Maid to be spanked

As you may know, Miss Dee had set a reward for each comment I would receive during the recent Love Our Lurkers Day. She had determined that for each comment from a lurker that I would get on that day, I was going to wear one item of feminine clothing. Should there be more comments then I had feminine items to wear, she would add implement that would be used to spank me with. Well, as it turns out, I got more than enough comments to get me in my full maid outfit and to give me a sore bottom as well! Miss Dee decided that I was going to wear the following:

• Panties
• Bra
• Stockings
• Maid outfit
• Collar and cuffs

But there were more comments than that. So she determined I was going to be spanked with the leather paddle, a long-handled bath brush and the cane. All in all, it looked as if this maid was going to have a really sore bottom too. It turns out that that was not going to be an understatement!

Yesterday, we did the session that was promised. Miss had me undress in front of her and then directed my dressing up as a maid. First, I was to put on stockings, next was the bra, black lacy panties, collar and cuffs and then finally my full maid uniform on top of those. I was transformed into a rather kinky maid, since the uniform leaves my bottom totally exposed. Of course I was already blushing rather heavily, dressed like that. But Miss thought that I had to do a proper curtsey first, before the session was going on. She feels that as all maids do a curtsey to their Mistress when entering or leaving the room, or thanking her, so should a sissy maid. I had to practice that a few times and though Miss said that I got it right (blush!), I still felt like a hippo in a tutu...every bit as elegant.

In stockings...

 

Bra added...

 

Panties added...

In full maid outfit, with collar and cuffs

It was then time for me to turn around for my spanking. Miss picked out the leather paddle to begin with, and the spanking began in sets of 50 swats. I was warned not to deliver full force spanks, but hard enough to produce a good sting, since Miss said that I had a long way to go today. The spanking commenced on the back of my panties, which of course don't offer much protection at all, since they leave half of my cheeks exposed and are so thin as to be non-existent. Yet the spanking on my panties also produced other feelings than pain. It felt embarrassing, since I knew that I was showing my fast-reddening bottom encased in lace. But it was even more embarrassing than that, since despite the spanking and being dressed as a maid, I felt a certain excitement grow. Excitement at being spanked, at sticking out my bottom for the swats, at knowing that Miss was watching every swat land. I began craving the next swat and the next and I began to love how each swat made my bottom bounce.
The spanking with the leather paddle was interspersed with sets of 10 swats with the bath brush, which had a really powerful sting and sets of 10 strokes with the cane. I quickly lost count of the number of swats and strokes I was receiving, but I knew there were many. My bottom became hot and felt very swollen to me, even though I hadn't touched it with my hands.

The spanking halfway done...

When the spanking stopped, I thought that it was done, but Miss Dee announced that the second set would be given on the bare bottom. She didn't say how many spanks I had already received or how many the second set were going to be. But since these were not full force spanks, I wasn't too worried. And to be honest, I wanted the spanking to go on. I was getting at that stage where it started to feel good, despite the pain and heat in my cheeks.
No matter how many times I hear the instruction "panties down", I don't think I will ever get used to it. It's such a sharp reminder of the fact that I am wearing them! Miss made me lower them to just below my buttocks. And then the spanking began again. First sets of 50 with the leather paddle, then followed by the bath brush, the cane and more swats with the paddle. However, there was an added twist to this set, because in between each set, Miss made me cool down my bottom with a flannel that had been wetted with very cold water. This added a new dimension to the spanking, where at first it took some of the heat away, but when the next set was delivered, I felt all the more, due to my cheeks being moist!
I completely lost track of how many swats I was getting. All I could feel was the sting in my cheeks, the bounce as each spank landed, the glowing of my bottom and the increasing excitement. I was painfully aware that despite the spanking and the embarrassing outfit I was wearing, my cock was half erect in its lace prison and that it was leaking pre-cum... (blush)

Eventually, the spanking stopped and I was allowed to look at my bottom. To my feeling, my bottom had increased to twice its original size. And although I could see it was somewhat swollen and very, very red, I was astonished as Miss Dee told me the number of spanks I had received. It had been 1000 swats! No wonder I was so red! Still, isn't that a nice "thank you" for all the lurkers who commented?
Of course I had to thank Miss Dee too for her efforts, and I had to do it in the way becoming to a maid: with a curtsey. Blushing at both ends, my session was over.

1000 swats given*

Disclaimer: none of these photos have had their colour enhanced. Actual colours are shown.

