind drifts back to the beach. He's older than me by over a decade, but he keeps himself in shape. There's quite a bit of grey in his hair, which gives him that distinguished, matured look. His body is tanned and toned. I've only ever seen him in business suits, so I never quite noticed how bulky and solid he is. His arms look strong, but not overly muscular like a steroid-abusing gym rat. He's got that kind of body that comes from years of playing sports and taking care of himself.

His eyes are piercing blue and I've always felt like he can see right through me. When we were working together, he could tear apart my proposals apart with just a glance. He would always be able to find all my holes, penetrate my vulnerable points, and fill them with a huge dose of his... experience and expertise.

It's been a year since we worked together. I haven't seen him since my last day at work. He had called me into his office to say goodbye. We talked about my future plans and about me finally getting the courage to start a small business. He taught me a lot during our time working together, so he was happy to see me put what I've learned into action for myself. He had always been professional, but as I sat on the chair in his office, dressed in my short tight skirt, I could feel his eyes on my legs. He complimented me, saying I'd be successful because I was hard working, smart... and attractive.

"You're going to do so well," he had said, his gaze lingering on my legs. "I've always... admired your dedication. All those nights where you'd stay late, working so hard for me. You were newly married then, and yet you always put in the extra effort."

Even though we had worked two years closely, gone on work trips as a pair, stayed at luxurious hotels all over the country and had candlelit dinner together often, we had never crossed the line. Like I said, he was always professional. He kept his hands to himself and admired from afar. On this last day of work though, something felt different. His blue eyes had that glint he always had when he had set his mind on something and wouldn't rest until he got it. It made me acutely aware just how short my skirt was, and how much of my legs were showing.

As I was getting ready to leave, I stood up in front of him and adjusted the hem of my skirt, before extending my hand to say goodbye. He stood up and walked over to me. I thought he was going to shake my hand, but instead he leaned in close and whispered, "If you ever need anything... anything at all... don't hesitate to reach out." His breath was warm against my ear. I felt his hand take hold of mine and guided it to the bulge in his pants. His hand was firm, and his grip forced me to press around him. I felt it. It was unmistakeable. It was definitely there, thick and solid. Stunned, I didn't pull away. He let go, patting my hand gently, and told me to enjoy my new life.

"You know," he continued, his voice a low rumble, "I see you as the perfect partner. But I've always wondered during those lonely nights at the hotels we stayed at... what you're like in other areas of life." His gaze dipped to my chest, which was heaving with the excitement and fear of what was happening. I watched as his hand came up to trace the neckline of my blouse, his thumb brushing against the swell of my breast. I could feel my nipples harden involuntarily at his touch. Slowly, he hooked a finger under the fabric of my blouse and pulled it down, exposing my cleavage and the edge of my black lace bra.

"You're as stunning as I imagined. I bet you're a perfect partner in bed too," he murmured, his eyes devouring the sight of my exposed flesh. "Your husband is a lucky man."

There's something about me and dominant man that just clicks. A lot of this has to do with my submissive personality. It's just who I am. I often let others lead me, make choices for me and tell me what to do. I've become more assertive with a few years in the work force, but I'm still essentially a submissive woman at heart. When it comes to sex, let's just say a dominant man always gets his way with me.

With my husband, he's always the one that initiates sex. Thankfully, he has a high libido and is also dirty minded. We have sex quite often. We're not newlyweds anymore, but we're still early in our married life. He took my virginity when we got married. He introduced me to sex, showed me how to arch my back, where to tuck my legs, how to give head and how to take his cock. He taught me how to please a man. Over time, his ideas of sex has gotten kinkier. We started with just missionary, then we progressed to doggy style which I love, then cowgirl which he loves. He's brought in toys to our love making too.

I still remember the day he came home with a dildo. He couldn't wait to use it on me. It was the first time I was made aware of how much bigger other men could be. My husband is a little over four inches, and the dildo he brought home was a full seven inches and so much thicker. Yes, the dildo was only a toy, but he described how men can actually be that big and even bigger. I didn't call him out about his size then, but it played in my head all night.

That night he violated me with it. He lubed it up before he used it. I remember it was so tight and a bit painful at first, but it felt so good as I stretched around it. He was slow initially. He watched my expressions as he moved it in and out, pushing in just a little bit deeper with each thrust. My eyes grew wide and my mouth dropped open. I had never felt anything like it before. Just when I thought I had gotten a handle on it, he pushed in further, beyond a certain point, and I felt something truly amazing. I think it hit my G-spot in just the right way and I gasped out loud. He had never seen me react so strongly to anything before. He looked so excited watching me respond to the dildo.

