Dollyanne's Chastity Journey!

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  1. dollyanne
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    dollyanne Sissy who loves pink frilly things!

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    Wow...what a fantastic description, Mistress Watchful! Dollyanne's clitty nearly burst out of its cage on reading this! Dolly definitely didn't have one of these--she would've known it, she has some vague memories! That would not be a sissy gurl cummie for sure! Maybe there needs to be a "milking" or "ruined" orgasm counter in addition to the "full-blown, spunk-shooting, earth-shattering, boy-type cum" one, which, in dollyanne's case, may NEVER happen again!

    Curtsey,
    :sex021:
    dollyanne
     
  2. dollyanne
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    dollyanne Sissy who loves pink frilly things!

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    That's awesome, Lady Kismet! A flashback orgasm from a random sexual thought! When dollyanne has a sexual thought her clitty strains in its cage, reminding her she is chaste, and there's definitely no flashback thing! Dollyanne envies You, but that's why You're the Mistress!

    Curtsey,
    :chores007:
    dollyanne
     
  3. dollyanne
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    dollyanne Sissy who loves pink frilly things!

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    Interesting idea, lauren! Dollyanne is pretty sure the vote would be for dollyanne to stay locked up for another 90 days, but it might be interesting to see the conditions. Maybe being locked up after a full-blown earth-shattering cummie would be the favored choice. Maybe dolly would be locked up and allowed one milking or "ruined" orgasm per week with NO full-blown cummies. Dollyanne needs to figure out how the polls work. Or, maybe lauren, or a Mistress like Miss D, should conduct the poll for dollyanne so it's unbiased!

    Hmmm...dollyanne likes lauren's opinion! Special pampering and complete enjoyment for dollyanne! Maybe lauren should be the controlling influence!

    Huggs,
    :manga_balloon:
    dollyanne
     
  4. lauren1fem
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    lauren1fem Gurl

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    Lauren isn't worthy of being your controller. She just wants you to be happy and she thinks you really need AND deserve a combination full-blown, spunk-shooting, earth-shattering, boy-type cum combined with "special" pampering and a wanton female O with a cherry on top orgasm baby! :manga_devil:
     
  5. Miss D
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    Miss D Expert In Femming

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    BUT, dollyanne, don't you prefer being kept in your current state - one of complete and utter wantonness? But you do bring up a good point - prostate health. As long as you are dribbling and continue to dribble - you are just fine - everything is functioning perfectly. You showed us how you've been dribbling, so I think you are just fine for now... Perhaps, what you really need is some good teasing and denial...

    I do believe that a sissy gurl should never have control of her own orgasm - that is far too much responsibility for a sissy. I prefer that a gurl earn her orgasm - a reward. How does she earn her reward? By being completely feminine - in appearance, in action and in thought. As to the reward, what I prefer is for the gurl to be fettered - unable to move - at all. Her orgasm is completely out of her control - she can neither aid nor prevent the impending orgasm - it is completely beyond her control. I like to whisper in her ear - tell her how feminine she is - she is such a good gurl - bring her to the very edge - her whole body trembling... And just before the final push over the edge, I want to hear her beg - I want to hear her plead to remain chaste and be kept femmed.... If she is sincere enough, I might allow her relief... Or, I might just leave her like that for a few more weeks - months - perhaps years...

    In the midst of slut delirium. the last thing a gurl needs is release. After weeks of prolonged chastity to bring her to this most sensitive and suggestive state - it is a shame to undo it all.. And yet, when it is allowed - to see tears streaming down her face, mascara running everywhere as the pleasure of a pent up release takes hold of her is wondrous - a whole body experience - a very, very gurly orgasm...

    Is that what dollyanne needs?
     
  6. dollyanne
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    dollyanne Sissy who loves pink frilly things!

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    Lauren, you're VERY worthy, and such a sweetie! Of course, the truth is we are both :slut: gurls, and need our lust delirium to be controlled. Still, that "cherry on top" orgasm sounds fabulous!! Dolly will take TWO with a big banana split! Thank you, lauren!

