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- Joined
- Jan 1970
Let me begin at the start. I first discovered how wonderful it was to masturbate when I was just nine years old, and I’ve been obsessed ever since. It became a daily ritual for me, and after about a year, I found myself masturbating in various locations, such as friends’ houses. I remember getting caught by my friend while sleeping over at his place; he scared me so much! But I calmed down when he said he felt the same way and couldn’t sleep that night because he didn’t want to wank in front of me. So we started masturbating together during every sleepover, eventually leading us to jerk each other off.
This continued for a while until one day, walking down a back road, we came across a porn magazine. We got so excited reading the whole thing multiple times that we realized it was bisexual content. What we saw seemed normal to us, so we started giving each other head and fingering our asses, which led to having intercourse with one another.
Shortly after this, I went into my older sister’s room and stole her panties. She had many different kinds, so I grabbed a few of them. Seeing me wear them drove both my friend and myself crazy. This dynamic lasted for a few years until we were fourteen; then he moved away, which was tough for us (no Facebook back then to stay in touch), so we went our separate ways.
I hid in the closet afterward, acting straight because that was what you did, but inside I always knew I was bisexual. After turning sixteen and starting a part-time job after school, I stopped stealing my friends’ sisters’ panties and began buying my own. It felt scary due to the looks I received, but it didn’t stop me.
To this day, I am what you might call a closeted bisexual crossdresser… well, from my family and close friends anyway. I’m not sure if I’ll ever fully come out of the closet, but I’d eventually love to have a girlfriend who knows I’m bi and understands my situation, as I have an old-fashioned family.
As for needing to wear a chastity device, it’s because after many years of masturbation, I’ve developed minor forms of erectile dysfunction with desensitization. My obsession with porn is causing me to have soft erections; in fact, when I try to insert my penis into an orifice, I’m often too soft to attempt it properly. This makes me feel frustrated and even shier than usual.
Currently, I have the CB6K. It’s comfortable to wear, but the fit isn’t quite right for my penile size, and I experience the “turtle effect.” That is why I ordered the CK6s in hopes of solving that issue.
I wore my cage for five days with a feeling that I was going to last long-term. However, one night while sleeping, it popped out from the back of the cage. When I woke up in the middle of the night in a half-asleep state, I started masturbating because it felt amazing. It produced the biggest load I’ve had in years (it hit the wall above my head). This made me feel defeated and annoyed my keyholder as well; it was a relapse that I hope the CK6s will help prevent from happening again. I also ordered an anti-slip device from to see if it helps further.
For now, I have restarted my day count back to zero after this relapse day, so today is Day 2. I hope that writing this journal entry will help curb my craving and appetite for masturbation.
Thanks for reading, and I hope you weren’t offended by my life story… We were just very impressionable kids who didn’t realize it was a bad thing; they never said friends were bad, only strangers should be avoided. That kind of logic went to our heads. Admittedly, writing this down has lifted a weight off my chest that I’ve carried for some time.
Until next time, Kcco, my friends:)