If I was going to finish college, I needed to work for a year and earn some money. Their card on the employment board said they were looking for a chauffeur. Most students took jobs in related fields to their studies.
I shaved, got a haircut, put on my suit and went for the interview.
His office was on the top floor of a downtown high rise. He was a bit taller than me, handsome, black hair with a rising tide of grey around his ears.
"You're resume' looks good, and you seem well spoken, Thomas. Let's go for a practical test."
"Yes Sir."
"Call me Arthur. Let's go."
We went down the elevator to the underground garage. Directly across from the elevator door was a big parking space with a sign over it. 'Reserved For Mr. Rosenfeld'.
There was a seventies vintage Shelby Mustang sitting there. A uniformed man appeared and opened the driver's door.
"Get in Thomas. This isn't the car you'll be driving of course. Turn right out of the garage."
Well, even if I didn't get the job I could brag that I once drove a real muscle car.
Two weeks later I got a call from Mr. Rosenfeld's secretary.
"I'd like to offer you the job. It includes room and board. Here's the hours and what it pays. How soon can you start, Thomas?"
"Anytime. The semester ended last week, and Friday I have to be out of the residence."
"Good, lets start right now. You can drive me home."
This time in his parking space was a Maybach limo. The only one I've ever seen in real life. The uniformed man, again magically appeared and opened the back door.
"Thank you Bill. Turn right and proceed to the 410 Thomas. It's programmed into the onboard nav. system under 'home' naturally."
The 'Bitch In The Box' led me to an area of rolling hills with stately well separated homes.
What nice people to work for. Arthur and his wife, Didi, insisted I address them by their first names, and although the job was theoretically 24/7 unless I was actually driving most of my time was my own. I soon settled into the routine. Drive Arthur to work at 0830, go back 'home', drive Didi if she wanted to go anyplace, then back downtown to pick up Arthur at 1730. Sometimes they would go out in the evening and I'd drive them.
One afternoon I drove Arthur to the general aviation terminal at the airport, then carried his bags to his private jet.
When I arrived back home Didi summoned me. She's as tall as Arthur. Very elegant. Shapely body. Ash blond and beautiful. Her age could be anywhere from forty to sixty. Today she was wearing a knee length yellow and grey wool skirt and a pastel yellow long sleeve pullover cashmere sweater, and cream flats.
She got into the back as I held the door. The partition was down. "Thomas, turn right out the drive. I'll show you where to go."
I realized we'd gone around to the other side of the concession when she directed me up a lane through a bush. It opened to a clearing.
"Thomas, come back here with me."
I sat beside her.
"Thomas, do you like working here?"
"Yes Mam."
"Didi. Can you be discreet?"
"Yes, of course."
"No girlfriend or boyfriend you'd be tempted to tell about your work here?"
"No ma- uh Didi. I'm not in any relationship. That's why the hours don't matter."
"Not even an internet relationship?"
"No,no, nothing like that."
"Actually, I know. Do you know we had you investigated?"
"Huh. Well, I guess that only makes sense."
"Thomas, do you find me attractive? Pretty?"
Before I could answer she leaned over and kissed my cheek. Then my lips. She looked me in the eyes as her hands unbuckled my belt and pulled down my zipper.
"I want you to enjoy working here, Thomas." She pulled my woodie out of my boxers.
"Pull down your pants Thomas."
She slid across, ducking to clear the low roof. She lifted the hem of her skirt. No undies. She was crouched with her back to me as she lowered herself onto my cock.
"Mm, Thomas. Such a big boy." She reached down and lifted my hands to her sweater.
I groped her breasts through the soft cashmere. She rolled her hips. It was so good. She picked up the pace. It had been so long. I couldn't hold on.
"Aaww."
"Sorry Didi, sorry."
"That's OK dear, lots of time to practice."
She handed me a handful of tissues. "Time to get back to the house, Thomas."
A few days later Didi said to bring her nineteen sixty nine red Mercury convertible with the white interior around. I wasn't sure if I was driving or she was going for a drive alone.
"You drive, Thomas, and put the top down. It's a beautiful day.
She was dressed a bit over the top. Like a sixties pinup girl or something. A pink knee length sundress with big white polka dots and a full skirt that flared out when a gust caught it. Her hair was wrapped in a red silk scarf that wrapped around her throat and tied with a little bow on her right shoulder. On her feet were pink open toe spike heels. Her sun glasses, earrings and necklace all matched. Wide pink plastic with rhinestones. The sunglasses were heart shaped with rose lenses. Her lipstick and nail polish were bright red. They matched the car. She sat in the front seat.
She directed me to a paved road that wound north around and over hills
and past farmland and forests.
"In the next village, let's find a coffee shop, or local diner."
Before we went inside she handed me a small pile of tens and twenties. "You should pay, Thomas." Everyone turned and gave a quick appraising look at Didi when we entered. We sat in an old fashion booth with red vinyl benches.
We had coffee and fresh cinnamon buns. We chatted. Didi was an easy person to talk with.
"Ever wonder about our last driver?"
"Huh? Actually I hadn't thought about it."
"He had a girlfriend. He talked to her, and she was not happy about the extra 'bonus' he was getting." Didi chuckled and so did I.