DRIVING LESSONS WITH BENEFITS
Monica Sanderson grew up in a broken home. Her Dad walked on the family when she was very young. Her mother worked two jobs to make ends meet, and she grew up with poor self-esteem, always blaming herself for her Dad leaving.
Over many years, she worked on herself and realized it was not her fault, but she never had a strong male authority figure in her life. She married Walter Smith, a very nice man who treated her well, but was not dominant or authoritative in any way.
Now, in her late twenties, she needed to learn to drive because Walter had been in an accident at work and would be off for several months recovering. He always did the driving as her job was just a few blocks away from their house so she could walk.
In her teens she had tried to get her license and failed miserably and got made fun of by the instructor. That scarred her and she never wanted to drive again. So Walter recommended an elite driving school, owned and operated by Max Harlon. His reputation was excellent, and he had helped many drivers earn their licenses on the first try.
Although quite shy and a little naïve still, Monica was a radiant beauty. She was 5'8", had an hourglass figure, with big brown eyes and long brown hair. She normally dressed quite modestly but did have some sexy clothing for special occasions, but they were more of dream occasions rather than real ones. One thing her husband did love was a smooth pussy, so she always kept it shaved for him, which encouraged him to perform oral sex on her regularly.
So now, facing the challenge of going to driving school, and getting her license at her age was terrifying. She never thought she would have to, but here she was, for her first lesson, outside the door of Max' driving school, about to knock. She wore a pair of jeans and a nice blouse, and it was a rather chilly Spring day.
She felt butterflies in her stomach and took a deep breath as she knocked.
"Hello, you must be Monica?" Max said as he opened the door and shook her hand. He was very tall, over 6', probably in his late 40's, and quite a handsome man she thought.
"Oh, um yes, Monica Sanderson, nice to meet you," she said sheepishly and shook his strong hand.
"Max Harlon, Monica, do come in," and he led her into his office. They made small talk for a few minutes and then he said,
"Well, shall we get started with your first lesson?"
"Um, yes, I guess it's time for that," she replied nervously. He took her hand in his.
"Monica, I know you're nervous, and you've shared your history around driving and I totally understand. I promise you, if you listen to me and do what I say, I will make you into a great driver. It's one step at a time, one lesson at a time, but if you trust me, you will do great, ok?" he tried to sound reassuring.
She nodded, "Yes Max, thank you, I will do my best."
"Good, promise me you will do what I say and trust my process," he instructed.
"Yes Max, I promise to trust you and to follow your process," she replied back.
"Good, then you will do just fine. Come, let's go," and he held her hand in his, which she found kind of odd, but didn't question him, as he led her outside and to the back parking lot where his car was waiting.
"Hop in," he said, opening the driver's door for her. She hopped in and he went around and got in the passenger side.
"Now Monica, I know you've passed your written test, so you understand the rules of the road and the road signs, and that's great. But the practical lessons are far more important. Listen carefully," he said and for several minutes talked about the car and all the controls and made sure she knew what they all were for and how to work them.
He had her drive very slowly around the parking lot for a while, just to get comfortable and build some confidence. On this Saturday morning it was empty so really quite safe.
As the lesson was ending, he felt they had built enough rapport to push the boundaries somewhat.
"Monica, you've done very well today for your first lesson. I'm quite proud of you," he said and patted her knee.
"Thank you Max, you are such a good teacher. I feel so confident and I actually drove the car!" she replied, smiling from ear to ear.
"Yes, you did great," he said, facing her and brushing her hair off of her face. We will meet again on Monday, right?"
"Yes, at 2:00 pm. I have it on my calendar," she replied.
"Good, and Monica, one point of correction for today. I noticed you were a little slow moving from the brake to the gas, and vice versa. We will work on that, but it needs to be a little faster. I think maybe, these tight jeans were part of the problem," he said, touching her leg. He saw the look of concern on her face.
