A Great Afternoon...

I can’t quite believe the weekend is nearly over, it has gone so fast! Fortunately Mistress and I managed to make time to go to bed this afternoon, I didn’t realise it had been since Wednesday since Mistress had her last orgasm. Well Mistress certainly had a very lovely orgasm today and as I was kissing her feet afterwards I was looking up at her as she lay on the pillows with her eyes closed, completely sated and I just thought how completely beautiful her pussy looked. It was so wet and pink, it almost looked like I had cum inside her. Just a totally gorgeous sight…

After that Mistress teased me like crazy, with some very hard stroking and ball slapping. At one point Mistress edged me and the teased my cock with her tongue and mouth and actually thought I might have ruined into her mouth. I don’t think I did, I’m sure she would have told me… but it really kind of felt like it. Absolutely incredible teasing though, and she left me absolutely rock hard and throbbing like crazy.

It’s been 59 days since I was last allowed to cum properly, and this is only the second time I’ve got this far. Strangely I seem to have gone past the stage where I feel like I could cum really easily, and Mistress really pumped my cock today and I took it easily. It’s quite interesting these little phases that you seem to go through as the days add up.

What with one thing and another Mistress and I decided to delay our next photo session until next week (which is a Bank Holiday here in the UK), so we will be out with friends on Friday night, off lingerie shopping on Saturday, Femdom Session on Sunday and photo session on Monday. Sounds like an awesome weekend don’t you think?

More Feedback and a Surprise Ruined Orgasm.

I have two more feedback’s on Literotica, both favourable…

JOHNNY ROTTENCROTCH: Nothing short of fucking awesome! Now *THAT* is a milking story. I’d love to see more of Karen torturing her slave’s cock!

And…

FASfan: Wowee! This was a terrific story – thank you for posting it for us to share. Five stars and favourited!

So far 1208 people have read ‘Do You Think I’m Evil’ (not bad for one day!) and it has a score of 4.5 / 5.0.

— — — — —

Mistress took me completely by surprise tonight. After I made her cum with my tongue she knelt by me and started stroking my cock. When I was hard she sucked and slapped me and then straddled me and sank down on my cock, facing away from me. After a while she turned around and straddled me facing forward and I begged her to remove her bra and allow me to see her gorgeous breasts.

Unlike last time I felt quite in control and like I could last a while (I wouldn’t have begged to see Mistress’s breasts otherwise!). Mistress started to ride me quite hard and I thought, ‘Okay, she’s going to have me cum inside her and then lick her clean…’.

But no, I was wrong. After riding me for a while she moved off me and started stroking my cock hard and fast. It didn’t take long for me to warn her that I was getting close and she kept stroking just as fast, but moving closer so that her beautiful breasts were right next to my cock. She said something about letting me cum, and she was pumping so fast and hard it never even occurred to me that she was about to ruin me again.

But that’s exactly what she did, and for the first time she ruined me onto her breasts and then had me lick them clean, which was sooo hot! I was just a bit thrown because I wasn’t expecting it at all. Still, surprises don’t get much better than that, do they?

After I had licked Mistress clean I thanked her for allowing me to cum on her breasts and lick them clean. But she made me thank her again, feeling that I should be thanking her for ruining my orgasm too. Needless to say I did as she asked… 

Greatly Exceeding Expectations...

As of today, Mistress has had 40 orgasms since the start of our sixth year of 24/7/365 chastity (on April the 1st 2016). By contrast, I have had 7, which gives a standard ratio of 5.71 to 1, pretty much in line with the ratio of the last few years. The difference this time though is that of those 7 orgasms, 5 have been ruined. Which means that instead of 7 – 40, it’s actually 2 – 40, giving an easily calculated ratio of 20 to 1 in Mistress’s favour!

This is quite incredible really, given that it’s been a long term goal for me that Mistress should have 10 orgasms for every 1 that I am allowed. We haven’t so much surpassed that goal as annihilated it. Which is great! But still a huge surprise…

Of course the main reason for this is that Mistress has recently begun to embrace the ruined orgasm fully and as we can see above, it’s not so much that she has let me cum much less often, it’s just that the greater proportion of those orgasms have been ruined.

