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Old 06-08-2013, 12:33 AM   #1
WaitingForMyDearest
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Default My Mistress ordered me to request here

My mistress ordered me to request dares here and tells me to execute them while wearing the inflatable plug. I may not deflate it or take it out for more than 5 minutes, preferably only to put something else in.

She will be checking in on me by Skype in 10 hours and wants accounts of all the nasty stuff you made this slave do.

Please give me some memorable dares, I wouldn't want Mistress to be disappointed and punish me for not bringing good stories for her to masturbate to!


EDIT: The order has been extended for a week, so you know what to do!
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26/m Mistress is out of country for a couple of months and I need ideas for our cam sessions (also just having fun)!

Let me try your dares here!

Likes: anal, edging, ice

Ok: large enema, urethral play, big insertions, pain, bondage

Nope: Illegal, overly public, extreme pain, overly messy

Toys and things: various toys like 1,5" diam 18" double dildo, inflatable vibe plug, vibe cockring, stone pestle (1->2" diam), anal beads, household items (belts, scarves, pencils etc.), lube.

Last edited by WaitingForMyDearest; 06-10-2013 at 11:37 AM.
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Old 06-08-2013, 03:05 PM   #2
bluecloud
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OK. Put on the cockring and on the highest setting. Now watch porn or look at pics until hard. Make sure the butplug is on high too. Stick some anal beads up there. You can take off the cockring after 20 minutes, and give your self a cum shower . After you take the shower take out the beads, lube the inflatable plug with toothpaste, chili sauce, and everything spicy you have. You can wash it off in an hour. If u cant do it PM me for a punishment, OR you can ask ur mistress.
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Likes: Vibrator(handheld back massager homedics), shower, bedroom, bathroom. masterburating,

Maybe: Pee, SMALL insertions, SUPER Light ice (pussy), naked, dice dares,
mild pain.


NO: Family, public, illegal, huge insertions, permanent, toothpaste
I can't cum, I've tried, but I just cant...

will not do pics or videos
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Old 06-09-2013, 02:17 AM   #3
WaitingForMyDearest
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Wow, that looks intense. Thanks for the elaborate dare!

Hopefully She will forgive me that I had to come up with some 'activities' of my own when I give Her this story. I'll go do it now, check back for the full story!
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26/m Mistress is out of country for a couple of months and I need ideas for our cam sessions (also just having fun)!

Let me try your dares here!

Likes: anal, edging, ice

Ok: large enema, urethral play, big insertions, pain, bondage

Nope: Illegal, overly public, extreme pain, overly messy

Toys and things: various toys like 1,5" diam 18" double dildo, inflatable vibe plug, vibe cockring, stone pestle (1->2" diam), anal beads, household items (belts, scarves, pencils etc.), lube.
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Old 06-09-2013, 04:26 AM   #4
WaitingForMyDearest
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Ok. Wow. That was... interesting.

So I started the routine with a fresh shower, a good shave and three 1-qt enemas to get things nice and clean for this endeavour. All is well so far. I put on the cockring around my penis and balls (it has two beaded loops), everything is nice and snug and the ring is doing its work of getting me nice and hard (and my balls a bit blue, it's a SNUG fit).

Now, my beads aren't the usual balls-on-a-string, they're semi-rigid:

So I figured these guys wouldn't be able to sit nicely along the big inflatable plug, and would be pushed in further, so I had to secure them with a string I cleaned first. I hadn't put them in this far ever before so this was bound to be a nice adventure.

The first 4 beads went in no problem, but then I hit the bend. Wiggling it around to get it further in, this is starting to really turn me on. One by one each bead slips in, knowing how at the other end each bead also slips past that deep sphincter. 14 inches worth of beads further, they're all in. The feeling of this deep penetration is, well, really nice

After that, it was time for the plug. I lubed things up some more and started pushing it in. Even after the beads, this 1.5" rigid thing still requires some patience. When it did go in, I felt it push against the beads. I could feel that sensation all the way into my left side, trying to get pushed further in. In the end, the plug did slide past the beads, so that first room is getting nice and crowded in there. I decide to pump it up 4 times to make sure everything stays put (and because it just gives such a nice full feeling )

After all is done, I turned on the two vibes. Holy shit, all that stuff happening inside me is intense. The ring applying direct stimulation to my, by now rock-hard and dripping, cock, the girth of the plug and the sensation it gave both directly and deep inwards through the beads. I had to concentrate not to cum on the spot.

