Like The Office, but with more sex [M/F] | 2016

In my mid-twenties, I had what you might call an "awakening". I had married very young, raised in a religion that (like most others) made me very ashamed of sex and guilty about it. As I gradually overcame this, the idea of sex and all it's mysteries and majesty started to open up.

And so, after my divorce, I began branching out - exploring any option that presented itself. Among this sudden deluge of sex was one situation that stood out - working at "The Office".

Up until that point, I'd bounced around jobs, like many early 20-somethings. I was aimless. In this wandering I ended up working for an insurance processing office. Composed of 37 women and only two men, myself included, the odds were very much in my hornball favor.

After several months, I was starting to think my job was going to be just that - a job. Until the office manager (we'll call her Miss S) invited me to lunch one day to discuss a possible lateral move to another group within the company.

Miss S was a gorgeous latina, thick in all the right places, with large breasts that seemed constantly on the verge of escaping her clothing. She wore things that (intentionally or otherwise) that always seemed slightly too small, leaving minor gaps that gave peaks at her lacy bras beneath. I admit I'd spent a few meetings catching glimpses rather than paying attention.

The lunch happened - I'll fast-forward a bit for the sake of pacing. A month later, we began to chat online. A week after that, we played a truth or dare of all things after a work happy hour. It came to light that she'd had a crush, too, but by that point she was in a relationship and wasn't comfortable pursuing it. It seemed to cool off, so I let it go.

Cue Miss M. Miss M worked in another group within the office. She was even younger than me and I'd never really considered her an "option". She was incredibly sexy, with a body sculpted by almost nightly yoga classes. We'd only talked a few times when we began walking together to get coffee down the street. We talked about everything - from work to relationships, and that's where I learned she had just broken things off with her asshole ex. When she told me this there was a sort of... suggestion to it, you might say. After another week or so, our paths lead down the chatting and emailing path Miss S and I had... except Miss M seemed much more inclined to share. Soon she was writing me fantasies she'd had at work. To my (perhaps too obvious) pleasure, she wrote about me in particular. The door had been opened. A little phone sex here and there, naughty pics sent my way... gradually transitioning to making out in a disused office in the mornings before anyone else arrived. One morning I arrived earlier than I was normally, and she was waiting for me. After a few moments of kissing I felt her hand settle on my crotch, stroking my through my jeans. I thought it only polite to return the favor, stroking her through hers as well, eliciting a chain of whimpers and moans that were like catnip for me. I took it a step further, popping the button her jeans and reaching inside, stroking through the already-damp lacy fabric of her panties. Not to be outdone, she popped my own fly and pushed down my jeans, stroking me through my boxer-briefs.

I probably don't need to remind you that this was at work, twenty minutes before anyone was to arrive that day. Before I knew it she had climbed on the empty desk nearby and pushed her jeans off, beckoning me over before lifting her ass and pushing her panties off, too. I followed suit, stripping off my jeans and briefs in a wild, stumbling frenzy. We stopped only once to grab the condom she graciously withdrew from her crumpled jeans and expertly rolled onto my cock. When I sank into her, it was as if I was plunging myself into a silken vise. Her legs wrapped around me, loose enough for me to thrust but tight enough that I could not suddenly withdraw, and I happily fucked her for all that we were worth - our low moans and cries muted intentionally to avoid being detected.

What a sight we probably made, fucking like that - both still in the shirts we'd wear for the day but naked otherwise. Only moments before we came we heard the murmur of voices as people arrived for the day.

Afterwards, condom disposed of by throwing it into the ceiling via the removable tiles, we quickly dressed and slipped out when the coast was clear. We spent the rest of the day giving each other knowing glances as winking. It was bliss.

Fast forward to the end of the day. Miss S send me an IM asking if I could talk. Fearing I'd been discovered, I spent the new ten minutes thinking I'd be fired for fucking in the office. Instead, she asked me into her small office and closed the door. It was her boyfriend, she said. She'd discovered he'd been cheating on her with a neighbor, of all people, and she was clearly pissed. We talked for a while, and my panic of discovery faded. To my surprise, though, she asked me to stop by her place on the way home that night to talk more. Despite having plans to try and woo Miss M for a second round, I told her I'd visit. I'm not sure if it was overconfidence or a rush of hormones, but I couldn't stop myself from recalling our previous discussions.

After work I stopped at her place. She'd beaten me there, and when I arrived, ushered me inside her apartment. We sat on the couch, innocently, and continued our discussion. This went on for at least ten minutes before she tentatively reached out and put her hand on my knee. Raising an eyebrow at her, I put my hand on hers. She squeezed. "I need to know I'm still attractive." she said softly, smirking slightly. "And I think the neighbor saw you come in here." This was followed by a giggle.

I wasted no time. I'm sure I still smelled of sex with Miss M... but if she noticed, she didn't say anything. I pulled her in my lap so that she straddled me and our lips found each others. She came at me with a hungry fierceness that I didn't expect at first... but it was refreshing. I worked my hands beneath the skirt she'd worn to work only an hour before, cupping her ass and receiving a pleased sigh in return. She ground herself down on me, and we did something I hadn't done in quite some time - dry-fucked. As odd as that may sound, making out like that and grinding was the foreplay I'd been craving since my divorce. I flipped her onto her back and continued the grinding as she reached beneath herself and popped her bra off, pulling it out of a sleeve of her dress and tossing it across the room.

Things quickly escalated after that. I grabbed the hem of her dress and lifted, and with her assistance, pulled it off over her head, tossing it across the room to join her bra. Her breasts were even more majestic than I'd realized - larger than I was accustomed to but perfectly formed, with large (but not overly so) dark nipples that my mouth quickly gravitated towards.

I was greedy. Greedy to have her and fuck all with the consequences. I growled for her to get on the floor and she did as she was told - lifting her ass and rolling off her panties as she did so. The similarity of the movement between her and Miss M only hours before threw me off, but then my cock quickly took over. While I do not advise this ever, I quickly straddled her - sinking my cock into her with one fluid motion. She was wet, and less tight than Miss M, but it was just as pleasurable... if not more so, given the lack of condom. She splayed her legs in a wide "V" as I began to fuck her, driving down against the firm backing of the living room carpet. Cries of pleasure - from both of us - filled the room as we ground and drove our way to orgasm, her breasts bouncing with every thrust. The only disruption came when she asked if I could fuck her from behind, which I happily obliged, quickly reorienting and adjusting. My knees weren't happy but my cock certainly was. In the reflection from her TV I got to see her pleasured expression and the swaying of her amazing breasts. Soon we both tipped over the edge and I only just withdrew from her as cum sprayed her thick ass. I fell to the carpet, panting, and we curled up together. After a time we talked more, and then eventually I left the apartment.

Two gorgeous women, in the same office, in one day. And irrational "thinking with my cock me" saw no problem with the potential landmine I'd just stepped on.

A few similar arrangements occurred (no more at the office) and (surprisingly?) neither seemed to know about the other. Later that year, when I left the office to work elsewhere, only Miss S and I continued talking. It wasn't until a few months after that that I'd get to have her again... but perhaps that's another story (though not as engaging).

And while I say be wary of work romance, I will say that it will always stick with me as one of my hotter encounters. Though it could have gone horribly, horribly wrong.