If you read my post the other day about the letter I wrote to Mistress R at 4am last weekend, you’ll know that I told her that I was willing to leave it fully up to her in future as to whether she was going to let me cum or not. Now, some of you may have thought that was an odd thing to say, because after all Mistress already decides when and how I cum and has done for the last five years and more.

This is true, but it seems unreasonable to expect that Mistress would push way beyond my current record of 62 days without at least some comment from me. The point of that part of my letter was to let her know that I am ready to be denied for as long as it pleases her to do so. If she wants to ruin every orgasm for the next year, the next three years, five years… whatever she wants is okay by me.

In truth, do I really think Mistress is going to jump from 62 days to permanent (or semi-permanent) denial – no, of course not. And I’m sure there’s some of you out there who are maybe chuckling to themselves and thinking ‘this guy has no idea what he’s talking about’. Also, fair enough – I don’t know what it’s like beyond a certain point. But I do know that I love being super horny and aching for my Mistress, and as such I felt it was right to tell her that if she wanted me to I would be happy to go a very long time without a proper orgasm.

Of course, I’ve read enough chastity blogs to know that the best laid plans of mice and men etc etc… and that’s why I wouldn’t really want Mistress to say that I am going to be denied for any fixed period of time. I wouldn’t want her to feel bound or constrained by some arbitrary ‘rule’ or ‘goal’ that she had set. I fully realise that there may come a day when she wants me inside her and in the moment, when I give her warning that I’m close, she might decide ‘screw the chastity’ because she wants me to cum inside her. And again I wouldn’t want her to lose that option. This is supposed to be about her pleasure, and if she wanted me to cum for her pleasure then that is her prerogative. Statistics and numbers are all well and good, but they should reflect reality and not dictate it, the last thing I would want would be for Mistress to make me wait 350 days to cum and then feel like she couldn’t exercise her power until we made it to a year.

That’s why we abandoned the ‘dice’ chastity early on. It has it’s uses in that in the early days it can be useful to take pressure off a new chastity Mistress, but ultimately ‘dice’ chastity isn’t empowering the Mistress at all, since she is following it’s ‘rules’ just as much as her slave is.

Anyway, like most guys in my position, I have come to feel VERY differently about proper orgasms than I once did. Sure I crave them, when Mistress is edging me I want to cum very, very badly… make no mistake, that primal urge does not go away. And my last proper orgasm (June 23rd) was absolutely amazing, shooting all over Mistress’s beautiful feet and licking them clean was AWESOME.

But with a clear head, if I was given the choice to stroke and cum on Mistress’s beautiful feet, or stroke and ruin on Mistress’s beautiful feet I would probably choose the second option. Of course the difficult bit is the ‘clear head’ bit, because when you are stroking your cock with one hand and holding your Mistress’s foot with the other there is no such thing as a clear head.

Which is why people like me need a Mistress to decide for us (and why some of us need locking up – for our own good!).

I still think about that from time to time, but then I remember how ridiculously badly my CB3000 fitted and how I could barely get my jeans on over it. It’s frustrating, because I love the idea of it and I’m sure it must be amazing to go to that level of control, but there you go. Besides, Mistress wasn’t overly keen on the idea, not that we’ve talked about it for a long, long time.

I still have my CB3000 in a drawer. Maybe I’ll give it another shot sometime.

So Close to a Ruined / Slapped Orgasm..

This evening Mistress had another lovely orgasm on my tongue, and afterwards she teased my cock pretty close to the edge. Mistress is definitely embracing the ball and cock slapping now, and that is damned hot!

The best part of tonight’s teasing was definitely right near the end, Mistress was stroking me hard and fast with one hand and repeatedly slapping my balls with the other. That was absolutely incredible. I was seriously wondering if Mistress was going to let me cum (but continue slapping my balls as I came), or if she was going to wait until I edged and then keep slapping my balls until I ruined… I’m sure either of those would have been phenomenal.

