I've been playing with chastity solo on and off (mostly off) for a few months, but I decided I wanted to commit to Locktober... or at least see how far I could get. I made a post looking for a keyholder on the 1st, and surprisingly, I got multiple responses from real people. And one of them was absolutely perfect. Same time zone, young, beautiful, and sharing a lot of my main kinks. I've been locking for her since we started talking, and it's now nearing the end of day 6. Previously I have always had to unlock after 3 days due to comfort issues, but I guess it's just worked out better this time around.

Every day I send her a confirmation picture that I'm staying locked, and she sends me a picture of herself to tease me. And holy shit is she gorgeous. I think this girl checks every single box I have for what I find attractive in a woman from a visual perspective. She definitely makes sure I don't stay dry down there for very long 😵‍💫

But we also have normal conversations too. It's not just kink stuff, which is really nice. I mean, kink is nice, but real conversations are irreplaceable. We actually get along beyond dom/sub dynamics so far.

She has made it very very clear that she wants to keep me at least through NNN once Locktober is over, which was initially pretty intense for me to imagine, but the more I've been talking woth her, the more I'm excited to give it a try. We are even talking about meeting up after November so she can personally end the challenge, so to speak. We are both excited for that.

She now owns my longest lock-up, and come the end of the month, she will own more of my locked hours than I do. Which is surreal to think about. It's so weird observing how my body adjusts to being in chastity. My erections aren't pushing as hard against the cage anymore. It's getting easier to sleep locked. My cock doesn't immediately try to twitch when I get aroused. It's so interesting and even more frustrating to experience firsthand! Everything is new since I've never been locked this long before, and it's both frightening and exciting to realize I'm able to stay caged for prolonged periods of time.

This dynamic has been amazing so far. Feels like I've spent the past few days living life on easy mode. But you know, I'll take it.