Now for the porn as you ordered. I watched the first half of one of my favorite EverythingButt movies, which, combined with all those sensations, immediately made me edge. In the 20 minutes you ordered, I edged at least 20 times, sometimes having to take my eyes off the screen in fear of cumming. You can imagine the relief when I was finally allowed to cum. I was watching while seated, but the cum actually squirted up as far as my chest!

Now, for being such a horny cumslut I had to be punished. I'd already tried toothpaste in my butt before and that was pretty awful, so I hope you will forgive me for not adding tabasco (the only hot sauce I have) too.

I smeared a nice wad of toothpaste onto the plug and started putting it in. "This is not too bad," I thought, "maybe I should add that tabasco". But then it started working. For your reference, my earlier experience was with regular minty toothpaste, but nowadays I use Parodontax. It's more salty than minty and, I don't know, maybe it's more acidic or maybe it's the salt, but my thoughts were "HOLY FUCK THIS SHIT IS BURNING GET IT OUT GET IT OUT I CAN'T DO THIS" and my ass immediately started to cramp. I literally jumped up and down on my feet. But I forced myself to inflate the plug to prevent it from being tossed out the back door and endure it.

But my will simply wasn't strong enough and I simply couldn't endure the burning for more than 10 minutes. That shit really goes into the 'extreme pain' category for me.

TL;DR: The first part was a nice new experience for me, cumming almost as hard as when Mistress actively controls my orgasm. But I failed the second part because of HOLY BURNING LAVA PITS OF ASS-SCORCHING.

So here I stand before you, humbled, for not being able to complete your dare. I am at your mercy. Please do with me as you will.
__________________
26/m Mistress is out of country for a couple of months and I need ideas for our cam sessions (also just having fun)!

Let me try your dares here!

Likes: anal, edging, ice

Ok: large enema, urethral play, big insertions, pain, bondage

Nope: Illegal, overly public, extreme pain, overly messy

Toys and things: various toys like 1,5" diam 18" double dildo, inflatable vibe plug, vibe cockring, stone pestle (1->2" diam), anal beads, household items (belts, scarves, pencils etc.), lube.
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Old 06-09-2013, 06:49 AM   #5
WaitingForMyDearest
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After telling Her of this failure, Mistress extended her order to do dares you guys make up for me until next weekend. She thanks Bluecloud for the funny story though.

Mistress asks that, for the next week, you push my limits and train my ass to take her new strap-on for when she returns. It's "only" 1.5" thick, but she promised me I'll regret it if my ass isn't loose enough to take a pounding.

So, do you guys know of any good stretching techniques? The largest objects I have that may be insertable are the pestle and the bottle of lubricant, which is rigid and 2" thick. I haven't actually tried the latter yet though...
__________________
26/m Mistress is out of country for a couple of months and I need ideas for our cam sessions (also just having fun)!

Let me try your dares here!

Likes: anal, edging, ice

Ok: large enema, urethral play, big insertions, pain, bondage

Nope: Illegal, overly public, extreme pain, overly messy

Toys and things: various toys like 1,5" diam 18" double dildo, inflatable vibe plug, vibe cockring, stone pestle (1->2" diam), anal beads, household items (belts, scarves, pencils etc.), lube.
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Old 06-09-2013, 03:05 PM   #6
Sev
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I've read about this in a sex blog and always wondered if it was possible so what better way to see if it is then for you to test it :3
find the biggest condom you can and fill it with water with a little left over to tie the condom so no water can escape then put it in a freezer and once the water has frozen you have a ice dildo use it and put on a cock ring but you must not cum if you do get a candle and place it over your cock and for ever time you cum you have to light it for 1 minute and let the wax fall.
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