If I told any of my co-workers, or family members even, that I had an obsession with older women no one would act surprised. In fact, they'd probably all congratulate me for finally coming to terms with my feelings. I guess it's been pretty obvious to everyone around me that I love older women. I've never dated someone my own age, usually the women are at least twenty years older than me, in one case I dated a woman who was thirty two years older than (I was 18, she was 50). In all cases the relationships have been wonderful and the sex even better. It's not something I'm ashamed of either, although I certainly don't make any announcements about it.

Now, if I were to tell my co-workers that I was currently in a highly sexual relationship with my milf boss, a 47 year old woman, they would probably shit a brick. I'm 32 years old, and a woman 15 years my elder is a perfect match for me. When you consider the fact that she's still gorgeous with a beautiful body, it seemed like a no brainer for me. We've been dating for three months now, and although we still keep the relationship a secret, it's been wonderful.

The first time I had any idea she was interested was at a corporate weekend retreat all the managers and upper executive officers had taken. At the time I was an upper level manager with my eye on a vice president position, so I was gung ho to brown nose all those above me and show how dedicated I was to the company. We were staying at a small camping area in the northern woods of the New York. There were probably 15-20 cabins and each was filled with people from the company. We did all kinds of trust exercises, business strategy games, bonding games, etc. We were staying from Friday to Sunday, and by the end of the first day we were all exhausted.

On Saturday we were given the morning off to do whatever we wanted and I chose to go for a hike by myself. I filled a backpack with some food and water and headed off into the woods. I was about an hour into my hike when I heard a rustling in the woods behind me. I hid behind a thick tree and peered around the edge, waiting to see the source of the noise. As it turned out, it was Vicky Simmons, the head of the entire company. I guess she had chosen to go on a solo hike as well. I stepped out from behind the tree and waited for her to see me, not wanting to surprise her. When she finally recognized me we engaged in a little small talk before agreeing to continue on the hike together. We went further up the mountainside, hoping to reach what was supposed to be a fabulous viewpoint.

After only 45 more minutes we reached our destination and settled down. I pulled a bag of trail mix out of my backpack and Vicky and I just sat eating and enjoying the view. I nearly fell off the rock I was sitting on when Vicky announced that it had been months since she'd been properly fucked (her words, not mine). I scanned her face, hoping to discern some motivation behind her words; the only thing I could imagine is that she was propositioning me.

I didn't even both speaking. I just leaned in and kissed her, a kiss she returned in kind. After we broke our kiss we found a more secluded spot in the woods and removed our clothes. When Vicky shed her underwear I took a step back and just admired her astonishing form. She was beautiful beyond words and her body had maintained all the hallmarks of youth. I couldn't help but devour her after that, and we had hot, sweaty, passionate milf sex on a pile of our clothes and leaves. When we were finished I had dirt and leaves stuck to my body, but I had also just experienced an intense, body shaking orgasm, so I wasn't going to complain. We went back to the campsite separately and thus began our relationship.

After that weekend we got together three or four times a week, sometimes more, for hot fuck sessions and in depth conversations. Sometimes I would come back to my desk after a bathroom break and find a note hidden under a folder telling me to meet her in the parking garage in twenty minutes. We'd end up screwing behind a dumpster or in a dark corner; sometimes she blew me and sometimes I went down on her, licking her sweet wet mound.

After a month of hot office tryst's Vicky finally invited me to spend the night at her place. It was the first time I had ever seen her apartment, and it was amazing. She lived in the Penthouse of one of the high rise building in New York City, and she had a view of Central Park, not that I saw much of it that night. We fucked like a pair of horny animals, screwing on her couch, in her kitchen, in the bathroom, and even in her bed of all places. She even let me take her in her mature ass, an experience that I'd put up there with some of the best in my sexual life.

Three months later we're still involved and I don't see any reason why it should ever end. I spend most of my nights at her place now and we go into work separately, just so no suspicions are raised. Sadly, we both agree that it would be a mistake to tell anyone at the office. If I do end up getting promoted to vice president or higher people will have a fit if they find out about us. If we tell them now it's quite unlikely I'll ever get promoted because people would still have that same fit. Now that I'm dating Vicky though I don't really care about the promotion, I'd rather just spend the rest of my days in her arms and in her pussy.

Darren
New York, NY