October - Dare of the Month (DotM)

[kurious kat]

I have a Half-Entry for this dare of the month!

My October began with self-imposed chastity for 3 weeks, albeit largely unintentional: I was away from home and off getDare, so there just wasn't time and inspiration to break the streak. By the time I came back to an invitation to join this dare, I was so close to a full month already that I considered going onward just to do it -- but I was already feeling the emotional side effects of denial, so I left the final decision up to my partner.

I proposed to him that we do 31 sets of spankings with 31 different objects. I think it could have been a lot of fun (especially if I'd been able to start it early in the month). One day we might use a cane; another day we might use a pillow... but with less than a week left to go for that, he suggested I offer up 31 edges instead. In a row.

Now, I don't like edging, as a general rule. It's not that I tend to go over the edge, it's that constant concentration on whether or not I've reached the edge is distinctly non-erotic. After a few, usually I can't edge anymore.

Fortunately, it's easier for me to stay aroused with some help. It still sounded almost impossible to me, but to my surprise, he gave me 31 unique edges in sequence with relative ease, counting them off aloud as we went.

You know, it's very humbling to have your eagerness pointed out to you like that.

Variations included:
- Different tools (one or more fingers, a dildo, etc)
- Different positions (kneeling, on all fours, lying down, etc)
- Different orifices (edging from having just one's mouth filled is next level!)
- Different sensations (slow light teasing, quick heavy spanks, etc)

While I'd initially expressed willingness to continue on in denial, I must admit I was far less enthusiastic about the prospect after 2-3 straight hours of edging! Happily for me, my partner decided that was sufficient teasing for the month. He was exceptionally kind, and gave me two sets of 31 spanks (one for each side), then sent me on my well-satisfied way.

So it's a trick-AND-treat dare entry!
Half sweetly compliant, half wickedly defiant of the rules!

In summary, the dare got me to do something I wouldn't have picked on my own:
1) I completed 31 edges
2) I did not get a photo for this dare
3) I did denial, but only for half the month
4) I did sets of 31 spankings, but only finished half

This challenge felt like it had exactly the right amount of flexibility for people to be creative within their limits. Even if my personal flexibility meant my entry doesn't fully qualify for the competition as written, I'm looking forward to reading everyone else's report!

[naked_lego]

I am also following that half-entry from Kat, with my own half-entry. Although I will say even making an attempt is all I am hoping for from others <3

The first few days of wearing my new cage were rough. I couldn't wear it all the time and after wearing it for a whole night my crotch was sore so I decided not to wear it at night. Which was kinda disappointed in. As I didn't really ever get that feeling that I was locked in it.

On the bright side, I was able to participate in both edges and minutes aroused. Which was really really fun! In total, I completed 47 edges, about 210 minutes aroused, and only 20 spanks. In the same note as Kurious Kat, after a while, I have a hard time making a distinction between edges. Keeping track of minutes aroused was even harder and I probably overestimated by a lot :P

The variety of edges were: watching porn, looking at pictures, listening to porn, in the shower, more pictures, taking a bath, miscellaneous, and 16 additional. The additionals were done after my 31 were complete. Now I was going to do a few late at night one night when I couldn't sleep but was way more horny then I thought and accidentally came. That was around the 10th.

The notable activities I did while caged was run on my treadmill, and a few trips to my local dump. On the treadmill, I wore some larger shorts to hide the cage better. My typical treadmill attire wouldn't have concealed it very well. When no one was home I did try running in yoga pants, which worked well but I was right it didn't hide my cage. I had the plans to do more but I didn't and you will know why next.

