Utterly ruined…

Tonight Mistress had a lovely orgasm on my tongue, after which she got me nice and hard before mounting my cock. She was wearing a vest top again, and like I described before she lifted it up to expose her bra. Needless to say I eagerly begged to see her gorgeous breasts and Mistress pulled her bra down to allow me to cup and suck her tits as she rode me.

Eventually Mistress dismounted and knelt beside me stroking my slippery, wet cock. After some stroking I told Mistress that I was close and she stopped, telling me that she wasn’t going to let me cum today. But then she changed her mind and stroked me some more, asking if I was really close. She loosened her grip and it became clear that the only orgasm I was getting today was going to be ruined, if that.

Mistress gave me a few more proper strokes before loosening her grip again and slowly easing me over the edge. I think it was definitely the most frustrating ruined orgasm I’ve had yet. I was trying so hard to cum, and it felt like the pressure was so great that even Mistress’s delicate stroking would result in an initial huge spurt of cum, but it didn’t at all. Mistress continued her feather light strokes throughout but my cock merely leaked a huge puddle of cum without a single ‘spurt’ in sight. It was a perfectly ruined orgasm, and afterwards Mistress fed me quite a bit of cum from her fingers.

So now I’ve had four ruined orgasms and two proper orgasms to Mistress’s twenty eight proper orgasms since the start of this chastity year. It definitely seems like there’s some major progress being made here now. πŸ™‚

Story update…

Another 1500 words done, probably another 2-2,500 to go I would think. And then I have to go back to the start and refine it all. Quite a different story to my others, but still a Femdom story with a cuckold element and a higher than usual dose of humiliation than I usually put in my stories.

Still wondering quite how to handle the epilogue part, the story is riddled with necessary ambiguities enabling me to spring a surprise at the end. It will be interesting to see if the Literotica flamers read all the way to the end before raging forth with their judgements! Looking forward to it! πŸ™‚

Good news…

For those of you who enjoy my writing anyway… I am writing a new story. I’ve written about 3,500 words and I’m really getting into it now. It was kind of a hard story to get going, mainly because there were some obstacles and things that needed negotiating. It’s hard to sayΒ too much because there’s a kind of twist to it, and I don’t want to give too much away right now. But this story was partly inspired by a comment that I received a while ago, from someone who was having a hard time reconciling his feelings about his enjoyment of my writing and how it made him feel. I hope he will enjoy it when it’s finished.

Hmm, I really want to share more but I really can’t yet. It’s very frustrating. I’m guessing there’s probably another 3-4,000 words to go, maybe more… I have a lot of thoughts in my head but I don’t really map things out before I start, it ends up just pouring out of me usually, which can be a good or bad thing sometimes. I guess we’ll see. I’m expecting a roasting from the Literotica crowd though, I can tell you that much. Though the ending will fuck them up. Hehehe.

Total foot fetish…

I’ve just spent the last few minutes kissing my beautiful Mistress’s feet before she goes to sleep and even though I just got to cum on her feet the other day, I still really want to do it again. Even if Mistress ordered me to let go and ruin on her feet that would still be sooooo good. I really do have a massive thing for Mistress R’s gorgeous feet and licking my cum off of them is so fucking hot for me…


I wish I had a photo from the other day to share with you, when they were splattered with my hot three week load! Mmmmmmmmmmmmmmmmmmmmmm!

Still on a high from yesterday…

After Mistress read my post about our session yesterday, she asked if it was ‘less enjoyable’ for me because I jerked myself off rather than her doing it. In reality Mistress got me pretty close before she had me take over, the reason being that it’s quite awkward for her to stroke me and aim my cock at her feet.

I must admit there is a slight disconnect in that moment, but at the same time there’s something very submissive about kneeling in front of your Mistress and stroking your cock until you cum on her feet. I mean how can that not make you feel deeply submissive, really?

Not to mention then licking all that stored up cum off of her feet. I mean, as subby headspace moments go, that’s a pretty good one. In all honesty it was one of the best orgasms I can remember having and I really did love licking Mistress’s beautiful feet clean. πŸ™‚


I have to say the much feared ‘post orgasm depression’ doesn’t seem to have showed up this time, I’m still feeling super happy with what went down yesterday but it does feel slightly strange not having that background ache in my balls. I’m looking forward to feeling that ache again soon, assuming Mistress doesn’t decide to let me cum again too soon!


FEMDOM SESSION: 23rd July 2016 – Robert’s 100th Orgasm!

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 FebruaryΒ 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! πŸ™‚

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. πŸ™‚

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! πŸ™‚ πŸ™‚ πŸ™‚

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… πŸ™‚

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.

Not even close…

Some of you remember a while back that Mistress and I were in a neck and neck race as to whether I would get to 100 orgasms first or she would get to 600. Turns out it wasn’t even close… being that I still haven’t got to 100 and Mistress has had 19 orgasms since my last one.

In fact, Mistress has now equalled her record for most orgasms between any two of my orgasms, which kind of goes hand in hand (although it might not always) with the continued extension of my longest period without a proper orgasm. We’re now up to 58 days, and it’s extremely unlikely that this will now end before Thursday, giving me a new record of at least 62 days. And there’s no guarantee it will end then, Mistress could ruin me again, or simply not let me cum…

Mistress had one of the longest, hardest orgasms I’ve ever seen her have this evening, and I loved every hot second of it. It was awesome! πŸ™‚