Denied for 8 days

Those of you who have followed my Orgasm Training, will have noticed that there is a gap in my training between the 26th of October and the 2nd of November. The only activity between those dates, was on the 28th of October, where I was not allowed to use my hands, but was allowed to use my prostate massager for 5 minutes. Whether I managed to milk myself with it or not, I had to stop after 5 minutes maximum. And that would be the last chance to relieve some pressure I would get, until November the 2nd. The last relief I had before the 28th was on the 26th, where I was allowed to milk my cock (so without cumming). In total, that would mean 8 days of no touching my cock for pleasure at all. Miss Dee had been specific about that, no touching for pleasure.

So, on the 28th, I undressed and relaxed myself, and then slowly inserted the prostate massager into my bottom. As it slid over my prostate, it immediately produced a small drop of pre-cum at the tip of my cock, proving that I hit the right spot. It would have been hard to miss anyway, since the massager is designed to hit the prostate. So there I was, sitting on my knees, moving the massager up and down with just the movement of my sphincter muscle, nothing else. By rhythmically contracting and relaxing it, the massager moved back and forth, back and forth over my prostate. It was a wonderful but also very frustrating feeling! To my shame, I felt I wanted more. More penetration, more movement. But this was all that I was allowed. I only had 5 minutes in which I was to achieve a milking, if I failed in that time, I would have to stop anyway.

The feeling was intensely frustrating, pleasurable but not enough. My cock did not get hard during the entire exercise, although it did dribble a bit. I switched between the sphincter movement and soft manipulation with my hand to see which would be better and to give either my sphincter or my hand some rest. Finally, towards the end of my allotted time, I saw a drop of pre-cum forming that was not entirely clear. It was mixed with a bit of milky fluid, proving that now, finally, I was doing a real "milking". However, my timer indicated that the five minutes were up and I had to stop, no matter how frustrated I was. I let the massager slip out my bottom, making it slide over the prostate again. This caused another small drop of milky pre-cum to form. I'm sure that if I had had more time, I would have been able to drain my prostate. However, this was all the "relief" I was going to get.

Of course, instead of helping me get relief, the miking with the prostate massager only increased my frustration. In addition, with the frequent milking that I had been doing, my body was producing more seminal fluid than ever before, except maybe during my teens. So during my time of denial, I expected to be in trouble. And I was right...
For the first day or two, it wasn't so bad. The evening of the 28th I felt very frustrated, but I didn't feel like masturbating. Instead, I felt like having something up my bottom again, rubbing my prostate. It was strange to feel like that, instead of just feeling an urge to masturbate. It made me feel...sissy, actually. (blush)

Over the next few days, I felt a pressure growing in my loins, which was quite uncomfortable. And yet, at the same time, it felt exciting. It became a challenge to keep my hands away from my cock and balls, as I had been instructed to do. In addition to that, my cock also made itself more "felt". I found myself having erections at the oddest of times. I found myself looking at women passing by in the street. In short, I felt like a teenager again, except that I was not allowed to deal with the situation. I actually starting leaking pre-cum for no apparent reason!
Things became unbearable by the evening of the 1st of November. I was in the shower, washing myself, when my cock became so hard and throbbing, that I just had to touch it. I could not keep my hands off of it. But I also didn't want to just stroke it, since I was desperate to obey my instructions. Miss Dee had clearly said that I wasn't to touch myself for pleasure. So in my desperate mind, I sort of found a compromise by washing it really, really well! As I soaped it gently, it felt so nice to touch it. It responded with more throbbing so in the end, I had to stop. Proceeding would mean too much of a violation of the rules. In addition, I was only making it harder on myself. (pun fully intended!)

