When the flirting with my coworker crossed the line from “innocent” to “unbearable” [MF]

[me 33f, him 44m… there’s a bunch of lead-up and context but skip to *** if you’re bored]

I love my workplace. I work with a bunch of retired military men, and so no one is particularly surprised or offended by off-color humor. Plus we have the world’s most incompetent HR person ever, so there’s no real fear of reprimand. It makes for fun breaks around the water cooler, as you’d imagine, though of course people do remember it’s an office and not a brothel so for the most part conversation stays pretty work-appropriate. I began working with one particular coworker more closely over the past month or so. I made a brief allusion to using teeth during a blowjob to my other female coworker as he was walking out of the room and he paused, looked back at me, and said “you… I think we’ll get along.”

I’m not sure how it happened but we started flirting more and more. It got incredibly explicit very quickly. He has his own office and since I have an office-mate I’d find stupid reasons to go ask him questions or shoot the shit in the relative privacy of his office. It was still cautious flirting, given that it was workplace flirting, but some of the things he’d say to me were jaw-droppingly forward. I’m not much of a creative writer so I can’t think of a good way to replicate them here… jokes about making me wet, jokes about making me cum, being good with his hands, etc… One day out of the blue when I was chatting with him he said “one thing I’ve always envied about women is when they get aroused they can just stand up and walk away. Instead, I have to sit here a minute.” Faced with the realization that he was admitting to getting hard while talking to me, I got flustered… and incredibly worked up…

I went home from work that night and spent the whole evening masturbating. No joke. I couldn’t take the edge off, imagining fucking this man. Imagining him wanting me. Thinking about sliding under his desk one day and taking his cock into my mouth. Oh, it was too much.

The next day was a Friday. It was a busy day for me, so I didn’t get much of an opportunity to chat with him. When I found a moment, I walked into his office, leaned over his desk, and looked him straight in the eye. “Is it just me,” I said, committing to the risk I was about to take, “or has the flirting become a little more real lately? It feels to me like we are actually talking about fucking. Or am I wrong?” And then I waited. He took a breath, leaned forward in his chair, and confirmed that I am not wrong, that he would like to fuck me, as long as it stayed secret and nothing got weird at work. I said “that’s what I thought,” turned on my heel, and walked out of his office with my heart pounding.

Not to bore with too many details, the next week the flirting was toned down a little. I believe it to have been a bit of nervousness on both our parts. But we’d reference what had passed between us, talking about running to my place to have lunch, finding time to be alone, that sort of thing, without explicitly making plans. I made peace with the knowledge that it may never happen even though the desire was out in the open. Then, that Friday, a week after I propositioned him, he asked if I had plans for the holiday (president’s day), and if I’d like to have him over. I contained my giddy internal schoolgirl, wrote my address on a piece of paper, and left his office full of excitement.

***
Part of me didn’t believe he’d follow through. So when I looked out my window and saw his car pull into my driveway, my heart started racing. Fuck, just remembering the moment makes me ache, wanting him again. He came to my door, we exchanged about 10 seconds worth of pleasantries, and he walked right up to me and kissed me. No pretense, no work up to it, just came up to me, pressed his body against mine, and started making out with me. “Bedroom,” he said. I led him down the hallway. We continued to kiss, his hands wandered across my body as we stood in front of my bed. Without fanfare, we undressed. My mouth found the line of his jaw, his neck, his shoulders. It wasn’t rushed, but we moved quickly and with purpose. He pushed me gently back on to the bed and his mouth moved down my body. I didn’t let him go down on me (too intimate for me), but pulled him back up to kiss him deeply. My hand reached down and found his cock, warm and hard in my hand, and guided it to my pussy. He pushed forward gently and I felt him enter me… my eyes wide, sharp intake of breath, his face buried in my neck, he thrust just a few more times and said – “i knew I wouldn’t last long” – and he came inside me. I tightened my pussy around his cock as he came, feeling him spasm and empty inside me.

He assured me that he could give me more, with a few minutes to regroup… We settled on the bed and made idle chatter about work-related topics (which is kind of an odd thing to do when you’ve just fucked your coworker, but what else do we have in common?). He began caressing my breasts, running his hand down my body as we talked. I reached over to his flaccid cock and began gently caressing it, hoping to make that promised round two happen sooner rather than later. As his cock grew in my hand, he pushed me over on to my tummy and started grabbing and massaging my ass. A moment later he was on his knees straddling me, my face into the mattress, and his cock slid into me once again from that prone position. I lifted my hips, allowing him to bury deep inside me, and let him fuck me again. I loved every thrust, knowing it was wrong, taboo, thinking about having to play pretend at work the next day… He fucked me, I rose to climax, my body shaking beneath him. He laughed somewhat nervously and asked if I was okay — “it feels like you’re okay, but I want to make sure” — and I muttered some nonsense affirmative in my just-fucked state that reassured him. He laid back down next to me to give me a moment, his cock still hard and now dripping with my juices.

When I had adequately collected myself, I climbed on top of him and slid his cock inside me. The change in position sent new sensations through my body. We had a bit of trouble getting our rhythm – I prefer to ride a stationary man so I can set the tempo, but he kept thrusting up into me. It felt amazing but got a little difficult to perfect. I fucked him this way for a few minutes, but the fumbling got kind of annoying, so I dropped down and took his cock into my mouth. One of my favorite things is to taste me on a guy’s cock… So I had to get my fill of that. I hadn’t had someone quite so girthy as him in some time, so it was a challenge. He reached down and pulled my hair out from in front of my face, tilting my head up so he could see me with his cock in my mouth. He thrust up into my mouth a couple of times, and then abruptly pulled me up and pushed me over onto the bed again. I opened my legs for him, he drove his cock inside me, thrust into me roughly, and filled me up for the second time before he collapsed on top of me, completely spent.

A few minutes of catching our breath later, and he was back out the door……..

It’s been a week since that interlude. Tomorrow at work I am going to beg like Tiny Tim at the foot of his desk, “please sir can I have some more?” We haven’t been strangers this past week, but perhaps slightly more distant than the week prior… Until, on Friday, he stood talking to me and another coworker about “good girls” and how it was his goal to fuck as many as he could when he was younger…… and he fucking winked at me. I blushed deep and now I can’t get his cock off my mind again………

Source: reddit.com/r/gonewildstories/comments/5wdpq7/when_the_flirting_with_my_coworker_crossed_the