    Huggs,
    :manga_balloon:
    dollyanne
     
  7. dollyanne
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    dollyanne Sissy who loves pink frilly things!

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    Dollyanne's day 24 of chastity

    Here dollyanne sits, still locked in her pink chastity with the pink heart lock, still chaste, still wet and dribbling with lust. How long can dollyanne go like this? The "milking" incident of two days ago has made her hornier than ever. Reading Miss D's description has taken her to the edge and fired her lust and desire for total gurly femininity and chastity.:manga_bunny:

    Panties du jour:

    Barely There panties front pink lock 600.jpg Barely There side 600.jpg

    These are dollyanne's aqua blue "Barely There" panties, not frilly or lacy, but stretchy and comfortable--a good fit for dolly's pink chastity device and lock. Despite not being pink, it's one of dollyanne's favorites! There is a wet spot in the first picture--barely noticeable, but dolly was leaking and wet while taking these!

    Curtsies and Huggs,
    :chores004:
    dollyanne
     
  8. dollyanne
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    dollyanne Sissy who loves pink frilly things!

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    OMG...Miss D!! It's as if You pressed directly on dollyanne's clitty HOT button and injected magic elixirs into her gurly brain! This is, of course, EXACTLY what dollyanne needs! Now, dolly understands what You meant by begging to be chaste, while fettered and not in control. OMG...what a perfect scenario for a lusty sissy gurl! Your words are sooo HOT and arousing dollyanne will read and re-read them for inspiration to be kept utterly femme. Dolly begs to remain chaste, to NOT have release too soon, so she may, when the time comes, but not before, have that whole body-trembling out-of-her-control gurly orgasm!!

    Deep Curtsey,
    :manga_exclaim:
    dollyanne
     
  9. Miss D
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    Miss D Expert In Femming

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    Would dollyanne still plead and beg to remain chaste and femmed even if it was made clear to her that her next opportunity for relief would be weeks away and only after she was repeatedly cuckolded in the most direct and obvious manner? Suppose Mistress put a counter on dollyanne's potential rewards - that dollyanne must be femmed and present for ten cuckolding experiences in between her potential rewards... Would that cause dollyanne to plead for more femming and cuckolding so that she could earn her next chance for relief? What do you suppose this would do to you over the long term?

    Would it be cruel of your Mistress to institute this policy or is this exactly what dollyanne craves?
     
  10. Miss D
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    Miss D Expert In Femming

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    By the way - dribbling in your pink chastity is so good for you - so cute... But don't you need your pink plug too? And pink stockings and a nice pink bra and pretty pink heels.... You do want to earn a reward don't you?
     
  11. snubbe86
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    snubbe86 Searching for Mistress

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    Im so jealous at you dollyanne seems like you have the perfect attitude. I myself would love to be you. I love the pink chastity device and your underwears. so feminine so sexy.
     
  12. dollyanne
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    dollyanne Sissy who loves pink frilly things!

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    Thank you, snubbe86! Dolly sooo loves pink, being chaste--locked, plugged, and pantied--and is blushing from your compliments! All you need is a pink chastity, some frilly panties, think pink and gurly, and you can equal or surpass dollyanne! Good luck!

    Huggs,
    :manga_bunny:
    dollyanne
     
  13. dollyanne
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    dollyanne Sissy who loves pink frilly things!

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    OMG, Miss D, You are hitting ALL of dollyanne's HOT buttons! :yes1: a :slut: like dollyanne dreams of being cuckolded unmercifully, and requiring dollyanne to be femmed and present for ten cuckoldings before getting rewarded would be humiliating, but it would be a strong reminder of her sissy cuckold status. It might be cruel for some, but for dollyanne it would trigger the most powerful erotic emotions! Dollyanne has dreamt of being cuckolded in multiple ways--by being bound femme in the room next to her Mistress so dollyanne can writhe to Her ecstatic moans, or to be dressed femme in a pink maid's costume, and kneeling in the corner, listening or watching, and ready to help or serve as required! So, :yes1: dollyanne would beg :anim_37:to remain a chaste femme :slut: to make this happen!

