New Prostate Vibe Humiliation/Forced Dare (Return to Chastity Afterwards)

[WolfpupNX]

Gah now the ass-fucking one is winning!

I honestly don't know what I want to win more!

I'll definitely get to cum with the ass fucking, but that's a LOT assigned now, so it'll be super difficult and be quite the forced milking! (Plus quite the workout...).

On the other hand, being forced to hold still inside the sleeve sounds horrifying in its own way, and I wonder if I'd cum that way?

I thought about it, and in the event of a tie, I will do every winning option that ties (in separate sessions). In fact, if it's a tie, maybe I should do every single one of the options?

I'm EST and I plan to do this tomorrow night (so actually Tuesday morning) at around 4 AM EST. I'll be checking right before I do it, and that will be the result I go with.

[WolfpupNX]

Okay, I've decided...if the top two (or more) choices tie, I'll do all 5 options (with at least 48 hours between each session if I cum). I'll even add a 6th where I'm fucked by an e-stim toy to an anal fucking audio file for 3 hours not touching my cock (possibly buried in the cyberskin ass...we'll see). I've kind of wanted to know if that could make me cum anyways.

Being horny when I reply to these is such a horrible idea... I had to put on my cage until tomorrow because I started to play and edge and knew if I didn't I wouldn't have the self-control to not cum... The idea of having to do all of these is overwhelming and terrifying but I'm so horny it sounds so good and that's when my mind starts to do evil things when I'm typing...

[Butterfly's Prisoner]

Anyway, let's have you do 100 very slow strokes for a change.

[Butterfly's Prisoner]

It's 18-19-20 for the top three options now. Please, random stranger, help us make this a tie.

[WolfpupNX]

Originally Posted by piopio1949

It's 18-19-20 for the top three options now. Please, random stranger, help us make this a tie.

Oh my - so close! Less than 5 hours to vote! I will check this at 4 AM EST for final results! Obviously if one is ahead, I'll do that. If there happens to be a tie, I'll start at the top of the list and work my way down.

For the non-stroking dares, I figured out I can still use the stroke numbers to do ass contractions instead.

To make things more fun/scary, if one does end up winning, while I'm doing the dare and until my report is published, if the poll changes to a tie during that time OR gets to 60 voters (it's at 56 now), I'll still have to do all the others.

I'm so turned on right now... I really hope to bust a nut tonight.

[Butterfly's Prisoner]

Here's 100 super fast strokes to top it off in case the stroking options win.

[WolfpupNX]

Got a slightly late start, but starting now!

Looks like the cyberskin ass not moving won at 20 votes with the runner ups still at 19 and 18!

Still a chance if it's either tied OR gets to 60 voters (it's up to 57) before I can post my report I'll have to do the others. We will see!

[WolfpupNX]

Annnd that was a spectacular mess (but I learned some things at least for my next try)!

So the good news is the toy works and feels great! The bad news is, apparently my ass is REALLY tight, as when it really contracts, it pushes this toy out too, even though it's a shape I thought sure I could keep in. =( Not nearly as much coming out as the first toy I tried, but it was still happening way too much, especially the more I got into it... (Basically every time I felt like I was getting close to coming, out it popped).

When the toy popped out, I'd pop it back in, and I readjusted and had to get hard again (by stroking) to enter the toy (a few times I got it in without readjusting), etc. Well, between all the reinsertion, trying to get hard, the frustration, etc., I ended up accidentally cumming... (The toy had gotten me close a few times, popping out every time because that's when the ass contractions come, and...well, I was sitting on a hard surface to keep the toy in stroking to try to get fully hard again and just couldn't stop myself [both willpower and just stopping the orgasm])...

Now for the good news and the extra good news. I figured out how to fix this. I have a butt plug harness I haven't really used, but it's essentially a belt with a cock ring and a padded section that normally holds a dildo with a base. Now, it doesn't have a way to secure it to the actual harness, but the harness pad will run perfectly up my ass cheeks to hold the vibe in and stays very secure. After my failure, this harness occurred to me, I found it and tried it, and I couldn't get the thing to pop out no matter how I moved or how much I contracted my ass. (I think this'll work with another rotary toy I have too that I can't keep in but is too intense to sit on).