But in the end, Mistress took me really close and then left me hanging, throbbing and desperate… which of course is (and always should be) her choice. I really wanted to feel her slapping my balls until I either came or ruined though. Today marks 48 days, I think this is only the third time I’ve got this far (I think), so of course I’m going to start craving release badly.

Of course, at the same time I want to be made to wait a lot longer too… if not indefinitely  

FEMDOM SESSION 8th August 2016

As some of my regular readers will know, I am still struggling with the story that I have been writing for the last six weeks. Well not so much struggling, as it must be a week now since I did any work on the damned thing… but certainly not getting anywhere. And as I said a few days ago, for some reason my mind is coming up with all sorts of material that I really don’t to advance that project.

And so it was today. As I drove home from work I was coming up with huge chunks of dialogue, which is very annoying because I can’t write and drive at the same time! And this really was huge complete chunks of text coming to me all at once, so what I did was pull into the car park near where we live, got my laptop out and started putting it down. I did this because I knew that if I went straight home I would then get involved with doing something and by the time I got a chance to put some of this stuff down literally 5 or 6 hours would have gone by and I would be pulling my hair out trying to remember everything.

So the good news is that I have the bulk of a short story right there on the page and it’s not going to get expanded and padded out too much. This is perfect because it ticks a lot of boxes for me. I wanted to get back to writing harder material and this certainly fulfills that objective. I wanted to get something on Literotica because it’s nearly a year since I posted anything, and on top of that it gives me a bit of breathing space to work on my 10,000 word story that I’ve been toiling at for the last however long it is now.

Truth be told I might even be tempted to write another short story before I finish that one. It’s become such a ‘thing’, that I can’t even contemplate attacking it without a good two or three clear hours to get my teeth into it. I’m sure it will be good when it’s done, but it’s one of the most difficult, perhaps the most difficult, story I’ve ever written.

So I would say, watch out for a new story from me in the next few days, but recent experience has told me to be uber cautious about shit like that…

Anyway, tonight Mistress and I had our Femdom Session, and I’m pleased to report that Mistress had a lovely orgasm on my tongue while I had to choose between being allowed to cum or being allowed to worship Mistress R’s gorgeous asshole. Can you guess which one I chose? Yes, of course you can…

So I’ve not come for 46 days now and that means I’m just two weeks and three days off setting a new record. I wouldn’t be surprised if I make it either, Mistress is more and more on board with the ruined orgasm thing and seemingly less and less worried about allowing me proper orgasms.

During the session she was rubbing my poor cock against her gorgeous breasts and asking me if I would like to ‘shoot my cum all over them and lick them clean’. As if that wasn’t hot enough she then added, “…but it would probably taste better if that orgasm was ruined, wouldn’t it?”

Mistress looked absolutely gorgeous tonight, in my favourite outfit with the cut out bra panels made from straps.

I started off the session with a beating as Mistress punished me for touching my cock without permission during the time since our last session. I was wearing the Oxballs ballstretcher and I had a glass butt plug/dildo in my ass, Mistress managed to catch my balls with her whip, but that was nothing compared to the paddling she gave my ass. Ouch!

After a long time spent worshipping her gorgeous feet (while she played with her favourite dildo), Mistress had me suck it clean and then let me onto the bed. I was given some more paddling, but thankfully not quite as painful as before. I say painful, it hurt… but in BDSM terms I’m probably a bit of a lightweight. Most people would probably consider it light slapping, but to me it was quite stingy anyway.

Soon Mistress was teasing my cock and riding my face, which I adore. I hadn’t used the ball stretcher for a long time and it was really, really good. It certainly pulled my cock tight and made my cock very hard indeed. At one point Mistress straddled me facing my feet and I watched my rock hard cock slide inside her tight, tight pussy, her gorgeous asshole clearly visible as she bounced up and down on my shaft. Then I felt Mistress reach under and use my tightly bound balls to rub her clit. 

Mistress gave me some choice dialogue tonight and I’m annoyed that I can’t remember anything to share with you guys, maybe I should record one of sessions again so I can give you a word for word transcript.

After Mistress had cum (pretty spectacularly), she did that thing I really love where she puts her foot on my shoulder and pushes me back. It’s a little thing, but I’ve loved it since I saw it in a Femdom clip.

