My initial genuine self-bondage adventure...

Hello! I’ve enjoyed reading many stories here and they inspired me to join the forum and share my own first experience.

I have an online Mistress who will be moving in with me next month. Until then, we’ve been experimenting with self bondage for me while she prepares to lock me up herself. Having never experienced true bondage before, I always tried to simulate it as best I could. Recently, however, I finally acquired the right accessories. Last week, I bought a pair of real police-issue handcuffs that double-lock, plus some more comfortable bondage cuffs with rings for attaching a padlock. With these and a few other items, I can now truly bind myself.

Here is my first experience:

My Mistress and I discussed me putting myself in some form of restraint, but I was hesitant because I don’t fully trust release mechanisms or their reliability. So rather than making it nearly impossible to get free, we decided that predicament bondage would be the way to go.

The goal was for me to have to do something challenging to secure my freedom. We agreed that I would need to risk being discovered in order to achieve release.

Following her instructions, I stripped naked and inserted a prostate-stimulating buttplug with a small external ring to help with insertion and removal. I then rigged up a crotch rope by threading it through the plug’s ring to keep it secure. This added some extra stimulation later on, which I’ll get into shortly. I also had a cockring on, pulling both my cock and balls through.

After securing the cockring, I attached cuffs to my ankles, padlocking them together along with a chain that reached almost up to my waist. Then, I padlocked the other end of the chain to both the crotch rope and my handcuffs. Finally, I locked my wrists into the handcuffs. What I noticed was that every time I moved my hands or ankles, it shifted the plug and stimulated my prostate. Never having been truly bound before, I have to admit how thrilling it felt.

My Mistress wanted me to endure a little bit of suffering, so she told me to leave a vibrator running on my bed and try stimulating myself by lying on top of it while restrained. It was mostly just teasing; the best I could manage was getting hard, but not enough stimulation for an orgasm. She had me do this for about ten minutes. If I hadn’t orgasmed by then, I would have to give up and attempt to reach my key.

My key was sitting on the table on my front porch.

I don’t live on a particularly busy street, but it is very short. I’m only about 70 feet from the corner, so any car passing by can see my front porch clearly from one end of the street to the other. The street sees traffic at all hours. Additionally, there’s quite a bit of foot traffic past my house toward the apartment buildings at the opposite end.

I managed to get off the bed and navigate through the upstairs without too much trouble…the chain connecting my ankles and wrists forced me to walk with bent knees and hips constantly. I initially thought about sitting down and sliding down the stairs one step at a time, but the handle of the plug made that impossible. So, I went down on all fours instead, eventually managing to open my front door.

What caught me off guard was that the pizza place diagonally across from my house was still open, with employees standing outside hanging around. Because of the street lighting, they could clearly see onto my porch if they looked in my direction.

I waited as long as I could on my knees, hoping those workers would go inside or turn away so they wouldn’t look at me. Finally, I’d had enough; my wrists were a bit sore and the air coming through the screen door was quite chilly.

I awkwardly stood up, turned my back to the screen door, and managed to open it while pivoting around to prevent it from slamming shut and drawing attention from the whole neighborhood. Gently closing it behind me, I made my way over to the table, groping for the keys when a car rounded the corner onto our street.

I immediately dropped to my knees and ducked as best I could, hoping no one saw me and that the car would keep going. Peeking over the edge of my porch, I watched the car round the next corner, so I stood back up and managed to grab the key. I hurried back inside as quickly as possible, shut the door, dropped to my knees again, fumbled around until I unlocked myself.

I then returned to my computer to let my Mistress know how it went. She was thrilled that I did well for her and can’t wait to start playing with me in person.

That was quite a long story, but since it was my first experience, I wanted to share it exactly as I remembered it. Thank you all for sharing your experiences and ideas; I look forward to posting more here.