[Kylevan]

While the battery was charging, Jack told me to get the chastity lock and put them on. I told him that I didn't know what a chastity lock was and he sent me a photo of it along with the instruction on how to put it on. So that was the name of the thing with the lock and key. He told me to connect via Skype and give him my Skype ID so that he can see me while I put the chastity lock on my dick.

I did what he told me and after we were connected, I looked at the screen to see what Jack looks like. But the video from the other end was disabled as well as the audio so I was the one broadcasting a live feed to the other end. But Jack relayed the instructions to me via the chat.

First he told me to strip naked. Since I was wearing only a towel, I just simply removed it while facing the webcam. Next, he told me to wear the chastity and lock it on my dick. I unlocked first the chastity because it was locked, then wrapped it on my penis without difficulty because I didn't have an erection this time. Then, I locked the contraption in place. I flashed my dick to the camera to show Jack that I'm finished.

He then told me to wear the collars on my neck, wrists, and feet. I was sure that he was referring to the round leather hoops because that was the only items left which I didn't know the name was.

I unstrapped the bigger hoop and wrapped it around my neck and strapped it back on. Next, I strapped the rest of the hoops on my wrists and feet. After that, I faced the camera and showed Jack that I'm done. He told me to kept them on until he says otherwise and that I am not allowed to get dressed. He also told me that he also added other items along with the hoodie that I told him on my wishlist. I asked him what were the additional items but he only said that it was a surprise for me the next day.

He then told me to lie on my bed spread-eagled and wait for the next instruction. He also insisted that I leave the Skype chat on and direct the webcam so that it will capture a live feed of me lying naked on my bed.

I tilted the camera to face my bed. As I was about to lie on my bed, my phone vibrated on top of the PC table. A text from Jack:
“Oh, and by the way, take one of the pills from the box and swallow it. Then, lie spread eagled and don't move no matter what.”

I hastily put the pill on my mouth and have second thoughts if I will swallow it or not. First of all, I have no idea what the pill was for and second, I have no idea what it will do to me. But I have to do what Jack says because he have enough videos to blackmail me. I swallowed the pill and lay on my bed above the sheets. I spread my legs apart and my hands.

About twenty minutes passed when I felt that I was having a semi erection. A little more time and that semi will be a full erection. The chastity cage was wrapped around my dick and a full erection will not be contained by it and sure enough after two more minutes, my hard dick was crumpled inside the chastity cage. And it hurts so much I can't bear it. I feel the urge to jack off and release my load but I was forbidden to move. All I can do was moan and groan as the mixture of ecstasy and pain was evading me.

Then I heard a laugh. It was from Jack, who apparently decided to activate thr audio from his end but not the video. His voice was not too deep which I guess is from someone who was in early twenties.

He told me that the blue pill was viagra and it is for sexual arousal. That explains why I was having a hard on and urging to release my load.

I continued to groan while Jack was laughing on the background. After a while, he told me that I can only unlock the cage after I completed his next dare for me but this time, he told me that I can choose three items from my wishlist. I told him what I wanted then he said that I could stand up now and eat dinner but warned me not to remove the cage from my cock.

I disconnected the Skype chat. But as I was about to go to the kitchen, another text from Jack came:
“Hey Kyle, I changed my mind about the dinner. Because you chose three items from your wishlist, you have to do three tasks as part of the dare. First, you must order pizza for your dinner and have it delivered to you. Once the delivery arrive, you have to accept the delivery in your present state. Meaning, you have to be naked and wearing only the collars and the chastity cage. Also, turn on the front porch light and the lights from the living room. Film the whole thing and send the video to me as proof.”