I promise next week (maybe this week) I’ll get back to the flirty, fun, sexy, naughty teasing blog posts along with the intellectual ones! I promise! ~laughs~ Right now, I’m trying to figure out the structure and format for Olivia’s Cookie Jar Challenge. Here I’m announcing the point count of the people who have already started to play this week’s challenge. I’ll also tell you about a change in the rules right after the point count.
Cookie Jar Challenge Point Count
I love all the comments that you’re doing about your masturbation habits! I’m a big fan of masturbation, yours and Mine! In fact, remember that blog post I did telling you how the Experienced Mistress masturbates? As always, if you want to get into a little mutual masturbation with a sexy roleplay session, just give Me a call. AND, feel free to stroke that cock to the lovely image of thong panties! ~laughs~ When you’re done, come back and read the rest of the blog post telling you where you are in the Cookie Jar Challenge.
These comments were all posted on Monday/Tuesday so they count as DOUBLE VALUE. Posting comments on Wednesday/Thursday counts as REGULAR value. Posting comments on Friday before 6 pm eastern US time counts as half value. So, it will always pay to post early. I posted the contest this week on Sunday. I might continue posting on Sunday but I will post Monday at the latest 🙂
Here are the point counts so far:
- chronicmasturbator: 22
- Alice Wonder: 18
- Forrest Hicks: 18
- Steve Zulu: 10
- magnus: 10
- castaway: 10
- 8 inch: 4
- Peter: 4
- Bookie: 4
Remember, it’s never too late to try for your chance to put your hand in Olivia’s Cookie Jar. This Challenge has a top prize of YOUR CHOICE between a sexy photo you will not see posted on My blog, a short free erotic audio, several emails back and forth with Me (this private attention is usually done in a session — so you are getting a session for free) or free IM time with Me.
Rule changes
~laughs~ I’ve got the pussy, I make the rules! Okay so that IS true….but I also really listen to you and your ideas, suggestions, comments, etc. Therefore, I’m changing the rule of individual postings. I’ll keep track of how long your comments are and you get one point for every 100 words. I like the flow of the LONGER comments and agree with Alice Wonder and others who said don’t break up the comments! GREAT IDEA and thank you for all the ideas!
Are you enjoying this? What are other ways to make this fun? Are you sick of the Challenge blog posts and want me to post some SEX? ~laughs~
*blows you a KISS*
Ms Olivia
Good morning, MsOlivia! I’ll first say that that is a very nice pic of sexy panties. And down too… though I suppose it’s possible she’s pulling them up and that’s okay since they’d look good on too. Too bad she’s not showing her toes there. Can’t have everything, I guess. 🙂
OK, so I started with a digression this time. No reason it can’t be at the beginning I suppose.
I also favor the longer comments myself for the reason of what just happened – digression. As You know… okay as You WELL know… it’s fun to touch on other topics other than the prescribed one as thoughts pop into my head. A lot of times when I do any sort of writing, I write things in my head first and then put them down in words on paper or puter, but while doing so, my brain still likes to wander. That may be especially true for the computer where there are other things to look at since almost invariably I would have the internet going too, not just a word processor going. (And to they even use that term anymore? Not really sure.) Anyway, just adding my two cents as I am often want to do. I hope Your day is great.
You and I are very much alike in that magnus! ((as you well know because we each put the other on various really FUN digressions! LOL)).
And, I’m eliminating the topic thing in it’s entirety LOL because I sure can’t stay on topic! I love the odd exits that we all go on!
Okay……keep up exactly what you’re doing and I’ll *wiggle* My toes at you shortly! 🙂
There’s a dilemma here … the burning urge to reach into Ms Olivia’s cookie jar … the guilt of depriving one of the other guys, especially when they seem so close … the disappointment of those way down in the list, especially as it gets harder to earn points as the week goes on …
I’m wondering if next week there might be a prize for everyone: 1st prize, the choices already listed … scaling down to a special picture for everyone who earns at least a certain number of points?
Just a thought … but then the other dilemma is that the admin takes up so much of Mistresses time.
But of course … there is one solution that would surely please everyone, which is that Mistress decides what ever she feels like. 🙂 In other words, we simply play, and only Mistress knows the rules.
~giggles~ Now actually Steve, that’s a really interesting and fun TWIST to the Challenge…..one where I won’t tell you what the rules even ARE! Then I can change them at My Whim. Of course, it will look rather similar to what I’m doing NOW….~grinz~…..
