Chaste answers the questions from the "Thirty Days of Chastity" Meme from Tickleberry.com.uk
In yesterday’s post, Day Four of Thirty Days of Chastity, I faced a question that wasn’t applicable to me since the topic was Chastity with partners and I’m single and don’t have a partner involved in my chastity journey. But today I’m back on solid ground with a question that does apply as we focus on the topic of first chastity experiences.
DAY 5: YOUR FIRST TIME…
What was your first time in Chastity like? How long were you locked in? What did it feel like and what happened on your release? If you are the Keyholder, what was it like for you?
As I shared in the third post of this series, I searched for a remote keyholder when I tried chastity for the first time. I’ve always been glad I approached it that way because I think that provided a better outcome than I might have experienced had I gone at it alone with no actual idea about what I was doing. I actually found my first keyholder and entered a month-long agreement with her a few days before the chastity device I had ordered arrived. So, she guided me from the very beginning.
The day my first device showed up in my mailbox, I contacted her and we began that same day. As I’ve also shared, the first device I bought was a disaster as it fit poorly and, in the end, didn’t work for me at all. That’s because I hadn’t learned about the importance of taking accurate measurements before ordering a cock cage. I had taken a quick measurement for the base ring, which eventually proved inaccurate, but that was all the thought I gave to measuring. Nevertheless, since it was the only device I had, we used it for the first week while I waited for a more suitable device to arrive.
As I remember it, it was about five in the afternoon when I found the device in the mailbox and reached out to the keyholder and received my first instructions. First, she told me to inspect the tube and base for any pointy or excessively rough spots that might cause injuries, and then had me familiarize myself with all the parts and how the thing fitted together. Next, after I found no problems with the device and felt I understood how the thing worked, she told me to put the device on for the first time.
Putting on the Chastity Device for the First Time
Unlike the experiences some guys have told me they had, putting the device on the first time didn’t provoke an erection for me. And that has never happened since I began chastity, which I suppose shows chastity devices aren’t fetishistic for me. But once I had it locked on, I found the attendant sensations quite arousing.
First, while the tube was more than an inch longer than I needed, the inner diameter of the tube was just about right. It wasn’t tight, but there wasn’t much extra space, so I liked the feel of the metal encasing my penis. It was a solid tube, so it concealed my entire penis and I liked the aesthetics of that. Last, when I clicked the lock shut for the first time, it was almost a viscerally emotional experience knowing another person controlled when I could unlock.
My keyholder, who is very knowledgeable about chastity and safety conscious, told me to wear the device the rest of the day, but to remove it at bedtime. She wouldn’t allow me to sleep wearing it until she felt sure I wasn’t having any restricted circulation issues. So, I only wore the device for about four hours the first time.
I liked the feel of the device so much; I removed it at bedtime with great reluctance. But I followed my keyholder’s instructions. Later I would be glad I did because by the next day I already had a few tender spots from the friction of the base ring on the tender skin around my scrotum, just from wearing the device for four hours the first time. Yet, I was eager to put the device back on the next morning.
In summary, I enjoyed the feel of the device that first time―the way it encased my penis, the weight of it, and the look of it locked on―and having to remove it the first time was a little disheartening because I hated taking it off. Overall, I found it a positive experience despite the issue I had with a testicle popping free from the base ring frequently, which started happening the very first day. That was because the gap set by the manufacturer of the device was too wide for me. So, things definitely improved once I ordered and received a much better fitted second device. Still, from that first day, I knew wearing chastity devices was something I liked on many levels and would stay with.
While I can’t say my introduction to chastity was seamless, I enjoyed it and I knew almost from the first day that it was something I’d continue long term.
As always, feel free to share your first time chastity experience in the comments below.
If this was the first post you read in this series where I answer the questions from the “Thirty Days of Chastity” Meme from Tickleberry.com.uk, you can click here to start at the beginning with the first question.