I went to work on Wednesday, at six pm. I had a short shift and we were dead (It's a local grocery). The only people working the floor were myself and Sandy, a middle aged woman I work with. My boss (We call him Rob, my workplace is pretty casual) was in the corner office, just about twenty feet to the right of the entrance of the store, with the door closed. I could hear his phone ring occasionally. It was super quiet. Around eight pm (we are open until eleven pm), Rob came out of the office and told Sandy that she could go home early since the store was obviously deserted. The weather has been complete shit here the last few days- slick roads, harsh wind, raining off and on- so I figured people must just be staying in as much as possible.
After Sandy left, Rob came out and chit chatted with me while I stocked the liquor and tobacco counter and cleaned things up. I was bending down and opening boxes/ picking up bags and bottles to stock while I stood in front of him. It didn't even occur to me until later that he might have been looking. I'm 25 years old and quite petite. I'm only five feet tall and weigh 125 pounds. Because of my height, I have a pretty curvy figure and a very round butt. I was wearing fairly tight jeans because of the casual dress code and I'm sure that he could have gotten an eyeful if he had wanted to.
My boss is an older guy, around 45, but decently in shape with nice blue eyes. He's probably a little over six feet, quite a bit taller than me. I finished stocking and continued to chat with him about work, the weather, etc. This is the point where I noticed the outline of his cock. I could see the exact shape of it, pinned against his work slacks. I tried to pretend I didn't see it while we continued chatting but it was difficult to keep my eyes away. Now, I'm not a snob about penis size or anything like that. I think technique definitely counts for A LOT, but my boss's cock looked HUGE. It looked rock hard and thick, probably almost nine inches long. This is the point where I noticed that my boss didn't have a wedding ring on his finger.
As I was having this inner struggle, I noticed his face flush a little and he started smiling a bit as we talked. I figured he was just trying not to embarrass himself. I asked casually about what he does for fun at home and he mentions that he lives alone in a nice apartment in the city and that he spends a lot of time out on his boat and hiking. Green light, he's SINGLE. Turns out, so am I. I started staring at his cock pretty obviously, hoping now that he would notice. He obviously noticed, but he kept rattling on. I figured he must be waiting for me to make a move. The store was empty and we were behind the tobacco counter, so I just reached out and gently caressed his cock through his slacks. He immediately stopped talking. His eyes closed and he pulled in a quick breath through his teeth. I gave it a gentle sqeeze and looked him in the eyes and smiled. " Mind if we close up early?" I asked. " We closed up the front and went to the office and locked the door.
I immediately sat down in his office chair, looking up at him expectantly. He had his pants down in a quick minute and was in front of me, twining his fingers in my hair. I grabbed his cock and squeezed it, enjoying how firm and thick it was. A small drop of precum slipped out of the tip and I flicked my tongue out, twirling it around the head of his dick. I took the head of his cock in my mouth and sucked gently, twirling and feathering my tongue as I sucked him slowly, teasing him. I gradually started to take more and more of his cock into my mouth, inch by inch, flicking my tongue out and licking the underside of his shaft as I went deeper. I found that my prediction was correct, he was close to nine inches. I was taking it to the throat, letting him fuck my mouth, feeling the head of his dick pop in and out of my throat.
He pulled me up after a few minutes, picking me up and setting me on his desk (thankfully he's a pretty organized guy and I didn't have to worry about what I was sitting on). He undid my jeans and pulled them off, revealing a pair of sheer, lavender coloured panties. He massaged my pussy through my panties and I could feel a small wet spot forming as his fingers worked my clit through the thin material. He slipped his hand in my panties and ran a finger up and down my slit, spreading the wetness all over my clit and his fingers. I could feel the roughness of his fingertips against my clit, causing amazing sensations. The slick wetness of my pussy with the texture of his skin was maddening. I was shaking and sweating in just a few minutes. That was when he took his hand out of my panties and slipping his juice coated finger into my mouth. I sucked it clean while I slipped my panties down my legs and onto the floor.
