(These are the further adventures of Dinah, a full time escort. While not presented in series form, to find out how she got started read 'Dinah Might')
In the 'Men Seeking Women' section of the sex classifieds I found the following: 'Wanted, upscale pretty girl between 20 and 35 for light secretarial work and occasional personal attention. Generous compensation, on call basis.'
On a hunch I texted the supplied number with a reply: 'I may be just what you're looking for. 25, gorgeous dirty blonde, can't type.'
He came back, 'Lol, sounds like an exciting possibility. Send pic?'
I sent a bikini shot. Nothing risqué but self explanatory.
'Oh my,' he texted, 'you're right about the gorgeous part, and the inability to type is a plus! When can you start? I'd like to have you all day Thursday if you're available. You know, regular secretarial hours, 9 to 5.'
He gave the address and spelled out the 'compensation' and it was substantial enough that I said yes. He was clever enough in the ad wording that I had no problem guessing what he wanted. I would be able to figure his financial worth by the time I got to the neighborhood. If it looked risky or felt weird I could always turn around and text him I had other plans.
For my first day at 'work' I picked out a plain white blouse and a very short black skirt that was so tight I'm surprised I still had any circulation to my legs. I pinned my hair up into a makeshift bun and put on the standard black 'fuck me' pumps. I left the blouse open a couple of buttons down to barely reveal the black lace bra I had on underneath. I topped the whole look off with a pair of thick framed glasses and a skinny tie.
It turned out to be a downtown address in a high rise condo building and going up the elevator I was headed right for the penthouse. There was definitely gold in them thar hills! On top of it, the elevator opened to the door of his apartment. He had buzzed me up so he was already standing with the door open when I stepped out of the elevator.
He was good looking, maybe in his early forties with salt and pepper hair and expensive clothes. I extended my hand, "Hi, I'm Miss Smith, your new secretary." He reciprocated with a big smile, took my hand, and "Hi, I'm Mr. Bennett, your new boss."
As he showed me around the apartment he said, "I've got the feeling I've hit the jackpot by hiring you. You're an exquisite woman. It's enough to make me terribly unconcerned about your lack of typing skills. However, you do have other skills I assume..."
"Oh yes," I said, "for instance let's say you were to drop an important paper on the floor." I grabbed a piece of paper off his desk. "Then I would go and retrieve the document for you," and, with my back to him I dropped the paper at my feet. Then I bent over slowly without bending my knees, keeping my sweet rear end upright and prominent, my black panties peeking out and I picked up the paper and handed it to him. "See?" I said teasingly.
"I think I'm going to be dropping a lot of things from now on," he said half laughing, half drooling. "Let me show you to your desk." He led me to a desk just adjacent to his and all that was on it was a telephone, a pad of paper and a pen. "While you're here you can answer my phone and take the occasional dictation. You do know how to take dictation, right?"
Sitting at my desk I said, "Sure I do, come over here and I'll show you." He came and stood in front of me, I swiveled in my chair until I was eye level to his pants, then I unzipped his fly, pulled his dick out and started sucking him until he got hard. Looking up I said, "This is what you mean by dictation, right?"
He could barely make a sentence and just nodded and I went back to sucking his dick and kept at it, taking as much of his shaft as I could handle. When I felt him get close to orgasm I pulled away and said in a sexy voice, "Is that enough dictation or is there more you want to give me?"
He smiled and said, "Ahhhh, ya, that will be all for now."
He zipped up his pants, went over to his desk and was actually making an effort to get something done but he kept looking over at me and I just kept my legs crossed and a naughty little smile on my face. He had written a note with the words I was to use when answering the phone, then I could take a message or, on his signal, turn it over to him.
I took a couple of phone calls and he was writing something on the word processor but he was so ridiculously distracted he couldn't focus on what he was doing. I'd glance over to him and he'd be staring at my legs. I kept mercilessly teasing him, slinking over to the water cooler and bending over to fill the cup. I drank a lot of water that day.
I thought, 'This is what you hired me for and after today you're never going to want another secretary. Hehe.' Once I caught him looking at my blouse so I subtly ran my hand over my breast pretending to adjust the blouse. I heard him breathing audibly. I was eating some crackers and deliberately got some crumbs on my skirt. I stood up to brush them off and kept going over my crotch so seductively he was about to fall out of his chair. He wanted to have my hot bod to lust after all day and I was determined to put on a relentless show.
