[MF] Fucked my boss and enjoyed every second of it

Towards the tail end of graduate school, while I was finishing my thesis and job hunting, I started working full time at a regional bank as a teller. They placed me in one of those branch units in a grocery store and although it paid okay for the difficulty of the job, I never felt it paid enough for the customer service aggravation it entailed. People understandably get really irksome when it comes to their money, and have a tendency to take it out on the messenger when they discover they can’t manage their business very well.

It was a weird job and I met a lot of kooky people during my tenure there. And a lot of strippers. So many strippers. “Oh, Von Scriptenstein, that’s so cool, you partied down with strippers?” I hear you asking me, and the answer is no. I took the previous evening’s earnings from strippers to deposit. Often. And if you think that’s super rad, you’ve never held a black light up to cash. There’s a reason you see so much hand sanitizer when you go to the bank.

Also, this was a small town in Texas. We’re not talking about Las Vegas showgirls, classily running a high stakes operation with exclusive clientele. We’re talking about strip “clubs” out in the middle of nowhere with hastily constructed signs that read “BYOB.”

Working at a bank is stressful and encourages you to become dead inside. You can only take getting yelled at so many times by people before you learn to flip a switch on your emotions and begin addressing everyone in a monotone “Ma’am” or “Sir” like an emo kid at Burger King who has seen behind the veil of his favorite food and tumbled down an existential dread-hole.

There was one shining light on this mostly shitty job, and that was my boss. She was amazing, and I’m not just talking about being hot as hell. She was just genuinely a good person, very self aware, and funny. She made me laugh even when I was having the worst days. One time a customer legitimately spit in my face. Not kidding. Security actually hauled him out. I was so angry that day I was about to just say “fuck it” and quit, and without missing a beat my boss touched my shoulder and said, “Eventually you won’t even notice the herpes he just gave you.” I melted; it was just too absurd. I worked my whole shift. That’s the power of a good boss.

Boss Lady obviously had more than just a rock solid personality going for her. I found her immensely attractive. She was a bit bigger than I’m sure most guys are into, but much like Drake, I like my girls BBW. Especially when that extra weight gets carried mostly in tits and ass. Because Boss Lady was a manager, she had the privilege of not having to wear an ugly work polo. She could actually dress business professional, and she wore the fuck out of tight skirts and button up tops. I would often pray that we don’t have a slow day because I was much more tempted to check her out and daydream about her when I didn’t have something to do, and you can only do so much to hide an erection when you’re forced to stand up behind a counter for your entire shift.

My boss flirted with me like crazy, which didn’t help. I could tell she liked me right out the gate because she spent a lot more time hovering over me and touching me than I saw her engage in with any other employee. She even trained me personally, which I was told later is very rare. If I didn’t absolutely need that job at the time (the perils of being a broke college student is that eventually real life calls on you to stop being so damn broke), I would have totally thrown caution to the wind and made every attempt to pick her up, but the prospect was just too dangerous and that bank had some serious rules about workplace relationships that could have seen her losing her job just as readily as me since she was a senior in command. Not exactly a scenario I was keen to test.

Still, she didn’t make it easy on me. She had a tendency to steer our conversations towards sex a fair amount of the time, regularly asking me if I had a girlfriend. Whenever I’d laugh and tell her not yet, she’d act mock exasperated, say something terse in spanish and go, “Aye, you’re going to forget how to do it.” She’d motion at my crotch and say, “You need a woman who will give you some daily practice.”

Some days I’d laugh and let this go. Others I was a little bolder and would wink and say, “Who says I don’t get daily practice?” which would generally spawn a quick touch to my arm followed by, “Oh, you’re a bad boy? You look like a bad boy’s accountant.”

I like flirting. It’s generally harmless and makes all parties who contribute feel pretty good. But even I have to acknowledge that when you’re locked in a small space with a person you flirt with constantly that eventually something has to give or you just wind up frustrated. Such wsa the case with my boss, who teased me almost obsessively for several weeks towards the tail end of my time with that bank, calling me “Papi” and winking suggestively. Every person who worked in that bank knew we wanted to fuck each other and I could tell it was getting old for them. The grocery store was loud, but that didn’t mean I couldn’t hear a fellow bank teller mutter “Jesus” under his breath when my boss would go, “Good job on account sales this week, Papi” and give a kiss just shy of actually touching my skin.

