At my last company, my boss and I developed something more than a working relationship. Our roles were very collaborative and I would often be in his office for brainstorming and feedback sessions. From the beginning, I could already tell he was attracted to me by how closely he would come up to me when talking to me and by his body language around me. That being said, I also knew he was married, so I tried to avoid thinking about him in that way.
On one particular day after I’d been working at the company for about 4 months, we were in a meeting together and it was getting late. My boss asked me if I wanted to continue our discussion over dinner – his treat. I agreed to it, not thinking much of it.
He took me to a sushi restaurant that was a bit more upscale than what I expected. Instead of discussing work matters, he began asking me personal questions about myself, my relationships, my view on love. While this might’ve raised red flags for me if I weren’t interested in him, I can’t deny that he was an attractive older man and his line of questioning didn’t bother me. He was in his 50s and about 6’2” with mesmerizing blue eyes and a full head of silver hair. Not to mention he was successful, obviously fit, and intelligent. I admittedly had a small crush on him, and maybe he could sense that.
He ordered us two bottles of sake and by the end of our meal, I was pretty buzzed. I found myself a bit chattier than usual and I definitely was reciprocating his flirtation. Instead of ending the night after dinner, my boss asked me if I wanted to check out a bar close by, one of his favorite places to go to unwind. I agreed to it, figuring there was nothing wrong with having a little fun in the midst of all the crazy amounts of working we’d been doing.
We got more drinks at the bar and it wasn’t long before I was pretty drunk. That’s when my boss said he’d take us to his place (his wife was out of town) so I could sober up before he calls me an uber. He called us an uber to his place and soon we were at his house.
He gave me some water and I joined him on the couch, commenting on how lovely his home was. After some light hearted conversation, my boss told me, “You’re quite beautiful, you know that?” That statement took me by surprise and made me blush. All I could muster was, “Thanks. You’re not bad yourself.”
My heart began to beat faster as my boss slowly started tracing my thigh with his hand in an extremely subtle way. When I didn’t budge, he got riskier and moved his hand towards my crotch. I was wearing soft work pants so he could feel everything. I held my breath as he began to feel my pussy from outside my pants. I wanted to mention his wife, but there was a part of me that felt afraid to. There was also another part of me that didn’t want to, because I was enjoying what was happening as wrong as it may have been.
I began to get wet and he could feel it. He then pulled my t-shirt over my head so that all I wore was my black lace bra, which frames my perky c-cups quite well. He then took off his dress shirt, revealing quite a fit body for a man in his 50s.
After a moment of taking each other in, he leaned in, grabbed my head with both hands, and began making out with me. I stood up, as did he. I wrapped my arms around his neck as he kissed me lustfully. He undid my bra soon afterwards. We stopped kissing so he could look at my naked upper body. “Wow, you have a great body,” he said. I blushed again and said “You too.”
Things began to escalate at this point. I had already gone this far and there was no turning back. My boss began to take off his belt and pants and I did the same. Soon we were both fully naked and I saw his erection. It was quite thick and decently long. I guessed that it was probably around 6” thick and 6” long. He told me to follow him to his and his wife’s bedroom.
I felt a lump of guilt in my throat but I swallowed it. I was too drunk and horny to consider his wife at this point. Plus, this wasn’t on me, this was on him. I followed him to his bedroom. He turned off all the lights except for one dim lamp. After that, he pushed me onto his bed with a growl and mounted himself on top of me so I was facing him while laying down at the edge of the bed with my legs still dangling off.
He then got on his knees and ate me out. He didn’t spend a lot of time though and I could tell he just wanted to get me wet enough to take his cock. I didn’t mind that one bit.
Once I was sufficiently wet, he flipped me around and told me to get on my knees with my ass up and my face down in the mattress. He spanked me hard before teasing me with his bare cock. He then pushed himself into me with a lot of force. Once he was fully inside me, he leaned forward and grabbed my dangling tits. He began roughly squeezing them as he thrusted into me forcefully. I couldn’t help but moan loudly as he began pounding me out. He made the sexiest grunts as he pulled himself all the way out only to slam himself balls deep into my pussy. He grabbed my hips and worked me raw. His cock felt so fat, it almost seemed like it was getting bigger with each thrust. He told me my pussy was one of the tightest he’d ever fucked as he pounded me mercilessly.
He then got me in a position where my legs were on his shoulders and my ass was lifted off the bed. He positioned his big cock against my quivering pussy and pushed himself back in. It felt even deeper in this position and after 5 minutes of feeling a bit more pain than pleasure and saying “ow”, I told him I needed a break. To my surprise, he fucked me even harder after that, splitting my pussy in half and making me lose my mind. At that point all I could do was take it and moan and scream wildly. After he ravaged me for 10 minutes or so, the pain has become pleasure for me as my body had accepted its fate. Then suddenly he told me he was going to cum and quickly pulled out and came on my tits. Only then did he say, “Sorry, I got a bit carried away there. That pussy is just too good.” He told me I could shower if I needed and pointed me in the direction of the guest bedroom. However, I told him I’d just call myself an uber after wiping off with some paper towels. I felt a bit awkward and wanted to be in the comfort of my own home.
When I got home, I felt guilty but also aroused. I wasn’t sure how this was going to affect our workplace dynamic, but I didn’t want to stress too much yet. The next time I went to work, we initially tried to pretend like nothing ever happened, but that didn’t last long. During our first one-on-one following the incident, my boss’s cock found its way up my pussy again.
After that occurrence, we began having sex in his private office at least once a day, if not more. He made sure I was on birth control before he began to cum inside me (it made for easier clean up). It quickly became our morning ritual. I’d never felt filthier.
I eventually switched jobs when I found a better opportunity. After that, it didn’t really make sense for us to stay in contact so we eventually stopped seeing each other. Regardless, I still think about him from time to time and wonder if he thinks about me too. Maybe he fucks his wife pretending it’s me and it’s improved their sex life. A girl can dream can’t she?
Source: reddit.com/r/gonewildstories/comments/pr3swu/getting_creampied_f_everyday_by_my_married_boss_m
Very hot that you took him raw the first time before you went on birth control! I’d love to hear about the first time after birth control … How was the sex not having to pull out and getting to feel him dripping out of you?
Great story, well written. Would love to know how the details of what happened on that 2nd occasion. Also would be interesting on how the birth control dynamic happened.
6” thick? Do you mean circumference?
Goals
Great read!
Can you also share your stories on how he specifically nutted his load into your pussy?