He was staying in a hotel across town. I had met him online and could not believe I was going to meet him face to face. I spilled my fantasies over instant messages for months before he was sent here on business. I chose a simple outfit for today, a black pleated skirt and white blouse, and underneath a black lace thong and matching bra. The inch high heels I wore clicked on the pavement of the parking lot. I shivered, wondering what I had gotten myself into. I started to walk back to the car and changed my mind, entering the lobby instead.
It was a nice place, not quite the Hilton but close as I had ever been. I walked down the perfumed hallway on the first floor. His room was at the end, and the rooms nearby were all vacant. He planned it that way. I knocked on the door, hesitating at first. He opened it slowly. I was in awe. He had not exaggerated. He stood in the dim light looking at me as I studied him. He was six feet tall and had a medium build. He wore his brown hair short, parted in the middle, with a little gel to hold it. I looked at his frame for several minutes.
His was clothed in a gray suit. It looked like it had been tailored to fit him. He was a little older than I was, which made a perfect authority figure. I finally looked up into his marble green eyes after a few moments. He looked back down at me, mirroring my own interest. I was flattered and blushed a little.
He did not speak, just ushered me into the lavish suite. I entered demurely. He walked over to the table and opened a bottle of champagne. “Welcome. I am glad you came,” he said, pouring two glasses of the effervescent liquid.
“My pleasure, um, what should I call you?”
He smiled slowly. “Well, you know my name, but you will call me Sir.”
“Yes Sir,” I replied meekly. I noticed that Beethoven’s Moonlight Sonata was playing in the background. I tried to recall if I had told him that it was one of my favorites as I sipped from the elegant glass.
He looked at me again, and I felt as though he could see my soul. His eyes narrowed. “Strip,” he commanded. I put down the glass and started to remove my shoes. He watched as I took them off slowly. I felt subconscious and shy. “Move with haste. I expect you to obey quickly.”
“Yes Sir,” I said, quickly removing each garment. I felt my skin tingle in the cool air as I stood there naked. He moved closer to me, sometimes lifting an arm or my hair as if he was examining me. He nodded and sipped from his glass. It felt like an eternity that I stood there in front of this commanding man. At last, he spoke again.
“Alright, now you know that you can back out. But I am not giving you a safe word or anything like that. If you think anything is going to be too much for you, redress and walk out the door. Otherwise, you have been teasing me too long over the internet. It is time I punish you for all the days you frustrated me.”
I gulped. Nervous tension filled my body. I was excited and scared, but intrigued. He grabbed a Victorian style chair and placed it in the center of the room when he realized I was not moving for the door. Then he walked over to me again, and grabbed the back of my neck roughly. The sudden movement through me off balance. He led me that way to the chair, which was only a few feet away, though it felt like more.
“Spread your legs to straddle the chair, and lean over the back of it as much as you can,” he barked.
I jumped to obey. I realized that the odd position was so I could not easily close my legs. We had talked about that before. I leaned over as much as I could but felt awkward. My breasts were smashed into the velvet back of the chair. I could feel the air hit my already moist cunt. I sighed in anticipation. I heard the tinkling of a belt buckle and knew what came next. There would be no warm up for me.
