Well, it finally happened… after 5 years and nearly three months, I finally got to my 100th orgasm (since full time chastity began), and I am happy to report that there was nothing remotely disappointing about it whatsoever!
My previous chastity record was set in February and stood at 56 days, and now just a few months later it’s been beaten again and now stands at 62 days. If I remember correctly the previous record stood for nearly a year (or maybe longer) so I’m really pleased that Mistress is not giving me an easy time of it between records now and I hope she’ll be pushing me again soon! 
Overall the average time between orgasms since the start of full time chastity comes out at just over once every nineteen days, but that score is skewed by the early years when I was allowed to cum a lot more regularly. If you just take the last five (proper) orgasms I’ve been allowed then the average is more like just under once every 36 days. Quite a difference. And of course, Mistress starting to ruin my orgasms more often has helped push up the numbers too. Got to love it when your Mistress tips you over the brink and just watches your poor throbbing cock leak and ache with frustration, SO HOT.
The session began with some punishment for me, since I hadn’t managed to keep my hands of my cock. Some very stingy strokes with the whip were followed by some slaps with the paddle (felt side thankfully!) before Mistress had me sucking on her glass dildo and getting it wet for her.
She climbed onto the bed and instructed me to start worshiping her beautiful feet while she played with her favourite toy. My cock was firmly held by the Oxballs Cocksling and I was really loving kissing and sucking Mistress’s gorgeous toes and feet. Mistress had me suck her dildo clean a couple of times inbetween but finally (after what seemed like quite a while – but I didn’t mind) she had me up on the bed, where she delivered some further punishment to my backside.
After this I was tied down on my back and Mistress soon had her delicious pussy planted on my mouth. She tasted so amazing, and my cock was soon being gripped ever tighter by the Cocksling. Mistress alternated between stroking my cock while I looked up at her gorgeous pussy and ass, sitting on my face and allowing me to lick her slippery wet pussy and then sinking down onto my swollen cock and riding me.
This went on for some time until Mistress knelt beside me and asked me, if she decided to let me cum, whether I would prefer to have her jerk me off while I licked her amazing ass, to jerk myself off on her ass, or to jerk myself off over her pretty feet.
Well, that’s a tough question indeed, but I pretty much knew immediately which I would choose. Mistress told me to think about it a while, but she would need an answer later. Then she pegged my nipples, pushed a glass dildo into my ass and left me to think it over.
Even as Mistress left me I could feel the Oxballs starting to make my balls sting. I really don’t understand why it does that, it’s a shame as it really is the only negative thing I have to say about that product. By the time Mistress came back it was stinging like hell and it was music to my ears when Mistress untied me and told me to remove it.
Then it was time for me to worship Mistress R’s gorgeous pussy, which as you all should know by now I absolutely love doing. She tasted so delicious and after a while she bucked hard against my tongue. There really is nothing better than feeling your Mistress cumming hard against your tongue is there? As much as I loved being allowed to cum today, I would still always choose Mistress’s orgasm over my own. It’s a wonderful thing to feel her muscles tighten as she builds towards her climax and then buck as it hits. Wow. I fucking LOVE IT!
After allowing me to lick her pussy and ass clean of her juices, Mistress told me to lie down and stood over me once again. She hadn’t tied me down this time and without thinking I slid my hands up the backs of her beautiful legs and squeezed her ass cheeks. Mistress gently warned me not to touch her without permission and then stroked my cock until it was hard again.
She reached back and exposed her lickable little asshole to me, and then asked me if I had decided where I wanted to be allowed to cum, if she decided to allow me? As I said, I pretty much knew straight away what I would choose, but even then it was hard to discount the other options. As much as I love licking Mistress’s ass, I have cum that way many times in our Femdom Sessions, and I can imagine that will happen again in the not too distant future.
Of the other two options, it’s been a long time since I was allowed to cum on Mistress’s ass, and I would have loved to have done that, but… I waited years to cum on Mistress’s beautiful feet, and when that happened earlier in the year it was really special. Mistress’s feet are sexy as hell, and even when she is completely naked I still find my gaze drifting to her feet sometimes, they are just so perfect. I’m just one of those guys that has a major foot fetish I guess, and so inevitably, I told Mistress that I would choose to cum on her feet.
“Interesting…” said Mistress, I’m sure she didn’t expect me to choose that. Though it’s not like my foot fetish is a secret…
Mistress continued stroking my cock for a while and then told me to get up and get on my knees. She carried on stroking me faster and faster, teasing me with her gorgeous feet until I told her I was getting close. She told me that I had permission to stroke my cock and cum on her feet.
I can’t think of a better way to celebrate my 100th orgasm, I stroked hard and fast and felt my cock swelling and straining as I got closer and closer to the edge. And then I felt myself push past the point of no return and a huge rope of cum splashed across Mistress’s beautiful feet. As I continued to stroke more and more cum erupted from my throbbing cock, covering both of Mistress’s awesome feet with my cum. As soon as I finished cumming Mistress lifted one of her feet and I licked every last drop of cum up until her foot was clean and then started on the other one.
Sometimes when you cum after a long period of chastity it’s a bit of a let down, or it’s too intense to be pleasurable, but this wasn’t like that at all, this was absolutely perfect and I have no regrets at all about being allowed to cum today. And being allowed to cum on Mistress’s amazing, sexy feet just made it even better.
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