I had to work again a week later on the same exact shift, so I was looking at 7 days of being locked up. I was really excited, and I couldn't sleep for hours after I got home from work.
The next few days went as expected. I was very horny but very productive. I actually did things for college that I had to complete, but nothing much. I played a lot of games and did a lot of chores.
After the first two days (the longest I had gone locked before this one), I noticed I was getting wet spots in my underwear. It turned out I started to leak when I got aroused in my cage. The fact that this was happening reminded me of wet panties on girls when they were aroused.
It then struck me that I was actually turning more into a girl; I could only pee while sitting, got wet underwear when aroused, and I actually didn't have a working dick now. That thought really stuck to me like glue; it never left my mind, and my arousal went into a higher gear and never went away after that point.
My dick leaked constantly, meaning I needed to change underwear halfway through the day because I was afraid that a wet spot could be seen in my pants near my crotch. It was hot but also embarrassing at the same time
After one day of constantly leaking and being aroused, I decided I couldn't continue with this. Being constantly aroused meant I had a really hard time getting sleep, and the practical implications of changing my underwear in the middle of that day was something I didn't want to do due to some long days at college; bringing clean underwear to college would be embarrassing as hell.
So I quickly went to my workplace to see when Brian would be working again before my next shift. My co-workers were a bit surprised to see me, and I was really insecure at this point because I was constantly afraid that a wet spot would show in my pants.
I dashed to the back to look at the shift schedule, and I didn't see Brian anywhere on this week's schedule; the next week was also cleared for him! I thought this must be a mistake and went back to the register after I cleaned the wet spots in my underwear with a piece of toilet paper in the men's room. I asked my coworker, "Why isn't Brian working this week and next week?".
She said, "Oh, didn't you know that he has two weeks off? I think he went on vacation this week, but I'm not sure. I thought he would have told you since you two seem to be such good friends and all."
My heart sank when I heard he was off on vacation for another 1.5 weeks. I didn't even notice the bitchy remark that he didn't tell me. Without replying, I went to the backroom again and checked the schedule for over three weeks and saw that he would be working again on Wednesday, two weeks from now! I can never hold on for that long. I imagined my dick becoming a waterhose in one week, seeing how it progressed in just 3 days, I couldn't even imagine how my mental health would be in two weeks! I panicked a bit and just went straight home.
I thought about my options. I could break the chastity device using some tools, but I really didn't want to destroy it because it cost me dearly and I was afraid I would hurt myself.
I could try to stay locked for two more weeks, but I would be a mess at the end, and of course I still had the leaking issue.
Then I thought I just had to cum to get the tension off and that the article about anal stimulation said men could cum without touching their dick. Since I couldn't come up with any other option at this point and was horny as hell, I thought I would try that again.
I retrieved the dildo and a bottle of lubricant. As things seemed to not get any worse, the only bottle of lubricant I had was empty. I usually buy lube online because I was too embarrassed to buy it at the store. Buying lube online would take several days to arrive, and with a little bad luck, it would even be delivered after the weekend due to delivery services not delivering on the weekend. But I really was desperate now, so I went to the local drug store to get some lube.
