Bareback Risk

by

Caution: This Sex Story contains strong sexual content, including Ma/Fa, Heterosexual, Slow, .

Desc: Sex Story: Small town girl, Ana Lancer, downplayed her looks, dressed plainly, and studied hard. She needed two more semesters to accomplish her goal of a degree and the best job available, without accumulating college debt. She signed a contract four years ago and now, Reece Winters will decide if Ana receives the scholarship funds she needs. What other provisions of the agreement will he use to get what he wants? How far would she go to comply with his demands?

"No sir, not a permanent job, just for the summer."

"Okay Ana, but that means you won't get a good shift. I'll have to put you on nights, from eleven to seven."

"That's alright, Rick. I can't be too particular. I just need to earn some spending money for college. You know, for whatever my scholarship doesn't cover. That is, if I can get the scholarship to cover my final semesters. I'd do almost anything to avoid student loans."

"I'll try to put you on for the dinner hours anytime I need extra help," Rich explained. "That may give you a little more tips than truckers and drunks pay. It's gonna mean you'd have to do that as extra hours. Can you work that many hours in one day?"

"Sure, four hours for dinner, plus my eight, with an hour or two off in between? Yeah, I can do that as long as it's not every day," Ana agreed. "I don't have any other demands on my time. Mom doesn't need me to help her."

"What?" Rick asked. "No boyfriend?"

When Ana shook her head, Rick smiled and asked, "Pretty girl like you and there's no boyfriend? What's wrong with guys these days?" Rick winked at Ana. It was only in jest when he asked, "Are you interested in an older man?"

Ana laughed, she had known Rick too long to take him seriously. "Not in this town. The ladies of the Garden Club would run me out of town." She started to leave Rick's office and turned back to ask him, "If you lose a dinner waitress, can I have the earlier spot?"

Rick nodded, "Yeah, but don't hold your breath. Everyone who's on that shift has been here a long time."

"Yeah, I know, but it never hurts to ask." Ana waved and told the restaurant owner, "I'll be here early for someone to show me around. See ya later."

It wasn't the first time Ana had worked as a waitress. She was fortunate there was an opening at Town & Country Restaurant. However, it was the first time she would work as a waitress in her hometown. If she had stayed in the larger college town, she might have found a job as an intern with one of the larger companies she was hoping may hire her after college. However, her mother had convinced her to come home for the summer so she would be in town during the month before her brother's wedding, particularly because Ana was a bridesmaid. Her brother was engaged to marry the only child of one of the small town's leading citizens. Parties and receptions leading up to the wedding would be the most important social events of the summer.

Ana was easy to get along with and worked well with the other people at the restaurant. By the end of the third day, she could handle her shift by herself, partly because the large dining room was unused on weeknights. One dinner waitress worked half of the late shift on weekends. That left only the stools along the front counter, six booths, and the small semi-private dining room, complete with tablecloth and cloth napkins. The door to the smaller room was open after midnight, but few people chose to use the room during Ana's shift.

The cook for the night shift, an older woman Ana had known most of her life, was easy to work with. Betty Dennis would give Ana a ride to or from work if her mom couldn't take her across town. The older woman lived two blocks from Ana and preferred the night shift because her husband was disabled. It was easier for her to help him during the day and still get enough sleep.

Other than an occasional truck driver, most of the customers Ana served were regulars, few of whom wanted a menu. Betty could almost start cooking their burger, chicken fried steak, or bacon and eggs, when she saw them walk in the door. A few of them even called out their order before they found a stool at the counter or slid into one of the cushioned booths, calling Betty by name and saying how they wanted their eggs done.

To reach the small semi-private dining room, a customer walked in the front door and turned to the right. If the counter was busy and the booths were full, a customer might be in the dining room for a short time before a waitress thought to look in the small room with five widely spaced tables. The room was used for small meetings or special dinners for a large family and had extra tables folded against one wall to accommodate up to fifty diners in close quarters, such as a local club would use for their regular meetings. When Rick gave Ana a walk through the restaurant, he told her about the light switch inside the door.

