The Driver

It was a small town with not much to do. If you have a license and a car, you could drive the 20 miles to the city. Otherwise, it was waiting for a bus that ran every two hours until 10:00 pm. I had a license, but no car. My life was pretty dull until I met and started working for Ms. Cummings.

Ms. Cummings was new to the neighborhood and caught my attention one Saturday morning as I was walking by her house.

She waved and yelled, “Hey, you. How would you like a job?”

My ears perked up. A job equals money, and money, eventually, equals a car.”

“Yeah, sure. You need your lawn mowed?”

I stood on the sidewalk as Ms. Cummings came over to her picket fence and said. “You look old enough to drive. Do you have a license?”

My hopes died right there, “I have a license, but I don’t have a car. Sorry, but if you need your lawn mowed? I would be happy to do it.”

“I don’t need my lawn mowed this week. Right now, I need someone to drive me. I have a car, but I don’t have a license.”

“Where would I have to drive you?”

“To and from work. Shopping. I like to go out on Friday or Saturday night, pretty much whenever I need you. How old are you?

“Eighteen.”

“You look older. You don’t have summer school or anything that would prevent you from being available when I need you? I can pay you very well for your time.”

“I’m free all summer. When do I start?” I couldn’t think of a better way to make money. So what if I had to go where she told me to go. I was going to get to drive.

“How about right now? I need to get to the grocery store.”

“Okay.”

“I’m Sara Cummings, and you are?”

“Roger Barber.”

“May I see your license?”

I took out my wallet and showed her my license.

“Looks real to me.” Ms. Cummings reached into her purse and tossed me a key fob. “Bring the car around. I’ll be right back.”

It took me a few seconds to figure out that the key fob also opened the garage doors. When I opened the garage, a black four-door BMW i5 Sedan stared back at me. I got in, put my foot on the brake and pressed the start button. I smiled as I heard the engine come to life. I backed out of the garage and waited in the driveway.

Ms. Cummings came out and sat in the front seat.

I smiled and said, “Seat belts.”

“Spoilsport.”

I backed out of the driveway and headed for the Safeway Supermarket, “I’m surprised you don’t drive. This is one great car.”

“Oh, I drive when I can. But I like to go out on weekends, and I often drink when socializing. I was a touch over the legal limit, and they suspended my license for three months. Damn, inconvenient at times.”

Outside of my nervousness, as the woman watched my every move, the shopping trip seemed to go well. I didn’t scratch or dent the car or break any laws.

I parked in the garage, opened the trunk, and helped Ms. Cummings bring in the groceries.

I set the last bag on the counter when she said, “I feel comfortable with your driving. The job is yours if you want it. Would $500 a week be okay?”

“$500! Hell yeah, I want the job.”

“Okay, you start on Monday. Have the car ready at 7:15 to take me to work.

Monday through Friday was a breeze. I drove her into the city for work in the morning, came home and had the day to myself until I drove back to the city and picked her up at 5:15, occasionally stopping for an errand—a total of two, or two and a half hours a day. On Fridays, she would call to let me know if she had an after-work thing and what time to pick her up. Saturdays were the busiest. Around 9:00, I would drive her to do her weekly errands. If she wanted to go out on Saturday night, I would pick her up at her house at 7:30 and drive her into the city to attend an event or a nightclub. On Saturday night, I had to sit tight and wait for her call after I dropped her off. I never knew what time she would need me to take her home. She usually called sometime between 10:00 and midnight.

It was my fourth week of driving, and it was late Saturday night when Ms. Cummings called to have me pick her up at the nightclub. She had definitely had a few. The guy she was with was leaning on her and seemed in worse shape. Seeing how heavily he was leaning on Ms. Cummings, I got out to help her get him to the car. I opened the back door to help her get the guy in the car and belted in. She got in the back seat with him, “My place, Roger.” I was surprised she was bringing this guy home with her.

I started the car and headed back to her place. When I stopped in her driveway, I thumbed the key fob to open the garage door and drove in. I turned and said, “Your home, Ms. Cummings.” She had her head in the guy’s lap, sucking on his flaccid cock. The guy’s mouth dropped open, he mumbled something unintelligible, and started snoring.

“I think he passed out, Ms. Cummings. Let me help you into the house.” I got out, went around and opened her door. She took my hand. Once she was standing, she put a hand on my shoulder, and I put an arm around her waist. I could smell the alcohol on her breath.

