Finally I had done it; I had gotten my first real job out of college. I was 26 and had worked a few other jobs to get by, but now I was at a company where I would be working with clients that were having issues with our products. I would be answering any questions on how to use them and on occasion, go out to their business and help them. My mentor was Sheila; who had been doing this job for many years. We spent many days working close together as she taught me the ins and outs of our products and some of the more common areas for issues. I really enjoyed working with her and really was learning a lot. It also helped that she was very easy on the eyes. She was 56, but with her diet and exercise regimen she could have passed for 10-15 years younger than that. She kept her sandy blonde hair cut short and wore glasses over her blue eyes.
As part of the job we did go on the road to visit customers and help them. I went with Sheila and helped with what I could but mostly took everything in, learning from her. I really loved watching her at the customer's site. At the office it was casual dress, so we wore jeans and t-shirts mostly, but to visit customers we were expected to be dressed up more. As great as Sheila looked in jeans, when she wore the skirts and satin blouses when we travelled it made it impossible not to try and sneak glances at her. Also, since she was so small up top, she rarely, if ever, wore a bra. This would cause many times where her nipples would be trying to poke through her top, something I found incredibly sexy.
Over the first two trips Sheila and I got to know each other well and the trips became something I looked forward to. During the day we worked side by side and then we'd go out and have a drink and dinner and talk. Over these dinners, I found out Sheila was married for the second time. She and her first husband had only been married a few years, they had gotten married too young and things just didn't work out. Her current husband was 17 years older than her and was still selling houses, something he loved to do. I too was married, had been for 3 years, so each night after dinner we would go back to our rooms and call our spouses and turn in for the night.
We were two days into our third trip. Things were going well and we were scheduled to go back home after the following day. That night as we walked back to our hotel after dinner, Sheila told me that her husband was taking some clients out showing houses that night so she wouldn't get to talk to him. She said she was going to rent a movie off of the tv and that I was welcome to come over and watch it if I wanted. As we stepped in the elevator, my eyes looked down at the floor, then drifted over to her legs, then up her body and finally into her blue eyes.
I smiled and said, "As long as it isn't a chick flick, I'm in."
Sheila laughed, "I'd never make you sit through one of those."
The elevator door opened and we stepped out. We arrived at Sheila's room first and stood outside her door. I said that I had to call my wife first but that should be quick and I'd be right over. Sheila nodded and opened her door and stepped into her room.
After I had called my wife, I changed into the shorts and t-shirt I slept in. As I walked over to Sheila's room, I stopped by the vending machine and picked up a couple of bottles of soda for us. I then walked over to Sheila's room and knocked on the door. Sheila opened the door and I saw she was in the terrycloth robe that came with each room; I did a bit of a double take. It was open down a long ways down the front and with me being over 6 foot and her about 8 inches shorter than me I could look down and see she wasn't wearing anything on under it. I looked back up, as she invited me in, and held the soda bottles up. She pointed over to the nightstand and said to set them there.
I walked in and set the soda bottles down. As I turned, I saw Sheila walking over and getting into the bed. She sat with her back resting against the headboard. I asked her if she had found a movie. She smiled and let me know she had found a comedy that we both would like. I sat on the chair next to the bed and kicked my feet up. With the tv turned towards the bed, it made for an awkward angle from the chair, but if I leaned just right I could see it. Sheila started the movie and then looked over at me and must have seen the funny angle I was sitting at and started laughing.
"Are you comfortable?" She asked