While my plan was to wear some skirts and dresses for some errands without underwear (if I dared) it never happened. In the last 7 days, I was a little bedridden due to illness and never really recovered until yesterday. I still have the thought to try the "Halloween Bonus" dare because I was really looking forward to it! And maybe I'll make that happen in the November DotM *wink wink*

-------------------------------Officail DotM Update-------------------------------
Today is the last day to post! And the November DotM should be up within 16 hours.
--------------------------------------------------------------

[PrincessJessica]

(I posted this in a blog but copied here so it's easier to read for everyone. Sounds like you both followed it about as well as me as I totally forgot about the spanks until the last week when I was ill too)

Chastity is evil! It traps you in a never-ending arousal prison, desperate not just for an orgasm but even just a little touch. A little tickle of enjoyment from my dicklet; anything! Instead, it’s firmly off-limits; except at nights when it's free to roam but not be played with. If anything the nights are the worse as, with my horny mind in overdrive, my dicklet stands tall wanting that attention badly. I’m pretty sure I’ve spent some nights with a permanent hard-on waking up for a near impossible to resist urge to stroke.

Spending 4 hours aroused while caged sounds quite long, but if anything I’m probably well over that this month Each time I think about it, and the many months I have left of it, I only get more aroused. Being aroused by chastity itself is rather inconvenient! It’s a truly vicious circle.

I started the month not knowing quite what to do with my horny energy, eventually settling for doing some time on public cam. I’m not sure this helped as I had a few particularly intense shows, making me feel extra slutty. The first involved plenty of ball spanks, with my balls particularly exposed while caged this proved to be extra evil. Even the slightest tap made me wince, and yet still only made my dicklet press against my cage more.

The next show got me gulping down my own pee, while my audience reminded me what a dirty slut I was being. Although not aroused in the moment of drinking I did feel like a particularly dirty “peeslut” after. Just the doing something outside my comfort zone was enough for a particularly lively dicklet overnight and begging for release from my Mistress, which she kindly granted.

Normally “failing” so early would shatter my confidence but I’d already set a personal record for consecutive no touch at 2 weeks and was rather glad that the chastity sentence wouldn’t be ultra-strict. The briefest 10-minute of touch time felt glorious although I did edge waayyy quicker than normal with every stroke feeling like heaven.

Then it was time for my next scary task; shaving all my body hair off! This was something I was particularly not looking forward to as I was rather a hairy monkey on my legs and forearms (and bizarrely smooth elsewhere). It’d be hard-pressed to call the experience arousing; really long-winded (2+ hours!), occasionally painful and rather humiliating though. I do have to admit to now feeling like more of a “proper” sissy. Shaved, caged and girlified; enough to make me a constant horny mess.

I decided to spend at least one full hour watching porn to complete my arousal time this month. It was a little odd sitting there watching mainly softcore lesbian (the slow sensual things get me going), orgasm compilations and occasional orgasm torture scenes without touching my dicklet. Indeed, as my right hand didn’t know quite what to do, I did end up stroking my cage a fair bit The most that achieved though was wiggling my increasingly struggling dicklet around a little.

So I managed to spend at least 4 hours aroused this month while caged. I was unlocked (for pleasure at least) just the once and am sure my Mistress (and I) now know I don’t particularly need to touch as much as I thought. Doing 2 scary tasks this month really made it more difficult as the feelings of degradation/humiliation after both made me much hornier. The perpetual arousal from every push of my dicklet against the cage and every second my free dicklet spends standing to attention without being able to touch in bed meant I was very likely aroused in some form for far longer. I love being locked and the longer it goes and stronger my feelings become...it’s horrible

(As far as the spanking goes I’ll admit to forgetting about that part. I’ve certainly spanked my balls and ass that many times but that’s as far as I got).

[StrawDog]

My entry for this month may not qualify as I’m unable to edge in any kind of reliable way due to health, but I thought I’d have a go with a variant and see how things went. I would like to express that I mean no disrespect by diverting from the original challenge, and that if I were capable of performing as written, I would have enjoyed to. Also, the main idea for my variant is influenced from the ‘Lust’ section of last year’s ‘7 Deadly Sins’ challenge, so credit due there, and it’s a great one if you want to go back and have a look . I’m quite fascinated by edging; I know people who can perform many in minutes or hours, racking up hundreds or thousands before release. It gets me curious. However, the sheer variety with how people perform them means I have no clue on an acceptable exchange rate, though I figured an hour of stimulation in exchange for an edge seemed reasonable for a dare set over a month – challenging with limited time, but attainable.