I had just gotten her safely into the house when she said, “Can you help me up the stairs, Roger? I don’t feel too steady at the moment.” She took off her heels and held them in her hand.

I helped her up the stairs and into her bedroom. When she dropped her shoes and sat on the bed, I asked, “Are you going to be alright, Ms. Cummings?”

“I’ll be fine once I get these clothes off and get into bed.”

“Should I bring your friend up?”

“What for? He can’t even get it up.” Ms. Cummings stood up and turned her back to me, “I need you to unzip me.”

The zipper went from the back of her neck down to her butt. I unzipped her halfway. She stood still as if waiting for me to do more. I unzipped her all the way. The top of her dark blue form-fitting dress fell forward and down her arms. I didn’t see a bra strap. Ms. Cummings turned around. The only thing covering her from the waist up was a gold Byzantine necklace. Her breasts were full, with brown areola the size of a quarter. Her nipples were pink. I had no idea why I was still here.

“I know you saw what I was doing with Harry. Or trying to do anyway.”

“Yeah, I’m sorry. I didn’t mean to look.”

“Don’t be. I’m the one who put myself in that position.” Ms. Cummings pushed the dress over her hips and stepped out of it. She stood before me, barefoot, in black bikini panties. She was a very attractive woman in her late thirties who could tempt any man. Ms. Cummings put her hand in her panties and touched herself as she walked toward me. She touched my cheek, got on her tiptoes and kissed me. She went back onto her heels, “You’re an awfully good-looking boy, and I like you, Roger. We could become very good friends. You wouldn’t be so impolite as to fall asleep on me, would you?”

“No, Ma’am.”

Ms. Cummings went to her knees before I could stop her and looked up at me. “Give it to me, Roger. I’ll do you right here. Don’t be shy. I love giving head before I fuck.”

She was more than tipsy, maybe even a bit drunk, but she was my employer, and I liked my job.

“I guess I should be going. Let me help you up and get you to bed.”

“Men, I can never figure them out.” Ms. Cummings let me help her up. I led her over to the bed, pulled back the covers, and helped her in. She laid down, rolled onto her side, facing me, and said, “Spoilsport.” Her eyes closed, and she fell asleep. I covered her up and turned off the light.

The following morning, I got a call from Ms. Cummings. I looked at my watch. It wasn’t even 8:30 yet.

“Good morning, Roger. I need you to come over and drive Harry home.”

I walked over to Ms. Cummings and rang the bell. Ms. Cummings answered the door in her robe, “I’m sorry for how I acted last night. You were a perfect gentleman. Not many left these days.”

“It’s okay, as long as you’re all right. Is Harry ready to go?”

Ms. Cummings smiled, “I’m sure he is. He’s waiting for you in the car.” She handed me a piece of paper with an address written on it.

I checked on Harry. He was still snoring in the backseat with his pants unzipped and his cock hanging out. I would be damn if I were going to fix it for him. I was thankful he hadn’t puked in the car. I entered the address Ms. Cummings gave me into the GPS and took Harry home. Halfway to the city, Harry woke up, “Jesus, is it morning already?”

“Yes, sir. I’ll have you home in about twenty minutes.” Harry managed to put himself back together and even tipped me $20.

The following two weeks went by without incident, and I had money in the bank. It was a Saturday night, and I had taken Ms. Cummings into the city for her night out. It was almost 11:00 when my cell phone buzzed. It was Ms. Cummings. I started the car, drove around the block and parked in front of the Galleria. She came out on a man’s arm. I was pleased to see they didn’t look drunk. I got out and held the door open for them. They got in unassisted. There was a lot of traffic, so I had to pay attention to my driving, but I could hear them talking in the back seat.

“It was so good to run into you tonight, Paul. I didn’t even know you were back in town.”

“I had to meet with some people for business.”

“Not about your marketing campaign, I hope.”

“You’re not the only game in town, Sara?”

“Oh, now you’re making me feel bad. You know I can offer you a better deal. In and out of the office. Give me a kiss.”

I could hear them making out and the sound of a zipper coming down.

“Now you’re talking my language, Sara.”

After the incident with Harry, I wasn’t that surprised that Ms. Cummings would have sex while I drove. There seemed to be a lot of kissing and heavy breathing for the last leg of the drive to Ms. Cummings’. I parked in the driveway instead of the garage; I thought she might want me to drive the guy home. I turned in my seat and saw the man sitting with his arm across the back of the seat, looking very relaxed as Ms. Cummings sucked his hard cock.