I remember that moment well. I remember the feeling of the cool lube on my skin. I remember my husband's gentle yet firm hand guiding the dildo deeper. I remember it rubbing against my special spot, and how it sent shivers of pleasure up my spine. I can also recall the first time the dildo went further than his cock, or anything else for that matter, ever had. Five inches in, I felt my body tense, and he asked if I was okay. I nodded breathlessly. He pushed it in another inch and I felt my pussy open up to its limits. Then, the seventh inch was pushed into me, and oh boy, did I feel it. I have never felt so full in my life, so tight, so stretched.

He said to me, "That's what a big cock feels like, baby," and then he started to thrust the dildo in and out of me, simulating what it would be like to be with a man who could fill me completely. He was right. It was different. Each thrust was a revelation. I only processed it afterwards, but the big dildo felt nothing like him. It wasn't just because it was made of rubber. It was different, and better, because it was thick and long. It reached parts of me that he couldn't and have never been sexually stimulated before. It was also the way it curved. It just hit all the right spots every time he pushed it in. It made me feel so... alive. I honestly felt like a girl losing her virginity all over again.

I came so much that night. I've cum before with my husband, but it's only ever been from licking or fingering. I've never cum from vaginal sex with his cock alone. I also realised there's a difference between cumming and squirting. I remember him fucking me with the dildo, pushing it in so deep that it felt like it was lodged in there, and then suddenly, my body just released a flood of wetness. It felt like I was peeing, except not. I squirted like a fountain for the very first time. My juices shot out like a water pistol. I was so lost in it all, screaming all sorts of profanity him, that I didn't even notice when he took out the dildo and started fucking me with his own cock. His eyes were wide with pure lust as he pushed into me urgently, his own orgasm building quickly.

My legs were shaking through my orgasm, and he pumped into me relentlessly with his cock. My memory is a bit hazy, but I do remember holding on to the discarded dildo with both hands. I recall feeling the thickness of it and thinking about how different my husband's cock felt as he fucked me. To be honest, at the moment, all I could narrow in on what how I could barely feel him after the dildo had stretched me out.

So here I was, in the office of my old boss, my hand on his cock through his pants, and all the memories of that first night with the dildo came flooding back. He pressed his hand around mine, and I felt him get even harder. Slowly, he started moving my hand up and down his shaft, showing me the rhythm he liked. With him being a dominant man, and someone I have always been submissive to, I did not resist him. If anything, I accepted him, even welcomed him. Almost instinctively, I opened my lips just as his lips touched mine. His tongue slid into my mouth without resistance, and just like that, we kissed deeply.

With practiced ease, probably just as he had done with countless other women in his life, my old boss reached into my blouse and cupped my breasts under my bra. His thumb and forefinger pinched and rolled my sensitive nipples. That action immediately sent a wave of pure pleasure through my body. I moaned softly into his mouth, and breathed into his kiss, which only seemed to encourage him to pinch harder.

I'm a very sensual person. I respond well to the right kind of touch. My husband knows this well, and my boss was certainly quickly finding out. With the deep kiss and the hands on my chest, I felt a warm rush between my legs. My pussy was not just getting wet, it was practically dripping. My panties was soaked through. I felt a slight dribble run down my inner thigh, below my skirt. The room smelled faintly of my arousal, and I knew he could smell it too. Somehow, without me being conscious of it, my hand had started to stroke his cock on its own.

I've stroked my husband through his pants many times before. I do it most mornings before he goes to work. This was completely different. Perhaps, it was someone else's cock in my hand, someone who wasn't my husband. Or perhaps, it was the fact that it was my old boss, someone I've been submissive to in a work setting. But now, having his cock in my hand, I think it was mostly the size. It was definitely bigger than my husband's cock. It wasn't just a little bit bigger. It was much bigger. It was probably bigger than my dildo too, which seemed incomprehensible.

My inner slut betraying me, I felt myself, almost as if in third person, unzipping his pants. I watched myself pull it down and reach inside. I struggled to get my hand around it. It was so thick and so... substantial. I could feel the blood pounding through his veins as I brushed my hand along the shaft and trace it up to the head. I tried to pull it out of the zipper, but it was just too big. He chuckled into our kiss, breaking it off to help me out by freeing his cock from its fabric prison.

With his pants and boxers on the floor, his cock stood tall, proud, and absolutely massive. I stared at it with wide eyes. I reached out and grabbed him by the base. My hand looked so small in comparison, like a child holding to a mighty sword. I was torn between feeling scared and incredibly aroused. My heart thumped in awe and fear at the sheer size of him. My pussy and body, however, were positively begging for it. Again, through no conscious action on my part, my hand stroked him and my thumb found its way to the tip. I started to spread the precum that was already leaking out, just as I always do with my husband, except this was nothing like that.

"You are so... big," I whispered, my voice a breathy gasp. I could barely hear myself over the top of my own racing heart. My eyes were glued to his cock, and I could feel the power radiating from it. "You're... so much bigger than my husband. Like, not just a little, but a lot."