By November the 2nd, I was ready to do just about anything to be allowed to stroke myself and get some relief. I didn't even need a full orgasm. Just a milking would have been bliss. Fortunately, Miss Dee had some time and understanding for my desperation. On webcam, she made me show my cock and balls to her. My balls were as hard as marbles and my cock became hard even before I had lowered my jeans.
She questioned me if I had been honest and hadn't touched myself. I confessed honestly about my thorough washing and was asked the question if I felt that I had deserved to touch myself today. I admitted that it might not be justified. Miss Dee made me convince her that I really needed to touch myself, which wasn't that hard to do. All I had to do was tell the truth, about how much I wanted to stroke and relieve the pressure.
I was then instructed to go and fetch a wash cloth, wet with warm water. I did that and Miss Dee instructed me to rub the wash cloth over my cock, but only with a very light, feathery touch. I didn't know if she would allow me anything more at that point, but it felt very good to do as I was told. It was sheer torture to tease my cock like that, and I freely moaned and shivered on camera. All I could feel was the light touches on my cock.
Miss Dee then told me to lightly wrap the wash cloth around my cock and to thrust into it, holding my hand steady. That felt even better! But I was only allowed to thrust very slowly. Each movement brought agonizing pleasure and at any second I feared that Miss might tell me to stop. That she would leave me standing there with a throbbing, dribbling cock and no relief. To make me hold back longer, I was told to squeeze and pinch my nipple. But fortunately, she was not that mean to me. Despite my disobedience, she allowed me to thrust faster and faster. Pretty soon, I could not hold back any more and I asked if I could cum, a full orgasm. It was allowed! Thrusting faster and faster into the wash cloth, I felt my orgasm rise and finally I exploded. The orgasm was very powerful and the pressure had been built up so long, that I had to do quite a bit of cleaning afterwards... (blush) To my surprise, Miss Dee told me that I had been able to take the teasing and rubbing for 10 minutes, before she allowed me to cum. That did impress me very much!
Of course I thanked Miss Dee properly for my orgasm, knowing full well that I didn't really deserve it...

Now that the days of denial are over, I will be returning to a regular schedule of Orgasm Training, but Miss Dee has changed it a bit:
- Day 1: a milking, to be achieved between 9 and 10 minutes of stroking.
- Day 2: same as day 1.
- Day 3: 5 minutes of whipping my bottom crack with the penis whip.
- Day 4: same as day 1.
- Day 5: same as day 1.
- Day 6: Orgasm, but only after 15 minutes of non stop stroking.
- Day 7: Rest

Fire and Ice 2

Just the other day, I wrote a report about a "Fire and Ice" session that Miss Dee and I played. Well, Miss enjoyed that session a great deal and so did I. In fact, we enjoyed it so much that we did a more elaborate session the next day! And this time we not only played it, we also recorded it on video to show on the blog, so all our readers can enjoy my wiggling and my oohs and aahs. (blush)

The video report is below. It is a condensed version of the session, but it still has a running time of almost 20 minutes! It shows everything that happened in the session, although some sections have been cut for brevity. Enjoy watching the clip and I hope that you will tell us what you think. You will, won't you?

Love Our Lurkers IV

Hello everyone, and especially you out there, silent readers. Yes, I am addressing you specifically. Each year, Bonnie, over at My Bottom Smarts, organises the Love Our Lurkers day. It is the one day in the year where lots of spanko bloggers invite their silent readers to leave a comment.

This blog gets between 500 and 700 visits per day, from all over the world. Countries as diverse as the US and Japan, Sweden and Brazil, all of them house people interested in spanking and related activities. They all stop by here. And today, we invite you to leave a message, even if it is just a simple "hi, I visited". It doesn't matter, but please: say something!

Last year, "The Training Blog of Mark" also participated. You may find the invitation message here. And you may find the aftermath here. This year, we are under "new management" so to speak and my training is being done by Miss Dee. She has not announced a way in which I will pay you back, but she may do so when she reads this post...

So one more time, my lurking friends, on this day of the year, feel free to leave a comment. I like feedback and if anything, you'll make me feel good about blogging. Just click the little "Comment" link below. Go on. You know you want to. Thanks!

Update: Miss Dee has decided the following:
"My contribution is this...

Every comment left by a lurker will mean an additional piece of feminine clothing to be worn by Mark during his spanking.

He's now up to panties with this one comment - let's see if we can get him in bra, stockings and full maid's outfit as well. If we run out of clothes for him to wear, we'll start adding implements for him to be spanked with."

Fire and Ice

One of the things that Miss Dee and I still needed to do, was a session with ice cubes. It was on our To Do list and today, we finally had some time to do it. Miss told me to have my leather paddle, some ice cubes and a large towel ready. Where the ice in the title was going to come from is fairly obvious, I think. The fire however, was not just from a spanking with the leather paddle!

Miss did start out that way, though. She started with our standard set of 50 swats on my bottom, still wearing my red thong which she made me put on earlier in the day. That warmed up my bottom nicely! She then made me do another set of 20 swats across my bottom crack, meaning the paddle landed a bit on either side of the crack. This stung only a small surface, making it burn all the more!

