Assistant and Boss

I accepted a position as a personal assistant to the Owner and CEO of a large privately held corporation. Mr. Ryan is demanding, controlling and downright hot! He is about 7 years my senior and from the moment I laid eyes on him I was hooked. He is 6’4, brown hair, piercing blue eyes, strong features and in amazing shape for his age. I am 5’4, petite with curves in all the right places. Like Mr. Ryan I work out a lot and I am certain this was one of the reasons he hired me. I’ve never done this type of work before, however with my age and business experience Mr. Ryan felt I deserved a chance.

About Mr. Ryan: He is 57 years old and built his consulting firm from the ground up. His net profits are in the millions because of the affluent clientele he has managed to keep. He is powerful in his industry, controlling with his staff and runs a VERY tight ship. He divorced his wife about 2 years prior to me joining the company and had no one new in his life since. I wondered why, why a man who is successful and handsome could possibly be single, but he is.

He and I began to work closely on various projects from day one. It was very evident there was amazing chemistry between us but I know it’s not a good idea to get my meat where I get my milk. Mr. Ryan paid me very well and expected a lot out of me in return. Mr. Ryan came into my office one afternoon and asked if I could stay late the following evening. He had a big presentation with one of his biggest clients and wanted my assistance. He went onto to say it would be best to work after hours so there are no distractions. I agreed this was a great idea. He asked me to have dinner delivered as we could possibly be working late into the night.

The following morning all I could think about was being alone with him, after hours in his sprawling office. I fantasized about making mad passionate love to him on his desk, the large table and in front of the window that overlooks Lake Michigan.

“Stop it” I said to myself. “This is not going to happen.” “He is your boss and you’re not going to go there!” Needless to say, I slipped on my sexiest lingerie, a tight fitting skirt, a button down blouse that could either show my cleavage or not. Feeling sexy was important to me regardless of the outcome.

I arrived at the office and there was a different air between us. Mr. Ryan rarely smiled at the staff; he is a very serious man. This morning however he was and I wondered if he was thinking the same thing as I was. He was usually careful with his compliments, however this morning he said

“You look beautiful this morning Ms. Grace.” “Thank you” Mr. Ryan I said. Grace is my first name and he has never refereed to me in that manner, it was a huge turn on. I felt so sexy and sensual.

The last of the staff left and our dinner was delivered. I set everything up at the table in his office and he surprised me with a nice bottle of red wine. Yes we were working, however it was after hours and a couple of glasses wouldn’t hurt. During dinner we made small talk. Mr. Ryan drilled me about my life and why a beautiful girl like me is still single. I really didn’t want to go there so I changed the subject to him and his life. I learned he was taken to the cleaners by his ex-wife and was the reason he doesn’t date.

“Bend over Ms. Grace you need a spanking.” He said

“Oh Mr. Ryan please, no, please don’t spank me, I promise to be a good girl.” I said

“Ms. Grace, bend over you’re getting a spanking.” He said

Bent over his desk I was in heaven, I wanted it so badly and hoped he wasn’t too rough with me. As his hands landed on my tight ass I felt my pussy pulsating. With every slap I wanted more and he was gentle in nature. With each slap on my ass his finger was working on my pussy which was dripping wet!

“Ms. Grace, get on your knees and suck my cock.” He said “Yes Sir Mr. Ryan” I said.

His cock was big and beautiful and I couldn’t wait to have it in my mouth. I love sucking cock I said to him. He placed his hand on the back of my head almost forcing his cock into my mouth. He loved it; he loved how I sucked his cock and said

“Ms. Grace, you suck cock well, now let’s see how you fuck.” I couldn’t believe what I was hearing. Mr. Ryan is so conservative and reserved I wondered where this was coming from.

I suggested that we get started on our work and he agreed. I set up the lap top and went to work while he dictated to me what he needed/wanted. It took us about an hour, he was pacing and I was typing away. Without him noticing, I had unbuttoned a couple of my top buttons exposing my cleavage and beautiful bra. I asked him to have a seat and review where we were at. I navigated him through the presentation making sure he could see down my blouse. I could tell he was distracted but wasn’t sure if it was me or the wine.

Suddenly he turned to me and said:

“Ms. Grace, you know that you are distracting me with that beautiful cleavage.” “And you’re out of dress code Ms. Grace. He said.

I said “I am sorry Mr. Ryan sir.”

“Don’t be, I like it.” He said “I have liked you since you walked into my office Ms. Grace.” He said

“Oh Mr. Ryan sir, I am flattered but, you’re my boss and well I don’t think that is a good idea.” I said

“What’s not a good idea Ms. Grace?” “This?” as he ripped open my blouse exposing my tits and toned body.

“Mr. Ryan, yes this, I don’t think this is a good idea” I said

“Ms. Grace, I think it’s a fantastic idea!” he said

“But Mr. Ryan you’re my boss and I don’t dip my pen in company ink.” I said

“Ms Grace, I want you, I have wanted you since I laid eyes on you and I get what I want.” He said

He removed my bra and started sucking my tits like no man has. I threw my head back and yelled out “OH MY GOD that feels so good.” Hi hands moved to the hem of my skirt, I could feel him pulling it higher and higher. I though oh know he will know I didn’t wear panties to work. My skirt is now around my waist, his hands are on my tight ass, his lips working my nipples.

“Ms. Grace, you don’t have any panties on what a naughty girl.” He said

“No Mr. Ryan, I was in such a hurry this morning that I forgot them.” I said

“Well Ms. Grace, you know what happens to naughty girls don’t you.” He said

“No sir Mr. Ryan I don’t. I said

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