Working With A MILF Coworker

I have a MILF coworker who enthralls me. She is my supervisor and I shouldn’t think of her that way but I can’t help it!

I met her the summer I did an internship at the local hospital. I was planning on going to medical school. Since I was home for the summer, I wanted to take advantage of a local program. To get some extra credit hours. It involved being the greeter and assistant to the Dean of Medicine. Of course, I had no idea when I applied that the old man I was imagining running the hospital was really just one of the doctors who was too stubborn to retire. And that the head of the hospital and person I would be working directly underneath was, in fact, a very sexy, older woman.

She wasn’t old by any means but, at 21 anyone over thirty seemed far more mature than me.  And she was easily past thirty years old and about thirty five years older than I was at the time. That didn’t matter though, not in the least. And not just because a twenty one year old guy is hard all the time and will put his cock anywhere. Oh no, she was honestly hot. She had a tight, hard body, clearly from working out. And gorgeous curves. Her hips were a bit wider than the girls’ at college and that only made me want to grab them more.  Same with her full breasts. Most of all, she had a confidence when she walked and spoke that commanded attention. I couldn’t stop staring at her.

MILF Coworker: From Working To Playing

Being my supervisor, my MILF coworker was very good at avoiding my advances. She would smile and tell me that she couldn’t possibly accept my invitation.  First to a movie and then to dinner.  And then, no to a play. I finally settled for sitting next to her at hospital fundraising dinners and even once talked her into a dance. It was just one and she made sure we didn’t look too close and cuddly. But as the music ended, she leaned forward and whispered in my ear that I was an excellent dancer.

I smiled and told her I was excellent at other things, too. She laughed. It was a real laugh.  Deep and throaty and full of passion and mirth. I wanted her even more right then. That’s when I vowed to at least get a kiss before summer ended and I was back at school. Little did I know, that at the very moment I was planning a way to steal a kiss, she was planning a way to get me in bed without violating any work ethics.

I never suspected, even when she called me into her office to let me know that my internship was ending about a week earlier than expected. This made me both happy and sad. I was disappointed, thinking that I wouldn’t have as much time as I’d hoped to make something happen between us.  But, on the other hand, happy that I’d now have a week and a half instead of just a few days to relax completely before heading back to college.

My MILF Coworker Knew All Along

When it finally happened, I was so unprepared that I’ve replayed the whole experience over and over in my head, hoping for a point in time where I missed a signal she sent. I can’t find it though. She believes she was being incredibly obvious and was sure everyone working around us knew! That’s highly unlikely, since even I wasn’t aware.

But when my MILF coworker showed up at my vacation rental (I’m too old to stay with mom and dad and still get along with them when I leave) two days after my last day at the hospital, I was too shocked at first to speak. She laughed at this and handed me the bottle of wine in her hand, walking in and taking off the suit jacket she’d worn for work. Underneath was a sexy, almost see-thru, shell and when she stepped closer to me, the outline of her bra barely hid her nipples.

It wasn’t long before we were both naked, barely speaking except me saying thank you a few times, her telling me to shut up and both of us screaming out to any god we could think of as we came together again and again. She was nothing like the younger women at school. Obviously.

She was sure of herself and not afraid to tell me what she liked and wanted and encourage me to do it. Or point out when it was wrong. We fucked daily (more than once usually) for a week and then it was over. She kissed me goodbye the night before I left for the airport and told me she’d look forward to Christmas break. I did, too!

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