I like the idea of gradations….and might do that in another challenge. It will be evolving 🙂 And, the only thing I can guarantee is that it won’t be an….everyone gets one kind of thing. I’ve been asked by people to just be given the passwords….pfffftttt, if you don’t have to work for it, then it must not be all that SPECIAL. I really like that the people who get it are the people who work for it. I like that and I’m worth it.
You know I find that toe wiggling works best at eye level. Don’t You agree, MsOlivia? lol I don’t even need a real segue to jump into my favorite topic. I am always ready to jump in with both…. feet. 😉 What? If toe wiggling is involved then I’m going to be ready.
And seriously as for topics it goes both ways. They’re good as a starting point, something to wrap my head around at first even if I don’t stay there. However they can also turn things off if it’s not something someone is into. I know it’s a shock but not everyone loves feet as much as I do. (I mean what’s with that anyway? lol). So someone else may not dip their toe into those waters. (pun very much intended.) In my own case I do often try to see the positives of a particular kink even if it’s not my own. Pretty much everything has some sort of power exchange aspect to it and I enjoy that. (I might have mentioned that once or twice or a thousand times. :)) So I can get past the rest. The Giantess fantasy is a good example there. I don’t get wanting to see a 70 foot woman. But being her pet or kept in a cage are hot ideas.
OMG YES magnus! You’re so right! And, actually, that is what I do with each caller…..the *fantasy* is rarely the only thing, it’s the manifestation of the internal. I’m not sure if that makes sense. What I mean is this, when someone asks if I’m strict or sensual I always say, it depends. When someone says what’s your favorite fantasy, I generally say, other or all the above. ~laughs~ I, like you, look for the psychological commonality and emotional aspects and then approach the *fetish* from that angle. Now, being tall Myself in real life I really DO get off on the Tall Woman fantasy…and OMG, the Giantess has become one of My all time favorite scene plays just for sheer, quirky creativity of it all! You’d never believe the *tight spots* those tiny men get into! ~laughs~ tsk tsk you’re thinking naughty thoughts again, aren’t you magnus? *wink*
I often beat off long and hard after a hard sweaty workout in my home gym by getting on my bedroom floor in a strong one arm pushup position, lube up with Astroglide or Baby Oil and hump the Hell out of my tight fist until the sweat drips off my hard body from my forehead, my pumped chest and all the way down and steam actually rises off my body while I look upward at your photos on your profile and wishing that I was kissing the sexy arches of your sexy feet and sucking your painted toes one by one, slowly while I hold that strong one arm pushup position for you and hump on and on as long as you might desire me to. Then, knowing how much you enjoy my idea of humping against the tall thick lamp post in my bedroom, I straddle it, grabbing it tightly with both strong fists, rise up on my toes and hump it even harder and more intensely than the previous session, making my throbbing frustrated meat rub on one side of the thick lamp post and then the other side while keep my balls separated by pushing them tightly against the lamp post, dividing my cum loaded balls down the middle of them while working that lamp post hard over and over imagining my cock wants to wrap itself all the way around and up that lamp post, aching for the huge release that it craves more than anything. Then, I’ll move over to the bed and grab the heavy mattress of the twin bed, curling it upward, my sweaty biceps bulging, straining as I slide one leg under the mattress and then the other, sliding my body in between the mattresses until I’m wedged in tightly up to my throat, feeling the full heavy weight of the mattress rest heavily on my pumped chest while I begin to try and hump up and against the heavy weight on top of me while looking over at your teasing photos, aching for that huge release. After a long hard mattress humping, I get out, stand behind my computer chair and make my throbbing meat rub over the top of the back of the chair, my thumbs clamped down tightly over the top of that meat, humping harder over the back of the chair, looking at your photos as the precum rolls steadily down my shaft to my full balls, still aching for that enormous release. I then stand facing the side of the bed, a dark towel spread on the bed as I look at your photos, remembering your voice and extremely slowly stroke my aching meat, teasing it with long very slow pumps, pulling my full balls downward, separating them down the middle with my fingers as the sweat rolls own my chest. Feeling the tension rise, I slowly allow the release of rope after rope after multiple long thick white hot, even foamy rope of cum in your honor, savoring that long and enormously intense and pleasurable release while throwing my head back, my head wet, my eyes shut tightly as I yell out that monstrous orgasm.
