I left my small suitcase in the rental car parked in the guest arrival section of the hotel when I entered to check in. I paused in the lobby to look around to see if anybody familiar might be waiting. I was nervous. Not from the procedure of checking into a hotel in a strange city as I had done that many times in many cities. Nor did I have any concern about the series of business meetings I would be attending over the next three days although they were very important to me financially.
What made me nervous was I was about to meet a woman I had never seen in person before. She was an online dominatrix to whom I had submitted over the past year or so. She had frequently assigned small tasks for me to perform. Of course as my mistress and me her submissive, the tasks she ordered were mostly of a humiliating and often painful nature. Almost all these tasks were in the privacy of my living room on webcam. Very few were done in a public setting and even then that had been mild in comparison to what I faced now.
Now, because I planned to attend a business conference some fifty miles away from where she lived, she decided we would finally meet in person. While my day activities were scheduled, I would be fully at her disposal each night. She had instructed me she would review my meeting schedule when she arrived and any free time I had would belong to her.
I had one standing order that I was to obey from the time I arrived until I boarded the plane to go home: I was to consider any female I encountered as my superior. She had told me, "I do not care if a fifteen year old girl walks into you while texting on her phone. You WILL apologize and call her Ma'am. If you see a woman struggling with a suitcase, you will help her. And I cannot imagine this happening, but if a woman in an elevator pats you on the ass or even grabs you by the balls, you will not stop her or flinch away. As a matter of fact, I will go on to say if the person looks like a man in drag but you are not SURE there is a cock hanging between the legs, you consider the person a female and therefore your superior."
I had thought about that instruction a lot over the prior few days. Was Mistress Mary going to have a 'ringer' approach me to see how I acted? Or would she be hiding in plain sight just to observe me? I was not sure I would recognize her in person. She was usually shrouded in shadow or masked during our online sessions.
Unfortunately, the hotel lobby was busy. As I looked around, I saw several women who might be Mistress Mary who I knew to be in her early fifties. Some were dressed in business clothes but many only in casual attire like jeans. I noticed a few within easy hearing distance of the hotel check in desk.
I waited for the man in front of me to get finished with his business. As I began to step forward, I noticed a woman behind me. "Go right ahead," I said.
"You were here first." she said. I nodded and told her I was just checking in and had plenty of time. She thanked me and stepped forward. She was just returning a key card. I realized she was not Mary.
The forty or so year old clerk looked at me and asked how she could help me. I told her I was checking in and gave her my ID. She entered my information into her computer. "Oh, when I entered your name into the database, it says here we also have something waiting for you." she said. She quickly checked me in and handed me my keycards. She stepped back to a cabinet and pulled out a cardboard box. It appeared to be about a foot square and eight or nine inches tall.
"A woman dropped this off for you." she said, as she set it on the counter.
"Oh, can you describe her?" I asked hopefully. My hopes she would point out one of the women in the lobby were dashed when she said.
"Nope. Must have left it when I was at lunch. But it is obviously a woman. Look at the writing. Obviously feminine, plus the lipstick kiss mark on the tag." she giggled. "Looks like something fun!" I noticed the clerk had a few rings on her left hand but no engagement or wedding ring.
Sure enough, there was a set of lip marks on the white label where a woman had kissed it. Looking closer, the box was completely sealed in heavy packing tape, the kind with nylon string fibers. The white label with my name and the lip print was covered in clear tape. "She obviously did not want the box falling open," the clerk laughed. "This thing is going to be hard to open. You are going to have to cut this sucker open. You'll almost need a box cutter."
I knew I did not have anything sharp enough to cut that tape, not with the TSA prohibition of sharp objects on aircraft. I said as much to the clerk. The clerk said she could not let me take her scissors to my room and they might not work well anyway but she had a box cutter behind the counter. "I will help you open it." I protested saying I could do it.
"Nonsense. I have been dying to see what might be inside." she giggled. "I admit I shook it just a little. All I felt was soft thunking. So whatever is inside is solid but not hard. And the box is not that heavy."
I had a pretty good idea what kind of items were in the box and I certainly did not want this woman seeing any of them. I repeated my earlier statement that I could open it myself since she was busy. "Nonsense." she said, smiling sweetly. "Bring your butt down here to the end of the counter where it is low and we will open her right up." I looked around to see if anybody was paying an undue interest in the exchange as I followed the clerk. Once again I wondered if I was being set up.
She ordered me to hold the box at the bottom. I took it as an order especially when she took my right hand and placed it where she wanted me to hold the box. I imagined Mary was observing the whole process. She began to carefully slice the tape saying she did not want to risk damaging whatever was inside. She stuck a few fingers inside one flap so she could pull as she cut. I was hoping to pull it away before she saw the contents, but her grip was too tight and just as the last of the tape gave way she pulled the top open.
There on top was a big flesh-colored dildo. I froze, staring at it. It was at least seven inches long, a realistic model of a penis complete with balls. "Oh My!" the clerk breathed. I felt my face flush so hard I thought I was going to fall down.
The clerk looked at me and grinned. "From what you said before, you do not know what the woman who left this for you looks like?" she said. It was more a statement than a question. I shook my head, my mouth suddenly so dry I was unable to speak. "Well, this is not something you leave for a stranger. Certainly not a wife and not a girlfriend. There has to be a story here." she insisted. "Do you mind if I look to see what is underneath?"
"Please, Ma'am." I whispered hoarsely."I would rather you didn't." She grin widened, "And if I insist?" I knew better than to say anything. I was not sure I could speak anyway. I just nodded. The clerk looked around to make sure nobody could see as she reached into the box to push the dildo to one side. At least two butt plugs sat directly underneath. "Ooh, looks like a harness for the first toy and some supplies to make it easier to use these things." she said in conversational tone not even trying to keep her voice down. The clerk was now openly giggling at my humiliation.
"Looks like you are going to be a busy boy. I suspect the next time I see you around you will be walking funny. Let me guess. You don't know which woman left this but you suspected what might be in the box." I nodded. "Mistress?" she asked, smiling widely. I nodded again confused as I realized that the word mistress was the first word she might use and not girlfriend.
"Well, have fun and I expect you to come back to see me with the full story. I know your room number and how long you are staying. You do NOT want me to have to come find you, understand?" she asked with one eyebrow raised. I nodded again.
"If I see you with your Mistress I might say hello. I'll tell her what a good boy you are." she added, grinning broadly.