"Good boy! You have been a very good boy today, and I see you are now properly restrained, just like I asked. Now, I am sure you are wondering why your right hand is free, well, look up baby, and see your salvation coming down to meet you."
As he stopped watching Gloria and looked up to the ceiling, he saw that the black box that the girls had installed the day before open and a small shelf start to descend on a retractable cylinder. He was hypnotized as he watched it slowly descend, finally stopping mere inches away from his imprisoned cock.
As he looked at it, wondering what this could possibly be all about, he spotted it laying there on the small black shelf, shining and tempting him he saw the KEY!
The look on his face obviously was priceless, and Gloria again took a screenshot to enjoy later.
Steve said nothing but glared at it, visibly salivating but afraid to touch it, afraid that this was another of Gloria's elaborate ruses to trick and then torture him.
"Go ahead Steve, you can take it." she ordered and he took the key, and at her further command unlocked the hated chastity cage and placed it on the bed beside him along with the key.
The small table then retracted back into the ceiling, turning sideways and disappearing back into the black box. Steve struggled to keep from immediately grabbing his cock and instantly jack off, spewing all over everything in sight as his cock began to get fully erect as it suddenly found itself free.
Still trapped on this island and completely at Gloria's mercy, he fought his urges and tried to calm down. His dick however was not cooperating and instantly, once the hated cage was off, it sprang to full length.
Steve exhaled deeply as the tight and constricting cage popped off as this was the first time in days little Steve had been out of his prison, and he was enjoying his stretch. Without even touching himself, he watched as his cock twitched and throbbed finally loose and, as if able to think on its own, looking for action.
"Feel better now Steve? I know little Steve looks much happier. I think it isn't healthy to be locked up ALL of the time, as we certainly wouldn't want to damage that impressive piece of meat you are packing. So, as a special treat, and because you have been such a good boy so far, I am going to allow you to sleep at night without your cage on. Now, to avoid temptation, please place your right wrist in the manacle."
Steve of course had expected this and with a hint of sad resignation he did as instructed. He KNEW Gloria certainly wouldn't allow him to jack off, and he was sure he would have if left unchained. Even though he now realised he wasn't going to get the relief he craved tonight, he had to admit some of the tension was abated now that his junk was not all mashed up inside that tiny stainless steel box.
"Now, in the morning, after your little "rest" I will release your right wrist again and you will cage yourself and replace the key on the shelf. But for tonight, I want you to enjoy your freedom, and to help you enjoy it, I have some nice activities planned!"
Steve gulped hard and definitely worried about what sort of activities she planned. He knew she was incredibly creative in her punishments so far, and given her background, and huge wealth, there is no telling what she might be planning.
As he laid there wondering, he heard the gears of the black box kick on and the doors start to open again. This time, rather than the shelf descending he saw something that both terrified and excited him. His cock reacted too and started throbbing and twitching as it slowly descended.
The object he was observing was a steel cone attached to a mechanical arm and as it descended he saw that the inside was completely covered with large white feathers. The feathers were all directed to point inside so that every inch was covered with their tips, creating a perfect vortex of pleasure and torture inside. As it slowly encased his cock Steve moaned loudly as the light ends of the feathers ran down and over his penis and eventually his balls. He was completely covered in the soft velvety objects and every square centimeter of his manhood was completely covered.
The tiny tendrils pushed into the slit of his cockhead, and every nook, cranny and crevice was covered. Visibly panting he heaved now, his chest rising rapidly as just this tiny bit of stimulation was sending him over the edge. As of yet, the feathers had just enveloped him but were still stationary.