Femdom Session 23rd March 2014...

If you would have asked me this morning if I wanted to cum during today's session, I probably would have said no. One day off four weeks I was really enjoying the ache and the feeling I was going to explode when I cuddled up to Mistress R in bed last night. But as we know, these things are not for me to decide and if I'd known how I was to be allowed to cum, and how spectacular it would be then I would have changed my mind for sure.
But first, of course, I had to admit to some lack of self-control during the last seven weeks (seven weeks!) and take my punishment for the same. Mistress gave me twelve very stingy lashes with the cat and then, stupidly, when she asked me if I still thought it was worth it... I said 'yes'. I mean I was already feeling submissive but that was just plain dumb! So then I had to endure a further (brief but incredibly stingy) paddling.
After this Mistress had me suck her glass dildo (although I couldn't see her because I was blindfolded) so that it was nice and wet for her pussy, and then she set me to work worshipping her beautiful feet while she teased herself with the dildo. It had been so long since I had been given the opportunity to worship her perfect feet that I was loving every second of it, and as I concentrated on that I could still hear Mistress concentrating on the feeling of her favourite glass cock stretching her pussy.
Mistress told me that she hopes our soon to come into force 'contract' will re-focus my mind on my responsibilities as per 'not touching her cock', and twice during the session commented that if it doesn't she will have to increase the severity of my punishment. I'm not quite sure I believe that she would 'whip my balls', but I loved to hear her say it whether or not there was any substance behind the threat.
With our new glass butt plug to try out, Mistress had me on the bed and pushed a small dildo into my ass to help prepare me, before having me turn over onto my back. Once restrained she mounted my face and had me lick her pussy, which was lovely of course. And then she started teasing me about how if I hadn't broken her rules I wouldn't be wearing a blindfold and would be able to see her ass that was right above my face...
This was the first time in ages that Mistress hadn't told me to wear some kind of cock ring during a session, and it seemed a bit weird to start with... not least because I am often quite nervous at the start of these sessions. Well nervous is probably not the correct word, apprehensive perhaps... and so despite the ball aching hard-ons I've been 'suffering' over the past week or so, my cock was a little bit more docile than it usually would be when assisted by the Oxballs or even a simple cock ring.
Mistress managed to get me hard though, and continued stroking, slapping and generally abusing my cock while she continued taunting me by pressing her ass into my face. Not that I'm complaining you understand!
Then she had me turn over and she removed the dildo and lubed up the new glass buttplug. I was quite shocked to notice this morning that it was actually bigger than it looked and was actually the same diameter as the black rubber one we've had for ages and hardly ever use cos it's a bit big! Indeed, I made sure to warn Mistress before the session that she needed to be careful, not least because glass may be nice and slippery but it also has no 'give'.
Mistress eased it in to start with and then pushed it in (perhaps still a bit fast if I'm honest) and it was a little painful for about a minute and then I got used to it. She had me turn back onto my back and soon had my cock nice and hard again. Then she finally removed my blindfold and continued to stand over me teasing me by pulling her ass cheeks apart and making me beg to worship her asshole. Then she pegged my nipples and left me along with the taste of her pussy fresh in my mouth (when I asked her to let me taste her before she left me alone she said no initially and then decided that I could, but only from her glass dildo).
When she came back she removed the butt plug, which was really comfortable by then actually, I would have been quite happy to leave it in a lot longer. Well I say she removed it, in fact I had to do it myself because when Mistress tried to do it her fingernails dug into me and just about caused me to jump off the bed. It fucking HURT! The thing with this new butt plug is that it has quite a small base and perhaps a narrower neck than the old rubber one, so it pulls up really tight between your cheeks. I must admit I found it a bit of a job to get hold of it myself, but with Mistress's 1/2" long fingernails it would have been pretty impossible. Still, that aside the butt-plug was a sterling success, albeit in future it's definitely going to have to be me that removes it (my arse is still a bit sore seven hours later!) and after that I knew that any chance of Mistress using the strap-on on me was a lost cause.
(It occurred to me later that, what if Mistress was single and had bought the butt plug for herself? How would she have ever have got it out? She'd probably have had to find some suitable gloves or ultimately I guess she would have had to cut her nails off to get hold of the thing.)
Thankfully, after this stressful moment I got to go down on Mistress's delicious pussy and brought her to another lovely orgasm, after which she stood on the bed in front of me and had me lick her clean of her juices, before turning my attention to the soaked PVC sheet.
Once again she secured me to the bed on my back and began stroking me once more. She seemed to be stroking me quite hard and after a bit of grovelling she allowed me to lick her ass and my cock grew really hard now. It seemed to me that she was trying to get me to the edge... perhaps she was intending to ruin my orgasm? But then she straddled me and rubbed my cock against her slit before sliding onto it and riding me for a few moments. Then it was back to hard stroking and when I told her I was getting close, she let go... only to start teasing my cock with gentle strokes which made me thing she was definitely trying to ruin me.
Then once I was away from the edge again she started stroking me fast and hard again and she told me to tell her when I was getting close. Ah-ha, I thought, so this is definitely leading to a ruined orgasm then! But no, as soon as I told her I was getting close she straddled me again and told me to cum inside her. I thrust up as hard as I could, pumping my cum into her soaking wet pussy and with perfect timing after maybe four or five huge spurts of cum had erupted from my cock she lifted off me and straddled my face. So even as my orgasm was trailing off I was swallowing a massive load of my cum from her dripping wet pussy, it was simply amazing!
As I said, if you'd asked me this morning if I wanted to cum, I would have said no. But if I'd known how incredibly hot and amazing it would prove to be, then it would have been a different story, because that really was an incredible orgasm and a perfect, horny as fuck cream pie to boot!
Looking back through my records, I can't find a single instance in the last three years where I've been allowed to cum inside my Mistress during a Femdom session, so this was indeed a very special treat for me.
After the session Mistress said she hadn't intended to let me cum, but she changed her mind. She said she felt she'd been a bit too mean to me in the session... (I can feel a comment from Mistress Marie coming here!) ...and perhaps the buttplug incident played a part too. I guess I should be disappointed, but when you have an orgasm like that (that you didn't even really want) it's kind of difficult to be disappointed.
I don't suppose I shall have another orgasm until April now, so it looks like my orgasm tally for this year will be 20 in total, which is two less than last year (although I have had six ruined ones this year on top of that). Despite today's mind-blowing orgasm and perfect cream pie, I can't help hoping that next year it's six real orgasms and at least twenty ruined ones, that would be awesome!

