I always said no to hooking up at work [FM]

Have you ever realized mid-fuck that you’re in trouble? That this was all too reckless?

Maybe it was when you were copulating in a slightly too strong state of inebriation. Maybe it was when his wife opened the door while you held your lips to his pubes. Maybe it was when you finally realized you were balls deep in the ex that had broken your heart but still used you for loans and booty calls.

I had this sinking realization when I heard the snap of the condom against his cock in the darkness of his hotel room. When he whispered in my ear that I felt better than he had imagined it.

I had it when I saw him at work again not long after. When work colleagues mentioned him in conversation years after the fact.

To be honest, though, I had it long before all that. I first had it when our eyes met on the first day of the conference, just after he walked over to tell me he had looked for my name in the conference participants list. He had always been the handsome coworker who treated me differently, who kept pointing out all the things we had in common.

We had long wanted each other, and this would be a happy, vanilla story of sloppy kisses and moans and penises in vaginas, except for the fact that it was all very forbidden. At least very forbidden in my book.

You see, when you’re a young woman in a male-dominated field, when you spend half a conference finding tactful ways to reject physical advances, not shitting where you eat becomes an extremely important rule. I’m fine with all of Reddit knowing that u/unholyintentions loves to be slapped when she gags on a cock, but I have worked hard on my professional image. 99% of the time, I keep both worlds intact and separate.

But that night was the 1% that I didn’t, and I am here to tell you about it. I will spare you the details of what pushed me over the moral edge, as that part is very standard. What started as a group dinner became small group drinks and smaller group walk that led four of us into the same hotel and two of us, after the third or fourth drink of the night, into the same room.

What I’m more interested in telling are the details of what makes a pit in my stomach every time I think of him. You see, we didn’t just *fuck*. He got a good glimpse into the kinky depths I go to get myself off.

For a rule-breaking encounter, everything started out pretty normal and predictable. Kisses, fondles, dresses and legs lifted and lips pressed against my underwear. The room was lit dimly, so the visual gave way to the aural. I felt his flesh pleasing mine, but I also heard it. I heard the sounds of his sucks around my clit, his moving fingers splashing the juices gathered in my entrance, my own moans. I tried to remain quiet, demure, still an average vanilla encounter, but it was late and I was tired and self-discipline escaped me. My moans made it clear that it was that spot next to my clit, that angle against my walls that would unleash my first orgasm.

After a near miss, he took a break to troubleshoot. Before I knew it, I was entirely naked in his bed, my legs spread and my wet flesh against his face. His fingers were no longer contained to my pussy, but rather began expeditions to my other orifice. It was a subtle exploration, paced not to raise any red flags. He would focus on my pussy, and then double down against my clit when his hands pulled my cheeks apart, fondling me and putting pressure against the entrance. When I came, he snuck the tip of his finger inside me.

Part of me wanted to just be a standard fuck that night, nothing memorable, but I got carried away with the pleasure. I could have moved to suck him off, but I stayed in place when he pushed my legs up, rolling my hips as I lay on my back to simultaneously gain access to my big ass. I was good and obedient. My orifices were all open to him, but it was just one, really, that he wanted.

During one of the pauses, he went to get what I thought were a couple of condoms. But that wasn’t quite it. I could tell when he ripped one open and emptied it on my asshole — a lube of sorts. It was not my first time, but it certainly had been a while. My hole puckered up, fondled by his lubed up fingers. When my legs twitched, he pushed in again.

“Relax. You’re going to cum really hard from this.”

He really did know what to say. I held my long legs in position for him, feeling my ass slowly give way to his fingers. He asked me if I got fucked in the ass often. If I liked it. With an ass like mine, I probably had guys try to ass fuck me all the time. He had noticed guys look at it when I walked away, and he had cum every night thinking of getting to fuck it.

A real ass fetishist, my colleague, but I didn’t think we’d get there. I was out of practice and tired. We were slightly drunk. The play lasted so long that at times I began to fade.

The sound of a condom snapping against his dick awakened me, and it was only then that I knew I was in trouble. That, at this point, there was no going back. There was no path I could take to salvage my professional reputation. And, to be very sincere, my body was not ready to abort any missions.

His dick entered me slow, cautious, as if still careful not to scare me into leaving. He gave me time to open up for him, and my body enjoyed the thrill of trying something different. If the condom snap awakened me, the weight of his body on mine ended any confusion. I felt his arms push my knees down to the bed next to my head. “Oh, fuck,” he grunted for the first time, and I knew he was going to fuck my little asshole hard until he was done with me.

His movements started slow but long, pushing him deeper into me with each stroke. I grasped the bed covers under me at times, trying to find relief from the pressure that came from this movement. In a way, I wasn’t experiencing major physical pleasure from the ass fucking; the kink was entirely in doing something so submissive and slutty with someone I had to coordinate work tasks with.

But this changed when he told me to rub my clit in circles while he fucked me. He grunted when I did, as the squeeze was immediate. Maybe at this point my body was hypersensitive: deprived of a good flow of oxygen and any dignity in that position. I had somehow become the work slut who let men fuck her in the ass. And he was there to reap the benefits of my slip up.

He fucked me long and slow, fondling my ass and squeezing my thighs as he did it. He took his time confessing the many times he had imagined me spreading my ass for him, wondering how tight I’d squeeze him when I came. But he started to grow a bit more desperate. As I rubbed my clit, his fingers started to finger my pussy again, creating a deep stimulation in the three pleasure spots between my legs. I remained in place like a good girl, knowing he was going to make me cum in exchange for taking his cock in my ass.

But my pleasure grew and my squeezes made him beat me to it. He exploded inside my ass, and then he held still inside me as he fingered me furiously, making me cum one last time with my holes stuffed. It was an orgasm unlike others I have experienced — the feeling of being completely taken, and in need of pressure relief. That would come soon after my orgasm. As I recovered, he pulled out impossibly slowly, taking one last look at my gaping asshole before he took off the condom and helped me into a more comfortable position.

In shame, I immediately got dressed and ready to leave to my hotel. But, to make things more awkward, he went back to professional banter: he told me my conference session earlier that day had been excellent. I thanked him and went for the door.

Before I left, he hugged me from behind, pulling my ass against his hips. He leaned in briefly to whisper his goodbye into my ear:

“Just so you know, your ass was even better than I imagined it. I felt really good tonight. I’m glad we have one more thing in common.”

To date, I wonder if he’s kept my secret or if he’s ever told on me. Thankfully, we no longer work in the same setting, but I still think of him when I catch a man looking at my ass.

Source: reddit.com/r/gonewildstories/comments/vi88r0/i_always_said_no_to_hooking_up_at_work_fm