Most of the customers who used the small dining room turned the light on when they walked inside. These were business people who wanted a private meal where their fellow citizens would not interrupt them. People who desired to have a meal and a conversation that would not be overheard, or a gentleman seeking a quiet place for a romantic dinner also sought out the room. One or two waitresses worked the meal for larger gatherings or club meetings.

It was a rare occasion when the semi-private dining room had a customer during the late shift. Ana was surprised to look up and see the room lit by soft lighting, around the top edge of the walls. It was almost one o'clock in the morning, on a slow night. In fact, the booths were empty and there were only two men at the counter, both of whom had just finished their meal and were paying their tickets when Ana saw the lights on.

Although it was no longer common to provide a diner with a glass of water, people in the small dining room received a little better service that a casual diner could expect. When Ana walked by the open door she saw one man, a very large man, probably in his mid-to-late thirties, sitting with his back to the interior wall. He was wearing dress slacks and a stiffly starched dark green shirt. She placed a glass of ice and water on the table in front of him and offered him a menu.

Without taking the menu, the man asked, "Did Webb and Eli leave?"

Ana knew, or had already learned the names of the regulars and knew the men to whom he referred were the two who were just then driving out of the parking lot. In her quiet voice, Ana answered, "Yes sir. What would you like to drink?"

Waving off her second offer of a menu, the man replied, "Tell Betty to fix Reece a steak and bring you and me a cup of coffee."

"I beg your pardon?"

"You don't have any customers and I don't like to eat alone. If you don't actually hate me already, maybe you'll sit with me a few minutes and smile occasionally so I can have a little company. Can you do that darlin'?"

It didn't really seem too unusual, what he was asking her to do. After all, this time of the evening saw few people coming in to the restaurant. It was just easier to remain open the two or three hours between the very late and the very early eaters. Shutting down the kitchen was a lot more work and expense than paying a cook to be in the kitchen during those few slack hours. Betty had an old chair and a footstool in one corner and often had a light snooze at that time of the night. On preceding nights, Ana had fixed at least one quick burger and a simple bacon, egg, and toast meal for single diners after telling Betty to keep her feet up for a little longer.

However, Ana was startled to return to the dining room and see the tall man holding her chair for her as she placed their filled cups with saucers on the table.

After seeing Ana seated and resuming his seat, the imposing man took a sip of his coffee, "You make good coffee, Ana."

With her cup halfway to her mouth, Ana looked at the man, startled that he knew her name.

"It is Ana isn't it? One 'n' in the middle Ana?"

"Yes, sir. I'm sorry, I don't believe I know who you are," Ana replied, replacing her cup in the saucer and searching her memory. The town was small enough for her to know, at least by name, if not by sight, most of the restaurant's customers and more than three-fourths of anyone she might see in town on any given day.

"I don't suppose there's any particular reason you should know who I am. But I know you. By the way, I'm Reece Winters." He looked at her for a moment before continuing, "Let's see, Ana Lancer, Class Valedictorian four years ago. You beat Lloyd Bishop by point oh one and you managed to beat Hiram Langelier's little darling daughter, Susan, by point oh three points. Pretty big risk you took asking your teachers for extra credit assignments." He paused a moment to make sure he had her attention. "I wonder how big a risk taker you really are?" His words were a reminder of Ana's last two years in high school and the final question was a challenge, if she had ever heard one.

"I'm sorry, Mister Winters, I don't know what you're asking."

Reece Winters leaned against the back of his chair, cocked his head to one side, and looked at Ana through dark smoky gray eyes, "Mister Winters is my grandfather. You will call me Reece." It did not sound like a request, it sounded like a command. Ana didn't need any more information. The Winters's family was big, big men, big business, big money, and big reputations. The oldest, Mister Howard Winters, a notorious womanizer, was a widower of many years. The middle Winters's man, Richland, also single, was often thought to challenge his father's womanizing reputation. Following a spectacular divorce when the man accused his second wife of adultery and won, she left town with a very small, almost insulting, divorce settlement. Ana did not know the marital status of this Reece Winters, not that it seemed to matter, but he was not wearing a wedding ring.

.... There is more of this story ...

The source of this story is Storiesonline

For the rest of this story you need to be logged in: Log In or Register for a Free account

Story tagged with:
Ma/Fa / Heterosexual / Slow /