Femdom Session - 2nd February 2014...

Today's session got off to a slightly uncomfortable start as I had to confess to a couple of instances of illegal touching/, which I had indulged in earlier this week after Mistress had gotten up (she gets up about an hour before I do, but gets home 1.1/2-2 hours before I do too). As you can imagine, having gone four weeks without a truly satisfying orgasm (my last one was very much borderline ruined) in recent days my cock has been rock hard in the morning, leaking pre-cum and desperate for attention. Having not been sleeping well lately hasn't helped since when Mistress gets up I can't seem to get back to sleep and so of course I am ill prepared to fight the temptation to touch my cock.

Mistress decided to give me fifteen strokes of the cat, straight off the bat. That isn't too many more than normal, but for some reason they stung a lot more. Number five in particular stung as the whip found it's way between my legs and caught my balls a treat. I winced my way through my punishment (Mistress later asked if I was hamming it up, seriously!) and was rather relieved when it was over, though Mistress didn't seem to think she'd hit me any harder than usual... hmm.

Soon I had forgotten about the pain as the Oxballs Cocksling tightened around my swelling cock. Mistress had me worshipping her feet while she lay on the bed, clad in a PVC top and skirt with only straps around her gorgeous breasts (I love that top). I could hear her dildo inside her pussy making a gorgeous noise but concentrated on worshipping her beautiful feet until I was ordered to lick her glass dildo clean for her.

After I had worshipped her other foot equally well, she had me lick and suck her dildo a second time before ordering me on to the bed on my back. She tied me to the bed and quickly sank down onto my face. She tasted wonderful, but after a few seconds she stood up and started fucking herself again. Then she was back on my face again, ordering me to push my tongue inside her, which I tried to do but she kept grinding her clit against my tongue instead.

By now my cock was rock hard and I was hoping she would slid down onto it, but sadly not. Instead she grabbed my cock and started pumping it hard, her nails digging in as she explained that she thought my cock needed to be properly punished for my misdemeanours, little did I know how true that would be by the end of the session!

Mistress abused my cock for some time, digging her nails into it and also scraping them across my tightly constricted balls. The thing is the Oxballs holds you very tight so there is very little movement in the skin, I imagine it's a bit like being circumcised, I believe circumcised men need to use lube to masturbate. Well there wasn't any lube, and there was plenty of Mistress's very long nails. On the upside I think it's the lube that reacts with the Oxballs and causes the stinging, of which there was none this time, so.... swings and roundabouts.

Mistress now decided to blindfold me and then she told me it was time for me to have something up my ass. I was expecting the new butt plug, but when I felt the cold tip of the lube coated glass dildo I was quite happy, because it feels great. It feels even better when Mistress fucks me with it while stroking my cock and that's exactly what she did next.

I was really enjoying that part of the session and wished it could have continued on longer, but alas no. Soon I felt the new vibrating butt plug being pushed into my asshole, and after deciding on a setting and attaching a couple of clothes pegs to my nipples (stronger ones than last time, because they were pointless) she left me to stew for a while.

The right clothes peg hurt more than the left one, maybe it wasn't pushed on as far, but I could definitely feel them this time. The butt plug wasn't as strong as I expected, but the thing is the vibrations acted as a reminder that it was there. Often when Mistress leaves me tied up with a butt plug inside me I almost forget about it until she takes it out, no chance of that here. At least I didn't have to worry about it causing an unauthorised eruption!

When Mistress returned she removed the pegs without a second's warning (ouch!) and then the blindfold and then untied me and told me to remove the Oxballs. I moved out of the way and she lay down on the bed and spread her legs, exposing her delicious pussy to me as she stroked my cock with her toenails. Her skirt was gone but she was still wearing the PVC top, she always looks so gorgeous like that.