Then she stood on the bed in front of me and had me clean her ass and thighs with my tongue. Then she had me lay down and straddled my head, giving me a perfect view of her soaking wet pussy and ass while she stroked my hard cock. This was the moment she chose to ask me if I wanted to cum or if I wanted to lick her asshole.

Mistress allowed me the privilege of licking her incredibly sexy ass for a short time while she stroked my cock fast and hard. By the time she finished my cock was about as hard as it has ever been and Mistress finished the session by slapping my cock and balls a few times. I even begged her to slap my balls again and she obliged, giving me several more slaps to the cock and about three more to my balls. I absolutely loved it.

Our next session is planned for the Bank Holiday weekend, I can’t wait!!! 

Is It More Humiliating...?

It All Went Very Well in the End...

This evening I gave my ‘letter’ to Mistress R and kissed her feet while she read it. I must admit I was nervous about how she might react to some of it, but in the end she seemed to really love what I had written. Here are some parts of what I wrote:

“I am writing this at 2:40am (Sunday morning), because I feel absolutely compelled to write these thoughts down right now, and to not allow them to fade by morning. This has been such a wonderful day and reinforced how much I love and adore you and how lucky I am to spend my life with you. I really could not be happier. I have never felt more certain in our marriage and that I want to spend every last day I have with you as my wife and Mistress.

A few minutes ago you came to bed and I tried so hard to tell you exactly what I was feeling, but I simply couldn’t make the words come out. But I don’t want to let this feeling pass without telling you exactly what is in my head, because I feel it so strongly.

I know full well that you may read this and it may change nothing, that things may carry on exactly as before, and if that is what you decide as my Mistress then I will accept that and be truly grateful for it, because believe me I know and appreciate how lucky I am to be able to live as we do and to have you as my chastity Mistress.

When you came to bed I was so hard, and so desperate to hold you and feel you pressed against me, and to feel your beautiful, soft skin against my aching cock. I cannot tell you how intense it feels to be denied for weeks and to crave your touch so badly. After five years and more of being your chastity slave I adore feeling this level of horniness, and as so many others in my position have said before, though we all crave the explosive release of a proper orgasm, equally we all learn to dread it, because we all know how long it takes to rebuild this level of ache and desire.

I love that you control my orgasms, I can’t tell you how much I love that you do that for me, and I wouldn’t wish to take anything away from you regarding your power to decide when, how and indeed ‘if’. But I want you to know that I am ready and willing to give you absolute power to deny me indefinitely should you decide you want that to happen. If you were to decide that all future orgasms are to be ruined, and that I am to be left in a permanent (or perhaps a semi-permanent) state of ache for you, then I am so ready to accept that and to love and worship you for it.

Equally, I can’t tell you how badly I crave for you to be sexually ‘mean’ to me. When you slapped my balls earlier, I loved that you did it so hard. I actually wondered if you were planning to make me cum by slapping my balls, and I really didn’t want it to stop. I appreciate that it’s hard to overcome a natural reluctance to ‘hurt’ someone you love (I would find it very difficult to ‘hurt’ you no matter how badly you might ask me to) and that alcohol maybe makes it easier to let go, I know you have slowly pushed further in this area and I just want to reinforce that I genuinely love it and want you to keep pushing as far and as fast as you feel comfortable.

Also, it’s hard to quantify or explain this to you, but the non-physical side of being ‘mean’ is also a huge turn on. Even just feeling that you are enjoying slapping my balls or ruining my orgasms makes a huge difference, and that doesn’t mean I want you to ‘pretend’, but equally I want to reassure you that I love it and that I want you to let go of any remaining feelings of guilt you may have about doing it. Just hearing you say how much you love seeing my cock when it’s throbbing hard and red from being teased and whipped is like heaven to me.

As I said before, I know that you may read this and maybe you will decide to go on exactly as before, and that would still be wonderful. Please do not think I am complaining or unhappy in any way, I am 100% deliriously happy to be your chastity slave and I totally understand if you feel uncomfortable going beyond a certain point or level of this. I completely worship you and I want you to be 100% happy with everything. I just had to get this off my chest, because I so wanted to tell you all this earlier and I just couldn’t verbalise it.