However, Miss then got the idea to add more fire in some other way. She made me go and fetch a jar of Tiger Balm, lower my thong, and made me smear the Tiger Balm from the bottom of the shaft of my cock, across my balls, between my legs and all the way up my bottom crack. I had to apply a good amount, which meant that line felt burning hot and cold at the same time! Quite intense. After this, another set of 50 spanks was applied to my bottom.

It was then that the ice came into play. I was told to rub an ice cube across my glowing cheeks, to cool them down and make them wet. This worked very well of course and with my bottom dripping with ice water, I was told to pick up the paddle again for another set of 50. The swats hurt a lot more this time, falling on cold, wet buttocks!
After this, I was made to rub another ice cube across my bottom and this time also going between my buttocks, deep inside the crack. There, the ice and icy cold water coming off of it, met the burning Tiger Balm. Both exploded onto the very sensitive nerve endings in this delicate area! I moaned, I wriggled, I clenched my buttocks, but continued to apply the ice at the same time. Miss would not have stopped because of my moaning, and I was not going to either.

Miss then made me turn around. I was told to fetch another ice cube and this time I was to rub it on the burning skin of my ball sack. As intense as the sensation in my crack had been, it was nothing compared to the incredibly intense sensations this caused. It felt burning cold and searing hot at the same time! I became incapable of coherent speech as the powerful burning/freezing sensations spread all through my ball sack and nether regions. I could not take it for very long...and finally safeworded.

Miss Dee allowed me to sit down, checked that I was okay, but I told her that I just needed to stop that activity, not the whole session. So we continued. Miss wanted me to remain seated, then instructed me to take an ice cube in each hand. One hand was to masturbate my cock, the other to run a cube across my nipples. I did it, of course. Despite the fact that I had already done a milking today, my cock responded to the touch. In fact, it probably responded all the more because it was so sensitive and I had no relief from the milking. The ice felt like someone was licking my cock and my nipples with an tongue made of ice. It was hot and cold at the same time and was pleasurable, despite the cold. Some cold water coming from the ice ran down my cock and across my balls, touching the Tiger Balm again. It was still very intense, but more tolerable than before.

Too soon for my taste, the ice had melted away. Miss then told me to stand up again, and I was spanked some more with the leather paddle, both on the cheeks and across my crack again. Seeing as that the ice cubes were now beginning to melt away, Miss told me to bend over and to tease my crack and the area between my legs and my cheeks with an ice cube. I was to rub it across my hole too...
Of course this again aroused very intense feeling of freezing and burning! Again I yelped, moaned and clenched my buttocks, writhing because of the exquisite torture of the Fire and the Ice. Finally, Miss announced that we were going for the climax of the session: I was to get the last remaining ice cube, rub it through my crack and across my hole a bit and then was to push it up and into my bottom! I proceeded as I was told and then heard Miss Dee say: "Now push it in". I obeyed! At first the sphincter resisted the cold a bit and clenched up, but the cube was so slippery, I felt it slip past the resistance and then...it was in! My bottom "swallowed" the ice cube and I felt the cold spread on the inside...and forward too, all the way to the tip of my cock. Slowly, I felt it melt, as I stood there, frozen myself by this strange sensation.

Miss then told me to rub the remaining ice water onto my bottom, cooling it down. In doing so, I was to wiggle my bottom in a sexy way. I did my best at that, but it didn't require a lot of effort to feel sexy. Far from it...I was very eager to cum. It had been a very exciting session!

Thank you Miss Dee, and also Blue and Littlestangel, for suggesting this session!

Oh, and just so that you all know, I had to write this report naked, sitting on a hot and cold bottom on a towel, to prevent leakage...
We were both so impressed with the power of this session that we actually forgot to use the blindfold that I was supposed to be wearing. Ah well, there's always a next time!

