I made some significant progress in opening up to my partner and had some fun along the way.

First off, I put on my chastity cage and sent her a snapchat (captioned with the location of the key) from bed where the cage was visible. She took the key and told me next time I need to ask to be locked up for her, which I liked. She asked me if I wanted to touch her or if I wanted to cum. Of course, as a good sub, my answer was to touch her.

I ate her out and made her cum twice, then she asked me to pick a number 1-3. I chose 2, which meant 2 more days locked up before I could cum. Which is the longest I’ve ever been in chastity and was very hot! She even went to the gym with the key around her neck and said everyone was going to see the key…

I got her off a few more times over the next couple days. We had a good, long chat about our D/S dynamics and what each of us wanted, though I didn’t really disclose much in the way of crossdressing during this. We talked about things like collaring, names, punishment, etc. Very good talk.

Sunday came along and I didn’t know what the plan was but was obviously very excited. She asked me to shower beforehand, so I was released from my cage. After I asked her if I should re-lock myself to which she replied “do you think you should?”. Obviously the answer was yes. But from there, I took a risk. While she was getting ready, I put on my lacy bodysuit (the same one from my profile pic). She didn’t know I had this (or any lingerie), so my heart was beating out of my chest as I walked through the door.

Luckily, she loved it. She even helped me to one of the back straps that I couldn’t get myself 😅 after that, she put on her strap-on, put me on my knees, and made me suck it. It was really hot and I got it down the deepest I’d ever taken it thanks to her help. She kept telling me what a pretty mouth I have and how I was born to suck cock. Needless to say, I leaked a LOT of precum during this.

After that I got down to business as she showed off her new crotchless panties. I ate her ass for a bit before starting in on her pussy and making her cum twice, getting a moaned “good boy” each time. From there, we 69’d. I was a bit too focused on her pleasure during this but still enjoyed it very much. Then she asked how I wanted to cum, from fucking her or from a hand job. I asked her to make me eat my cum after, so she chose fucking.

We did a few minutes of doggy style before I came HARD in her. Suffice to say, there was a lot. I thanked her for letting me fuck her and she told me to clean her up, which I did. My cum doesn’t taste great, but it was still hot, and something I’m bad at doing on my own after I’ve came.

Basking in the afterglow, we talked a bit about what we did, and she asked a couple questions about the bodysuit. One of which was “was that in the men’s/unisex section?” to which I replied “I don’t think so but I don’t care”, which was a fine response. She brought up the idea of buying me lacy panties and making me wear them (would not require any convincing from me, hehe). I still haven’t told her everything, but she now also knows I want to wear makeup sometimes, so I’ve made a lot of progress!