Second Punishment This Week!

Mistress hadn't read my previous post (the one about my sleepless night), so she was surprised to find her 'Book of Corrections' out on the bed again, just two days after she previously disciplined me for touching my cock without her permission. 

I briefly explained that I had touched my cock at 4AM for a very short time and Mistress gave me about fifteen strokes with the whip and the paddle. After that she had me worship her gorgeous pussy until she came and then she had me kiss her feet for a few minutes, which I absolutely love...

Afterwards, I asked Mistress for permission to be 'unlocked', which she granted, and then told me to put on my Oxballs Cocksling, the one with the built in ball stretcher. I guess she wanted to see my balls properly stretched and red tonight...

I quickly fitted it and as we started to kiss she played with my cock and balls until I was hard. Then she grabbed some lube and started stroking me, before giving me several strokes to the balls with her cock whip - it stings a little but I love it!  

Mistress continued teasing and whipping my cock and balls, occasionally using her nails to torment me further (which I also love) before addressing the fact that we are having our next Femdom Session on Sunday. She teased me about me always wanting to worship her asshole, and how maybe if I'm lucky I will be allowed to. 

Eventually she knelt up beside me looking absolutely magnificent as she stroked my cock hard and fast, pushing me slowly towards the edge. It felt amazing, but soon I was getting close and I didn't want to spill my 40 day load without permission, so I warned her in good time.

Mistress let go of my cock and I looked down to see how red and throbbing it was, it looked so fucking hot seeing it so 'angry' and I kissed Mistress deeply hoping she would continue a little more. Mistress didn't touch my cock again but she dragged her long nails across my balls several times which felt amazing. 

I can't wait until Sunday, I so desperately want to worship her delicious asshole again.. I just can't ever get enough.

MISTRESS R's TOTAL ORGASMS SINCE 1st APRIL 2011 (1664)

CHASTITY YEAR #16 (23 ORGASMS 1642-1664)
APR 2026 -8, 12, 14, 22, 25, 26, 28. 30 (8)

MAY 2026 - 3, 7, 11, 13, 17, 19, 22, 24, 25, 27, 31 (11)

JUN 2026 - 3, 4, 8, 10,

 
ROBERT ANTHONY's TOTAL FULL ORGASMS SINCE APRIL 1ST 2011 (178-179)

CHASTITY YEAR #16 (2 ORGASMS 178-179)

APR 2026 - 19 (1) (Handjob in Hotel, POT, no cum eating)
APR 2026 – 30 (1) (Cum after ruin, cum fed to me from Mistress’s fingers)
 

ROBERT ANTHONY's TOTAL RUINED ORGASMS SINCE APRIL 1ST 2011 (96)

 
CHASTITY YEAR #16 (1 RUINED ORGASM 96-)
APR 2026 – 30 (1)

An (Almost) Sleepless Night

Last night Mistress went to bed way before me, before 11 I think... and it was my firm intention to go to bed before midnight too (I've had a lot of late nights this last fortnight and I could do with a good night's sleep). I finished up a blog post I was writing for a non-sex related blog I write and then somehow stumbled across a forgotten bookmark to a website called 'Heavy Fetish' which has literally dozens of great 'Femdom Empire' clips that I had completely forgotten about. 

I won't post the link here because I will probably fall foul of the Blogger bots again, just go to heavyfetish.com and search Femdom Empire. A veritable treasure trove of quality Femdom content awaits!

After watching a couple of those (and no I didn't touch my cock - but don't feel too proud of me yet) I was feeling very inspired to write and set about sketching out yet another story. As you probably know if you are a bit of a night owl, after midnight time goes insanely quickly and every time I looked at the clock it was half an hour later, until finally at 1:30AM I decided that I really needed to go to bed (even though I wasn't feeling at all tired).

I laid in bed for half an hour, struggling to sleep or get comfortable... my shoulder/arm was feeling very odd, I think I may have a slightly pinched nerve or something because my shoulder feels like a jumble of bones and my arm feels a bit numb too, so that wasn't helping and at 2AM I decided it would be best if I went in the spare room as I didn't want my fidgeting to wake Mistress R.

At first I thought I might fall asleep straight away, but instead I lay awake for another hour with the story (and the clips) buzzing around my head... and also our contract, which is very overdue for review. I actually took it downstairs last night with a view to asking Mistress if we could look at it, but she was very tired and the last thing I wanted was to do it when she wasn't fully focussed on it.