I bent and laid down between her silky smooth thighs and began eating her pussy, she tasted so good and after a while her muscles tightened and tightened until she finally bucked and came hard under my tongue. I love nothing more than feeling that and it was so hot to watch as she stood up on the bed with her juices literally running down the backs of her legs as she snapped her fingers and pointed to the beads that were down by her calves already.

I greedily lapped them up before turning my attention to the soaking wet PVC sheet. There was so much pussy juice, it was wonderful. As I lapped at the sheet Mistress reached under me and started pumping my cock again. Then she ordered me onto my back and tied me down once more before standing over me, teasing me with her pussy and ass. She lowered herself down onto me and stroked me cock as I begged to lick her asshole. She gave permission and she continued pumping my cock as I tongued her tight hole. She gave me a second chance to tongue her ass before telling me that she was going to allow me to cum today, providing I could cum before she counted to ten.

Strangely, although my cock was really hard I felt a long way from the edge, a really long way.... and frankly I was a little worried that I wouldn't be able to make it. Mistress was pumping my cock really hard and counting very slowly it seemed to me, she obviously wanted me to cum because each number came slower than the last one. Around about five I felt something click into place, but it wasn't until nine that I got to the edge and then erupted violently.

It was brutal, it just seemed to keep coming, like as if I'd cum once and then another one followed straight on, and all the while Mistress was pumping me so hard... it was as near as I've cum to post-orgasm torment, and being tied down all I could do was buck beneath her as she pumped out an unfeasibly large amount of cum which she then fed to me and I swallowed down. Afterwards my poor cock looked as if it had been thoroughly 'tenderized', with little nail marks all down the left side and the skin swollen and red. Not that I'm complaining you understand!

Butt plug anxiety...

As I said before, our next Femdom session is scheduled for tomorrow, and there's one little thing making me a little bit nervous about it. I know it doesn't look very big, and it isn't, admittedly I haven't felt it inside me yet but I've held it and it feels like it packs quite a punch.

It's not that I'm worried about it as such, I'm just a little bit concerned that maybe it will cause me a problem. See, I haven't cum for two weeks now, and my last orgasm was... well, it was right on the verge of being ruined. So I kind of feel like I'm more on edge than I should be for just a two week wait. My cock certainly looks more desperate than that and every morning this week I've woken up ridiculously hard, and leaking pre-cum most mornings.

My slight concern is, if Mistress leaves me alone for five or ten minutes with this thing vibrating in my ass, is she going to cum back to find me with cum all over my stomach? I really don't know. Maybe it won't be as bad as I'm thinking, maybe it will be fine, but maybe not, I just don't know. The thing is, I'm liable to be more turned on than usual, what with the whole Femdom session and everything, so... I just don't know. I guess you'll have to check in tomorrow to find out!

My first orgasm of 2014...

Thursday night was a good night around here, Mistress R got me rock hard by rubbing my cock against her pussy, before having me lay down between her legs to make her cum. You women don't realise how uncomfortable it is to lay on a rock hard cock... but it was so worth it, Mistress came really well and I felt really happy.
Afterwards she surprised me by whipping out the glass butt plug and reminding me that she owed me a treat. Soon I was rock hard again as she sucked and teased me, while slowly introducing the well lubed plug to my ass. It always feels a little uncomfortable to start with, but after a few minutes it felt amazing, especially when Mistress fucked my ass as she stroked and sucked my aching cock.
It's always the same with anal toys, at first they are uncomfortable and then just as you really start to enjoy the sensation your Mistress decides you've had enough. I begged for the plug to be put back in and Mistress allowed me another minute or two, it felt soooooo good. But all too soon Mistress pulled it out again, and left me with a good slap to the balls for good measure.
Afterwards Mistress and I discussed the frequency of her orgasms and how after two pretty low months (nine apiece in November and December) we could try and beat her record of fourteen in January. Well, we're off to a good start at least, today Mistress had her second orgasm of the year, and it was truly top drawer stuff. From where I was laying it was definitely one of the absolute best in recent memory and after she had recovered Mistress had me move up between her legs and she guided me inside her.
Damn that felt good. Being on top and inside my Mistress's beautiful, slippery pussy... not only that but I was totally in control of my trigger too! I fucked Mistress solidly for a while but just as I started to speed up Mistress stopped me and turned on to her side, I don't know why but the different angle suddenly made it more intense and I had to tell Mistress that I was getting close. At this point she hadn't let on as to whether she was allowing me to cum or not, I'm not even sure she had remembered that I needed to ask at this point actually... !
Mistress responded to my warning by grabbing the headboard with both hands and telling me to fuck her hard and fill her with cum, and that's exactly what I did. Afterwards I was waiting to see if she would tell me to clean her, half thinking about instigating myself but really wanting her to tell me to do it. Just as I was thinking it wasn't going to happen she grabbed my arm and pulled me down between her legs and I licked her clean. There wasn't a lot of cum to be honest (at least not where I could reach with my tongue) but Mistress seemed to be enjoying the attention on her clit anyway. Later she commented on how much cum was dripping out of her, I guess it had been eleven days...