Mistress Cassie's sissy scavenger hunt Part 1 - the cummie heels

All freshly shaved, painted , poofed and dressed i am posting my effort at completing challenge#1 from Mistress Cassie's sissy scavenger hunt.

The Mistress Cassie challenge:

Challenge 1: Cummy High Heels - Sissy Quest Scavenger Hunt

Thanks to sissy marti for this idea......

marti and I love sissies in high heels. (I am sure all of you do as well). This challenge is to dress up in your sexiest heels and stockings, and, eventually lick your cum off of those sexy high heels.

Full points will be awarded to sissies who provide a picture of themselves licking their cum off of the high heels. Bonus points for sexy lingerie, make up, wigs, props, etc.

Half points for pics of cummy high heels without the sissy in the shot.

Okay sissy girls, lets play. 

The result: i had an IM session with mistress yesterday and was wondering about wearing heels, then cumming on them, and pictures. A lot to do all at once. she decided that wearing a favorite pair of heels a and cum,ming on another wold do quite nicely

Today is Sunday, white panties day. So, dressed mostly in white, with some pink trim on my petticoat & smoke stockings. i came onto my 6" black pumps. i was wearing my fav 5" open toe pink heels.

Challenge two is panties that a5e embroidered with Propoerty of Mistress Cassie. i ordered mine last night. But for today it was all about the heels, the cummie heels.

i have so many pictures and i had so much fun!

sissy maid diane.

A Mistress Cassie sissy challenge for sissies

Mistress Cassie has started a fun new sissy game on Her blog, and i will be participating. here are Her posts:

Friday, August 12, 2011

Sissy Quest Scavenger Hunt rules

Hello girly girls.

Today is the beginning of the Sissy Quest Scavenger Hunt. How this works is I am going to put out a challenge, or quest every now and then. your part of this game is to do what is requested in the challenge, and post a picture on your blog proving you have done so, and then link it to the quest comments. (If you don't have a blog, you can email me the picture at mistress.cassie@yahoo.com and I will post it)

* 5 points for posting the picture of you completing challenge on your blog. (put the link in comments below the challenge.

* 3 points for emailing me the picture of you completing the challenge. (let me know if you want me to post it or not for you)

* 1 point for commenting and posting a link to a website with someone else that just happens to be completing the challenge (but not you)



you can join in and play at anytime throughout the game, and I will post the points on the side of My blog.

I will award bonus points for extra special achievements, as I see fit. And, of course, change the rules as necessary. (I am Mistress Cassie after all)

There will be prizes, most likely free 15 minute calls with Me, if enough sissy gurls play along.

Oh, almost forgot. I will award 5 bonus points for posting about the Sissy Quest Scavenger Hunt on your website/blog. The more sissies who join us to play, the more fun it will be.

Mistress Cassie

Friday, August 12, 2011

Challenge 1: Cummy High Heels - Sissy Quest Scavenger Hunt

Thanks to sissy marti for this idea......

marti and I love sissies in high heels. (I am sure all of you do as well). This challenge is to dress up in your sexiest heels and stockings, and, eventually lick your cum off of those sexy high heels.

Full points will be awarded to sissies who provide a picture of themselves licking their cum off of the high heels. Bonus points for sexy lingerie, make up, wigs, props, etc.

Half points for pics of cummy high heels without the sissy in the shot.

Okay sissy girls, lets play.

The dumb ass sissy

On Thursday evening, i had an IM session with Mistress Cassie. The long & short of it was that. i hadn't masturbated since last Sunday (after the cuckold assignment) and that i really didn't quite know why. After all, the logical thing to do would be to masturbate regularly between cuckold assignments. The assignments are deigned (so far) to be spontaneous and unpredictable. Mistress can and will cuckold be at a moment's notice. Once that happens, i'm in chastity, most likely caged until that cuck session ends. So, getting cuckolded after a 'self imposed' period of chastity doesn't seem to make sense. It just make the difficult task of being a cuckold even more difficult.

So, i made the remark that i should just jerk, dumb ass. We,, Mistress liked that, and was going to post it on Her blog. But She decided that i should post it and here it is, from dumb ass sissy diane:

cassie_jones16.src%3Dpg:    a new  phrase

cassie_jones16.src%3Dpg: I am going to post that on  sissysalon... 

pettimaid: Yes, Mistress. A new phrase and a new phase. Oh, my if You post that..... oh, my

cassie_jones16.src%3Dpg: better yet.   you will post it this weekend.

cassie_jones16.src%3Dpg (8/12/2011 1:31:44 AM):  (my quote from earlier in the session) i whacked off twice on Sunday. Once for all to see, then again. No cage. Since then i've dressed frillier & frillier every night. Every morning i wake up with a hard on. i say to myself, jerk off dumb ass - while you can. Every morning, i don't. It's like i can't. It's much easier than the horror of having the cage on, but it has the same effect. i'm basically in chastity, while dressing. Unbelievable. 

