Samantha
I have worked with Samantha's roommate Jessica on nights for a long time. Since Sam and Jess hang out together often, I knew both women well. I was familiar with Sam's work ethic and enjoyed her sense of humor and her general personality.
What's more, I certainly enjoyed looking at her. Sam is about 5'4 and weighs in I would guess around 125. She is generously endowed with a delicious looking pair of 34D's and a nice round rear end which while plump is very appealing on her body. She is a Hispanic/Italian mix with luxurious long black hair, big brown doe eyes and lips that would make Angelina Jolie envious. All that wrapped up in a package of an openly sexual woman makes the job of being her boss a challenge at times.
That being said, I only liked to look at her, I never entertained any romantic interest in her. In fact Sam and Jess both were like little sisters too me. Little sisters with too much sex appeal for my own personal comfort, but sisters nonetheless.
As luck would have it, with our line of work in the military, Sam and I were sent on an overseas deployment to work for 4 months together. Being the only 2 in our job specialty and needing to cover the night shift from 6 pm to 6 am 7 days a week, we split it up. Sam would work 1 night, me the next. The first month things went well. We got in the habit of being awake in the early morning when the other got off work and would talk, toss back a Corona or three and discuss various things of little consequence for a few hours before heading off to sleep the day away. Sort of a way to have a bit of home together and keep our sanity. We talked mostly about the nights work, and the idiots we had to work with, but often enough we would drift to home issues. We got to know each other fairly well, and not much about our personal lives was not shared at one point or another with the other.
At times she was a tad distracting to me because she would meet me at my room in the morning on the days she didn't work wearing a large "nightgown" t-shirt and some extremely short shorts, obviously what she slept in. I did tease her on occasion about her risque outfit, but I really enjoyed the show....and I'm sure she knew it. Her olive skinned legs disappearing up under that shirt were a treat to the eye. Her skin tone was perfect light mocha color that I could not get enough of seeing. There were many days when she would leave to go back to her own room when I would be thinking sexy thoughts of her as I drifted off to sleep, and more than once or twice I masturbated thinking of her.
Shortly after the end of our first month there, Sam got a dear Jane phone call. I knew something was up when she came to the room after I got off work, grabbed a beer and slammed it down. She grabbed another beer sat on my bed and was quiet for a bit sipping on it. I had not changed yet, so I grabbed my shorts and a T-shirt and went around the corner where I could change. I began trying to drag out of her what was going on.
"What's eating you, Sam?" I asked.
No answer for a bit. I came back around the corner; she looked up at me for a minute.
"Do you think I'm attractive?" She demanded.
Wow, what a loaded question!
"Of course! I can't believe you have doubts." I exclaimed.
Then she told me about the call with her now ex. I did the only thing I could think of, I sat down on the bed next to her and gave her a big brotherly hug. That broke the dam and the next thing I knew she was sobbing into my shoulder. Long story short, she didn't quit crying for a long time. It got to the point where I just laid back on the bed and held her while she cried into my chest. Eventually she fell asleep. Not wanting to disturb her, I didn't move. After a while I dropped off myself.