Unable to sleep the first evening of working on the challenge, the first five hours were spent in fairly typical masturbation after luxuriating in a long, hot bath. Unimaginative, perhaps, but with so little personal time it felt good to just relax. The first half hour breakup I decided to make a toy out of household materials; I stretched a latex glove over a rolled flannel, and used a belt to strap it to a pillow. I filled it with lube, cuffed my hands behind my back, and fucked it. I’d love to watch someone do this one day, because honestly, it was hilarious. It took some time to find a position that worked, and even then, I’d burst out laughing, my cock softening slightly and slipping out. With my hands behind my back, it was hard to get back in. Surprisingly effective, though.

Over the next few days, I’d begin masturbating, then stop. I was feeling unwell, and either wasn’t in the mood, or unsure and then losing the enjoyment. I did wonder about just forcing onward, and could have probably completed the challenge more quickly if I did, but I wanted to compete in the proper spirit, not just go through the motions. I’d already diverged considerably, too, so didn’t want to offer up a poor showing. I accumulated five hours masturbation over about a week, and managed two sets of spanking; one a belting to the buttocks, the other with my hands to opposite thighs after letting myself get cold without clothes. For the second half hour stint, I listened to some edging and the very first self spanking recordings of a dear friend, and teased myself by clenching my thighs on my cock, sometimes grinding my hips into it for good measure.

I decided for the next five hour main course the stimulation would be anal, and so sat writing with my ass plugged. I don’t usually do things like this during the day as I need to be on call in an emergency, caring for another. However, other family members were around and I felt it acceptable. I was feeling better and the time denied had my arousal mounting. It was definitely hard to concentrate on my work. As I had already stretched around my plug, I figged myself for the third half hour change, using ginger root around my glans, too, while masturbating. It has been a long time since I’ve done anything like that, and I thoroughly enjoyed it. My arousal was high and pretty much constant, and I was leaking considerable amounts of precum. I was feeling a little sore and sorry for myself after, though.

Lack of sleep and a lot of work had me awake again at night, so I used the quiet time to have another steady five hours of masturbation. Needed to wipe my hands quite a bit... The next half hour change of stimulation involved me dipping my erect cock into three different temperatures of water; nearly too hot (did have a few painful accidents getting this right), warm, and cold with ice cubes. After working myself hard I was only allowed to touch my cock to keep my foreskin pulled back while I dipped. I really enjoyed this, but it involved a lot of moving about while in a state of pain and difficulty moving, which dampened things a bit. However, it was interesting.

Pain overtook arousal, and through needing to be on call more, I had a break for a while. I repeated five hours plugged, as I enjoyed the arousal while working, as well as being productive and pervy. I also repeated half an hour with the glove, as I wanted to see if it felt different from being more aroused. I was more sensitive, and didn’t need to fuck it as hard as the first time, however my movement was still difficult, and I didn’t cuff my hands for safety. This also gave me better grip, but wasn’t as challenging or amusing. Still laughed a lot.

The final few hours were taken over several days, snatching time as and when I could and there was privacy. I didn’t complete the final two sets of spanking as I lost the ability to grip properly, and have not been steady on my feet.

On the 31st, I work with a volunteer group in the evening each year to check in on some vulnerable people, animals, and report any damage. I did finish inside my clothing before heading out, and then got very cold and chaffed! Not the best move, on my part. The first orgasm after release was... really mediocre, to the point of being annoying. However, the couple I had after getting home were totally amazing and had me seeing stars, so that was alright.

Overall, I had a really good time with this, though I think I’ll keep the right to orgasm for a fair old while before I next deny myself.

Thank you for reading, and I hope you consider joining in future challenges.