How [M]y office [F]ling started

This all started about a little over a year ago, when she ( we’ll call her Kelsey) was a new hire at my job. Normally when my company hires they hire in pretty large groups, and it’s kind of a tradition that at some point in their first 3 weeks the training team takes them out for dinner or drinks, which is kind of how it began.

This time chose a new restaurant pretty close to the office, it was both a restaurant and a pretty popular bar in the evening. I hadn’t actually met Kelsey yet as she wasn’t slated to come to my team, so I walk as we’re waiting for everyone to arrive I introduce myself to all of the new hires in her group and eventually I get to her, and I was a bit shocked, she was stunning. Not supermodel hot or anything, but, more of a natural beauty.

She had a light brownish hair with streaks of blonde, and bright green eyes…and her smile was to die for. She had no makeup whatsoever but her skin looked porcelain smooth. It was a summer evening so she only had a white form fitting v neck shirt, that showed just a bit of cleavage. And a pair of lighter jeans that made her ass look amazing.

Apparently I must have stared a bit to long or stuttered because she let out a bit off a giggle while I was introducing myself to her, I took my seat a few down from her and throughout the night our eyes kept meeting, she didn’t speak much, mainly just cute laughs when I spoke. After everyone ate a few of us moved to the bar areas and I noticed she was chatting with a friend of mine from another department, I walked over and began chatting with them and they told me they were old friends from college. My coworker tells me that they were “just” talking about me and Kelsey blushes a bit and says tells me it was all good things. The three of us chat for a bit longer and end up calling it a night.

The following Monday I get a slack message from Kelsey asking where I sit, she stops by and we begin chatting about our weekend, and she sort of let split that she had recently broken up with her boyfriend and she was really bummed out by it so really enjoyed getting out Friday night. From there it started to click…I’ll admit that I initially rejected the thought. I was/ am very ambitious and had some pretty lofty goals at my company, and I saw hooking up with the new girl as sure fire way to stop me from getting there…but I would find that I couldn’t help myself. Over the next few weeks we would chat often, and flirt all day long.

One day a company email went out congratulating me on a project I had been working on, so, naturally Kelsey messaged me and congratulated me and told me she wanted to get me something and asked “ Well, what would you want..besides me of course” I replied back in a similar fashion and asked her why it couldn’t be her? She replied back and told me that she was hoping I’d say that. She suggested we do dinner the following evening her treat. I agreed and we kind of went on with our conversation.

The following night we go to dinner a few hours after work to give us time to change. When Kelsey arrived my jaw must have literally hit the grown. She had on short blue dress, that hugged her body.. very light makeup, and her hair was pulled back into a pony tail. I stood up to give her a hug and tell her how great she looked, and she, in her typical shy fashion giggled and kind of brushed it off. And we headed to the bar to wait for our tables, while we’re walking I know I was staring but I couldn’t help it she looked so amazing. Once me make it back to the bar she joking asked “can I help you” obviously addressing my staring I laugh and tell her I can’t get over her tonight. She takes a step closer tells me and thanks me. Throughout dinner i compliment her a few more times and we had an amazing time. As we’re leaving she is shocked that it’s only 8, and complains about feeling so old going home at 8. I joke that she’s better not waste that dress at go home, Kelsey laughs and tells me it’s not a waste if I enjoyed it.

From here I had a choice to make, I think I made right one. And told her I definitely did, and I wanted to enjoy more of it. She giggled and grabbed my hand and asked “what else do you want to do, well besides me of course” I smirked and told her she knew the answer to that..she bit her lip and we called an Uber back to my place a few mins away. We walk in and don’t say much because we both know what’s going to happen, she compliments my place and says it pretty nice for s bachelor pad. And we take a seat on my couch, without hesitation she reaches over and stars to kiss me, but very softly i grab her and pull her on top of me and and start to make out. She’s letting out shuttle moans and I start to get hard, and she can feel it through my pants. I pull her dress down to to expose her breasts, they’re probably a c cup, natural so they sag just a bit, but they’re perfect. And began to suck on them and she reaches down to grab my cock through my pants. We stand up and lead her to the bedroom and lay her back in the bed and spread open her legs to find her wearing white, lace underwear…I can see her neat little bush through them and I start to pull them down while kissing her inner thighs and began to lick her clit slowly, just enough to get it a little wet then i start kissing her clit, which at this point it’s huge and I love it. I look up at her and she’s smiling and go back down and eat her our while she moans and grabs the back of my head.

I come up and take my pants off and start to slide into her pussy, she took it with no effort at all. She was so wet and took me with no problem at all, which was a first for me and we fucked for a while and I finally get close, and i start to be more vocal, she tells me she wants me to cum in her…i can’t hold back and cum inside of her, on the first hookup. I look up and she’s let’s out her little giggle as I pull out, then she reaches down and rubs her pussy as my cum falls out and she plays with it for a bit, and then sticks her fingers in her mouth and moans.

At that moment I knew she was the girl of my dreams. Kelsey and I continued to work together and hook up VERY regularly, some additional parts to this story in the new future.

Source: reddit.com/r/gonewildstories/comments/arge7m/how_my_office_fling_started