He placed a finger on my chin and pulled my head up to look at him. He smiled at my admission. There was a triumphant look in his eyes. "Isn't that a shame," he murmured, his voice thick with desire. "To have a sexy body like yours and not be fully appreciated." His words sent a shiver down my spine. It was as if he could read my mind, as if he could see my deepest, darkest thoughts that I'd never dared to say out loud.

The dildo had opened up a new world for me, a world where size mattered. I love my husband very much, I really do, but he had planted the seeds of curiosity. I'd lay in bed at nights, my thoughts straying to those men with cocks so much larger than his, and I couldn't help but wonder how they would feel for real. Not the rubber dildo, but a flesh-and-blood cock that was warm, pulsing, and moved on its own with the confidence of a man who knew how to use it to pleasure a woman.

My boss was exactly like the men in my fantasies. He was confident, dominant, and huge. I couldn't stop myself from licking my lips as I returned to staring at his cock. Seeing me stare, he pushed firmly on my shoulders, making me sink to my knees before him. Once on my knees, the power dynamics shifted dramatically. I found myself eye-to-eye with his monster. I knew what was coming next, and my stomach flipped with excitement and fear.

"Suck it," he commanded, and without missing a beat, I opened my mouth and took the head of his cock between my lips. It was big, so fucking big. Even though I've fucked my dildo before, I almost never suck it. The biggest I've had in my mouth was my husband's cock. Taking my boss, even just his cock head, was already enough to highlight the difference. I've only ever seen one real cock before. My husband's cock isn't long but I've always thought he was somewhat thick. He may not be as thick as my dildo, but you know, he's respectable. My boss's cock showed me what thick really was. His cock was so much thicker. The head was fucking huge. I had to open my mouth fully just to fit him in. With him in, I slowly started to suck him, my tongue swirling around the tip and then taking more and more of him in. I managed to get little under half of him in before my gag reflex kicked in. He didn't seem to mind, though. He watched me with those piercing blue eyes of his. He quietly watched as I struggled to fit him, as his hands casually played with my hair as I bobbed up and down.

For the very first time, I felt something other than love for my husband as I took my boss's massive cock into my mouth. It was curiosity mixed with a thrill that was both taboo and intoxicating. I felt a bit of longing, of wishing my husband had a cock like his. I knew what I was doing was wrong, but I just couldn't resist. The dildo had been a gateway to a whole new realm of pleasure, and now, kneeling before the very man who had once been my superior, I was experiencing that pleasure in the flesh.

With two hands behind my head, my boss gently guided my mouth along the length of his cock. He pushed through my lips, down my throat, and made me gag repeatedly. He established a slow but steady rhythm. I complied obediently. Just like with work, I wanted him to be happy. I wanted to show him that I was capable. I wanted him to be proud of me and praise me for my effort, my performance and my result. I wanted him to believe I was great at everything, from doing proposals, to increasing sales, to sealing the deal. So, I took his cock in my mouth and I gave it my all.

My husband has always said I'm a good cock sucker. At that moment, on my knees with him inside me, I realised I have been playing in the little leagues. This was the big leagues. Sucking a four inch cock was nothing like sucking his monster. Where I could have my husband completely in my mouth and throat, I had to alternate having my tongue slide up and down his length, and swirl around his head. I must have done something right though, because soon he started groaning deeply every time I engulfed his head within my warm and wet lips. His hands tightened in my hair, guiding me faster, pushing me down harder. He rocked his hips, fucking my mouth with his huge cock.

"Just as I thought. You're a good cock sucker," my boss murmured as he pushed in a little farther than before. He had to hold onto the back of my head with some pressure to keep me from pulling back. I felt my eyes water and my throat tighten around his cock. The grip of my hand around the base tightened instinctively too. "Fuck," he moaned, "You're going to make me cum."

And with that warning, he did. It was like a dam burst. The warmth and saltiness of his cum filled my mouth. First, I was shocked by the sudden release. Then, I was shocked at the volume of his release. He shot out in spurt after spurt, each one hitting the back of my throat. I swallowed some of it, but it was more than I could handle. He pulled out and I felt some cum dribble out of the corner of my mouth and onto my chin. The cum then hit me once in the face, following by several shots to my chest. It splattered over my cleavage and onto my black lace bra. The initial shock of his release made way for a strange sense of pride. I had made him, a powerful man who was always in control, lose it like this.

He flicked his cock and whacked it against my tongue, wiping last of his cum. "Swallow it all," he instructed, fully expecting me to comply. I obeyed without question. Seeing me open wider, he took the opportunity to slide his cock back into my mouth, and I eagerly tasted the last few drops. He ran his hands through my hair, flexed his buttocks, pushed in further and then pulled out with a satisfying pop. "Your face has always been so gorgeous," he said, with a smile, as he wiped his cock on my cheek. "But you're even more beautiful with my cum on it."