I lost the chastity challenge

Lady Helena really likes to torture me with the Icy Hot... When i checked my emails this morning, i found Her instruction to put some on my ass hole and think of Her for 3 hours.
I was looking forward to do that for the whole day and as soon as i returned home in the evening, i applied it. Within a few seconds, it was burning so much, that i wanted it to stop. I had experienced the same sensation during our last session and i had been able to endure it, but without Lady Helena's voice, it was more difficult. After a few minutes, the burning faded into a warm feeling which made me really horny.
I was lucky, that it was Thursday, so i was allowed to stroke and that is what i did. Unfortunately the Icy Hot cause me to get a bit distracted and i didn't pay enough attention on edging. I failed to stop in time and came accidentally... i have lost the chastity competition with Lady Helena after 2 months...
I hate losing this way, i could have gone longer...

Taught to say YES

Domina's latest file Malleable Mind is having a profound effect on me. It works in an indirect way, that shows me, that She doesn't need direct commands to control me. She just places ideas into my mind and they become reality. She suggested that my nipples would itch and i would have to pinch them to make it go away and it happened. She suggested that i might dream of Her and two nights ago She visited me in my dreams and tortured my nipples.
I had difficulties to describe the effects Her last few recordings had, but now it all comes together and makes perfect sense!

Last week, Lady Helena had asked me, when we would play again and of course i was more than eager to do so. Although i had already been punished by my Owner for being a lazy maid, i confessed to Lady Helena, too and asked for an additional punishment. Last night, time for punishment had come...
She had ordered me to wait in my maid-uniform, without panties and to prepare dry rice and Icy Hot besides having my spanking-machine set up. She had me wait a bit until She called, giving me time to get nervous...
After some initial small-talk, She told me to kneel down on the rice and started to teach me an important lesson: to always say 'Yes' to Her questions...
The first questions were easy. "Will you always obey me?" "Do you worship the ground i walk on" and so on. Once i was answering automatically, She asked "Will you put Icy Hot on your balls and sissy-hole?"
I had no choice but to get myself into trouble and answer with "Yes". It was the first time for me to experience Icy Hot and i didn't know what to expect. It started to burn a bit around my butt-hole but i didn't feel much on my balls. I was almost a little disappointed with the effect, but then it started. The burning grew stronger and i was in real discomfort, to a level where i almost thought i couldn't take it.
Lady Helena had me stroke, with my fingers still coated with the Icy Hot, and the questioning continued. Some easy to answer questions first, then "Do you want to be spanked?"
"Yes!" i had waited for that... a moment later the cane hit my ass, causing me to groan. The impact hurt, but i enjoyed the afterglow. Lady Helena continued to ask questions, sometimes spanking me after having asked, other times surprising me with it. The burning of the Icy Hot was just starting to fade a bit, when Her question hit me:
"Will you apply more Icy Hot?"
I didn't want to and my "Yes" was mixed with a bit of whining. I heard Lady Helena giggle. She was having fun and that motivated me to go on. I applied more Icy Hot and the burning started again, even a bit stronger than before. I was starting to sweat, next time i would beg for mercy...
More questions came and more cane strokes. I was starting to enjoy myself again.
"Will you apply more Icy Hot..." Oh no!!! "... to your nipples"
Although i didn't want more burning and i didn't know how it would feel on my nipples, my answer was "Yes" and i did like i was told. I was relived to find out that the effect wasn't very strong.
Lady Helena continued the game, questions, cane-strokes, some of them anticipated, others were a surprise. Our time passed quickly and without applying more Icy Hot and soon i was allowed to stand up.
I hadn't noticed how much my knees hurt with the rice digging into them and i felt a little stiff. Like after most of our sessions, i was still not completely back to earth when we said good-bye. I don't know, why i'm always so nervous before a session, because in the end, it's always great fun. I'm already looking forward to the next time, Lady Helena already has a plan...

Punished for being lazy

I have been a bit lazy with my maid duties and my office wasn't tidy enough when i reported last Sunday. I realized that i needed to be brought back to track and asked Domina Shelle for a punishment. She replied yesterday and instructed me to clean my bathroom with a toothbrush.
This morning, i dressed into my pink maid uniform, 6" heels and a blond wig, did my makeup and started to work. The heels and the petticoat made moving around a little challenging and slowed me down even more than using the toothbrush already did.
It took me a lot of time to clean and i had time to reflect on my laziness. I want to be a good maid, not a lazy one, but sometimes i slip back to old habits and procrastinate instead of doing my chores. Punishment helps me to stay motivated, but i also want to become a better maid for my Owner, so i asked Her about a custom maid training session and an accompanying loop file that i can listen to while i do my chores. I'm looking forward to hear Her opinion, i'm sure that She will find a way to condition me to become Her perfect maid.

She currently has a 2-for-1 spring sale on Her website, so i browsed through Her files and found that i only had the first part of Her Femme series. I bought the 2nd part and asked Her for part 3...
Before listening to the new file, i also revisited part one. The files will help me to accept my fetishes and my inner female. I felt very good after waking up, comfortable with letting my female self come out whenever i'm alone and wanting to be her. I'm looking forward to receive part 3...

My chastity challenge with Lady Helena is getting more difficult... on Thursday, i was so desperate to stroke, that i used up my time already before getting up in the morning. I regretted that in the evening, because the urge was so strong, that i could barely keep my hands off my cock. The following days were not better, i really hope, that i will be able to calm myself down again to make to next days more bearable. I don't want to give up so soon...

Chastity Challenge: 5 weeks

The 5th week of the chastity challenge vs. Lady Helena is over and it starts to get a little harder for me. I have gone longer without touching before and a lot longer with frequent edging, but stroking only once per week is just enough to keep me from getting used to stay chaste. I'm almost a little angry at myself for suggesting this... but i'm not ready to give up yet, maybe i'll manage to get used to it a little more...

Domina and i are planning a whole evening of maid training. First She will supervise me via chat while i do my chores and later and later, before She sends me to bed, we will have a call where i might get punished for sloppy work or She'll train me in sucking a strapon... we are still working out the details and maybe Lady Helena will join us, too. This will be a lot of fun, although i'm sure that i'll be pretty exhausted afterwards...