Up to this point K and I had been on a few adventures with our other cheating friends, usually day trips that involved a hotel room and a few hours of fun. Partly because she still had kids at home and her husbands work schedule fluctuated quite a bit. But now her kids are all graduated and he was working in a town about an hour away. What was better was the new company he worked for did jobs all over the state. K let me know she would have an entire evening open if I could come out we could take our time and enjoy things.
Author: official_nobody20
[M]y [F]irst Affair, car sex
So my last story talked about one of the locations K and I had sex, as always it was amazing and fun. But it gets even better, at least in my mind. We had a few offices in other towns that were 60-70 min away and by this point in time we both had some ownership in the company so I was taking care of sales issues while she worked on the accounting items. We had just left one of our locations on the way back to home and as usual we were holding hands, kissing at lights really anything we could. We truly loved being together and couldn’t stop touching. This was honestly 3-4 years into our affair when this happened.
About halfway home I made the suggestion of, hey we should have sex. It took a few moments for her to realize that I mean while we were driving. She offered a blow job as a compromise, and be, being a red blooded man, accepted. We were in her van, (we drove it all the time on these trips for obvious reasons) so she got in the space between the seats and used one of the pillows she kept in there under her knees. I undid my khakis and she took care of the rest, which didn’t take much to get me hard, lets be honest, if a hot woman tells you she wants to suck your dick you are going to get hard before she touches you.
[M]y [F]irst Affair, let’s have sex here!
K and I were really racking up the frequent flyer miles where it came to fucking. With access to 3 different places
During the day (a lot of lunch hour shenanigans) I was always looking for extra opportunities to be with her. Remember I was mid twenties and in case I didn’t mention it, not getting anything at home, well maybe every few weeks.
We had two places that stand out, well one is a place, the other, I will let you decide.
Our business had a main floor for retail and our offices as well as service are and shipping and storage. It then had a second floor where paper files were kept, and random items like the backseat from a mini-van. Lucky for us it had a pillar behind it to keep it from falling over. But that’s not the place, the floor also had a door that went out to the roof. We were joking one day about doing it on the roof. Ok to be fair, I was probably just suggesting it and K was laughing at me.
[M]y [F]irst Affair, just enjoying K
We were loving having friends in the same situation we were, it made things nice, sometimes we would all make excuses to go on little adventures. One of the best benefits was having an apartment with a garage in our town we had access too. This, of course was made available by J and her friend. I lost track of the number of times we visited the apartment which was nice since it had 2 bedrooms, we each had our own space that way. Because of where K lived and my route for work there were also a lot of days that on my way out of town I would stop by for a visit. There is something sexy about a beautiful brunette in her mid to late thirties greeting you at the door with an open robe and lust in her eye.
[M]y [F]irst Affair….Busted
My last installment [M]y [F]irst Affair, the First Time, K and I not only were able to experience the most amazing sex either of us experienced but also realized we were beyond just fucking but actually in love. We were amazing at finding time to be together. Because she was in accounting, all of our paper records were upstairs. She would ask for me to help her move boxes which meant we were going to have a quickie. She would wear dresses most days for quick access, she also wore boots, I have a weakness for a woman in boots, there is nothing sexier to me. So here she is in a dress, boots sometimes white cotton panties sometimes nothing.
Up the stairs we would go chatting about what we needed to find, but once upstairs we were all over each other. Kissing me pulling up her dress finding her amazing ass under the dress, her finding my instantly hard cock. If she was wearing panties she would pull them down and off one leg letting they lay inside her boot on the other leg. Bending over gave me an amazing view of her gorgeous ass, and I was always able to bury myself in her instantly, this angle combined with how wet she would be and childbirth meant we could just get after it.
[M]y [First] Affair, the first time…
To catch up on this story you can read my first post here. https://www.reddit.com/r/gonewildstories/comments/oy60r6/my_first_affairthe_beginning/
At the time I left this story K and I were engaging in the very basics, we would talk early in the mornings before anyone else arrived at work and usually end it with a short kissing session. Nothing at all amazing aside from the fact we were both married. What I failed to mention was it did get a little more involved as she would sit on my lap while we talked. There was some light petting but nothing like was was about to happen.
It was late summer early fall, and we had been talking in the mornings for a little while, and we always talked about “the line” that we really shouldn’t cross. But feelings for each other were getting stronger and desires were increasing as well. She would tell me about fingering herself after her husband left for work and I would share my self pleasures as well. Our company signed up for motivational event in a nearby city. Several big names would be there and we thought it would be good for us to attend as kind a team building event. That’s when things changed.
[M]y [F]irst affair…the beginning
Back in the mid 90’s I worked for a small company. There was a woman, K that was about 9 years older than me. We had worked together for about 3 years and got to be friends. It was easy in such a small business. I was always one to come into work early. I liked the quiet, I could get my paperwork done and get out on the road to see my clients.
K was the same way, she was the bookkeeper so for her it was just being able to have the quiet. We got to where we would spend a little time chatting. This went from 5 or 10 min to 30-40. Up till this time I hadn’t thought about her sexually, we were both married so it just wasn’t on my radar. Then things changed, as she was talking one day I realized just how beautiful she was, I don’t know what triggered it, it just happened.