"It's ok, you didn't know. But for Monday, and all lessons after that, until you are an expert at going from gas to brake, I recommend you wear a mini skirt for your lessons with me. Do you own a mini skirt?"
"Oh, um, well yes I do, but is that really necessary?" she didn't wear mini skirts very often, and didn't like exposing herself like that.
"It is Monica. It will give your legs greater mobility for opening and moving back and forth between the pedals. It's safer, better for you, and it will be easier to drive. And don't worry about feeling exposed or anything. It's not about that. You can wear whatever panties you wish. Ok?" he said.
She felt very embarrassed and humiliated and blushed deeply when she heard him refer to her being exposed and him referencing her panties. "Um, yes, Max, ok, if you recommend it I will do it, I trust you," she said smiling.
"Good, I'm glad. I know what I'm doing, so it's good you trust me. The mini skirt should be as short as possible. The shorter the better, giving your legs fully mobility. And, no stockings either. Understand?" He spoke quite sternly at the end.
She nodded, and blushed, thinking of herself in a short skirt with bare legs.
"Um, yes Max, I understand. I'm not sure how short my shortest skirt is, I don't wear them that often, but I will see what I have," she replied sheepishly.
"Good, just whatever you have is fine," he reassured her. "See you Monday," and he shook her hand and they exited the car and she hopped on the bus to go home, worried about wearing a short mini skirt with bare legs. She didn't understand why she couldn't wear stockings or leggings, but she didn't want to ask him.
Monday came quickly, and she showered and shaved her legs smooth. She got her husband his lunch, as he was still in a wheelchair, and then headed into her closet. She found an old mini skirt he had bought her when the first got married, and she had forgotten all about it. She put it on and it was indeed very short. Only about six inches below her waist. She felt like a harlot wearing it, but remembered Max's instructions about the shortest one she had. She did not want to upset him and so she left it on. She looked for an appropriate pair of panties to wear under it. She had a few thongs, but would never wear one of those under this skirt. She found a nice bikini style panty that she liked so she put it on under her skirt.
She took a deep breath and knew Walter would never approve, and would ask a thousand questions, so she put on a pair of sweatpants over top so he wouldn't notice. She didn't feel she was being deceitful, just avoiding unnecessary questions. Besides, it wasn't like she was cheating on him, this was just for driving lessons.
She kissed him goodbye and headed out the door, heading to her 2
nd
lesson. She stopped on the way and used a washroom to remove her sweatpants and put them into her bag. She really felt quite exposed and slutty with this short mini skirt on and bare legs. In the last block or so walk to Max's office, she noticed many men doing a double take on her or smiling as she walked by. She felt, well, something she hadn't felt in a long time, rather sexy. It made her feel good but she felt like it was wrong also.
She knocked on Max's door and he answered.
"Hello again Monica," and this time he hugged her tight. She hugged him back.
"Well, I see you wore a mini skirt like I requested, and it's a very short one. Good, that will be perfect for our lesson today," he said.
"Thank you Max," she replied. "Yes, it feels a little weird but I want to be able to have the best mobility in my legs like you said. Max smiled, happy that she believed his lie.
"Good, and no stockings as well," he said as he put his arm on her back and guided her outside as they walked to his car. "You really have very nice legs Monica. I hope you don't mind me saying so."
She blushed, and felt already that she was cheating on Walter. She wasn't sure what to say but didn't think Max would be commenting on her body. She wanted to be polite and not upset him, but she wasn't sure if he should be saying that.
"Um, thank you," she said quietly.
He ushered her into the driver's seat and headed to his side around the car. Once inside he started reviewing lessons from the last time, and then they headed out onto the road for a drive. For about 30 minutes she drove and he directed her and praised her along the way. Then they headed back to the parking lot.
Max put his hand on Monica's bare leg, just above her knee.
"Monica, you are doing very well so far. I'm very proud of you and you should be of yourself. You have good basic skills for driving," he said.
She smiled ear to ear, amazed that she could actually drive.
