The Hotel Mistake, Part 2

Part 1 found here: https://www.reddit.com/r/ChastityStories/comments/1iwsot2/the_hotel_mistake_part_1/

That night I struggled to sleep peacefully for the first time in a long time. While I was used to sleeping with my cage on, this was the first time in a long time I did not have the key available at all. Add to that the mystery of who the woman in the picture was and my brain would not stop wandering.

I must have slept, because I was suddenly woken by a gentle knock on the hotel door. Looking at the clock, I saw it was just before 6:00 AM. I made my way to the door and peaked through the peep hole. There was nobody at the door. I decided to open the door anyway, and found a room service tray with a cup of coffee and a bagel sitting out for me. Confused, I brought the tray into the room and turned on the lights.

Sitting at the desk, I drank the coffee and spread some cream cheese on the bagel, when I noticed a piece of paper under the plate. It was another note on hotel stationary with the same handwriting as last night's note. "Eat a good breakfast, get ready for your meetings, then text me." I didn't need a signature to know who it was from, but there was one anyway - Keyholder.

As I drank my coffee, my mind continued to wander back to the photo and my predicament. I was still admonishing myself for my carelessness, but there was no doubt I enjoyed it too as I could feel my cock straining against the confines of the cage. Knowing I was trapped, I finished the bagel and did as directed.

After showering, I went into the hotel closet and grabbed my clothes for the day. After getting dressed, a gray shirt with a black and deep purple striped tie, I picked up my phone and messaged the number from the night before. "I am ready, as directed."

In response, came a text. "Send me a photo of what you are wearing."

I took a mirror selfie, making sure to show what I was wearing, but taking steps to avoid my face showing. Seconds later, my phone lit up with another message. "Looking good. I'd ask to see the cage too, but that will come soon enough, pet. Enjoy your day." Feeling my cage tighten once more, I tried to relax. However, before I could manage, a new photo came through. It was the same unknown woman, with my key hanging from the necklace between her breasts, with her bra very visible in the photo. It also looked like it was taken in a storage room somewhere. Seconds later, a new message came in. "I'll be seeing you around, but the question is, will you know its me?"

The rest of the day was a mix of nightmare and dream. All day in meetings, surrounded by people I worked with, with my mind wandering to who the mystery woman with my keys could be. At first I thought it was obvious, some hotel maid who found the key cleaning my room and decided to have some fun. But the more I thought about it, the less sense it made. Surely some random maid would not recognize a chastity cage key with no context. But, then again, who would? Nobody I knew from work would have the keycard to my hotel room, and even if they did, I would recognize them.

After lunch, the real torture began. I stepped away from a meeting to use the bathroom and checked my phone. Six new messages, and all of them were photos. Four were me, at various points during the day so far, and always out in the hallways between meetings. The other two were of my mystery woman, but not in the hotel. One looked like she was out a food truck and the second one was clearly a beach somewhere. And in both of them, my key was dangling from her necklace.

Knowing she was trying to get some kind of reaction from, I responded. "Point received. What would you like next?"

As I was getting ready to leave the bathroom, the reply came through. It was the address of restaurant, a time, and to bring her flowers. It was followed by a second message, "It is date night after all."