Dear Princess Penny.
here's my report for Day 6. I'm sorry for being the last one again (I think).
As a shit list dweller (sob sob) I had to use Icy Hot or equivalent. I chose menthol toothpaste since that was closest thing that I had. I started with palming, expecting it too be the hardest and most painful experience. I put a small amount of toothpaste (about the amount I use to brush my teeth) and began massaging the head of my already hard cock.
For the first half a minute I was thinking "shouldn't this be stinging or hurting somehow", but then it kicked in and I felt my cock head burning and freezing at the same time. The feeling was very intense (especially combined with the palming), but not really painful. Unfortunately it was too intense for me to get any closer to even an edge.
I don't know how much time passed (around 5 minutes I think) until the feelings induced by the toothpaste started to subside a bit. I intensified the palming motions and was able to get an edge. Two more moves and cum started dripping from my cock. I felt really sad and frustrated for having to ruin after all this time.
I waited 3 hours before performing the Second Ruin of the Day. This time I took a bit more of toothpaste (around twice as last time) and started massaging it into the shaft of my already hard cock. Some of the toothpaste dribbled down so I collected it and massaged into my ball sack with the second hand. The familiar burning kicked in after a while and I was surprised how big and hard my cock was. I pumped like crazy and was able to get an edge in probably less than a minute.
It all felt so good I decided to lower the tempo for a while and enjoy the feelings. I pumped my cock for about ten minutes, having a couple of edges during this time. Unfortunately, the last edge slipped over somehow so I just took my hands off and watched as my cock pumped the cum out twitching in desperate need of any stimulation. After that, the familiar feeling of frustration returned.
The last ruin was done by pillow humping. Still extremely horny, I haven't had much trouble in getting to ruin my orgasm. I think it took less that 5 minutes until my cock spurted its last load for who knows how long... This time it was considerably less but still there was small puddle on my pillow. Then I decided to do something extra for my Princess. Before the cum soaked into the pillow, I bowed and smashed my face into it, trying to smear it all over my face. Then I went to sleep and woke today morning to type the report with dried cum still on my face
Erections report: morning wood only (and what is described above ofc).
And I have two questions regarding Day 7 if I may. I just don't want to displease you because I didn't understand you correctly.
- should we post our darkest fantasies to the thread or are we allowed to send them via PMs to you?
- is the 60 minutes of touching today mandatory? Given that we can't even edge I'd prefer to not touch at all, but maybe that will be considered as cheating by you?