OFFICE TRYST: First time my (m)anager (f)ucked me over his desk | 2016

Tonight I’m thinking about the first time I had sex with my manager. We wanted it so much. We knew we shouldn't, but we couldn't help ourselves, we had to have it.

For so long, I had been dying to have him inside me, to see and touch his naked body, to feel the bliss of climaxing together. Many days I sat at my work area, dreaming of how I wanted to pleasure him in different ways, fantasizing about playing with his cock in my mouth, thinking of how I wanted him to bend me over his desk and thrust his cock into my pussy.

When he came over to my work area, especially in the 3-4 months before we got together, my panties would become very wet. He and I would be talking about business things, but my mind would often wander to thoughts of how I wanted his hands all over my body. His intense eye contact was enough to instantly arouse me.

I often thought about him when I was alone at home with my dildo. I had all kinds of masturbatory fantasies about doing 69 with him on his office floor, having anal sex with him on his desk, making love in his car, him eating my pussy while I wore a butt plug, watching porn with him, visiting the adult cinema where I could blow him in front of another man, giving him lap dances in crotchless panties, him spanking me. (These are all fantasies that eventually came true! But I’m getting ahead of myself here.)

Needless to say, I kind of hoped my manager would be interested in me. I didn’t know for sure if he’d want me and obviously it was a “wrong” thing to do because he is my superior and it’s against the rules.

One time, I knew he was going to come talk to me about some work, so I hiked up my skirt pretty high, so my thighs (and almost my panties) were exposed in my chair. I even sat behind my work-table with my legs slightly parted. I wanted him to look down and see my thighs spread. I wanted to see how he’d react because I wasn't sure if he was attracted to me. But he didn't look down at my legs (or if he did look, he must've been sly about it). I couldn’t tell if he was interested.

I wanted him for a number of months, but I said nothing, knowing this kind of relationship was off-limits and wrong. One day, we had a brief conversation that hinted toward my attraction to him… but nothing came about from our conversation. In fact, I later found out that after the conversation, he thought I wasn’t interested in him. So 5 more months went by without us addressing our attraction to each other. Within that time though, I had countless fantasies about how I wanted him to fuck me. Some days, my arousal became so overwhelming that I made up excuses to go see him, just so I could be in the same room with him for a little while.

I’d ask questions I already knew the answers to, or I’d find forms for him to sign, just to have a few minutes alone with him. On days I knew I’d be in his presence, I wore my sexier clothes, or unbutton a few extra blouse buttons, hoping he’d be looking at my body. You don’t know how many times I wanted to take his hand in mine and plunge it down my dress, inviting him to caress my breasts. I restrained myself, however. This is wrong, I told myself. Sleeping with the manager could get us fired, I told myself.

But then one day we had to attend a meeting together at a partner’s location. We were going to be alone in the car… for an extended period of time… and I hate to admit it, but I was dying for him to make a move on me. I woke up two hours earlier that morning just to get ready for him. I got all dolled up and put on a tighter-than-usual dress, hoping he’d notice. I even wore lacy thigh-high stockings and sexy panties, hoping that somehow his hands would make their way up my dress that day. I didn’t really have a plan, I just knew we’d have several opportunities to get naughty… if we had the nerve to take it that far. I had fantasized on how to initiate a conversation about a possible tryst, but I was sure I’d be too nervous to actually go though with it.

On our way to the meeting, he made me laugh the whole time in the car. His sense of humor is the best; no one makes me smile like he does. We were flirting in the parking area and the flirtatious comments were nonstop on the elevator ride up to the meeting. (We were alone in the elevator. I had goosebumps being that close to him. If there hadn’t been a security camera, who knows what could have happened!)

We made insatiable eye contact during the meeting. I was trying to focus, but all I could think about was how badly I wanted this desirable man to make me his. On the way back, I had so many thoughts of starting an “Are you interested?” conversation, but I was too worried he’d say no.

Well, it turns out he DID get the hint and he was actually interested in me. I ended up finding a way to tell him I was interested, and to make a long story short, we were having sex within a few weeks.

