Two parts to this post, first a fun story about my day yesterday, and then some questions and call for advice and resources:

My wife and I have recently started to experiment with chastity training. Started with a belt for her a couple months ago, and this week we got my first cock cage.

Story Time: Yesterday I spent most of the day caged, with a couple hours free because we had company and I’m currently in a large cage that is not discreet under clothing. We are planning to train my way down. At the end of the evening my Domme invited me to a “Hook Show”. The audience (me) was required to wear a collar with a strap connected to an anal hook, cuffed to a ceiling anchor - a bar for our sex swing. During the Hook Show, the audience was instructed to only observe, any touching and the show would end immediately. Any instructions given must be followed immediately, or the show ends immediately. If the audience member was extremely lucky, and followed all instructions, they might get an opportunity for limited participation.

I obediently donned the required uniform and cuffed myself to the ceiling anchor and awaited the start of the show with the anal hook inserted, strapped to my collar, and my cock still caged from the day. After what seemed like hours, she entered the show room wearing a tight latex body suit. After sizing me up to confirm that I had obeyed her instructions, she began to prep the room for the show. She laid out a spread on her stage, grabbed her tools which included a vibrator wand, a dildo, and lube. She zipped open the body suit to gain access to her pleasurable and after lubing up the dildo, she inserted it slowly into her ass, and backed up to the back wall of her stage and rode the dildo slowly and sensually on her hands and knees against the wall. After she got her fill of solo anal penetration, she zipped the body suit down the back to secure the dildo in her ass and rolled over and grabbed the wand to pleasure her clit. At this point, I remained obediently still and quiet observing the show, thankful to be invited for this viewing.

She then decided that a single hole wasn’t quite enough sensation, and went to her toolbox to grab another (rather thick) dildo. On her way to her toolbox, she stopped by to come very close but refused to touch my cock, crouching to take a good close look at my pathetically restrained manhood. She was so close with her mouth that I could feel her breath on my cock. As she stood up, she touched her finger to the tip of my cock, scooping up the precum dripping out of it, and brought her finger to my mouth to deposit it directly onto my tongue.

She then lubed up her second dildo, leaned against her stage platform, and inserted it in her pussy within a few feet from me, hanging and hooked, with an excellent view of her lips sliding around the fat black silicone cock. I wanted to be that dildo more than anything. After sliding it in and out vigorously for a while, she grabbed her wand and introduced it to her clit while holding the dildo in her pussy. She laid all the way back on the platform, pussy facing me with knees bent at the edge of the platform, and pleasured herself for a long time. The wand at max power, pushing the fat dildo in and out of her pussy, tilting her hips back and forth to cause the dildo in her ass to slide in and out (it was slightly visible where the zipper left an opening).

After a few minutes, I suppose she decided I’d been behaving enough to receive a short reward: She uncuffed my wrists from the bar anchored to the ceiling and told me that I could touch when prompted, but ONLY with my tongue. She laid back down, still holding the dildo in her pussy and ass filled and kept in place by her latex body suit. After a couple more pumps of the dildo, she spread her legs wide and invited me to lick her clit. I got on my knees and leaned in carefully to obediently lick her clit while she pumped the dildo inside her resting at my chin. It seemed like a mere heartbeat before she commanded me to grab back onto the bar. So I did as I was told. She grabbed the wand again, leaned all the way back and forced me to watch as she let herself be consumed by pleasure. It looked like she orgasmed many times in the 10 or 15 minutes this went on.

After her waves of pleasure calmed down, she decided that the show was over. She unhooked my collar from my anal hook, and told me I was free to relax. I faithfully removed my collar and hook and got myself dressed, completely unsatisfied and cock still caged. She did allow me to sleep uncaged for the night, this is a newer experience for us, but required that I re-cage first thing in the morning. So that’s what I did; first thing in the morning I washed and applied my cage again, and made her morning coffee and left her key waiting for with her coffee mug ready for her once she got up. I am writing this while enjoying my coffee, excited for how I might serve her more today.

Request for advice: This was my first time having such an intense sexual experience without being allowed to be satisfied myself. The feeling of horniness is absolutely through the roof. I feel like I could cum a gallon. Her confidence and command is intoxicating. There’s a lot of kinky things we’ve never done, and I’ve let her know that she has free rein to require anything of me that she is interested in, which leaves the possibilities very mesmerizing; will she piss on me? Require a dam-less rim job? Jerk me off into her hand and feed me my cum? Try out sounding on me? Require me to wear a strap-on while caged and fuck her? The possibilities are endless and I am loving being powerless to it.

That said, it will be my turn to Dom soon with her as my submissive in chastity. She has also given the green light to do whatever I please with her. I am very excited to use her for my ultimate pleasure, but anticipating being on the other side is giving me a bit of decision paralysis. What do I have her do? So many things would please me, but the humiliation and anticipation and spoiling her potential pleasure are part of the fun of being a submissive so I want to make sure I really make her work for my pleasure.

I’m interested in whatever resources we should look into to consider how to amplify our experiences. I found OMGKinky.com which has some excellent guides, but since it’s written by a Femdom, it leans more into male chastity. This is great for my wife to use with me, but I’d love some equivalent material for me to consider for training her; some of it works either way, but it definitely leans male sub.

I welcome any suggestions you have for what we should definitely introduce to our D/s switch play. Should I outline a specific schedule with daily requirements and punishments/rewards for her? I think for our upcoming switch off, I’d like to start with a handful of days of planning. We do have some daily life things that interferes with our play a bit, so some things can’t just be done during some days, and interactions must wait for evening, but I’m confident we can work around our schedules for other commitments.

Thanks in advance, and I really hope you enjoyed my story time!