WOW…..okay WOW 8 inch. Now THERE is a description of a jack off session for you! I am a tad curious about the one arm push ups. I have actually done those…..granted, I haven’t done MANY and I am a girl type of person which means I have slightly less innate upper body strnegth…..BUT, please do excuse My shock, shocked expression at that part of your description. Still you get uber points for creativity and I swear I can’t see a standing lamp without thinking of you!
To think that I am inspiring all this is quite exciting! Thank you so much…..now, you’ve earned a yummy thick, ropey cum shot! Enjoy! 🙂
Hi Olivia…
well I finally did it.. did what you say – ? well, tonight, I sucked on a cock and got my ass fucked well and proper.. and, I swallowed his load.. can you believe it! – I can’t ..
so, it was setup by a friend, he’s safe as houses and has a lovely cock.. I was blindfolded.. I must say, when he first put his cock across my lips I thought to myself, man, this is good.. I can see why girls enjoy sucking cock! .. then I tasted his precum and got really turned on by it all… now this is for real, he was 9″ and very thick, has has about the perfect cock I think – soo lucky – you know, when the stars align and all.
this was 4 hours ago now.. and I’m still thinking about it, mulling it over, digesting it – so as to speak..
In summary I;
– didn’t enjoy him in my ass as much as I thought I would – no pain, just not such an earth shattering feeling – his size was nice though.
– loved sucking on his cock.. and loved swallowing his load
– don’t think a gay or Bi life is for me.. I think tonight was the final chapter in a book I have been reading for years
– think I might suck on a nice ol cock if the opportunity presents itself to me again.. THAT.. was nice indeed..
And.. most importantly, as you have played differing pivotal roles in this well read book (and tolerated my crap when I call[I believe a call with me is HAARD work!]) , I really want to say a big heartfelt thanks to each of you – honestly, and as corny as it sounds, I couldn’t have done it without you – you know what a thinker I am and how your carefully chosen words have helped immensely.
Next time I call you.. I welcome you to tell me what my future holds, as a cocksucker of course.. I think I need to run with the summary fantasy a little more yet!
why more guys don’t actually try it I’ll never know…
really – thanks!
🙂
YAY for posting that private parts!
Soooooo…….do tell more. I’m curious about how My words have helped with this! 🙂
One thing I always try to impart is the reality of cock sucking risks, safety measures and sexual exploration rewards. I think that sexuality is there to be explored! I know I have explored mine, that’s for sure!
So….the ass fucking isn’t for you?
Now, I’m curious that you say gay or bi isn’t in your future. Why do you say that? Especially when you obviously love cock sucking. Now there are women that really love to see their man suck cock (and I’m one of those women) so I can tell you that it’s possible to get what you really want. It might take some time but with the amazing ways to contact and connect with a wide variety of people, ANYTHING and ANYONE is possible.
I know that lots of guys DO try cock sucking…..they just don’t admit it publicly! I know for a fact they do it! ~laughs~ They call Me and talk about it!
Dear Mistress OoliviaaAAHH
So nice to see you are still so actively teasing us lesser mortals.
As there appear to be no real rules in this challenge, I’m keen to explore the sexy landscape. Since being teased to death by masturbation as a school boy by a sexy blonde superior, as you well know, I cannot but want to help myself to the cookie jar. The cynosure I’m thinking of is that wonderful view, viewed discretely of course, of the promise of panties as a sexy woman such as you Mistress, crosses her legs, or sexily sits down, knowing a horny guy like me is titillated by the thought even, of seeing up your sexy skirt at your thong filmy panties!
You know all too well that I’m begging with my glances for a view of those tight panties that you purposefully wear to tease naughty boys like me.
Will My cookie glances be successful in glimpsing what I’m seeking, or will the cookie turn into a sexy denying spanking for being too forward?
Sorry Mistess Olivia, my imagination is again running ahead of me. I really must behave.
But your thoughts on me being putty in your er, sexy thighs (sorry – hands) would be appreciated.
Best regards again.
Panteezd
~laughs~ Erm……I’m curious why you said there appear to be no real rules. Really? Okay, tell Me what you mean by that please.
I love your descriptions of being teased by sexy panties! Keep those posts cumming…..errr….okay did I misspell that? ~winks~
Thank you, Mistress! I’m gonna sweat that lamp post tonight for an hour in your honor and that cum shot will be all yours. You know how much you make me THROB.
xoxo
I love it when I know that full 8 inches is throbbing! Excellent!