Predictably, as I lay there neither fully awake or properly asleep for the next HOUR my cock hardened and softened depending on what I was thinking about, but still I resisted the strong temptation to touch it. And finally at about 3AM I fell asleep... for all of 45m, and when I woke up I was immediately wide awake with my head full of overwhelming thoughts of Femdom, Mistress and our contract.

As I lay there, my head absolutely swirling, one thought formed in my head that quietened all the others: I wish Mistress was 'meaner' to me and my punishments were more of a deterrent. 

Just typing that, my head is spinning again and my heart is beating faster. 

And as I lay there, at 4AM, my hand was drawn to my cock which was so ridiculously hard I honestly thought I could cum without even touching it. After a few VERY gentle strokes I removed my hand, not through fear of being punished for touching myself, but because I was genuinely worried I might actually cum VERY VERY suddenly and I did not want to have to explain that to Mistress in the morning. 

I can't really explain how I felt in that moment, but it's something I probably haven't felt since the last time I was heavily writing (about nine months ago). It seems like when I'm not writing I unconsciously supress a lot of this stuff until it eventually bubbles back to the surface, but this time it doesn't seem to have bubbled to the surface so much as exploded like a volcano. Truthfully I don't usually find myself in this state until I have written MANY stories and actually this is usually what curtails my productivity, because eventually it becomes too much. Because when I am writing story after story it's a constant background hum in my head that eventually creates a disconnect between what I write and what I can reasonably expect in real life.

Now, I'm not stupid, I know the difference between fantasy and reality... so it's not so much 'dissatisfaction' with reality vs fantasy, it's more a nagging frustration that I feel like I don't do a good enough job of convincing Mistress how amazing she really is and how much I worship her amazing body... because in my stupid submissive male head I imagine how she might act differently if she saw herself the way I see her (...yes, I know. Get a grip!). 

But still, I wish I could adequately explain exactly how I feel when she allows me to worship her gorgeous ass, when I make her cum really hard, or even when she allows me to kiss her beautiful feet. I just want to make her feel like the absolute Goddess she truly is... 

Sigh.

I'm not sure if continuing to write will provide a 'release' of sorts, or if it will just intensify this already very intense feeling...? The masochist in me hopes it's the latter, but I don't think I can take feeling this way for too long without it driving me round the twist... 

Sometimes I genuinely wish I was a bit less weird, life would be so much simpler.

But then again I absolutely love that Mistress now has at least ten orgasms for every one that she allows me, although to be honest I would be more than happy if I never had a 'proper' orgasm again and Mistress kept me in a constant state of intense frustration and need. 

I love that her orgasms are the most important thing and I love that she allows me to help her enjoy them. 

Of course I absolutely adore it when Mistress teases me, but if Mistress ever asked me to choose between being teased and being allowed to worship her ass I KNOW I would choose the later. 

Tried the Oxballs Squeeze

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Thank God it's Friday!

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Blogger Says NO!

And right on cue Blogger decide to unpublish the Webtease menu page. Thanks for that... 

Let's try this then - Webtease Menu

Clean Me, Slave!

On Sunday Mistress and I enjoyed her latest orgasm in the afternoon, we had hoped to have our Femdom Session, but we were too tired (we had a very late night on Saturday) and it was too hot. After Mistress came and I worshipped her beautiful feet a while she got off the bed and then unexpectedly turned to me and said 'Clean me slave'.

Talk about music to my ears... because even though I had just been worshipping her gorgeous pussy for (I don't know...) 20 minutes or so, I would never pass up the chance to taste her deliciousness again. So I quickly knelt down on the floor in front of her and used my tongue to clean as much wonderful pussy juice from inside and around her pussy as possible. It was awesome and I just love it when she talks to me like that - so hot!

Afterwards I asked Mistress if I could be 'unlocked' and she said 'yes'. Then she told me I could choose a cock ring to wear and I fished around in my bedside drawer for a while trying to find what I was looking for. I really don't know why it was proving so difficult, I only have about six different cock toys and they're all in one box!

Anyway, I eventually found my beloved Oxballs Ballstretcher (THOR #3) and went to put it on. Unfortunately as soon as I stretched it to get it over my (enormous, cum filled) balls it broke in half! 

I was gutted, but not entirely surprised as the rubber was starting to show signs of fatigue (it looked like a small chunk was missing but I think it was just the start of a tear. What a shit. I loved that thing, and now of course they don't make it anymore so I've had to order a Oxballs Squeeze Short (from Regulation in London).

