A few weeks later than originally planned, yesterday we had (presumably) our last Femdom session of this chastity year. Yes, in just a couple of weeks I will have been in full time chastity for ten years. Quite unbelievable! No doubt this will be a moment for us to pause and inspect our chastity contract once more, but I can’t imagine either of us wanting to change very much and I certainly can’t imagine that Mistress would ever want to stop controlling my orgasms now…
Indeed, I’ve noticed that when Mistress is teasing me she often gets this amused look on her face as she’s getting me to the edge… knowing that she’s going to take me right there and then let go just when I need her to keep pumping hard. The best thing about this is knowing that she ‘enjoys’ doing this, I was thinking about this in the context of spanking yesterday, I wonder how many people/couples try it once and then never do it again? Probably quite a few. Anything fetishy where you feel the other person is uncomfortable is not going to be enjoyable really, I guess you have to do these things a few times before they stop feeling ‘weird’ and you relax enough to find them enjoyable. It took a very long time for Mistress to get comfortable ruining my orgasms but now she seems to enjoy it.
I don’t know why but in some ways it feels like one of the hottest things for me is hearing Mistress say ‘dirty’ things… even when she is teasing me, say sucking my cock, I might not necessarily be thinking about her ‘visually’ doing something, I could just as easily be fantasizing about her leaning over me and stroking my cock, telling me something, or telling me that she’s going to make me do x,y and z. That’s probably why I love the first part of our sessions (well second part I guess, after Mistress has whipped and paddled my ass) where she has me worship her feet for ten minutes or so while she lays on the bed playing with her dildo.
This time I was blindfolded (and I did the blindfold up tighter when I put it on so I couldn’t even sneak a peak out of the edge) as I kissed her pretty feet and sucked on her toes, listening as her wet pussy welcomed the glass cock inside. I love how Mistress describes what she’s doing and how she teases me about what she might have me do in the future. This time Mistress teased me about how much I love the taste of her pussy and her ass and said that she bet I would love to clean her dildos after they had been inside both of her holes. Really, the dirtier the things she says the better. :)
Once Mistress was satisfied with my foot worship I was up on the bed and restrained on my back. Mistress sank down onto my face and I got my first proper taste of her delicious pussy (I had already cleaned her dildo a couple of times at this point). She tasted so good and she was already so wet from the whipping and the toying. Mistress turned her attention to my cock and balls (I was also wearing the Oxballs Cocksling for the first half of the session) and soon began teasing and torturing them with her mouth, hand, teeth and the cock whip.
I looked down and couldn’t believe how hard and red my cock looked, but it felt amazing and Mistress kept at it, whipping my cock and balls over and over, occasionally doing it harder than normal and making me wince a little. Mistress likes it when I wince, she always asks if it’s too much and I always say ‘No Mistress’, because even if it hurts I don’t want her to stop. She always smiles and I imagine her pussy gets a little bit wetter each time.
During this part of the session Mistress also filled my ass with the ring ended glass dildo, although it kept sliding out and she had to keep pushing it back in. I think we need something like this but with a wider base to stop it doing this. I have got a proper glass plug, but it’s just a little large for someone like me who only gets their ass filled once every 6-8 weeks. So either I need to find something else, or train my ass to take it a lot more often I guess!
When Mistress went to peg my nipples one of the pegs snapped in half in her hand so she asked me which nipple I wanted pegged. I said the right one, but she put it on the left, not sure if she misunderstood what I said or whether she was just asserting her dominance. Then she disappeared and reappeared with another peg she had found downstairs. This peg was a lot harsher, although on reflection probably more like how it should be – those others weren’t really cutting it anymore.
Mistress left me alone for a few minutes and when she returned she told me to close my eyes (she had removed the blindfold earlier when she was standing over me and fucking herself with her dildo and teasing me with her gorgeous ass) ostensibly so I couldn’t see when she was about to grab the pegs. The old peg didn’t do much in all honesty but I definitely felt the new one when she took it off. I think this is one of Mistress’s favourite parts of the whole session!
She untied me and told me to remove the ball stretcher and then it was time for me to worship her delicious (and beautifully trimmed) pussy. She tasted amazing and as always the session so far had made her very wet. But I took my time gently kissing her inner thighs before lightly licking her and getting her even more ready for my fingers and tongue. As time went on I slid my finger first inside her pussy and then down between her cheeks and started teasing her asshole. Mistress loves this and as I worked my finger deeper she was clearly getting closer and closer until she finally let go.
Honestly, as much as I love everything else in these sessions, nothing is as good as feeling Mistress cum so hard and then having her stand on the bed, bent over and telling me to lick her clean. I love how much pussy juice is dripping from her and trickling down her legs, and I really love licking all the juice from between her ass cheeks, even though Mistress orders me not to lick her asshole without permission.
After I had licked the PVC sheet clean Mistress ordered me down onto my back again and then sat on my face once more to let me push my tongue inside her and gulp down even more of her copious juices (actually I asked for that, so hot!), then she started tugging at my cock again while she made me beg to lick her asshole properly. Mistress soon had me hard again and after the fourth time she allowed me to tongue her delicious ass I warned her that I was getting close to cumming.
Earlier in the session she had asked me where I would like to cum if she allowed me to and I had said on her pussy… but despite my warning Mistress continued stroking me even though I was on my back and gave me permission to cum. Of course, no sooner did I start to cum than Mistress let go of my cock and ruined my orgasm, but at least she allowed me to continue licking her ass as my cock leaked a considerable amount of cum onto my stomach – that was awesome, and quite possibly a first (I’m not 100% sure). Mistress dismounted and turned to face me, scooping up my cum with her fingers four or five times and feeding it to me before she told me the session was over.
After the session I realised quite how red and sore my cock was from the whipping, but a bit of Calendula cream overnight seemed to sort it out – it was totally worth it anyway! :)
FEMDOM SESSION: 15th March 2021
The Ultimate Male Chastity Key Holding Experience
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