So, here it is, the statement that Mistress wanted posted. A statement the reflects my new state of mind. A sissy cuckold state of mind.

sissy maid diane

It's Thursday, a special day for pink sissies

Here's an excerpt from a post on Mistress Cassie's blog, dated July 28, 2011:

Thursday (today) is my favourite PINK panties day. Are you in pink?

Yes, it's Thursday and pink is my favorite sissy color, it always has been. i have a ton of pink panties to choose from, along with accompanying lingerie items. Sublimely submissive sissy items, like girdles, half slips, full slips, cami's, pettipants, petticoats, stockings, garter belts, waist cinchers, (all plural). That's not to mention high heels, soap, shaving cream, body lotion, feather duster, candles, hat, dresses, skirts, blouses, hair ribbons, jewelry, jewelry box, flowers, deodorant, nail polish, purse, make up, trash can, towels, sheets, curtains, teddy bear, perfume dispenser, cock cage purse, writing utensils, etc. etc. i can assure you that i can't say i have such a collection of things in any other color.

Why is pink associated with being a sissy? Here's an interesting on line article from the Smithsonian on the subject of the color pink. It's appropriately titled:

When Did Girls Start Wearing Pink? 

For sissies this should be required reading, i think. http://www.smithsonianmag.com/arts-culture/When-Did-Girls-Start-Wearing-Pink.html

The history is fascinating. For me, i simply feel like a gurl when i wear pink. Well, i always feel like a gurl now that i've been properly pussified by Mistress. But, i feel even more gurlish in pink. Every day should be pink day! But i like the variety of colors, the wonder of never tiring of wearing panties, buying new panties, being panty trained, being pantied!

i don't care about boy under pants anymore. Mistress has seen to that! i don't care about Doctor's appointment either. i'm not required to wear frilly pink to a Doctor's appointment, but i wear panties. And pink is the bomb!

Yes, Thursday's are special for me now, like Wednesday's, but for a different (panty related) reason. Tomorrow i'll be in my scheduled green panties, and i will love it. I will love it because Mistress has made Friday green panty day. But for today, all is pink, and all is well.........

sissy maid diane

Coming across a timeless (and timely) Mistress Cassie caption

During my latest new assignment from Mistress Cassie, the introduction to cuckolding assignment, She made mention of looking over some of my captions.

As it happens, i happened to come across this caption, from my old blog, while i was caged this weekend and undergoing Mistress' latest 'treatment' of any lingering symptoms of maleness that i may still possess. Mind you, this caption was penned months ago. Hmmmmm, i wonder if it's one of the ones She happened to come across.

It struck me that this caption is much more relevant now than ever. Back then, i was fantasizing.........

In other sissy news, today is yellow panties day. While i have been wearing yellow panties on Wednesday for a couple of years now, since Mistress started Wednesday .Crunch' day in yellow.

Today was different, because it was yellow 'Blaze' day today. i'm still enjoying my shaved legs, which until last Saturday had become unforgivably hairy. So, for the 5th day in a row, i'm in stockings. Along with yellow pettipants and a girdle, well - that was at work. The girdle wearing was the first time in a while too. It really is a quite a 'control' garment. It's kinda like wearing a spandex cage. So, now at home, i've added my silicone filled yellow bra, a half slip, a cami and high heels, all yellow. Yes, i like Wednesday's.

sissy maid diane

The first 'taste' of cuckolding cums to an end

So, the 200 minutes of dildo sucking, the shaving, the dressing, the caging after days of chastity cums to an end. i've had my first taste of cuckold training by Mistress Cassie with a little help from Her Lover, Blaze.

This afternoon, i was allowed to cum, onto my dildo. The decision was made via IM with Mistress. i received 5 comments on the Thursday post by Mistress. The call to being cucked post. One of the comments was from Mistress Herself, so the question was whether it would count as one of the 5. Fortunately, Blaze was impressed by my efforts over the weekend and voted for release. This generous act has immediately endeared Him to me.

