Hi there, these stories are from a few years ago.
I was relating my previous experiences on a sexting fit on kik and just thinking back made me moan, so I thought you guys might enjoy them too.
A bit about me: I’m early 20s and I love to be roughed up a bit, and forced into the situation. I love that. Always have and am instantly soaked just by having a large hand unexpectedly wrapped around the back of my neck. And I love older men. I’ve always had a thing for older men, like 40s and 50s older, but minus the “daddy issues”.
Maybe the very first experience was at my first job, young and I won’t say here how old, but if you want to know, just send a PM :). I worked solo late night reception in a small factory style remodeling place after school. Basically, most of the people were gone by 4:30-5pm, but the boss, son, and a few others didn’t get back to around 7/8:30, sometimes later depending on the job. It was my job to answer the phones and do light paperwork until they got back. Then we would usually close together. Most of the time my mother or a friend picked me up, but sometimes the boss would drop me off at a local cafe near my home cause he like that place too. His son usually walked home or somewhere.
Now, I had a real thing for the boss. I’m not sure how obvious I made it, but I used to smile a lot at him and ask questions. As the weather got better, I slowly started wearing skirts paired with tights or knee-high thick stockings. Close to summer I was light on homework and on one particular late night at the factory, I was wearing a tight knit skirt that showed off my little ass perfectly. I of course was wearing a lacy thong because that was the “in” thing to do. And a push up bra of course because my breasts were (and still are) pretty small at about a 32B. A thickly padded pink VS bra in fact, lol. So tacky but it gave me cleavage and I wanted him to notice.
He noticed.
That night was a pretty late one and the factory was empty when he and the others returned. His son went home with one of the other guys while the boss stayed behind to get the morning work ready. He walked in to the office, took one look at me sitting in the rolling chair and just stared. I don’t know if he noticed his own reaction, but he quickly said hi and left the room. Then immediately came back to pick up the papers he meant to grab on the way in haha.
I sat up straight in the chair, tilted my head and smiled at him even though I was pretty tired.
He came back about 10 minutes later and asked what time I’d be leaving cause he might be late. So I called my mom, but her cell was dead. I told him I wasn’t sure, can’t reach my mother, and he went back to work.
Once he was finished, he came back to the office, sat down next to me in another chair and started going over the paperwork I did. THe whole time he couldn’t stop staring at my legs. So of course I moved to sit facing himw ith my back to the wall, and sat with my legs spread a little- oops!
When I still couldn’t get a hold of my mom, the boss offered to drive me home. I was super excited because this was the first time he had offered to take me straight home. I feigned not wanting to inconvenience him, all the while leaning forward with my cleavage facing him, my elbows on my knees.
Im pretty sure he couldn’t decide whether to stare at my little tits or the space between my legs under my tight skirt. I can’t tell you how wet I already was.
He said it would be no problem and we could take his suv instead of the truck.
I got up to grab my bag, which was behind him on the desk. So naturally I had to lean over him (the office was small, like the size of a walk in closet basically, but square) to grab it. My breast grazed his shoulder and my nipple was instantly hard.
He feigned helping me with my balance, and placed his huge hands on my waist. Now, this was pretty awkward in the best of situations, so we’ll just agree that it was damned obvious what I was doing. He seemed to appreciate it too, because when I straightened up, I chanced a look at his crotch, and sure enough he was bulging.
I asked him one more time if it wasn’t too much of an inconvenience to take me home, I could just wait for my mother to get back to me, but he said no. I asked him if he had to get home, and he said no.
He was still sitting in the chair, looking up while I stared down at him. I looked down again at his crotch and didn’t care if he saw me staring.
I was far too aroused to let this chance go. He was my first older man, around 45 years old and I was dying for his cock.
I put my bag down on the floor next to me, turned around and kneeled on the chair to put a binder back on one the shelves. Did I mentioned the chair was a rolling one? Yea, it started to roll. And what do you know, the boss was up and behind me in a second to “catch” me. I gasped and caught my balance on his forearms. We froze in that position for a good minute, my chest lifting with my heavy breathing.
With my back to him, on my knees on the chair, I slowly moved back into his chest and arms. His hands were at my waist and as I moved to straighten up and back, he firmly moved his hands up my sides towards my breasts. I placed my hands on his as they came around to the front of my small tits and squeezed. One of his huge hands could have easily cupped both of my breasts together, but with the bra, it wasn’t so obvious how small I was. I moaned and leaned my head back to rest on his shoulder, or rather his chest, cause I was considerably shorter than him. He worked his hands into my cleavage and cupped my little tits in the cups.
I couldn’t believe how lucky I was.
He whispered in my ear “Is this ok?” I just nodded, I couldn’t speak. “Does it feel good?” I moaned a yes, incredibly turned on.
He then released my breasts and went up and under my shirt to undo my bra.
He took it off and placed it in my bag, funnily enough.
I tried to climb off the chair, but he firmly kept me onto it, on my knees my back still to him. So I bent at my waist and leaned forward, my ass offered to him. He worked one hand under my tight skirt and while the other pushed on my lower back to keep me on the chair. The hand up my skirt slowly stroked the inside of my thigh making me shiver like crazy.
He asked me again “Is this ok?” and I swear that phrase was killing me. He said it in the hottest way- clearly this was not ok. He didn’t wait for me answer and instead swept two fingers over my soaking panties.
He asked again, “Is this ok?” I turned my head around to look at him as his fingers lightly swept my thong over my pulsing pussy again and again and said “Its not ok, sir.” His eyes widened at that. He was thoroughly enjoying massaging his youngest employee’s wet pussy through her thong, and at this point I knew he wasn’t going to stop here.
I leaned my pussy out a bit further to get his fingers to press harder.
He then asked, “Are you bad girl? Do you like this? This isn’t ok, but you like this huh?” I just moaned. And then remembering some Japanese porn I had seen, I replied, moaning “No, I don’t like it and I am a bad girl.”
That must’ve done him in because he pressed his fingers into my cunt hard, through my thong.
I gasped, but instead of finger fucking me, he took my thong off and grabbed my bag.
Then with his hand lightly around the back of my neck, helped me off the chair. With his hand still around my neck, he kind of forcefully led me out of the office. My knees were shaking. At this moment I remembered the cameras were still on outside, but most of them were off inside the factory. So there was definitely no cctv going on during any of that. So once we got outside, he released my neck and walked off the shut the doors. On camera it mustve looked pretty normal outside. He then came back to me, my thong in his hand and said to get in the suv.
Source: reddit.com/r/gonewildstories/comments/4s5aup/first_post_my_first_job_fucking_the_boss
God damn that is hot
Oh damn please continue!
And then?
Wow super hot, part 2 please. And can you give us a description of yourself
32B is a great size by the way.