A little about me, I'm a married 50-year-old bisexual whose bisexuality and interest in kink has come to the forefront. I can't say it's an obsession, but sex and kink are often all I think about. I'm a submissive oral bottom and in terms of my kink, I love CBT and electro both combined with some bondage. It doesn't have to be pain per say, prolonged edging, milking, denial or ruined orgasm and post orgasm polishing are fine in my book.
I've been searching on several sites and received a chat message from a domme asking if I liked bondage, CBT and forced gay. I answered yes on all counts, but it must be physical play; I have no interest in any virtual relationship no matter how enticing the offer might be PLUS I won't pay any "tributes" for playing. If this is workable, we can discuss further. Much to my surprise she was local and enjoys domineering men sexually just for the sheer enjoyment of it with one exception - before we could begin talking further, she needed to meet for coffee and that I would have to pay for this meet and greet.
A couple of messages were exchanged and we agreed to a date, time and location to meet. Imagine meeting at "The Leading Bird" for coffee and a chat. Don't laugh, the Leading Bird is a real restaurant in town and serves a great breakfast although we were just going there for coffee. Anticipating our meeting, I was, to say the least, a bit wary and hesitant. I've been there before with my wife and kids, would anyone I know see me there or know the woman I was about to meet or worse, would they know why either of us were there? I talked myself into going or more likely it was my dick doing the thinking for me; either way, I was going to go.
A few days later and the morning came for our meeting over coffee. Gathering all my courage, I drove to the parking lot; I walked into the restaurant and looked around seeing my apparent domme in the far corner. I walked over to her and introduced myself as I was motioned to be seated. As we chatted, all my anxiety disappeared. She was a beautiful woman a little younger than I, maybe in her mid-40s. She explained that her husband passed away several years ago and she originally felt the loss of her husband but in time she also felt the need of kinky sex and intimacy she once shared with her husband. In coming to terms with her loss, she was comforted in knowing that her husband would not want her to forgo the FLR and FEMDOM lifestyle they both had enjoyed. She posted a profile on line and received several replies from potential partners. One by one they all fell by the wayside during online chatting and in only one other instance she had her meet and greet. She said it was a terrible meeting. It quickly ended and they parted company before the first cup of coffee was finished. She didn't go into any details but I was pleased to make it this far.
She continued by saying she noticed my profile and that I sounded ok as a possible fit and that's when she sent me my first message. Now that we've met, she's happy that she reached out and now wanted to know more about me. Again, I told her that I'm happily married but have the need for kink which my wife doesn't come anywhere near to satisfying. I'm not looking to have an affair with a woman, only kink; so, if she was looking for me to fuck her or sit on my face or similar, I'm not the guy for her. I repeated that I won't pay for our play beyond this coffee.
She agreed right off and in response to her question, yes, my wife does know of my interest in kink, but no she doesn't know to what extent or that I am seeking kink outside of marriage. I told her that I wish my wife had an interest in kink play of almost any sort, but I felt that that was not going to happen. I really enjoyed our give and take conversation over several cups of coffee. As my cock grew hard in my pants, she painted a picture in very broad strokes of what my life as a submissive would be with her. After more give and take and in the end, we agreed that we'd meet for our mutual interest in kink. I was to address her as Mistress Rachael, never look her in the eye and I would be referred to as her little boy or some other derogatory term. Before we did however, she instructed me to purchase three items and to message her when I have them. First is a chastity cage that it must be appropriately sized adding there's nothing worse than a cage that's too big. Second item is a butt plug that's approximately the size as my dick and the third is a set of clover-type nipple clamps.
Amazon delivered my items and I immediately messaged my Mistress Rachael. She was pleased with how quickly I obtained all items. I was then ordered to get used to them: lock myself in the cock cage, insert the butt plug and apply the nipple clamps. Do this daily for the next week keeping each item on for as long as I could tolerate it. Take a picture the first time and send her a message each subsequent day of how long each was applied. The cock cage went on rather easily and isn't too big, butt plug was a little rough going in the first time and got easier each successive day. It was the same for the nipple clamps and I learned the very first day that removing the nipple clamps hurt more than when they're first applied.
Mistress Rachael was pleased that I followed her instructions so well and a time was arranged to me to arrive at her home. But that I would have to have all three items on for my drive over. When I arrived, I was instructed to park in front of the garage and call her. The drive over thankfully was an uneventful quick 15 minutes from my house. Turing off the roadway, I entered the winding driveway and proceeded to the garage and parked as instructed. Before me was a nice size house located on a rather private-looking piece of property.
I then called Mistress Rachael and was instructed to get out of my car and undress completely leaving all clothing items in the car. I was allowed only to carry with me my cell phone, car keys and the key to my chastity cage. Then I was to proceed to the front door and ring the bell.
The property wasn't quite as private as I originally thought as I nervously undressed and walked to the front door as Mistress instructed me. As I approached the door, I recognized the Ring doorbell and I realized that I was now visible to anyone who was looking. I rang the doorbell and a voice came from the speaker, "Turn around and face the roadway" it said. I could see the cars driving by and wondered who was able to see me. The voice then instructed me to walk past my car and around the house to the patio in rear of the house. On the patio I would find a table and, on the table, a small lock-box where I would place my cell phone, car and chastity cage keys and then lock the box shut. Next to the box there would be a collar that I was to put on, lock attach the two chains on the collar to my clover clamps and then wait for further instructions.
I can't explain how uncomfortable and vulnerable I felt undressing on the driveway and leaving all my clothes in the locked car. As I walked to the front door and then around to the back of the house, in broad daylight, I was naked expect to the chastity cage, nipple clamps and butt plug.
I quickly walked to the rear of the house and toward the patio. I saw the table and box and collar. I placed both keys and my phone in the box and locked it shut and then attached the collar around my neck and small chains to my clover clamps. And here I waited and waited for what seemed like a long time. Fortunately, the weather was good and the sun felt warm on my naked skin. As I waited, I felt very vulnerable and ill-at-ease on multiple levels, first I was naked at essentially a stranger's house with all my clothes locked in my car, I was caged and plugged with nipple clamps, my car keys and cell phone were locked away and the collar I just locked around my neck had a very heavy chain attached to it that was anchored to the patio. At this point, I couldn't leave if I wanted to.
After what seemed like a long time, Mistress Rachael exited the house and walked towards me saying, "Hello and welcome to my home." She then proceeded to adjust or should I say tighten the collar some.
"Stand still" she said, "now, turn around, let me look at you. You're very attractive naked and rather fit for being 50. Thank you for following all of your instructions. I will be your Mistress Rachael; you will always address me that way and I will call you boy or whatever derogatory term suits me at the time. You will be my submissive. Understood?"
I replied with a simple, "Yes, I do Mistress Rachael, thank you."
Now that you're here, tell me your name and why you're here asked my Mistress.
Yes Mistress, I am Tom Adams and I am here to be your submissive and you will be my Mistress.
Are you here voluntarily, Tom?