The Squeeze Short is actually the same size (thickness) as the THOR #3 was, about 32mm. But the regular Squeeze is 40mm. I toyed with getting that one too, but I dunno, I find 32mm is pretty tight as it is but adding the regular model meant I was only £7 from free shipping.

I did find a rather cool silicon ball stretcher with internal silicon spikes, but you have to join it with a padlock and I think that might be a bit annoying. Plus, the spikes aren't really on your balls, they're on the skin above your balls so is that going to do anything? And would I even be able to get it on, because that was 40mm too? Maybe if I got used to wearing the regular Squeeze, but I wasn't sure...

The thing is, Regulation is really a Gay website, so a lot of what they sell is a bit extreme for me. I didn't really want a fisting glove (with dildo fingers - I'm not even joking) and I don't really want a butt plug the size of my head (hilariously named 'The Gape Keeper') and in the end I just decided to buy the Oxballs Squeeze Short. I really hope it's as good as the old THOR #3 was.

But I can't help wondering what the longer Squeeze would feel like... and I really wish I had ordered it now.

It's funny. Last year I had this massively productive period where I wrote and wrote and wrote... and then suddenly I just stopped dead. This wasn't the first time this happened and I'm sure it won't be the last, but it's not always obvious how one goes about restarting the engine once it stops. Writing for me is almost like a compulsion, once I start doing it I get ideas all the time and sometimes ideas form that aren't suitable for the story I'm doing at that moment and that can then spawn a whole new story - that's how I end up with dozens of story ideas sitting in a folder for years!

But how does one go about starting that process again? Sure, over the last six months I've had the thought 'maybe I should write something', but it was never more than a fleeting thought and was soon forgotten. I know now that forcing it is never a viable option, I really do just have to wait for the mood to strike... and that often seems to coincide with warmer weather.

There is actually some logic to this, since when it's warm I tend to want to stay up later so that when I go to bed I can go to sleep straight away. Mistress has been doing the same lately, but only til 11:30 or something, whereas I will sometimes stay up til 1:30AM. And that 'alone time' gives me the chance to sit down and concentrate on writing.

Also, it occurred to me a couple of months ago that I hadn't written any teases for about a year, and since 'teases' are fairly low commitment (generally you can write one in an hour or so) I decided I would have a go at that and maybe it would spark the desire to write.

It didn't work immediately, but now I'm onto my fourth tease in three months and I'm starting to get ideas for stories again. Not a great flood of ideas admittedly, so far I just have one fairly simple idea but I can tell the old brain is starting to turn and actually, I don't need any more ideas, because I just checked my 'Writing' folder and there's like over 60 Word Docs in there! Haha, this is always amusing, because I never remember what the titles mean so I have to open them all and I'm always like, oh that's a good one... why didn't I finish that. 

And so it begins! 🤣

Speaking of teases, my tease 'Aubrey's Edge Toy' just won 'Tease of the Month' for April, and my latest tease 'Jayme Pushes Your Boundaries' currently has a score of 4.7/5.0, though unfortunately there weren't enough Classic Teases posted in May to create a poll, but I have got my 'TOTM Nominee' badge, so that's cool.

Actually since I wrote this I've completed another (very long) tease called 'Katie's Hardcore Edging Trainer' which is also currently scoring 4.7/5.0. Hopefully there will be four more teases posted in June (by other authors) and we can have another TOTM Poll!

In these teases I've included links to this blog and my Literotica pages, and there's definitely been an uptick in visitor numbers. In fact it's gone from about 1500 page clicks a day to about 4000 in the space of three months. I'm not sure if this is because of the links I posted or my increased activity recently, but either way it's very positive and it's nice to see the blog having a bit of a buzz again. 

I'm not quite sure what to make of this graph though, can May 2026 really have been the best month for the blog ever?

Finally for today, I've decided I'm going to start posting Year to Date orgasm data at the bottom of my posts, really just because I'm sick of the Orgasms page being taken down for no good reason.

Mistress R

CHASTITY YEAR #16 (17 ORGASMS 1642-1660)
APR 2026 - 8, 12, 14, 22, 25, 26, 28. 30 (8)
MAY 2026 – 3, 7, 11, 13, 17, 19, 22, 24, 25, 27, 31 (11)

Robert Anthony

CHASTITY YEAR #16 (2 ORGASMS 178)
APR 2026 - 19 (1) (Handjob in Hotel, POT, no cum eating)
APR 2026 – 30 (1) (Cum after ruin, cum fed to me from Mistress’s fingers)

CHASTITY YEAR #16 (1 RUINED ORGASM 96-)
APR 2026 – 30 (1)

A Treat for Me...

