Long time reader, but first time poster. I have to say writing this story up was a huge turn on. I recommend it. The sexy stuff begins after the —
A while back, my company hired a new business development chief. We will call her Marge. She was-45. At the time I was a mid-level employee that had enough specialization and sway that the CEO had askef that she meet with me as part of her onboarding. She was a controversial hire. I was asked to review some of her previous work and was not necessarily impressed. I have only seen her from afar prior to our first meeting and she seems like a typical professional corporate woman, not friendly and kind of intense. This is all to say I was not looking forward to our first meeting.
Usually meetings like this take place at a cafe or lunch spot. So people can feel comfortable and kind of get to know each other. However, she asked that I just meet her and her office. Her admin ( she brought with her) let me in then and shut the door behind me. That was not a common practice at our office.
The meeting lesson an hour. We must have talked about the type of work I’m doing and how she can help me expand to new areas. However, I know that she kept looking me up and down and had kind of a slight grin on her face. I also noticed she was a lot more attractive than I originally thought. Should a beautiful peach-like ass. Nice tits a real curvy figure. She also knew how to wear clothes well to accentuate her features. The meeting ended and I didn’t really think about her much for the next few weeks.
About a month later we had our company retreat. They decided to do something different this year and invited exacts management and senior employees. Is a great retreat. We got a lot done and every night they had an open bar either for restaurant. We had a lot of fun. During the three days of the retreat I noticed Marge constantly looking at me as if lost in thought. During breaks if I’d go outside alone, I would find her approaching me recently touching me by putting a hand on my shoulder, arm or chest. All of us didn’t really bother me as I’m used to flirting with older women.
On the last night, Marge comes up to me and starts talking to me. It starts out with a group of people but soon everyone either meandered on or went to bed. At one point we found ourselves alone in the bar. We were both a little drunk and it was pretty clear to both of us that the sexual tension had built up over the past few days in a noticeable manner. In the middle of some small talk she asked me if I wanted to be friends with her. I had fantasized about me of sex with Marge for a while now. I was rock hard. I responded, of course I do… And I told her I’m glad that she asked the question.. She smiled, Then she looked me in the eyes and asked me she if I wanted a different kind of friend with me? I smiled and responded, absolutely I do. I could feel my groin begin to tingle and harden. She smiled at me and said, fantastic! Let’s play!
I will say that the openness and forwardness about her sexuality really turns me on. At the same time I find her direct corporate communication about a sexual relationship. A real turn on. Even when she wants you to fuck her brains out, she can be so business about it. It’s hot!
She stealthily handed me a room key, whispered to me the number and asked me to come up there in 15 minutes. Before she left she looked at me with a very serious looking her eyes and said, I can be discreet no matter what happens, can you do the same? I want you to think about that before you come up. I understand what she was asking of me. I nodded and said I will think of that and talk to you in 15 minutes.
For the first 5 minutes, I sat in the bar and wondered “am I torpedoing in my career?” She then texted me. Please come up. I want to f*** you tonight. And repeat her room number. A text messages felt like it was enough cover for me to go up there.
—
I entered the hotel room, Marge was naked on her bed. She had jet black and creamy alabaster skin. She was curvy with a nice round and perky c cup tits. She was full figured but not overweight. She also had a full bush. She apologized for not being shaved, but her bush really turned me on. I think they look great.
She patted the bed to beckon me over and said “take your clothes off.” I took my clothes off and climbed on the bed next to her. As I did so she commented “you’ve got a nice looking dick”. No one had ever made a comment like on the appearance of my cock. I awkwardly chuckled and felt the blood start rushing in. We started slow, making out touching each other body. Her nipples were hard and long. I ran my hand down her stomach over her bush and found a large juicy lip and a large and slightly erect clit.
After a few minutes she whispered, I want that dick in my mouth. I kneeled and she started sucking my dick while I continued to stroke her clit. She gave amazing head using both her hands and mouth to to stroke my dick and tease the head. She cupped my balls and then ran her hands up my up crotch and stimulating my asshole and taint. As I started to finger her, I noticed she spread her legs wide and told me to use two fingers. As she continued to suck my dick. I started to finger bang her slowly at first and then increasing momentum. I started going fast and focusing on hitting her g-spot I felt her begin to tense up and her pussy tightening on my fingers. She suddenly to my cock out of mouth and let a moan followed by a “oh fuck I’m cumming!” To my surprise, I felt a gush of warm liquid flow out of her, My hand suddenly soaked and was making a splatting sound as a continued to bang away at her g-spot. She continued to convulse for another few seconds and then laid there smiling and said “i haven’t came like that in a long time. I actually didn’t know I could do that.”
I smiled and replied ” let’s see if we can do it again.”
“Youre bad!” She said as she but her lip.
I started finger banging again and within a minute her body tenses up and she let out a loud moan as she gush even more.
” I want you inside me.” She said that she caught her breath.
I went to get on top of her and she said “take me from the edge of the bed.”
She brought her bottom to the end of the bed and put a pillow under her butt. It was a hotel bed so it was the perfect height to stand and penetrate her.
“You ok not using a condom, I have an IUD” she asked.
Realizing that I hadn’t thought of that and I didn’t have one, I replied ” I’m good if you’re good.”
This is obviously a risky decision but in the heat of the moment these are the compromises we make with ourselves.
She spread her legs wide for me. He big pussy lips, clit and the surround bush were glistenbing with her juices. My dick was rock hard, nearly throbbing. I slowly started to enter her, but teased her with it and pulled it out so my head rest right outside her opening. I Did that for about a minute to get her worked up again , and then without notice sunk my dick all the way to her guts. The first thrust is like electricity making both of us let out satisfied moans that verge on laughing. I started slow at first, standing over her admiring this middle-aged woman who had a look of ecstasy on her face spread eagle with a wide open bush and pussy gripping my cock. I started to increase my pace and I could feel her tensing up. I didn’t want cum so quickly, So I pulled out and began to lick her clit and finger bang her g-spot. Within seconds she started cum. She let out a loud moan, and I felt her juices rush into my mouth and over my face. She continued to convulse and i stood up, put my dick back inside her and started pounding her again. She was going wild and screamed “I’m going to come again…” Almost instantly started to hear splattering noises as I continued to pound away at her. I was also building up to an orgasm. I told her I was about to cum and she said to come inside her. I sank a big load and turn pussy and she squited one last time. After a minute or so I pulled out and noticed the bed sheets below her were completely soaked with her juices and my cum. Her pussy was fully engorged, swollen and wet. She looked at me smiling and said “I was not expecting this tonight. You really know how to treat a woman.” We laid on her bed for a while and talked. We had sex again in the early morning hour and then I went back to my room. If we waited any longer someone from our company might be up and see me doing the walk of shame.
This night was the start of a affair that went on for 4 years. The sex we had over that time with some of the best I’ve ever had. We experimented with everything and were really good friends. We also ended up finding that we worked really well together and could maintain discreet and professional boundaries. Our relationship was ultimately ended by the pandemic when we both moved to separate cities. I still speak to her now and then and we hope to meet up again. I’ll post some more stories about her in the future.
Source: reddit.com/r/gonewildstories/comments/ytki1x/m35_fucked_the_brains_out_of_an_executive_f45
You are a lucky man! 👌
Great story! Would’ve been easier to read with some breaks for paragraphs.