"I need a spanking" granny panties

We ran a poll on what to write on my new "granny panties" and asked you all to vote between several choices. There were not that many votes, but nonetheless there was a clear winner. With 80% of the votes going to "I need a Spanking!", it was obvious what I had to write on the back...
And today, Miss Dee has instructed me to present you with the result of the writing:
 

I guess that makes that official too... (blush)

Prostate massage, a first attempt

A while back, I announced the purchase of a new toy, more specifically, a Nexus Glide prostate massager. Now the idea of prostate massage in general is twofold: to maintain prostate health and to obtain more powerful and longer lasting orgasms. However, in the realm of BDSM, prostate massage is generally used in combination with orgasm denial. The idea is that by massaging the prostate, the body will expel seminal fluid, without any stimulation of the cock and/or balls. This is achieved my massaging the prostate gland. Since the prostate is located inside the body, it can not be massaged directly, but it can be stimulated indirectly, by inserting a finger or a device such as a prostate massager into the anus. If done correctly, the seminal fluid will dribble out of the cock after a while, without the boy in question reaching orgasm or being stimulated. The process itself though, is supposed to feel quite intense and pleasurable. However, since there is no orgasm, it is actually supposed to be very frustrating!

Today, I had a rest day in my Orgasm Training schedule, meaning I was not allowed to stroke. However, since yesterday and the day before I only had a milking, I was feeling terribly frustrated. Actually, I was unusually frustrated, which prompted me to ask Miss Dee for an orgasm. She refused, saying that I hadn't even earned one this week. I then asked if I was allowed to milk myself, but that was also refused. So then I asked Miss Dee if there was anything I could do to change her mind. She told me that I would just have to wait until tomorrow, but...I was allowed to try my prostate massager and see if I could cum in that way. And since that was still on our To Do list, we would kill two birds with one stone. Since I was also very curious about this new toy, it didn't take a lot of convincing for me to decide to try it out. I figured even a dribble would be better than nothing.

So before long, Miss was watching as I slowly slid the prostate massage in my bottom. The first difference I noticed from other toys was how easy this one slid in. The material was feeling very "glidy", hence the name, I figured. The second difference was felt when the knob on the top of the toy touched my prostate gland. I immediately felt a slight pressure and an urge to pee. At least, that's how it felt. But the knob hit exactly the right spot! There was a constant and distinct but mild pressure on my prostate gland. It now became hard to stand still, since moving around, especially my hips, felt pleasurable. Miss Dee made me walk around a bit and I did...and I noticed how I automatically gyrated my hips more.

Miss Dee then asked if I could sit down with the toy in. I could, but I had to lean forward due to the handle sticking out at the back, which allows for manipulation. I noticed how I automatically began to move my hips again, effectively riding the prostate massager. I felt it sliding slightly back and forth across my prostate, stimulating it. Miss Dee commented that my face spoke volumes and I'm sure it did. This feeling was intense! Almost immediately, I felt a climax building in my loins!
However, it was not to be. It felt like one of those dreams where you are running and running through a long, dark tunnel or corridor, trying to reach the end. But no matter how hard you run, the exit is always out of reach. This is how it felt with the prostate massage too. The climax was building and building but it never came close. It was intense...intensely frustrating!
Of course I was not allowed to touch my cock but I did feel that I had begun leaking. Somehow it seemed less fluid than usual.

After having it in for about 15 minutes, I asked Miss Dee if I could stop. It was just too frustrating. I felt that I could not take it much longer. She made me go on for another 2 minutes and then told me to stop and remove the massager. As it slid out of me, a thick and long, silvery thread of pre-cum flowed out of my cock, but nothing that looked like seminal fluid.

So, did it work? It worked great! Miss Dee loved the effect it had on me, and I have to admit that the sensation was intense! I've never felt anything like that before.Of course I am still very frustrated (that was the point of buying it) but I did not manage to actually milk my prostate. No seminal fluid dribbled out, but for a first attempt, it was pretty successful. Miss Dee has fallen in love with this toy, so I'm pretty sure that it will be used again fairly soon!

Orgasm today!

Today, after 17 days of only milking and no full orgasm at all, Miss Dee has kindly granted me permission to cum. Completely and with no strings attached. I suppose she was feeling generous today. There was a condition, though. Before being given permission to have an orgasm, she instructed me that I was to send her a picture of myself in a pose of my choosing, in clothing of my choosing. I was to take a picture that I believed she would enjoy and if she did, then and only then would I be allowed to cum.

To please Miss Dee, I chose to take a picture wearing nothing by black, stay-up stockings. Yes, that is sort of sissy...but I believed that she would enjoy seeing me like that. For position, I chose bending over, legs slightly appeared, and seen from behind and to the left, looking over my shoulder. This way, I felt my bottom would be more prominently on display, and I happen to know Miss likes to look at my bottom.

And I was correct, apparently, since Miss Dee has generously given me permission to have an orgasm, but adding that now we have a record of 17 days, we also have something to break, because that is what records are for...