And to be fair, I totally don’t blame my coworkers. If I wasn’t the one receiving the attention I would also be absolutely annoyed by having to watch it. It’s 100% gross.

If I’d stayed at that bank any longer, I think my boss would have probably eventually fucked me right in our break room. See, she was a single mom and didn’t exactly have a lot of dating outlets with which to vent out her sexual frustrations. I still had a few FWB I could occasionally hit up and unleash my full libido on when things became too much for me to handle at work. It was like a valve on a pressure cooker and kept me marginally sane.

As it happened, though, my job search finally came through. I was going to have to move but I was ecstatic to move forward and have a career rather than another job. My boss was crestfallen for a few days after I gave her my two weeks notice, but then started right back in on her flirting, except now she had an obvious agenda.

“I guess I’m not going to be your boss anymore,” she said in the break room, and then looked at me expectantly.

I took that ball and ran with it. “What am I going to do without my daily dose of eye candy bossing me around?” I asked her.

She looked at me innocently and turned around, putting a hand on her hip to show off her prominent ass. “What eye candy?”

I laughed and told her she was going to put an eye out, to which she began gently twerking. I don’t have a better descriptor than that so I’m sorry, but she was barely moving and yet that big ass was bouncing. My eyes were locked on and mesmerized. It took me way too long to breake my gaze from her ass, and when I looked up she was grinning that classic “cat caught the canary” grin. She knew she could do whatever she wanted.

“You want to get lunch with me?” she asked, and I knew immediately we weren’t going to get lunch. I nodded silently and as she squeezed past me to leave she whispered comically, “Boss Lady always gets her man, bang bang,” making sure to bounce her ass against my crotch to punctuate the last two words.

Lunch could not have arrived fast enough for me that day. I was in a daze. I’m pretty sure anyone could have approached my counter and asked for a cool hundo and I would have just started making it rain Franklins all over the grocery store floor without so much as a request to see some ID.

Boss Lady, for her part, played it incredibly cool, not even flirting with me once the entire morning. In hindsight, this was a lot more suspicious as she mostly ignored me and stayed in her back office area. But since I knew I was leaving the job, I was a lot less concerned with whether or not anyone might figure out what was going on. I wasn’t going to get on the PA system and start announcing to the store how I was going to fuck my boss until time lost all meaning, but at the same time I wasn’t going to stress worrying if somebody managed to put two and two together.

When my break finally rolled around, I watched my boss grab her purse and sashay away, informing her second in command that she’d be back. After a couple minutes, I locked my computer down and told my fellow tellers that I was heading home to grab lunch. This was pretty normal for me as I lived a couple blocks away.

When I stepped outside the store Boss Lady was standing outside applying a very bright shade of red lipstick while looking at herself in a compact. She smiled at me as I approached her and asked me if I liked the color.

I was riding on a high of having a beautiful fantasy fulfilled (fucking the hot boss? yes please), so I threw caution to the wind when I replied, “I think your lips are going to look amazing wrapped around my cock.”

Right after the words left my mouth I had a brief blinding panic that I had perhaps misread the entire scenario and she was about to slap me in the face and leave, screaming, “I thought we were just going to get Chick-Fil-A, asshole!” But fortunately she didn’t miss a beat when she asked, “Oh, is that what I’m having for lunch today?”

I grinned and told her how close I lived. She informed me that she knew because she’d noted it when she was reviewing my resume during my original interview. A little stalker-y, but okay.

I got in my car and she got in hers, following me to my tiny little apartment. I apologized for the size of it when we arrived but fortunately I’m a clean freak so that was the only thing to apologize for. I’ve always kept every place I live pretty spotless, well organized, and modestly decorated.

Not that it mattered. Boss Lady barely looked around before she walked over to my couch and unzipped her skirt, letting it drop to the floor. Bunching up her shirt, she crawled onto my couch on her knees, spreading her legs wide and gripping the back of my couch. She looked over her shoulder at me as she began bouncing her ass, making her cheeks collide into each other around her white thong.