    In the long term dollyanne thinks this would make her more and more submissive and gurly as she realizes her role in helping her Mistress achieve maximum satisfaction. Dollyanne's reward would be tied to her Mistress's sexual and other pleasures and dollyanne's ability to be as gurly as possible!

    Whew! You are making dollyanne sweat, Miss D, with these HOT scenarios! Dollyanne was dripping TWICE today, just thinking about it. If dollyanne may say so, You are a feminization Einsteinette!

    Curtsey,
    :manga_heatwave:
    dollyanne
     
  14. dollyanne
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    dollyanne Sissy who loves pink frilly things!

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    You are sooo right, Miss D! Dollyanne got a new pink plug and needs to practice with it more. Unfortunately, it doesn't stay in place like dolly wants, so she has to wear it with tight panties or girdle. Dollyanne needs to go plug shopping again to find a pink plug that stays in place better! Dolly sooo regrets getting rid of her perfect pink plug!

    Dolly also needs some pink heels--tiffany maid's maryjanes look nice!--and maybe a pair of pink fishnets. Dolly has a pink bra--size 38C--but probably needs something smaller in the sport's bra category as You suggested.

    So, :yes1:, dollyanne has some shopping to do and some pictures to take before receiving her reward! Thank You, Miss D!

    Curtsey,

    dollyanne
     
  15. dollyanne
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    dollyanne Sissy who loves pink frilly things!

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    Day 25 of dollyanne's chastity

    Today marked 25 days for dollyanne in her new pink chastity! :yes1: ALL of 2009 so far! Dollyanne's tessies haven't slipped out for some time now, despite cold weather and tight girdle panties. This is encouraging to dollyanne! Maybe she has found the right ring/spacer combination for herself?! But if she hasn't there are still smaller spacers and rings to go.

    Dollyanne found herself dripping TWICE today from imagining Miss D's HOT teasing and denial scenarios! :manga_heatwave: But, despite much writhing, much straining in her chastity, much rubbing of her nipples, dollyanne still stayed locked up!

    Dollyanne even tried to figure out if she could shave herself in her chastity without removing it. Dolly tried an electric eyebrow trimmer, which worked in the exposed areas, and also lathered up and shaved a little around the device in the shower. It's not perfect, but it's better. Dollyanne has seen some "bikini" shavers that might work better for that, so dolly will look for them on her next foray to the store. (Dollyanne needs panty liners too!)

    Dollyanne had fun stimulating her little clitty with the power shower (thank You, Mistress Watchful!), and when she got out, she felt like being more frilly and gurly--probably an effect of Miss D's incredible teasing!--so her pink rhumba panties were her panties du jour, dripping au jus!

    rhumba panties front pink lock 3 600.jpg rhumba panties front pink lock 600.jpg

    Curtsies and Huggs,
    :manga_bunny:
    dollyanne
     
  16. Miss D
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    Miss D Expert In Femming

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    ohhhh... such pretty pink ruffles that dollyanne is pantied in...
     
  17. dollyanne
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    dollyanne Sissy who loves pink frilly things!

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    Thank You, Miss D. Dollyanne is hoping to get some more pink rufflies. They look and feel sooo sexy and sissy and slutty too! It's difficult to wear them when out because dolly is always aware of them and if dollyanne has to use the restroom while out--she of course has to sit--they stand out like a "sissy here" sign for anyone to see around dollyanne's ankles!

    Of course, the dreamlover's sissy trainer in the right hands would probably force dolly to go out in her ruffle panties in a short skirt and bend over to put them on display with constant embarrassment resulting in a continuously blushing dolly! You wouldn't do that to sweet dolly would You, Miss D?!

    Curtsey,
    :manga_bunny:
    dollyanne
     
  18. dollyanne
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    dollyanne Sissy who loves pink frilly things!

