prostate milking

All posts tagged prostate milking

This morning is the first morning since vacation that we’ve had to get back to playing. We spent a week in Disney World, got sick once we got back which always slows play a bit and then, of course, mother nature steps in and throws a wrench into things. Though being on my period doesn’t mean I can’t treat cagedmonkey like a sex toy and use him for my entertainment and pleasure.

I realized, this morning, after tying him to the bed that I’m missing that intense Domme feeling. Honestly, since I usually get such bad Drop after an intense D/s session, I’ve probably been avoiding a play scene like that. I did get that feeling this morning though once I tied him up and started talking to him about what he would do and what I would or could do to him. Telling him he would deal with it because it was what I wanted and desired. Telling him that because he was my good boy of course he would gladly take whatever I had to give.

This morning has been fun and it’s not over yet. So far I’ve restrained him to the bed, teased his cock and edged him over and over again, used the Aneros to get him to the point of almost being milked and then plugged him with the nJoy butt plug. I even made him turn over on his belly, pushed the Aneros in all the way, positioned myself as if I was going to give him a good pegging and basically humped his ass while I stroked his cock underneath him. He was getting so loud I had to shush him so our daughter didn’t hear. I also put my hand on top of his head so his head didn’t bump into the wall at the top of the bed. Hehe 🙂 I’m such a nice caring Keyholder.

I decided when I went up that I would use the peppermint lube because then it would still be tingling his cock and asshole  while I gave him a little break. I will go up one more time this morning to bring him to the edge about 5 more times. I’m trying to decide if I should give him a horribly ruined orgasm today or wait until his birthday and decide if he will have one then. His birthday, in early June, is supposed to his next Maybe Day… it’s not like that’s so far away now.

I do know that when I finally do make him cum again it’s going to be on my chest. I want to make him video it so that he can watch it over and over and remember it when I keep him denied for longer and longer periods. I want him to see it when it happens, see it all over my big beautiful tits. I thought about making him cum on my mouth and making him watch it drip down my chin onto my breasts. I’m not so positive on the how but it will definitely be where he can video.

Ok time to work on lunch so I can go up and get in some good edging while the girl has her lunch and watches some cartoons.

Today was just the beginning of three days with the kids at day camp. Hopefully you’ve read what happened first thing this morning, if not, you’ll just have to click here.

So we laid down together to nap and I really did try to nap, I promise. However, laying there in cagedmonkey’s arms was quite literally maddening. You see, we don’t often get to lay together sleeping in each other’s arms. Before I could even fall asleep I ended up having two spontaneous (is that what they are?) orgasms. I just laid there shaking, cumming in his arms. Omg, the feelings of love flowing through me were making it that much worse. I felt so connected to hubby, so safe, so wanted and desired.

I did last there for a little while trying hard to sleep. Cagedmonkey fell asleep right away since the poor man had been at work all night and still hadn’t been to bed yet this morning. I knew he had to get some sleep but, still I laid there, with thoughts of sex running through my head. I really couldn’t stop thinking of wanting to do things to cagedmonkey. Finally after spending time writing my earlier post, playing some games on my phone and wasting as much time as I could, I just needed to attack him.

I lifted the blanket to expose that gorgeous ass of his, I rubbed his cheeks, kissed it and then took my wand to his asshole. Haha I’m sure that was an interesting way to be woken up! Then I rolled him on to his back and sat right on his face. While he was busy licking my pussy, I played with his caged cock. I licked that sweet spot on the bottom side and felt him moan into my pussy. Btw, that is something that completely makes me gush. I kept teasing, licking and kissing his straining cock while he could do nothing but slurp up my sopping wet juices.

He continued to lick me as I got lost in the pleasure. It made me want to milk him for some reason. So I grabbed Pearl and gently pressed it into him. I took my wand and put it on the base of it and turned it in to a sort of vibrating dildo. The moaning in my crotch got much more intense and my pussy got that much wetter. I held it there, licking him through the bars of his cage while sending vibrations through him to his prostate. I, then, told him to get up on his knees (which we found was THE position) and continued to vibrate him and massage his balls in a 69 position while he was still licking my clit. It didn’t take long in that position to get that precum pouring out of him. I milked him a nice puddle on the bed… which also meant we had to strip the bed and wash the sheets. 🙂

After all that I was well cummed out and he was emptied but extremely desperate for an orgasm, we came downstairs and took a shower together… then I made lunch!