And it dawns on me that tis is that nature of being a cuckold. It is the pleasure of Mistress and Her Lover that concerns me, not my own. i think it is important to note that i naturally thought more and more of Blaze's cock during the 2900 minute suck fest this weekend. the Cock that takes care of Mistress' sexual needs. How fitting that He had a say in my release.

Mistress has given an unknown amount of time to consider this new training. She will call me to serve Her & Blaze again at Her or His whim. i don't know what the next phase of my training will be, or when. i've already been sissified and pussified, and today the taste of my next phase of training was that of cum. i freshened my make up, changed my nail polish color and heels to blue and came - violently, all over my dildo. And then i was rewarded with the taste of cum, my own cum, this time. The training, after all, has just begun.

i have no way of knowing where this training is headed, but i do know this::

During an early Saturday morning IM session with Mistress i was complaining about how difficult it all was, the cage was miserable, and my jaws were already aching from the dildo sucking. She simply said i should be thanking Her for the opportunity to be Her cuckold.

This afternoon that's exactly what i did. I thanked Her for allowing me to be Her cuckold, and for giving me the needed training to be a good one. I also asked Her to give my thanks and best regards to Blaze.

And so it begins......

sissy maid diane

Sunday is white panty day for sissies

i still need one more comment on Mistress Cassie's Thursday's post - PLEASE! Weave, where are you?

http://maiddianes.blogspot.com/2011/08/poor-cuckold-diane.html

If i get one more comment i can cum later today on my dildo and eat it all up. Then of my first 'taste' of cuckold training from Mistress Cassie. i promise pictures with one more comment. Otherwise, i'll end up with a session with Mistress, a private session - one that will happen soon anyway.

Wanna see pics of diane licking a big cummie mess of a dildo she's sucked for 200 minutes this weekend - after 8 days of chastity? Well, comment - on Thursday's post.  :o) Actually, it's been 195 minute to date. i'm saving 5 minutes for the big occasion of that 5th comment.

So, today is Sunday and Mistress Cassie's sissies have a panty schedule. Sunday is white. This schedule is new this week, for specific colors. i'm 100% panty trained already, but now the colors have been chosen for me by Mistress.

As fate would have it i own a white pair of Sunday day of the week panties. Wednesday's yellow & Friday's green also match Mistress Cassie's panty schedule. So, it's just poetic justice, i think that today's significance in my new training coincides with a white DOTW panty day. Fun!

Also, i'm showing my 'c' cup tits for the first time all dressed up. Yesterday's red post was while wearing my slutty 'h' cups. i feel a lot more femme in 'c' cups.

More to cum..........

sissy maid diane

Help - i'm being cuckolded!

Day 3 and i still need help, just one more comment on Mistress Cassie's Thursday post - please:


http://maiddianes.blogspot.com/2011/08/poor-cuckold-diane.html

It is difficult enough to be wearing the cage, sucking the dildo for 200 minutes and dealing with new emotions about becoming Mistress Cassie's cuckold. i think a lot about Her and Her lover Blaze. She was sure to mention the two of them in a lengthy IM session early this Saturday morning.

Now, i am freshly shaved, my nails painted and dressed i red. Mistress has a panty color schedule for Her sissies, which i follow. Saturday is red panty day and red it is. She wanted me in a corset so here's what i have in red. This is the first full dress up post i've put up in months.

i'm already pussified, and now i am well into this new cuckold training. So with one more comment i will at least be able to have a cummie tomorrow afternoon. i'll have to cum onto the dildo i've spent 160 minutes (so far) sucking away on. Then, i'll have the pleasure of cleaning the cum off. More than symbolic of sucking Blaze's cock if you ask me.

So here it is cuckold diane in red, with another day of the cage and anther 40 minutes 'on the dildo' yet to go.
These nylons sure do feel silky on my freshly shaved legs. mmmmmmm

Oh, my!

sissy maid diane

Day 2 of sissy cuckold training - please help!

i had a long IM session with Mistress Cassie early this morning, and ultimately knocked off over an hour of the 200 minutes of dildo sucking of the 200 minutes i'll have to complete by tomorrow afternoon.

It was comforting in a way, this exchange with Mistress, just knowing that She's there. But She also reminded me that being a cuckold is a very difficult thing. i'm already beginning to understand how difficult.

In the past i have caged for up to 5 days at a time. that was tough, but i masturbated before caging. Now in day 2 of chastity cuckold caging, the going is very rough. i started after one week of chastity and the cage is a constant reminder of this new training that i am undergoing.

i will be dressing this afternoon, in full bloom. i will be sucking away on that big dildo (even though my jaws are sore from that sucking marathon last night). And i will the state i'm int w/ pictures.