“Hey, Bud, what are you looking at?”

“Sorry, sir. We’re home, Ms. Cummings.” Ms. Cummings sat up, giving me a good look at her exposed breasts. She straightened the front of her gown that had slipped down as if unconcerned that her hired help was getting a look.

“Behave, Paul. Don’t mind, Roger. He has been driving for me for some time now. He’s used to my antics. Aren’t you, Roger?’

“Yes, ma’am. Should I drive your friend home in the morning?

“No, I don’t think so. Mr. James will not be staying overnight.”

Will you need the car tomorrow?”

“Yes, around 2:00.” I got out of the car, went around and opened the door for Ms. Cummings. I helped her out. Her date got out, and they went into the house. I parked the car in the garage and walked home.

At exactly 2:00 the following day, Ms. Cummings came out. I held the car door for her. She sat in the passenger seat. When I got in the driver’s seat, she leaned over and kissed me. “Sorry about last night, Roger. Paul is a client that I needed to win over. His account will mean a lot to our firm and one hell of a bonus for me when I land him.”

As I backed out of the driveway, Ms. Cummings said, “Paul took an Uber a couple of hours after you dropped us off. I think he was satisfied with my performance.” Then Ms. Cummings chuckled, “It’s too bad he’s married. I know I was very satisfied.”

I wouldn’t have said anything about last night, but she brought it up, so I asked, “What do you do for work?”

“Advertising account manager.”

“Do you take a lot of clients home?” I knew I was prying, but she answered anyway.

“Only the ones that need a little extra incentive to sigh with me.”

I thought it was time to change the subject, “Where to today, Ms. Cummings?”

“Oh, for Christ’s sake, call me Sara when no one else is around. You have seen my tits and watched me seduce two guys. If I remember right, I even offered to suck you off.”

I laughed, “Yes, you did, Sara ... Safeway?”

“Yes, and the pharmacy.”

Sara had gone out with her work friends on Friday night when my relationship with my employer changed. I got the call a little after 7:30 that she would be ready to go home in about half an hour. I drove to the city and double-parked in front of the nightclub. I called her phone to let her know I had arrived. She came out of the club alone and got in the car, “I think I might have overdone it again. Take me home, please.” She seemed content to sit quietly in the passenger seat for the entire drive home.

I parked in the driveway, went around and opened the passenger car door. She held her hand out for me to help her out of the car. I took her hand as she swung her legs out and started to stand. I put an arm around her back to assist her, “Thank you, Roger. I think the alcohol is starting to hit me. I feel a bit woozy. Help me up to my bedroom so I don’t break my neck on the stairs.” She unlocked the front door, and we went in.

I put on the lights. Ms. Cummings put her purse on a side table and took a deep breath, and let it out, “Okay, I’m ready, let’s climb those damn stairs.”

When we got to the bedroom, she turned her back to me, “Unzip me, Roger,”

This was something I had done for her before when she overdid it. I unzipped her, and she let the top fall like she had done that other time. This dress didn’t fit as tightly, and she was wearing a bra. A very sexy bra showing a lot of cleavage.

I was about to pull back the covers on her bed when she grabbed my arm. I turned to face her, and she kissed me, “You’re a very handsome young man, Roger.” Her dress fell to the floor, revealing light blue bikini panties that matched her bra. She kissed me again, “Stay with me, Roger.”

“I don’t think that’s a good idea, Sara.”

“It’s a very good idea.” She reached behind her back and undid her bra, let it slide down her arm and tossed it onto the bed. She stepped out of the dress and picked it up. She straightened it out and laid it over the back of a chair. She turned to me, “Oh, look, Roger, you’re still here.”

“Yeah, I guess I am,” As I’ve said before, she is very attractive and damn sexy.

“Well, are you going to join me or just watch me play with myself?” Sara put her hand in her panties and touched herself very suggestively. I had an instant hard-on.

“Your turn, Roger. Come on now. You know you want to, and I sure do. I don’t see the problem.” Sara took her hand out of her panties, put it behind my neck and kissed me. I put my arms around her and pulled her nearly naked body against me. She had both arms around my neck as we kissed, and my hand slipped into the back of her panties and felt her firm butt.