“Jesus,” I eloquently remarked.

“See something you like?” she asked me. I could only nod as I watched her put on a little show for me. Apparently I took too long because she laughingly said, “Come here, Papi, we don’t have all day.”

Her wish was my command. I moved right behind her, reaching out to hold her hips as she continued to jiggle her ass for me, and I wasted no time in pulling her back so that my bulge pressed neatly in between her cheeks. She gasped and rolled her hips back against me before reaching behind her to grab me through my pants.

“Fuck, baby, get it out,” she said, turning around and settling on her knees on my couch. “I want my lunch.”

No need to tell me twice. It was taking all my willpower just to keep from transforming my work pants into tearaway pants. As it was, I was more than happy to undo my belt and let my pants slide down to my ankles. Boss Lady immediately dove on me. I was wearing boxer briefs that day, and she opened her mouth wide to wrap her lips around my head right through my underpants, mouthing against the soft cotton delicately until it was soaked and covered with her lipstick. I’m still amazed the sight of that didn’t make me cum right into my boxer briefs.

I peeled my underwear away gently and she dipped back down to suck me in earnest, her tongue hitting all the right places. Boss Lady gave a fantastic blowjob. She couldn’t go very deep, but she knew exactly how to use her hands and mouth together to make sure my entire dick got stimulated. Her dirty talk game was also on point.

“You like watching this fat cock go into my little mouth, papi?” she would ask, along with, “You got a good view of my ass back there? I know you stare at it all the time, does it look as good as you thought?”

And of course, Spanish. Boatloads of Spanish, spoken in a breathy, mostly porny voice that I’m sure was a part of her base repertoire to appeal to guys who she assumed needed that in their lives. My knowledge of the language extends as far as my public school education, which I’m sure you can imagine wasn’t extensive. For all I know she was reciting a cheesecake recipe. But I acknowledge that was the point – I don’t know what she’s saying, therefore the mystery increases the sex appeal.

Her blowjob was a little too good, and I didn’t want to cum in her mouth. I wasn’t sure if we’d actually get another opportunity to fuck and I wasn’t going to pass up the chance to fuck her doggy style and watch that huge ass shake.

“Turn around,” I demanded, and I saw the glint in her eye as she pulled her mouth off of me and twisted on the couch, presenting me once again with her ass. I crouched down behind her, moving that thong to the side, and started eating her pussy like I thought I would never see it again. I felt her squirming, alternately trying to pull away from me and trying to push herself so hard into my face I could barely breathe. I had both my hands on her ass, spreading her cheeks apart to give myself room. I had already determined I was going to make her cum before I fucked her so I worked her over until I thought my tongue was going to fall out. It paid off. After about five minutes I heard her start chanting “Oh fuck oh fuck oh fuck oh fuck I’m gonna I’m gonna oh fuck” before her entire body tensed up and the heat coming off her pussy doubled as her legs began to shake and her voice degenerated into a squeak.

She muttered something incoherent, still clutching the back of my couch, but I didn’t even bother trying to figure out what it was as I stood up, her juices still wet on my face, and began sliding my cock up and down her entrance. “Shit, baby, put it in, I need it,” she moaned. I teased her a little bit, slapping my cock down against her ass cheeks a few times, watching her squirm and try to maneuver herself into a position to accept my cock. Finally I’d had enough and I began pushing inside her with a happy sigh. She was crazy tight. She was the first woman I’d ever had sex with who I know had a kid so I remember at the time I half expected her to be a bit looser (the quality of my public sex eduation was as great as my foreign language), but definitely not the case. She was one of the tightest women I’ve ever fucked. She almost immediately had to put a hand back to stop me from pushing in too much, groaning out, “Go slow, papi, go slow, you’re really fucking big.”

It was a nice thing to say. Certainly the sort of thing a guy likes to hear during sex. True or not, I’m not above ego boosting flattery, so I rolled with it and switched some of my own dirty talk to ask her how bad she wanted my big dick to bottom out inside her.

Really fucking bad, as it turned out, because she began rolling her hips back against me, trying to force more of me inside her at her own pace. I kept one hand on her lower back and otherwise didn’t move, just enjoying the spectacle of her ass cheeks jiggling with her movements as her grip on the back of my couch became increasingly white-knuckled.

