"We hope you enjoyed your stay." That's what
the woman at the front desk of the hotel said when I checked out. When I told her that
I did, I think she could tell that I wasn't here because of a suit and tie business meeting.
The address on file I gave when making my reservation for the night was less than a mile
away. I had one visitor who was gone by the time the sun came up. Did I enjoy my stay?
How could I not have enjoyed it. Thanks to the available wireless internet connection in
my room, I was already making plans to enjoy another "stay".
My guest that night was a woman I met online at the Swingers 24/7 community,
I can remember hesitating when I reached the free registration page, would there ever be
a reply to the fantasies and desires I would post for all to see? I had my doubts about
what could really come of me posting a profile online in a community of people which I
was so unqualified. I didn’t have any stories to tell or experiences to fall back
on. I've been "the boss" both professionally and in my personal life nearly my entire adult
life. I've carried the title of superior and have enjoyed my subordinates taking direction
from me. I have never experienced the shoe on the other foot, I've always given the orders
- for some, this would be a fantasy in and of itself. I read countless profiles, I wanted
to venture into this world of opposites, I wanted to be the one wondering what would happen
next. After a few key strokes and a left-click on my mouse, I was signed up and my darkest
fantasies began to evolve!
My computer stayed on for the first few hours following my leap into a new
world of satisfaction. I would refresh the profile I had just made over and over again.
In my entire life, I don't think I had ever imaged becoming so anxious over something so
scant. People were viewing my profile but no one was messaging me. I finally had a moment
of clarity and decided the best thing for me to do is pay to be a premium member, that should
help people take me seriously.
"You have 3 new messages" - This is what I saw the following day
after logging back in to the swingers site. Each message read about the same, three different
women invited me to meet them in the chatroom on the site. I didn't even realize there was
a chatroom on the site, I guess I was so fixated the night before on whether or not a dominatrix
would take a liking to my new profile that I hadn't thought of navigated through the site
and seeing what other features there were. I replied to each message with an enthusiastic
"Yes, what time?" before seeming like a total "newbie", I wanted to
familiarise myself with the chat rooms. I looked over the options on the page and found
the chatroom link.
How could I have missed this? There were hundreds of men and women chatting
online. I assumed the role of bystander and observed the many different conversations.
Obviously and thankfully, as you will soon find out, I wasn't anonymous, and a message
popped up for me. "Have you been a bad boy lately?" I was asked by a woman with a screen
name that instantly grabbed my attention. "PainIsPleasure" was her screen name. A simple "yes"
was my creative reply, "I know how to handle bad boys like you" she typed. Was this really
happening? It definitely was, then our chat turned into role-playing and continued for
what was about two hours. Our chat session concluded with an agreement between the two
of us - if I was willing to meet her online again the next day, she would call me.
The following night I met "PainIsPleasure" in the chat rooms as
planned and the chat that followed was much different than the previous night's. She followed
up on her offer to talk to me on the phone and I gave her my number to call. The phone
rang shortly there after and it was her on the line. We started to discuss a meeting and
we discovered that we lived within a few miles of each other the night before so discussing
an actual meeting was not out of the question by any means. After getting to know her as
best as I could from our previous chat and from reading through her profile I knew she
was experienced and this was a bit intimidating. I explained this to her and she told me
that my intimidation only made it more interesting and she assured me that we would have
a night not easily forgotten. A meeting with my new mistress was arranged, we agreed that
we would confirm it the day before and that if I were to get cold feet she would completely
understand although she also mentioned that she would try to be as persuasive as possible.
Our meeting was set to happen in three days.
After a lot of pacing back and forth, and doing a lot of reading on S&M
(Sadism and Masochism) with regard to etiquette, fetishes and femdom (female domination),
I felt like this was an opportunity I could not pass up. I called my new femdom mistress
and told her that the meeting was definitely on. She replied with a cheerful and relieved "great,
I'll see you tomorrow night at the hotel around 8!" In a previous private message
on the swingers 24/7 site where we found each other, or rather where she found me, she
gave me what amounted to a shopping list which included suggestions for accessories I may
be interested in buying to make our meeting a little more fun. I packed the accessories
she suggested in my travel bag, grabbed my change of clothes for the next morning and off
I was to the hotel where she would meet me later in the evening....
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