His tongue was phenomenal. Nobody had ever licked my pussy like this. He gently suckled my clit, occasionally dipping down and penetrating my hole with his tongue and then moving back up to my clit. A few minutes later, my knees were up near my ears and he was licking my asshole while he diddled my clit, slipping two fingers into my hole while I shook and whimpered. My pussy and ass were sopping wet and I could feel a small puddle on the desk beneath me. He moved up between my legs and slowly rubbed his cock against my clit, teasing my pussy and making it spasm, I felt a drip run down my ass crack as my pussy muscles clenched. Then the head of his cock was inside of me, just the first few inches fucking my hole slowly, letting me stretch gradually and get used to his size. I could hear a mild, wet popping sound every time he pulled his cock out. The only sound in the room was my creamy pussy and our labored breathing as I took inch after inch of his thick cock.
My boss pushed my legs up as far as they would go and diddled my clit as he squeezed the last couple of inches into me. He stopped at the base and we both kind of stared down at my pussy, stuffed with his cock and glistening with juice. Then he pulled it all of the way out and thrust back in and started pounding me. He put his hand over my mouth to muffle my whimpers and squeals as he fucked me mercilessly. I turned around and got on my hands and knees and he fucked me from behind. While he was smacking my ass and making me cum on his huge cock, I was looking at all of the pictures on his wall with him dressed up at work and shaking hands with customers and district managers. The image formed in my mind of him fucking my slick pussy in the middle of the store while they all watched. I felt my pussy gush at the thought.
Forty five minutes later, he was slowly working his cock into my ass. I had never done anal before, but I wanted that big thing filling my asshole up. It hurt a little at first, and he grabbed a small bottle of lube from his desk drawer and slathered it on the rest of his cock and on my hole. It only took a few minutes to get a full seven inches of fat cock into my tight asshole and the rest slid in with ease. He started pumping my ass with his cock, grabbing my ass cheeks and gaping me before putting his full length deep inside my slicked up chute. He had three fingers in my cunt and was roughly finger fucking me as he stretched my asshole to its limit. His breathing was ragged and his thrusts were getting harder and more frantic. I could tell he was about to shoot a big load of cum into my butt. I came on his fingers and whispered to him as he fucked me. " I want your cum deep inside my ass, sir. I want to be a good employee for you, sir. Cum in my tight ass, sir." It wasn't long before I felt his dick spasm and he filled my hole with his load. He continued thrusting as he came and I could feel his cum leaking out all around his cock.
We cleaned up and finished closing up the store that night. I think we were both shocked from what had happened, but we exchanged numbers before leaving. I thought it would be a one time thing, but we've been texting since then and I can't help but think of his cock deep inside me again, filling me to my limit. I have a feeling there will be a repeat VERY soon!
Source: reddit.com/r/gonewildstories/comments/422hc3/my_boss_has_a_nice_cock
Yours isn’t the first ass he fucked in that office if he keeps lube in his desk.
I had thought that, although it isn’t anyone else from work I don’t think. I work with mostly MUCH older ladies. But either way, I don’t care, he’s a single guy. We used protection, I pretty much always have a condom in my purse just in case.
Old ladies like cock too. :)
Good for you! Have fun hehe
Time for a pay rise?
made my dick hard thanks hon now if i could only find something like this for me haha
Wow hot story! Thanks for sharing!
I’m sure there’s a perfectly reasonable explanation. I’m guessing it’s mandated in the company health and safety manual. For Reasons.
Yeah, older women are probably in more immediate need of lube. It’s may have been the first ass, but some of those matures are getting railed.
Beautiful story, thanks for sharing. You must be indeed very hot ;)
My high school English teacher was a Ukrainian cougar and she kept a tube of spermicide in her desk because she claimed "it was the best hand moisturizer". She used it religiously during lessons and only years after I realized the implications.
That’s a good point I’ll bet he uses it when he is fucking them in either the v or the a.