“Good.”

She asked me the first morning after I had been locked up. “Did you wake up last night?” It will take several days before I can be in chastity and used to the device being on. Usually I can sleep through the night after a week.

“Yes, twice.”

“Did you kneel?” I often kneel by the side of the bed until the erection within my cage subsides.

“Once.” I had knelt once and once went to the bathroom to pee, as that also will let the erection subside.

“Was it painful?”

“Yes.”

“Good.”  she smiled and ended the conversation.

About last night…

She came home last night, instead of being away, as was predicted. I was happy for this. While we’ve spent a lot of time together lately, we haven’t spent a lot of time together lately. :) I like our time of play and fun and joy. But as far as Madame and pup, we’ve kept it simmering on the back burner and kept it in our life, but we haven’t put it up on the front burner, nor have we put it into the pressure cooker.

Last night changed that. I had locked up the cock yesterday morning, but she let me unlock last night, which was kind. She also had told me to pick out some equipment I’d like to be tied up in for the night. So, naturally, I grabbed some LBD cuffs (not just because we like Danny, we love his handmade products because they rock! That’s not an affiliate link or anything!) and some hardware, a mindfold and looked for the stocking she wore on New Year’s eve. Turns out, I had tossed those out with the trash in my efficiency before trash day. Drat, no stocking.

She was tired, wanted a sleeping pill and cough medicine and was ready for bed earlier than normal, but that’s fine. I teased her about “I can’t believe you’re going to let Ian fuck you!” – as I have been working on a story where a man named Ian fucks her. We also talked about other things, some vanilla, some not. I rubbed her back.

“Get yourself bound, pup. It’s time.” She rolled over to watch me. I put together the ankle cuffs and clipped those together. I added the wrist cuffs. The collar.

“Anything else you need before I put this all together, Ma’am?”

“Pet me, pup. I’m fascinated in watching you. You’re fucking sexy.”

I smiled. “Thank you. You’re pretty fucking sexy too.” Her hand reached to my cock, felt it half hard and then she rolled over away from me, to her regular sleep position.

Bound up for the night

Bound up for the night

“Pet me now pup, then clip yourself together.” I put on the blindfold, then pet her until she was close enough to sleep and clipped myself together. My hands together and then to the neck of the collar. I wasn’t very tightly rigged up, but surely I wouldn’t be able to reach my cock, which she’d be happy with. And I wasn’t going to run off in the middle of the night because my ankles were clipped together.

I slept that way all night. I was able to pull a body pillow close to me. I slept pretty well, likely because she had cough medicine and a sleeping pill that let HER sleep well.


 

This morning we woke, her first, she uttered something to me and I asked if I could have a potty break. She said yes and several minutes later bid me to stand, had me pee into a cup telling me “I wouldn’t pee too much pup, whatever goes in this cup is what you’re drinking.” The blindfold over me helped me relax enough to pee, as she held the cup in front of me with one hand and my cock was in her other hand. I didn’t pee all that I might have as her threat seemed real to me. When I was done she held the cup to my mouth. “Open. Open up pup, I don’t want a mess.” She tipped the cup back, I sighed, opened my mouth… and she walked away with the cup.

“Lay back down” she said as she left the room.

Later, after I dozed some in the bed, she returned and unclipped my hands from my neck. “Get hard, now.” I stroked myself as she put her pussy over my face. She re-positioned me, climbed up on the bed and slid me directly into her pussy, balls deep. We both groaned. She rode her cock, using my cuffed together hands as a handle, whispering down to me about using me, fucking me, riding me. She whispered to me about Ian and how she was going to fuck him and bring back cum for me to lick. Soon I had to stop her. She watched me struggling behind my blindfold. She rode me again. Again I stopped her. “Pup, I want to fuck. Are you telling me I can’t fuck my toy now?”

“Yes! STOP! STOP!!!” she stopped, I struggled very hard. I had been pushed right to the edge. At the end of this edge, she managed to pick up merely a small amount of cum from the head of my cock, feed it to me and then dismount the bed.

“You’re a fun fuck toy. I love watching you struggle.”

And she does. She loves watching me struggle. I think that’s a large portion of the reason she keeps me on edge the way she does. I’m happy with that. While I would love to have her be able to just ride me however long she wants, I also love struggling for her because she wants to see that struggle. But some days I do dream of her just riding me until she cums, climbing off of me and telling me she’s done with me. It’s a beautiful idea.

Restful sleep? Well, different

It’s been a few times we have fallen asleep this way, but I do it because it leaves me in a comfortable and very servicing position. Here’s how it works. She’s lying on her left side and her right knee is bent, pulling her right leg up a little and exposing her inner left thigh. It is there, her inner left thigh, where my head rests. My feet are up by her head and her hand can reach my cock and balls, all locked up in the Steelheart chastity device. It is from this position that I can rub her back gently, petting her to sleep, all while my mouth can still place more gentle kisses on her ass.

Last night, she also directed me to kiss her toes. This brought me down lower and now my crotch was more open to her hands and she used that opportunity to penetrate my ass while I licked and kissed her toes. She did turn more onto her back while we were doing this so she could access me without awkwardly twisting her arm.

She would roughly finger fuck my ass, demanding I apply more of my spit to her fingers while she did so and I would kiss her feet. This is a new position to allow such attentions, so it was incredibly highly charged with my submission and her dominance. Often times she would be fucking me so hard I had to cry out into her feet and gag myself with her toes. “Cry for me” she would say.

After some time and several instances of my crying out into her feet, she called me back up to pet her, she was ready for bed. I cleaned her fingers with my mouth, kissed her ass again and settled my head back onto her inner thigh. We fell asleep like that, my face just an inch from her bottom and my head resting comfortably on her thigh. We slept for hours and only on her first wakeup, the first light of day starting to fill the room, did she rouse me and direct me to spoon her again, which I did. We slept as spoons for a while.

Having the warmth of summer certainly does lend itself to lying across the bed without worry of sheets and blankets. And lends to my not feeling smothered under those covers.

It’s not an entirely new position but it was certainly more involved. She also enjoyed my kissing and licking her toes. Neither of us are big foot fetishists, but we are both gaining an appreciation for the task and duty of kissing her feet and I think she’s enjoying the perceived humiliation of my cleaning her toes with my mouth. She also very much enjoyed my suffering at her fingers fucking my ass. I haven’t asked her, but I would bet that her hearing my moans, groans and crying out would have been her most favorite part of the evening. It seems like a case of “be careful what you wish for” when you ask for your Mistress to be a little more cruel to you. Now that she’s enjoying hearing my misery, she finds more ways to torture me.