This is a work of fiction. This story a Filipina who loses her virginity to her boss. If any of that disturbs you, then you should stop reading now. Any similarity to real names or real people is coincidental. Constructive comments are always welcome, but please read the whole story to the end before you comment.
My philosophy is that a story should be like a woman's skirt. It should be long enough to cover the subject, but short enough to keep it interesting. I try to do that in my stories. You may or may not agree with me as to where I should end a story, but know that I end each story where I think it should end.
Nobody in this story was under 18 when they had sex.
Lupe grew up in a small nipa hut high on a mountain on central Panay Island in the Philippines. She lived with her mother, Lucille, and her three younger sisters. Her sisters didn't look like her. The family grew what food they could on the mountainside surrounding their small hut. They were very poor, and they didn't own much of anything, but at least they didn't go hungry.
The land where they lived and farmed was owned by a wealthy man (a Filipino-American named Bob Smith) who also owned numerous sugar cane and fruit plantations surrounding the mountain they lived on. The man who owned the mountain was kind enough to let them live there. They were squatters, so he didn't have to let them stay. Squatters are evicted from their homes all of the time in the Philippines, and they knew this, so they knew that they were very lucky to be able to stay.
Lupe didn't know who her father was (her mother told her he was some trike driver), but she suspected that her sisters' father was Bob, the man who owned the land. He would visit their hut every two weeks or so, and all of the girls were told to go harvest something or weed something for a couple of hours while he was in the hut with their mother. No other men ever came to their hut.
Lupe never graduated from high school. She had tried to attend school when she was younger, but it was a few kilometers to the elementary school, and even further to the high school, so since her only shoes were an old pair of slippers (flip flops), she couldn't walk that far every day. She also grew tired of being teased by other students and chided by the teachers because her mother couldn't afford a school uniform and she went to school in an old t-shirt and shorts. Therefore, she just stopped going, and nobody seemed to care. She had now passed the age where she could go to high school anyway, so she just helped her mother grow food.
One day, when Bob came to visit, he noticed Lupe. He first noticed her breasts, which unrestricted by a bra (her mother couldn't afford one), were swinging as she moved off the bed. He thought she was quite pretty, even though she was wearing such old clothes and had no make-up. She was at least clean.
After inquiring about her age, he told Lucille that he needed a maid in his big house, and that she should send Lupe to work for him. He would bring her monthly salary to Lucille each month to help support the family. That was acceptable to Lucille, and Lupe packed her few things to take to the big house.
Lupe and Bob walked down the path to where he had his motorbike parked. There was only foot access to the nipa hut, so he always walked the last half-kilometer. Bob got on the motorbike and motioned for Lupe to get on behind him. He told her to hold on to his waist tight, since the path was rough in places. There were some bumps where she had to hold on extra tight, but they made it to the big house in about twenty minutes.
Bob showed Lupe around the house. Her room was basically a closet off of the master bedroom. Bob's wife had died several years before, and he had not remarried. He had several staff members living either in the big house or in small buildings near it. He had three live-in maids including Lupe. One of his previous maids had recently quit to get married, leaving a vacancy for Lupe.
The other two maids took care of the kitchen and the rest of the house. Lupe's job would be to make Bob's bedroom comfortable for him. She wasn't really sure what that meant, but she had little choice anyway. Her mom told her to do this for the family. She would do whatever Bob told her to do. Her mother had told her to never say, "No," to Bob, so she wouldn't.
The other maids giggled when she was introduced to them. They weren't much older than her, and both of them bowed to Bob when he entered the kitchen. Bob instructed Lupe to ask Isabelle and Chloe for help, if there was anything she didn't know how to do or couldn't do by herself. Of course, both girls knew what Lupe's job would be because both of them had started in the same position.
Bob had men working for him as well, but none of them lived in the big house. All of Bob's men were married to Bob's former maids. The men's wives still did odd jobs (like laundry) in the big house, but for the most part, they just took care of their husbands and families. Bob introduced Lupe to his men and their wives. All of the women smiled when she was introduced. She thought that this was a very friendly place to work. In reality, they smiled because they all knew what her real job would be.
Once the tour was finished, Bob went out to the fields, and he told Lupe to go to his bedroom and have Isabelle tell her what to do. Lupe went into the house and found Isabelle. Isabelle smiled and took Lupe to Bob's bedroom. First, she showed her the shower and how it worked. She told Lupe that Bob liked women to be clean at all times. Even though Bob no longer had a wife, he still needed to have a woman in his bed every night. For the foreseeable future, that woman would normally be Lupe. Isabelle asked her if she understood what that meant.
Lupe may have been uneducated, but she knew what men and women did in bed (or at least she thought she did). "Yes," she replied. "I think I do."
"Good," said Isabelle. "Have you ever slept with a man before?"
"No," Lupe replied.
"That's OK," Isabelle said. "I was a virgin the first time I slept with Bob too. It might hurt a little the first time, but Bob will try to get you ready before sticking his cock into you, so it shouldn't hurt too much. Don't worry about any pain though. You will barely remember it afterwards. After he first puts his cock into your pussy, it should be all pleasure for you from then on."