Mistress and I had made tentative plans for another Femdom session today, but unfortunately the weather had other ideas. Here in the UK we've had a bit of a heatwave over the last few days and as such the thought of lying on a sweaty PVC sheet had limited appeal... but despite that (and with the assistance of our lovely new pedestal fan) we still had some fun together this afternoon.

After Mistress had yet another lovely, hard orgasm on my tongue (I'm clearly doing something right lately) she told me to fit the original Oxballs Cocksling and soon had my cock rock-hard and aching.

Mistress was barely touching me, she just used her finger tips to tease me... but it felt amazing and my cock was throbbing hard. I really loved that she didn't progress to stroking me, but kept going with this super frustrating teasing. It was amazing.

Unfortunately Mistress has been suffering a bit with her leg pain this week, and when she moved to kneel up next to me I took the opportunity to ask if I might be allowed to worship her gorgeous ass. Actually I was a bit hesitant to ask because I didn't want her to hurt her leg any more, but I figured if she thought it would she'd say no... and I've done this before and afterwards she'd said exactly that, so...

I asked, and Mistress stood up and straddled me. She told me to beg to be allowed to worship her ass,  which of course I eagerly did! Mistress then sank down onto my face and as she did she grabbed my cock and started stroking it properly. It felt SO good and I adore worshipping Mistress's delicious ass, I just can never get enough of it.

She rose off my face a couple of times and made me beg each time for more. I was in Heaven, I just didn't want it to end. But Mistress eventually moved off me and knelt next to me, pumping my cock until I edged twice and then telling me I was 'locked back up'. I must admit the second time I thought she was going to ruin me (I don't really know why)... but no, not today!

It's a shame we didn't get to do our Femdom session today, but hopefully next weekend will be a little cooler - and anyway it was still AWESOME!

Mistress R

CHASTITY YEAR #16 (16 ORGASMS 1642-1657)
APR 2026 - 8, 12, 14, 22, 25, 26, 28. 30 (8)
MAY 2026 – 3, 7, 11, 13, 17, 19, 22, 24, 

Robert Anthony

CHASTITY YEAR #16 (2 ORGASMS 178)
APR 2026 - 19 (1) (Handjob in Hotel, POT, no cum eating)
APR 2026 – 30 (1) (Cum after ruin, cum fed to me from Mistress’s fingers)

CHASTITY YEAR #16 (1 RUINED ORGASM 96-)
APR 2026 – 30 (1)
 

Femdom Session (3rd May 2026)

The Sunday before last Mistress and I had our latest Femdom session. Unfortunately I haven't really had a chance to post about it and now it's been a fortnight and it's way too long ago to write about it with any clarity (which is a shame). Of course I remember it to some extent but not clearly enough to write about it in detail, other than to say we both really enjoyed it and one thing I do remember quite vividly about it actually was how incredibly wet Mistress's delicious pussy was after she came. 

Before she allowed me to worship her gorgeous ass, I begged to be allowed to clean her pussy properly and as she straddled my head and my tongue pressed between her lips a river of the sweetest pussy juice filled my mouth - that was so incredibly hot. But to be honest I loved worshipping her amazing ass as she teased my poor cock to the edge even more... and I can't wait to get another chance to do that!

This afternoon Mistress and I enjoyed that special Sunday feeling you get when you know you don't have to go to work tomorrow. Ah, Sunday takes on a whole different complexion when it's not weighed down by the shadow of Monday morning, doesn't it? So nice!

Earlier Mistress had a very nice orgasm on my tongue (actually the last few seem to have been unusually 'intense' - which makes me very happy) before she teased me right to the edge, and very nearly beyond! I really did think perhaps I had crossed the line (the edge arrived VERY FAST), but somehow I managed to keep all the cum inside my balls, though I'm not entirely sure how. 🤣

Hopefully this week away from work will afford us plenty of opportunity to add to Mistress's tally of orgasms for May (and hopefully give me another chance to worship her gorgeous ass).

= = =

You may be aware that I posted two new teases to Milovana last month (although I think I only mentioned one of them here (Questions), well the second one I did (Aubrey's Edge Toy) has been included in (and is currently winning) the 'Classic Tease of the Month poll' for April. 

Actually my two teases were the highest scoring of the month but they only pick five teases from five different authors so the other one was ineligible. In fact they only run a poll if there are five teases from five different authors and I didn't think there was going to be, but someone posted one at the last minute. Otherwise both my teases would have got a 'nomination' badge, but never mind, I'm winning by one vote at the moment so we'll see.