Kaylyn
I recently started a new job. I had a couple different trainers for the position I was in. The last trainer I had a was a girl named Kaylyn. She was in her early 20s, long red hair, around 5'2", very petite and fairly cute. She dressed super modest at work so I never reallt knew what her body looked like. I was with her for about a month and everything was very normal. After I was on my own I met her fiance when he stopped in to take her to lunch one day and he seemed pretty cool. We had a work function the following weekend. I went with my fiance and she got to meet my coworkers. I had just dressed in a tshirt and jeans for the event. Kaylyn and her fiance showed up a little late but I introduced them to my fiance. We all kind of did our own thing. I was helping clean up afterwards and happened to look up. Kaylyn was starring at me. I didn't think much of it but looked up again a while later and she was starring at me again. I shot her a small smile but she didn't react. I finished with the cleanup and said goodbye. As my fiance and I were leaving I seen Kaylyn starring at me again. Monday morning came and I headed into work. I ended up seeing Kaylyn in the lunchroom. I said hi to her and she said hi back. We made some small talk in the breakroom and then we went our separate ways. One of the other guys in the office said a bunch of people were going out for drinks after work if I wanted to join. I said sure and let me fiance know I would be home a little late. I drove to the bar and walked in. I sat down with a couple of the guys at the bar and ordered a beer. I was about half way into it when a couple of the girls from work walked in, including Katlyn. Kaylyn sat on the end of the bar. We all had a couple drinks and I saw Kaylyn starring at me again. I smiled at her and she gave me a half smile. A short time later everyone headed out. Kaylyn walked out the door with me and asked if I could drop her off at home. I was quite surprised but agreed. We all said our goodbyes and kaylyn got into my car with me. She put in her address on my GPS. Her place was about 10 minutes away, so not bad. We drove to her place and didn't say a word to one another. She told me to park along the street to the side. I pulled over and parked. She asked me if I wanted to talk for a bit before she went in and I said sure. I turned the car off and turned the lights off. The conversation started off about work and then she changed the subject. She asked me how things were with my fiance. I told her good and felt obligated to ask her the same. She told me they were fighting alot and she was actually reconsidering marriage. I told her that's a huge decision and said I was sorry. We sat quiet for a minute and I decided ask about her starring at me. She looked at me and said sorry about that. She told me she kind of wished her fiance was more like me is all. I asked what she meant. She said I was way better looking and always treated her so nicely. It was nice to hear her say that. It got quiet again. She then said she probably should go inside. I said okay and she asked if she could give me a hug. I thought it over and said sure. I turned to her and she gave me a tight hug. When I pulled away she held on around my neck still and gave me a very serious look. She then leaned in and kissed me on the lips. It was a very wet and soft kiss. I had secretly always wondered what it would be like to kiss her amazing lips, I enjoyed it but pulled back. She apologized for doing that and said she wasn't sure what came over her. I told her if was okay and I didn't mind it. She leaned towards me and I leaned towards her. We started to make out in the car. She was a great kisser and those lips were so sexy. I was rock hard in my pants and thought we should slow it down some and pulled back again. She asked if everything was okay and I told her I needed a minute. She looked down and said oh and then laughed a little and apologized. She gave me like 10 seconds and then leaned towards me again. I leaned in and we kissed again. As we were I felt her hand in my crotch and she was rubbing me as we kissed. I felt her unzipping my fly and then her fingers working their way inside of my boxers. She pulled out my cock as we kissed and started to gently stoke me, it felt fantastic. She stopped to spit on her hand a couple times and then we went back to kissing. I felt her rub the spit all over me and start to glide her hand up and down on me. We did this for a few minutes before she stopped. She told me she was reallt wet right now and wanted to fuck me but didn't want to get caught. I told her yeah it would be too risky. She then suggested she could blow me instead if I wanted. I definitely wanted her too. I didn't answer her and pulled down my pants and boxers. She pulled her hair back into a ponytail and leaned over the center counsel. She spit on my cock and stroked me a couple times before she wrapped her lips around me. She sucked dick super good. She did deep throating and made little gagging noises which was super hot. I wrapped my hand around her hair and guided the pace. It felt so damn good I put the seat back and just enjoyed it. She suddenly stopped and pulled her pants down and climbed over the seat. She said she really wanted me in her and didn't care if we got caught. She straddled me and lowered herself down sinking down on my cock. She was wet and very fucking tight. She let out a soft moan as I went in all the way. She just rocked back and forth as we kissed. Neither of us lasted very long and both came only minutes into having sex. I pushed her down on me as far as she could go with the angle when I came in her. When we were done she hopped off of me and put her pants on quick. She leaned over kissed me on the cheek and got out. I was sitting there with my pants down and still hard kind of wondering what just happened. I got dressed and drove home. I walked inside the house and headed to bathroom quick to clean off. I then headed to bed with my fiance. The next day at work everything was normal between Kaylyn and I. I'm hoping we get a chance to do more.