All i ask is a little help from my friends. Please, please leave a comment bon Her Thursday post:

http://maiddianes.blogspot.com/2011/08/poor-cuckold-diane.html

i have heard from two gurl friends, thank you tammy & tiffani! i need three more by tomorrow afternoon. Then i'l l be allowed to cum (it will be a big messy cummie for sure) on my dildo. Then i can clean it up for Mistress.In any event i will have my cuckold session with Mistress soon enough, but i need help to get out of this cage.

Please help me!

Thank you.  :o)

sissy maid diane

sissy cuckold training - and so it begins........

Day one of my cuckold training by Mistress Cassie. Challenge number one - getting the cage on while in chastity and anticipating, oh the anticipation..................

Yes, the time has come for the next phase of my feminization, my ongoing pussification by Mistress Cassie. Now i am being introduced into the world of cuckoldry by Mistress. Since my phone session with Mistress last Wednesday (July 27), i have thought about little else. First i have been in chastity since Saturday, July 30. With Mistress' post on Thursday evening and after an IM session i will remain in chastity until this first cuckold assignment is completed. i could have masturbated during the week, making things a little easier, but it's too late now.

Now, on Friday evening, i am in the cage, the chastity cuckold cock cage. Since it has been nearly a week since my last cummie, it was very difficult to cage at all.

i had to trick myself into the cage, and i put it on on very quickly once i was 'soft'. As soon as the lock clicked shut, i was real hard, straining against the unforgiving plastic prison. i'm wearing my Friday green panties, my favorite new green bra filled with my breast forms, black thigh highs, green glitter heels and my green full slip. The same outfit i wore when Mistress sessioned me last week. As soon as i finish this post, i'll started working on that dildo.

i have 200 minutes worth of dildo cock sucking to complete by Sunday afternoon. i plan on 30 minutes of dildo sucking tonight - then i'll only have 170 to go! That 30 minutes of sucking on a dildo will be with one thought. Mistress has me dressed, in a cage, sucking away while i know She has a new lover, tending to all of Her sexual needs.  i can only hope that Mistress will be telling me details of Her love life that only Her sissy cuckolds get to hear about. Then the 200 minutes will be well worth it.

For those who think that on line cuckolding can't be real, just look at my blog. i have been feminized for real. Mistress has made sure of that. Judging by my struggle just to get into the cage, first time as Her cuckold, it feels real to me. i know there is much more to come, and Mistress could easily compel me to hop a plane & fluff Her and Her lover at a moments notice. But that's highly unlikely. What is likely, and obvious to me already is that i'll be getting the real cuckold treatment from Mistress, one way or the other.

Tomorrow is red panty day, and Mistress has mentioned a red corset. i have plenty of red things, including a red waist cincher. That will have to be close enough to a corset, but red it is tomorrow. And there will be a lot more dildo sucking going on. Tomorrow there will be proper sissy pics as well. Right now i need some alone time to cope with this new development. Alone with my dido and my cage and sissy cuckold thoughts that is......

For those not familiar with some of my past 'proof of caging' posts' ,here i am with today's newspaper and a numbered plastic lock. Plastic might not seem as secure as a metal lock, but the number is unique , and it can on;y be removed by cutting it. This is a secure lock in the sense that i'll be featuring at least one picture with a current newspaper and the same numbered lock until this cuckold assignment is done. i'm already leaking - badly. Oh, my!

Please, please leave comments on Mistress Cassie's Thursday post! i need comments, please..........

sissy maid diane

Poor cuckold diane

cuckold sissies get left out, while Mistress Cassie has fun with her Man. Like many (probably ALL) cuckolds, the sissy cuckold is the last to know just where and when, and of course WHO Mistress is spending intimate time with.

poor diane only knows I have a Man in My life, and that He is getting My attention, that He sexually pleases Me, and that it is His powerful cock that I crave.

starting this Friday evening, diane is to put on her cage, and leave it on until Sunday afternoon. diane is also instructed to suck her dildo for at least 200 minutes while wearing her cage. diane must be sexy and seductive, wearing her most sluttiest lingerie... hmmmm a red corset sounds tantalizing.

If at least 5 viewers comment on this post, by Sunday afternoon, diane will be allowed to cum onto her dildo, and suck it off. If she does not get enough viewers attention, poor diane will be denied, until she calls Me and begs for a cummy.

I love being Me.
Mistress Cassie