A Dare Gone Too Far

"An acquaintance Sandy knew what I needed better then I did, got me there with a dare."

Font Size

My journey began with a dare.

Years ago, I was a member of the website Tumblr. I followed a few blogs about classic cars. I met and chatted with a guy named Jeff that was restoring a car. Occasionally his wife would log on and chat. I discovered they live in an FLR. It was explained to me what that entailed. I continued to chat, following the progress of the car restoration. One evening that his wife got me into a discussion about chastity. She kept her husband locked 24/7. I could not understand how someone would do that. The wife let’s call her Sandy, gave me a challenge. She said I couldn’t judge the actions without knowing firsthand for myself.

In my weakness, I took on the dare. She told me to buy a chastity device and follow a schedule for seven days. Once I completed this, we would chat about it.

Schedule:

Day one: two-three hours locked at home.

Day two: three plus hours and out running errands.

Day three: Wear to work and try to last half the day.

Day four: All day at work.

Day five: Wear it when you sleep.

Day six: Keep it on for half the night.

Day seven: Keep it on all night until after my morning shower.

I found a lot of variety in cages. I was concerned about the bulk of the padlock, showing through the clothes. I found a modern cage that I liked. The cage was controlled through a phone app. I purchased the cage arriving about a week later. I may have spent the day, trying to figure out how to get it on properly. I was ready to start this challenge.

My first day was nothing. My second day made me a little nervous, but that feeling went away. I left for work on my third day and felt confident. If I had run into trouble, I had my phone removed from the bathroom. Only at Lunch during a trip to Home Depot did I get scared. I walked out the doors when the alarm beeped. Luckily a customer had a purchase that triggered the alarm.

Now, a full day at work was more difficult. I wore my cage for ten hours. My erection was building, which made the situation awkward. A couple of nights of trying to sleep was the worst. I felt the cage on and just couldn’t fall asleep. The third night I was tired, and I fell sound asleep with the cage on. The incredible pain in my groin woke me. I had morning erections contained in my cage. The throbbing pain was intense. However, I had rules to follow and couldn’t just remove the cage.

I jumped into the shower and started to clean up for work. My erection subsided, and so did the pain. Strangely I felt a sort of euphoric feeling. A few hours later I was at work and standing at the urinal. I was still wearing the cage and never took it off.

The following day I logged on and sent a message to Sandy and her husband. I did not get a response for over a week. Once I did get a response, it was simple. My message read, hello little fella. I learned they were on vacation and are now back at home. I responded by asking about the last text. Was it meant for someone else? Sandy typed back and said the message was for my penis. I laughed online about it, telling her that it was funny. Then Sandy told me not to laugh. Then sent me a question and wanted an immediate answer. “Are you wearing your cage right now?”

My heart raced, and I started to sweat, feeling very confused. She sent another message, telling me not to make her wait.

Online my embarrassment was not showing. However, my screen was blushing. The next week my cage was on and off. I was currently wearing it and almost forgot about it.

“YES,” I typed.

It felt like hours before she responded, only a minute or two. She typed her message, “Good Pet.”

We didn’t chat for a while after that. It may have been a month or two since we spoke. Sandy’s husband had just finished painting the Camaro. He knew everything that had gone on and gave me some advice. Go in search of a Keyholder and give over control. I was shocked by the advice she gave me. She warned me to be careful and chat and get to know the person before giving my key to someone.

My search was about to begin.

Published 2 years ago

Leave a Comment