Finally, the extra good news. With this failure, I have to try again, and it has to be at least 48 hours from now... I'll be getting company later this week, which probably means not getting a window to do this until next weekend or early the next week (not sure which yet). I think the chances of not having 60 voters by then or having a tie in the poll by then at some point are next to nil. So it looks like I'll be doing all of these... (And if you think I deserve an extra punishment, say so, and I can do an additional round on my back with the rotary toy being held in by the harness as well.)

Sorry I fuck these up so much and seem to always get deeper and deeper in. I'm learning as I go too, and these dares I've made for myself are really pushing my limits. But I try to be honest in my reports, successes and failures alike, and hope my failures are enjoyable to read as well as when everything goes as planned.

[WolfpupNX]

Just an update - got slightly delayed, but this is still happening as soon as I get the time. Looking at late night Friday or sometime Saturday most likely. Will report when it's done!

(Weirdly, I saw an e-mail reply to this thread, but the reply wasn't actually in the thread when I looked, so I'm not sure what's up with that).

EDIT: 09/29/18 So I finally have the time this weekend, but I'm getting a sore throat now. =/ No fever yet, but feeling pretty off, so it's looking like it's going to have to wait until I'm feeling better. Hopefully the coming week, but we'll see. I WILL do this - promise.

[Butterfly's Prisoner]

Originally Posted by WolfpupNX

Just an update - got slightly delayed, but this is still happening as soon as I get the time. Looking at late night Friday or sometime Saturday most likely. Will report when it's done!

(Weirdly, I saw an e-mail reply to this thread, but the reply wasn't actually in the thread when I looked, so I'm not sure what's up with that).

EDIT: 09/29/18 So I finally have the time this weekend, but I'm getting a sore throat now. =/ No fever yet, but feeling pretty off, so it's looking like it's going to have to wait until I'm feeling better. Hopefully the coming week, but we'll see. I WILL do this - promise.

For some reason I replied to your previous message to tell you that it's all good and that kind of niceties, but the message seems to have got lost. At first I thought that I forgot to hit Send (and quite frankly, I couldn't be arsed to write it again), but from what you said, it looks like it may have been some server trouble. Oh, whatever.

I hope you're feeling better now!

[WolfpupNX]

Originally Posted by piopio1949

For some reason I replied to your previous message to tell you that it's all good and that kind of niceties, but the message seems to have got lost. At first I thought that I forgot to hit Send (and quite frankly, I couldn't be arsed to write it again), but from what you said, it looks like it may have been some server trouble. Oh, whatever.

I hope you're feeling better now!

Must've been something server side as yes - I did get your reply by e-mail!

Thanks! Still feeling pretty crummy - I think it's a cold going around. =/ Sore throat is a little better but I've just been achy and tired...

Also, I see we're tied...so it's looking I'm going to have to do ALL of these... Eek! Hopefully I'll be able to start towards the end of the week (when I think I'll have that amount of free time) or beginning of next if I'm feeling better.

Now that I've established using a harness, I may alternate between the new vibe and the rotary one I mentioned depending on what I'm doing as they're both intense in different ways. (It'll also let me switch out should the battery of one or the other run out). Can't wait to do these...also equally dreading them...haha.

[Butterfly's Prisoner]

Since you haven't started yet... 100 super fast strokes.

[WolfpupNX]

Originally Posted by piopio1949

Since you haven't started yet... 100 super fast strokes.

You're really not nice. j/k

[WolfpupNX]

Just a note that I plan to start this and go in order since I'm doing them all now. I'm aiming to do the first session Monday evening. I actually had to put my chastity belt on because otherwise there's no way I'll make it the 48 hours without cumming. I'm such a pathetic stroker...

[Butterfly's Prisoner]

100 more super fast strokes!

BTW, you had also promised that if you reached 60 votes, you'd do all the options. Since you had committed to doing them all for a different reason as well, does this now mean that you'll do all options twice?