The reason became clear, as I once again saw her body tense up and this time felt her cum on my cock. It was astonishing. I’d barely seen the build up for the second orgasm. “Fuck,” she said, out of breath.

“Can I have a raise?” I asked, causing her to look back at me with a profound “WTF” face. I shrugged and said, “This just seemed like a good time to ask.”

She laughed and called me crazy and then asked me to fuck her hard. I reached my arms around her so I could grab two beautiful handfuls of tit right through her clothes and pulled her backwards towards me, slamming my hips up into her repeatedly. She attempted to reach her arm over her shoulder to touch me but it was too awkard so she just grabbed her ass and used her hands to jiggle her cheeks even more against me. In hindsight it was pretty comical because it didn’t really add anything to the experience, but I’m not exactly going to complain about a little more jiggle in the ass department.

I tried to switch things up a bit to stimulate her further. I was slightly obsessed with somehow getting her to cum a third time so I was actively holding off my orgasm. I’d lean forward to kiss her neck, reach a hand in to tweak her nipple under her bra, and at one point I was fully pulling her hair so that she was forced to arch her back as I fucked her from behind – something that I could tell she particularly liked. But it just wasn’t happening, and unfortunately I’d spent so much effort trying to ward off my own orgasm that my dick was beginning to feel numb. We were also running out of time, and as I slowed down my fucking I started to realize that I could possibly walk out of the whole magical experience without even cumming.

The notion offended me.

I opted to lean into being slightly more aggressive with my language, as I knew from experience that this tactic usually got me where I needed to go. So I leaned over to whisper in Boss Lady’s ear to “Give me that slutty little mouth again, it’s time to finish your lunch.”

She was tickled by this, crawling off the couch completely to sink to her knees in front of me, taking me right back into her mouth and sucking her juices off of me in the process. Her mouth was exquisite, and in no time at all I was getting close to blowing again.

I’ll never forget the questioning look on her face when she pulled off of me for a brief second to ask, “Is it okay if I swallow it?” She wasn’t even trying to be sexy – she legitimately wanted to know if I would somehow have a problem with the idea of her swallowing my cum. Obviously this genuine inquisitiveness made the whole thing double sexy and I quickly shook my head in the negative while pulling her mouth back onto me. In seconds I was announcing my intention to cum, which spawned her to initiate a move that is still one of my favorites among women I’ve been with, that I call “The Mm-Hm” tactic.” It’s exactly what you think it is – when she knows you’re going to cum, she just starts moaning out a series of “mm-hmm” affirmatives on your dick. Immaculate. I never, ever get tired of it.

True to her word, she swallowed every drop, holding her head perfectly still and looking up at me as I came so hard into her mouth that I thought I was going to pass out. She licked her lips when she was finished and then said, “Thanks, papi, I liked that.”

We got dressed and adjusted ourselves and then staggered our returns to work, with me coming in a full ten minutes before she did. I have no clue if any of my coworkers could tell what had gone down and I don’t necessarily care.

Boss Lady and I hooked up maybe three more times after that before I had to move away. It was fantastic. We both knew I was leaving so we weren’t trying to make the experience something it wasn’t, and we maximized the amount of sex we had when we did get together, so ultimately the whole experience was just really positive memories. Nothing was ever as frantic and exciting as that first time, but each hook up was still great and scheduled better, so that we could actually see each other naked and take more time exploring. She was really open to doing just about anything, but I was pretty happy just trying every possible position I could for regular sex because her body just looked so great in all of them.

I kept up with her a bit on social media after I moved away. I know she eventually got married to a pretty awesome looking guy who seems to really enjoy taking care of her and her kid, so I’m immensely happy that she wound up with a happy ending. I think she also transferred to the main bank branch and worked her way up there a bit. She likely makes more money than I do, which is awesome. She deserves it. I realize those deets aren’t exactly sexy but I assumed folks might like the closure that comes with it.

Source: reddit.com/r/gonewildstories/comments/5y3iaf/mf_fucked_my_boss_and_enjoyed_every_second_of_it