It’s 4am now and I’m going to be so tired tomorrow now, but I just had to get up and write this down. Please, please, please don’t take anything negative from this, you are already amazing and wonderful and I could not love you any more than I do.”

– – –  – – –  – – –  – – –

“As I lay in bed this morning, desperately trying to get back to sleep and feeling rough in the way that you only can when you’ve seen the clock reading 4am, a million thoughts were swirling around my head. There is so much more I want to say to you and want you to know.

I wish that you could truly understand how I feel about you and how you make me feel. I know everyone is self-critical about their appearance, no matter how perfect they are to someone else, but I wish you could see yourself through my eyes. Honestly, I only have to see you sitting reading with your feet bare and I want to kiss them. I don’t want to be annoying so I don’t do it every time I see you like that (in fact I probably hold myself back far too often), but that doesn’t mean I don’t want to.

Similarly every time I see you naked after you shower, or every time you take off your dressing gown to get into bed I want to touch you and kiss you all over and make you feel adored. But again, I don’t want to be annoying and I know you might be tired or rushing because dinner’s ready at 6:30, but that’s what I’m thinking.

Even when you are jumping up and down and hot and sweaty in your sexy little shorts and vest top, you still look completely gorgeous to me and I still want to kiss every inch of your skin, taste your pussy and ass and worship your beautiful feet. I seriously would, in a heartbeat. There is not a moment when I wouldn’t drop everything to make you feel completely worshipped if you asked me to (‘told’ would be better, obviously…). I mean, honestly, I know no-one can walk around feeling worshipped and adored 24hrs a day, but that doesn’t mean I don’t want you to.

And finally, I want to re-iterate again how much I love your scent and taste. There is not a moment that I don’t want to taste you, and I hope one day you will feel comfortable in not having ‘down-time’ anymore. I want you to have complete freedom to cum whenever you want, and I feel sure you would taste just as gorgeous no matter what.”

I really loved how she reacted to this letter and I’m very happy that she knows how I feel about all sorts of things, not least that I would be happy for her to move on to either a permanent or semi-permanent state of chastity (ie – only ruined orgasms for me if that’s what she wants).

After she read this she caught up on my blog posts and unexpectedly came across something I’d forgotten about – the bit about the Elastrator… so I had to try and explain what it was, that was… slightly awkward, seeing as I wrote that I thought it was strangely erotic! Still, it’s not really the basic idea, it’s how it’s used as a tool for power exchange – such as in the video I linked to…

5/2 Ruined..

This evening Mistress R racked up another gorgeous orgasm, and most unexpectedly – after some considerable stroking and teasing, Mistress edged me and then allowed me to cum. But once again it was ruined! And boy was it ruined, it was like half as much cum as you would expect from a normal orgasm, and that’s not even taking into consideration that it’s been over thirty days since the last time I was even ruined, never mind the last time I came properly!

It really was an effort to force it out, try as I might, and Mistress wasn’t helping with her infuriating feather-like strokes that are actually more frustrating than not touching me at all. What a complete and utter….ly wonderful Mistress she is! I loved it of course (but hated it too, obviously…) 

So I really can’t believe this now, but since the start of April I have been allowed to cum seven times, but five of them have been ruined! And I’m still stuck on 100 orgasms since April 2011, while Mistress continues to add to her tally every few days. Who knows, maybe she’ll get to 650 before I get to 101?

I’m especially surprised that she ruined me tonight, given that we have our Femdom session coming up at the weekend. I shouldn’t read too much into it I suppose, but in the past I can’t remember Mistress ever letting me cum (or ruining me) in the days before a session. Should I take it that it’s now less likely than before that she’ll allow me to cum in the session, or is it a double bluff? Maybe she’ll ruin me again in the session… I guess I’ll have to wait and find out.

In a twisted way I am so proud of her though, because it really has taken my Mistress a long time to embrace the ruined orgasm, but now it seems she has taken to it, and she seems to have it down too! How lucky am I?