Suffering for Lady Helena's amusement

I'm still doing well with the chastity challenge and the past week was not too difficult. But Lady Helena said, that She is getting used to it, too, so there's no end in sight, yet...

After having to postpone it last week, we took my new spanking-machine to a test-drive last night.
After chatting a bit, we were ready to start and Lady Helena told me, that this would be an important lesson, because She would tech me to love to endure pain for Her (even more than i already did). She took me into a light trance and made me repeat sentences like 'i love to suffer for Your amusement' before the training started with putting some clothespins on my nipples and balls.
To my surprise, She allowed me to stroke despite our chastity challenge, but it came with a catch. She had me use a hot lube... i didn't have Icy Hot like She would have preferred me to use, but it still burned a bit and took away some of the pleasure from stroking.
The i heard the motor of the spanking-machine arm it... i waited for the impact, but it didn't come. Not yet... the devious thing about the machine is, that it doesn't strike immediately, but there's a separate button for that. And contrary to the motor being a little loud, the stroke itself is almost silent. There's a little noise from the arm moving, the swish of the cane and that's it. It all happens so fast, that i'm unable to prepare myself for the impact. So my moans of pain where mixed with yelps from the surprise. It was quite a mind-fuck for me and big fun for Lady Helena!

The new spanking-machine combined with the Delrin rod was a full success. The thin rod delivers a strong sting, while its weight makes sure, that there is also a thud like from a heavy cane and it raises the same red welts. I didn't count the strokes, it might have been a dozen or a little more, but if i'd had the choice, i would have stopped earlier. But i knew, how much fun it was for Lady Helena and that made me endure it. She always manages to push me just a little further every time.

New sissy maid uniform


After reading Domina's story draft last week, i had an irresistible urge to finally buy a proper sissy-maid uniform. So i went online shopping and found one very similar to the one on the picture that She had included. It's lockable, just like the 6" heels that She described and that i already posses. The purchase was almost automatically, the only thing i was thinking of was, that i must have an outfit like in the story.
Domina has used a lot of subliminal training lately and i wonder if i was just obeying a trigger...

The outfit arrived yesterday and i couldn't wait to pick it up after work and try it on. I love how fluffy it is with the petticoat and all the ruffles and i must be careful not to entangle myself when i wear around. I immediately noticed, how it changes the way i move and obviously feeling the satin on my skin made me horny, too.

I took some pictures for Her and photo-shopped myself into one of Her's. I hope She will like it...


Meanwhile, i have found some Delrin rods to use as a cane in my new spanking-machine. They don't break and are more dense than a rattan cane. I tried them mid of last week and i must say, that normal canes feel like toys compared to that. Every stroke left a dark red stripe that i can still feel almost a week later. I stopped after a few stroke, because didn't want to mark myself too much. That's for Lady Helena to do...
I told Her about the results and that we haven't played for too long. I was surprised how eager She was to torture me. She wrote, that She's very frustrated due to our chastity challenge and thus feels moody and that i'll be as pissed and frustrated as She is. Sounds like i should be worried... i'll find out on Thursday...

Chastity Challenge update

The chastity challenge with Lady Helena is on for two weeks now. At first, She had decided that we would tease ourselves for 15 minutes three times a day. That's more opportunity to stroke than i normally get and i'm was sure that i would be able to go a long time with this mode. After a couple of days, Lady Helena wrote and told me that so much teasing was pretty hard for Her since She wasn't used to that. It didn't seem fair for me to have an advantage, so i told Her and suggested to modify the instructions to make it easier for Her and harder for me. On Thursday i received Her reply and She informed me, that from now on, we will only touch for 20 minutes each Thursday. Following the old instructions, i had already stroked once in the morning and so, there were only 5 minutes left for the evening. Stopping so soon was a bit difficult, but Friday proofed to be even worse. After that much teasing the previous week, my body was craving for it and i already started looking forward for Thursday after only one day. During the next days, i got used to not touch gradually and when i went to bed last night, i could fall asleep easily without laying awake and having naughty thoughts. Only one day until Thursday and i was confident that i could easily get it over. Things changed when i found an email from Domina Shelle this morning. She had sent me the outline of a story She is working on. It's about me, serving Her guests as Her maid at a party... Reading it was like reading a summary of my hottest fantasies. If i had written that outline, it would have almost been the same. Do i have to mention how much this turned me on? For the rest of the day, this story has been in the back of my mind, making the day much harder than expected. I can barely wait until being allowed to stroke tomorrow...

Chastity Challenge with Lady Helena

A few minutes ago, Lady Helena informed me, that our chastity challenge has started. I'm excited, because i don't know what's coming. There is no time-frame of any sorts and Domina Shelle had also warned me, the Lady Helena will tease me mercilessly... Both said, that Lady Helena is good at staying chaste, but i don't know, what good means... weeks...? months...? I didn't ask about that intentionally, because the uncertainty adds to the fun. Having a potentially very long time of chastity ahead, i'm glad, that the Truth or Dare game last weekend allowed me to drain myself and even though, my desire to cum was still low as an effect of the Chastity Lockdown last month, i came 9 times during the weekend and i can enter the chastity challenge without a handicap...