[MF] What Happens In Exam Room 16, Stays In Exam Room 16 – Until Today ;) Part 1

What follows is a story about a tryst I had at work with an older woman. This will likely end up being part 1 of a multi-part story, that is, if anyone finds this interesting.

When I was 21 I started working at a company doing medical billing. My mom has worked at this company for a long, long time and this is how I got the job. I had worked some odd jobs there over the years, but this was my first time being employed full-time. In previous stints at this place, when I was in High School and college, I would be working with other individuals my age. There were two girls during this time that were very attractive. We generally worked in an unoccupied doctors office, or in the basement, and I always fantasized about fooling around in one of the offices with one of these beautiful girls. Unfortunately, that dream never came true.

When I was hired on full-time, I found myself – a 21 year old, fit young man – working in a department of all women. This time, however, there wasn’t an attractive one in the bunch. Given that it was a large employer, there were quite a few attractive doctors, nurses, receptionists, etc. working in the building, and I still fantasized about messing around with someone at work.

One of the women who caught my eye was a latina woman who happened to be about twice my age. At the time, I didn’t have any particular inclination toward cougars, or MILFs, but for some reason I was drawn to her. She wasn’t even my body type – she was a little thicker than women I was generally attracted to in the past. However, she was short, which I like, and with that thickness came some lovely curves in all the right places.

She probably had DD breasts, and her bottom was very plump, which I definitely appreciated. I think what attracted me to her the most was her general pleasantness, and joyous personality. Every time she passed me in the hallway she had a huge smile and always greeted me warmly.

That being said, we had never really had a conversation until one day I when sent her an email. The email was a thank you note for setting up a class on nutrition. I attended hoping to get some tips on staying fit, but I ended up getting much more than that from the class.

My thank you note was very brief, but it sparked a year long conversation. From that day on we exchanged messages on a near daily basis. We had no reason to interact with each other during the normal course of our jobs, so our communication was almost exclusively via email. She was married, and I had a girlfriend, so texting after work was out of the question for both of us.

Back to the note.

I can’t remember how, or why things took off from this note, but they did. I’ve always had a habit of being very flirtatious, but I’m not overbearing about it. I like to take my time and really test the waters. The first time I knew she was willing to flirt back was when I played a small joke on her.

One day I decided to make a fake discipline form and send it to her. I copied our companies letter head and made it look official. I wrote her a warning for spending too much time flirting with a co-worker and at the end for the consequence I wrote it would be at my discretion and signed my name. After finishing off the form, I printed it, and sent it through the interoffice mail. This made it appear even more official.

The next morning I received an email from her. She said she was so nervous reading the form, and thought she was going to be in HUGE trouble, until she saw the form was signed by me. Then, she asked me what her consequence was, and asked that I not be too “rough” on her. This caught my eye and honestly made my cock bulge. (It’s bulging now just thinking back to this time.) This is when I assumed I could turn up the flirting a little. I replied that I wouldn’t be too rough on her, but she was actually in “huge” trouble and ended with a ;)

After receiving this message from me, I think it occurred to her what was going on. When she had asked me not to be too “rough” on her, I now believe it was just a joke. You see, she was definitely the naive, and ditsy type. She hadn’t meant to be flirty, and it probably hadn’t occurred to her that someone half her age had taken an interest in her. That’s exactly what had happened, though. If she wasn’t aware before, she was now. Now we were both playing the same game.

She didn’t message me back for awhile, however, and I got nervous. I thought I read her wrong and had scared her away. I sent her a followup message and apologize for my previous comment, and said it was just a joke. I told her I had a bad habit of being a little flirty. She messaged me back almost immediately, and said she had been occupied with a coworker, otherwise she would have messaged me back sooner. She assured me I had nothing to apologize for, and told me to meet her in exam room 16 at 4:00pm – she’d be willing to accept her punishment at that time – and ended her message with a ;)

What. The. Fuck.

How the hell did this happen? I did not see that coming.

At. All.

I had never become instantly hard, and had a panic attack simultaneously. This was everything I had fantasized about happening at work. But also, it’s at work! What if I get caught. My mom works here, and everyone knows her. Could there be anything more embarrassing than getting caught fooling around with a receptionist twice your age at the place your mom works? But how could I NOT go?

Do I go to exam room 16, or do I play it safe, and message her to say I was just joking around?

Source: reddit.com/r/gonewildstories/comments/iyp479/mf_what_happens_in_exam_room_16_stays_in_exam