The first time we had sex was like a dream come true. We were making out in his office with the door shut. I remember he pulled off my lace panties, which were dripping wet. “You’re soaked,” he whispered. He told me to kneel in front of him, and he pulled his cock out of his pants. I am now, and will always be, completely aroused by him. I had already seen and touched his cock, because I had given him blow jobs in my work-area prior to this incident, but I remember still being shocked when I saw it that day, because it’s just so large and I remember silently asking myself: “If this is the day we finally have sex, how is that going to fit inside my pussy?”

I took his cock in my mouth, he held my head in place while I sucked his thick shaft. I blew him for several minutes, but at that point, a BJ wasn’t going to be enough for either of us. We both were thirsty for raw, passionate, deep sex. He took his cock out of my mouth and I told him I wanted him to fuck me. “I want you inside me,” I told him. He paused for a moment, probably thinking about how this moment could bring future consequences. “Are you sure that’s what you want,” he asked. I told him yes. “I want you to fuck me. Come on, please fuck me,” I pleaded. I could not wait a minute longer.

He bent me over his desk and pulled up my skirt. “I can see your mound,” he whispered. He seemed very excited and was rock hard, which aroused me even more. I’ll never forget the moment he penetrated me for the first time. It was absolute perfection. He pulled my hips toward him and spread my lips with his cock until he was balls deep inside me. "Your pussy is so tight," he moaned. All I could think was: “WOW, his cock feel spectacular” and “WOW, my amazing manager is fucking me. In his office, with other people at work around us.” It was beyond hot. I tried very hard to keep my moans quiet, but I think some slipped out. He was thrusting me so hard and it felt so good, I could’t help but make noise. We climaxed together that day. I enjoyed every second. He’s an experienced lover and it shows. The sex I have with him is the best I’ve ever had, hands down. His cum was dripping out of my pussy the rest of the day. It got on my work chair, the back of my dress and of course my panties. I loved being marked with his cum.

We’ve been having illicit sex ever since. We’re going on 2.5 years and it’s as hot today as it was that first time - if not hotter. Recently I revealed to him that I fantasize about him dominating me and taking me forcefully. So just this afternoon he fucked me roughly in an empty area within our office building. He pinned my arms to the wall and parted my thighs with his knee while he kissed me deeply and fingered my pussy until I was dripping wet for him. Then he pushed me to a nearby chair and bent me over it, still fingering my pussy from behind. I was aching with desire for him as I felt his fingers moving in and out of me. I could hear him unbuckling his belt and unzipping his pants, and before I knew it, he was thrusting deeply and quickly into me. He fucked me roughly from behind until I orgasmed with such intensity that my whole body shook. I came all over his cock; even his balls were slick with my cum. No other man has ever made me climax the way he makes me climax. Sex with him is addictive. I’m aching for him now as I write this.

He wasn’t ready to cum yet; he still wanted to play with my breasts and fuck me harder. So he pulled me off the chair and shoved me against the wall, then fucked me against it while squeezing handfuls of my breasts and pinching my nipples. (They’re very sore now. He pinched so hard that they hurt when they rub the fabric of my bra. I find it sexy he handles my body so aggressively.)

When he decided he was ready, he pulled his cock out pushed me on the chair - this time in a sitting position. I straddled it, spreading my legs and fingering my clit while I watched him stroke himself. Some of my cum transferred onto his fingers from his cock, so he pushed them into my mouth and made me lick them clean. He stroked his cock for a few seconds before climaxing. Jut as he climaxed, he pressed my head down onto his cock and shot his cum into my mouth. It was a huge, delicious load. I fondled his muscular ass and firm balls while he pumped his cum deep into the back of my throat. I love swallowing his cum and I love licking him clean afterward. There’s something about the taste of his skin and the flavor of his cum I enjoy very much. It’s almost like a craving for his semen… I just have such an urge to milk his shaft with my mouth until his balls are emptied.

Today he told me to choose a safe-word because he’s going to more forcefully dominate me in future times together. I can’t wait. (But I'm having a hard time deciding on a safe-word. Maybe you could suggest one in the comments?) I’m already excited to see him on Monday. ;)