Meeting Her Step MILF

I was a guy who had everything, or so I thought until I met my girlfriend’s step MILF. Boy, was my life about to change!

I had a good job, lots of money, nice house and a sexy girlfriend. And then, one day, my life got all turned around and when my head stopped spinning, my life pointed in a totally different direction.  I grew up middle class, but went to a good university and graduated at the top of my class.

This earned me admission into one of the best law schools in the country. I excelled there too, so I had job offers from three of the biggest law firms even before I passed the bar. All of this hard work afforded me a large home and a large cash flow. And, of course, women. My lifestyle allowed me to attract and date the most beautiful women.

I met one such woman on an Alaskan cruise. It was my first cruise and I was loving it. She was an added and unexpected bonus to the trip. A gorgeous blonde, UCLA grad student, this girl had a winning personality and smile, not to mention legs that went on forever. Did I mention that I couldn’t take my eyes off of her ass?

At first, I didn’t want to get involved with her. She lived on the west coast and I was living in New York City. I just wanted to have a good time and some good sex with a beautiful lady. But, as these things usually go, I couldn’t resist wanting a deeper relationship after I got to know her. This was how I found myself in a long distance relationship.

First Meeting With Her MILF Mom

My new girlfriend and I did it all—emails, voice chat, video chat. Add to that meeting wherever and whenever we could and you see that we managed to see a lot of one another. Eventually, it was time to meet her parents. She had already told me about them. Her dad was an engineer and her step MILF had been a personal assistant to one of the 90’s top fashion designers.

I was apprehensive, but I wasn’t afraid to meet them. No, I was afraid that I would end up bored in California and angry that I had work piling up on my desk and there would be nothing I could do about it. But I knew that the trip to meet the parents was inevitable, so I just sucked it up and got on the plane.

Older, Sexy and Gorgeous

Looking back on it now, I wish that it had been a boring trip.  But it was anything but boring. My girlfriend’s dad was nice and we had lots in common. We got along great. I got along even better with her mother. Turns out, her step MILF was even hotter that she was. I should have known that this might happen. I’ve always been attracted to older women. Problem was my girlfriend’s step MILF was an older woman who was stunning to me. She had a great body and took care of it.

Every morning I was there I heard her get on the treadmill at 5 AM sharp. My cock would get hard and I would wish I could watch her tight ass as she ran and jack off to it. She was blonde like her daughter, but her hair was a little shorter and had some natural curl to it. It looked classy on her. I tried so hard to hide the fact that I thought she was sexy and gorgeous.

Keeping It a Secret

Her step MILF was also a really interesting conversationalist. She had had some interesting jobs and lots of stories to tell. I realized in horror that I was very attracted to my girlfriend’s mother on many different levels. Obviously, so wrong, too. By the third day I was so uncomfortable that I wanted to make up an excuse so I could get on a plane and go home.

But I couldn’t, of course. Our final night in California started out as sheer hell. My girlfriend and her dad decided they wanted to go see a movie, so I was left alone with her mother. Believe me, I didn’t want to be there. I was so embarrassed by my feelings.

I was very uncomfortable until I realized that she was attracted to me, too. She started the conversation about how guilty she felt for thinking of me sexually. I was so relieved that she understood. Yes, we did have sex that night. It felt fantastic and I will always remember it. We decided that we would never speak of it again.

I eventually married her daughter. We see each other on holidays and we do a good job of hiding our feelings. It’s not easy, though. So, I am a man who doesn’t have everything he wants.

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