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I boarded the train around 4 and was led to my sleeper by the steward. I was surprised that it was a double and questioned if there was a mistake. He assured me that there was no mistake that they had overbooked the singles. I settled in to what was to be home for the next 16 hours or so and tackled my paperwork. At around 5:30 the steward knocked on the door and asked if I was ready for dinner. I was starving and he led me to the dining car. Sitting at the table already was this beautiful MILF that left me dumb stuck. I introduced myself and found her name to be Amanda. Judging by the rings in her finger she was married. We ordered our food and struck up a casual conversation. I learned that she was in Philly on business for a week and was on her return trip home. Mother of three with her youngest a senior in high school this was the first time she had been away from home by herself since getting married. She said that she had flown into Philadelphia but was taking the train home. My god, I am finger fucking my first pussy. My finger is now about half way in and I am just slowly going in and out and my finger is getting wet from her juces. Then it happens, I feel her pussy muscles contract around my finger. Oh crap, shes awake! I click off the flash light and play possom, still with my finger in her pussy. I dont move. It seems like minutes that I am stuck there, but I am sure it was only a short time that I figured out that she was still asleep and that it must have been an involuntary muscle contraction. I will live another day. I slowly pull my finger out of her young pussy, get my head out from under the covers, and head back to my room. In my room I strip off my pj's and its time for some fast cock stroking, thinking about what I just saw and did. Looking back all these years, this is what I wish had happened. My finger is in Gails pussy moving slowy in and out. I feel the contraction and I freeze. I feel her move and her hand touches.
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