**Like I’ve said in previous posts. I figured it would be fun to go back to my promiscuous (man-whore) days and recall some of the stories from back then. I’m generally considered a good-looking guy (used to model, 6’3”, dark hair, blue eyes, swimmers build, workout regularly), so that enabled me to have quite a fun sex life. These stories are 100% true and not embellished in any way. I think that a straight honest story even if not as exciting at times is a bigger turn on, so that is what I will continue to try to give.**
This story happened a few months ago. I’ve worked for the same company for a few years now. It’s a big company, which means you tend to know people on your team and teams directly connected to yours but that’s about it. It creates this scenario where you see other people on a regular basis who you never interact with, but gain a distant familiarity with. I had a few distant crushes those first couple of years of work. There was the slim woman with blonde hair and strangely giant boobs for her frame…I think she worked in marketing, but was never sure. There was the petite woman with brown hair and a curvy ass who almost exclusively wore black. I exchanged a hello and awkward smile with her once as we both stood in front of separate meeting rooms waiting for the prior meetings to end. Real hot and riveting stuff.
There was another woman I often noticed who I knew worked in sales, because their desks were near my office. She had her own office, making it clear she held an important position on the team. She was very attractive, about 5’6 dark brown hair, big boobs, curvy ass, and fit. She kind of looked like Eva Longoria in the face, but she isn’t hispanic she’s Italian. She seemed older than me, but I couldn’t tell how much. I suspected she might be 10-15 years older.
I passed her in the office almost every day due to proximity. We exchanged courteous smiles and faint hellos. I learned she was an executive on the sales team. Being a successful older woman made her even more attractive. I did notice a ring on her finger, so I saved myself from trying to work up the courage to even casually flirt. After a couple of years of saying hello in the office with no substantial interactions COVID hit. No more office crushes from a distance. I was pretty well constrained to interactions with only my team.
Earlier this year there was a bit of a reprieve via a project I was asked to be involved with. It involved working with a couple of other teams, one of which was hers. I was in meetings with her almost every day for about a week. There were four other people in the meetings with us, but it was cool to finally interact with her nonetheless. I made a joke in the meeting one day that really made her laugh hard. She had a wonderful laugh. It gave me that weird beaming sense of joy. I made this gorgeous successful woman laugh…as if that made me great somehow. One day we were discussing a specific aspect of the project, but others had to drop off to get to other meetings. She asked if I could stay on to discuss. We talked for a few more minutes about the project, but veered off into talking about life. We stayed on the video call for another 30 minutes just bullshitting and laughing.
I got off of the call kind of shocked at what happened. We got along so well. I wondered what she was thinking. Probably nothing, I told myself. She messaged me the next day about something with the project. It quickly turned into us just talking non-stop through messenger. We started having random “meetings” together over video that were really just our opportunity to hangout. There was clear sexual tension happening, but no overt flirtation. Just laughs, smiles, and flirtatious looks. I did learn during those conversations she was going through a divorce. It all started to make more sense to me. Her marriage was a victim of the pandemic. All of a sudden thrust into a lot of at home interaction with her spouse that resulted in them realizing they hated each other. She was then lonely and maybe found something interesting in me.
After weeks of us getting to know each other she proposed one day that I come to her house that afternoon to work on the project. She said she hadn’t seen anyone from the office in person in months. She said it would be fun and that we hadn’t gotten a chance to hangout in person yet anyway. There had still not been any overt flirtation to this point so I was approaching it completely professionally/friendly, but I was absolutely thinking she might just flat out be inviting me over to fuck.
I got strangely nervous before I went over there. What was I supposed to wear…office attire? Casual clothes? How casual? I aimed for casual, but not too casual. I got there and she had on jeans and a t-shirt. I hadn’t ever seen her in such casual clothes. She greeted me with a big hug and smile and said…”ah, you are so tall.” She motioned for me to follow her into another room. It was her office area. She showed me where I could put my laptop and get set up. She offered me something to drink and walked to the kitchen to get me water. On her way back I hear her talking loudly with someone…it was her daughter. I wasn’t thinking about the fact that her kids would be there. Of course they were, duh. Professional and friendly.
We started working through some things on the project. That lasted about 20 minutes before we started talking about other things. We talked for nearly an hour and a half when her daughter came in and said she was going to a friend’s house. She exclaimed “good, I need a break.” I wondered what she meant by break if her son was still there. She told me he was with his grandparents. Hmm so we were now alone.
It was 5pm at this point. She said she didn’t have the mental energy to do anymore work. I was trying my best to keep it friendly and just said that I guess I should probably head home then and let her relax. She said, “no no, you don’t have to go so quick.” She offered me wine or beer. I took a beer and she had wine. We sat on her couch and drank and talked for another two hours. Time just slipped away from us. I said I should go and let her get on with her night. I stood up and she stood up with me. We both gravitated toward each other and started kissing. We fell back onto the couch and kissed for awhile. I navigated the curves of her body with my hands. She reached between my legs and rubbed my cock through my pants. She blurted out “let’s go to my bedroom.”
She led me to her bedroom and immediately started taking her clothes off when she closed the door. My mind was exploding, this gorgeous smart older woman from the office who I had eyed for years was now completely naked in front of me dying for me to fuck her. Her boobs were incredible. Her whole body was incredible. She’s in her mid-40’s but has taken damn good care of herself. I took my shirt off and she started undoing my pants. She pulled my cock out and dropped to her knees. She moaned wildly as she sucked my cock. Her hand slid between her legs and she played with her clit as she sucked me. I motioned for her to stand up. I walked her over to the bed and had her lay on her back on the edge of the bed. I went down on her and watched her writhe and twitch slowly building until she orgasmed from my tongue and fingers playing with her clit.
I got on the bed with her and slowly slid my cock in. She blurted out “fuck you are big.” We kissed and held each other as I slowly slid in and out of her. It was very sensual. We stayed in that slow hypnotic motion, feeling every sensation for a long time. She let out small gasps each time I had completely thrust inside her. We picked up the pace and eventually turned her on her side in the bow sex position. We fucked harder and harder, her ass and boobs jiggling each time I thrust into her. I told her I was getting close to cumming. She moaned and said “cum in me.” I asked if she was sure. She said, “trust me, you can’t get me pregnant.” Right at that moment my cock pulsated and I shot stream after stream of cum in her. I pulled my cock out of her and stared at her gorgeous naked body with my cum dripping out of her. I blurted out that she was the sexiest woman alive. Probably a little overboard, but sex makes you say over the top stuff.
She pulled me towards her and we embraced. We laid naked talking for awhile. She checked her phone and told me I should go before her daughter got home. We fucked about 4 or 5 times a week after that for two months straight. Not sure exactly what happened, but we stopped about a month ago. Her choice. Incredible while it lasted.
**Also, if you are a woman and live near me you should send me a message. Might be a long shot, but would be cool/interesting to have sex with someone that enjoys my stories and then becomes a story.**
Source: reddit.com/r/gonewildstories/comments/rs6q96/from_boring_video_meetings_to_fucking_an
Good to see you posting again your stories are some of the best on this sub, Hope to see more in the future.
Out of curiosity have you ever actually got any dm’s from women who have read your stories?.
Great work sex! It’s always the women in sales lol huh