It was going to be a long week. My company decided that I needed to spend almost a week in Chicago for additional training. The last time I had made the trip from Philly to Chicago the return trip almost ended in disaster. We had just taken off from O'Hare at about 8 pm and as the plane was climbing we lost altitude. Not just a little but a lot. I looked at the flight attendant, who with a curious nod sloughed it off. When the plane dropped altitude the second time the phone next to her went off and she was out of her seat. The pilot came on the intercom and announced we were going back to O'Hare. As we made our approach I could see fire engines lined up on both sides of the runway.
In my mind, the train was the only mode of travel for this trip. I booked a sleeper car to leave on Friday afternoon and arrive Saturday morning in Chicago. I had a ton of paperwork to do so I took it with me figuring I could be all caught up by Monday. 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 in order to decompress from her week in training. I asked her about her accommodations for the ride back home and she said she was sleeping in the seats. Now the seats are extremely comfortable and recline to almost that of a bed but as people move about the train with doors opening and closing it can get quite cold. I asked her if she had brought any kind of blanket or sleeping bag. Amanda said she hadn't and I warned her of the cold. She asked about the sleeper car and I explained that they had their own heaters and were quite comfortable.
"Would you like to see one?" I asked her.
"Sure," she replied.
I took her hand and led her down the corridor to my berth. We both stepped inside and she looked around.
"Not very roomy are they?" she remarked.
"No but they are comfortable," I replied.
I told her this was a double and she was quite surprised. I showed her how the bed folded down and the sink lifted up into the wall and became your private toilet.
"OMG," she exclaimed. "You can see the ground. But you are right it is very cozy. "
Her brown hair and eyes were so captivating I just had to take a shot. Hoping that a week without her husband might be causing some stirrings in her, I asked, "Would you care to share it with me? I hate to see you out there in the seats tonight it gets so cold and I promise to be a perfect gentleman."
"No I really should go. Thank you for showing me your room." As she started to leave I put my hand in hers and asked one more time if she was sure. There was reluctance in her eyes about leaving.
I squeezed her hand, "Come on. Stay. You will be much more comfortable. It's a long trip and I could use the company."
"What about my bags? I have never done anything like this in my life," she said. "My husband will kill me if he ever found out."
"Don't worry. We can get your bags in the morning and tonight there is only this car, you and myself." I reassured her. "Hubby will never know."
With a deep sigh she agreed to stay. As the train travelled on making its appointed stops you could look out the window and see the people on the various platforms waiting to board. She leaned over the bed to get a better look out of the window and I came up behind her and wrapped my arms around her waist. She threw her head back, signaling she was enjoying what I was doing.
"I can't believe I am doing this," she declared.
I turned her to face me and started to unbutton her blouse. She asked me to stop but I could see she did not mean it. Her full breasts were almost more than her bra could hold. I undid the clasp and they almost exploded into view. Her tits had to be a DD cup if they were any size at all. I went to kiss her and she put her hand in front of her face.
"No kissing," she said.
"As long as I can kiss everything else," as I pushed one of her breasts up to my lips.
Her low moan told me that she was fine with that. I started to play with her nipples with my tongue and she grabbed my stiffening cock through my pants. I went back and forth between her tits, sucking her nipples until they were both hard and erect. I could tell her nipples were extremely sensitive by the way she reacted to my play. I knew if I kept working them it would help me get her out of the rest of her clothes quicker.
I was just about to lift her onto the bed when she stopped me and reached for her bra and blouse.
"I just can't do this," she said. "I am married and I have never done anything like this. I love my husband and don't want to lose him."
"This is just a moment in time Amanda. Never to happen again. We can take advantage of being two strangers that are brought together for many hours with not much to do and for those hours we can enjoy each other."