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    Day 26 of dollyanne's chastity lockup

    Day 26 was an interesting day in lockup for dollyanne. As usual dollyanne was dripping in the morning, which, according to Miss D, is supposed to be a good sign that everything is still functioning down there. Dolly doesn't know about that, but does know that she is continuously horny and will probably be ready for another sissy gurl milkie soon with her rear-ender. Dolly loves getting lubed up and slippery! It makes her feel so sexy and slutty to go swishing through the house in that state. She feels like a sloppy whore!

    The weather was bad--ice storm warnings--so dolly was bummed out that she didn't get to go shopping for more pink ruffles, pink hose, and pink heels as suggested by Miss D. Dollyanne has been clipping coupons and getting ready for a big gurly shopping trip, but it looks like it'll have to wait until the weather clears in a day or two. Dolly hopes she doesn't lose the mood, because right now she is sooo horny she would be such a wanton shopping :slut:!

    So, dollyanne became a horny sissy housewife/maid instead, mincing about in her pink miniskirt, cleaning and straightening and cooking and making beds. This was good because dolly felt she was transferring her pent up sexual energy to useful activities! Dollyanne prepared dinner--her delicious stew, perfect for cold icy weather! Dollyanne's spouse loved it and it made dolly feel proud!

    However, dollyanne was sooo horny she couldn't keep her hands off her little sissy nipples! She kept tweaking them throughout the day and even did so naked in front of the mirror while dinner was cooking trying to make herself cum! That didn't happen, of course, and it only succeeded in making dollyanne feel even hornier!

    More bad weather today, so dolly will have to wait on her shopping trip. But, the way things are going, dolly will feel so wanton and slutty she'll be ready to buy out the store! Dolly needs to calm down to a low simmer! What should dollyanne do?!

    Curtsies and Huggs,
    :manga_washup:
    dollyanne
     
  19. lauren1fem
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    lauren1fem Gurl

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    Sounds like there's a storm brewing inside your loins in addition to the storms outside. Ask yourself what any girl would do on a stormy day... Make a fire and curl up with a good book or why not tap into some of that pent up desire you have and write some "scathingly brilliant" fiction (to quote Hayley Mills).

    May I suggest to you Dollyanne (in line with one of your BOLD resolutions) that you should begin practicing on your rear ender or some other object of your choosing so that when the day comes you'll be ready to take a real man's cock and know how to handle it. Just think: what will you be wearing, how will you approach him, what will he be like "down there", will you be a "keeper" or spitter? How will you entice a fine fellow to be permitted to "latch onto his honker". Will he be the one to cuck you? Will he be forceful with you or gentle?

    Oh my, just thinking about that should get Dolly all steamy and jazzed up.

    Sorry, *giggle* I just couldn't help but add this bit... Maybe you should just take a bubble bath and relax instead. Think nothing more of it. *giggle and teases* :jumping0039:
     
  20. Mistress Watchful
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    Mistress Watchful Dont believe the hype ;oP

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    Lol @ your "last orgasm" dollyanne, that's so cute! :manga_bunny:
     
  21. Lady_Kismet
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    Lady_Kismet Member

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    lol can understand about the weather it is storming here just got home from work and thankfully most of the nuts are off the road. Shame about postponing your shopping trip but when sleety weather is combined with Texans you made a wise choice to stay in.

    I think a long hot bubble bath might be in order especially since it is so cold outside. :manga_bath: though it might make the horniness worse.
     
  22. dollyanne
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    dollyanne Sissy who loves pink frilly things!

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    This is definitely bubble bath weather, Lady Kismet, and that manga bath smiley looks sooo good! Dollyanne stayed close to home today--lots of accidents on the slick roads. This weekend may be dolly's first shopping opportunity in several days! Dolly needs to make her list and get ready!

    Curtsey,
    :manga_bath:
    dollyanne
     
  23. dollyanne
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    dollyanne Sissy who loves pink frilly things!

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    Thank You, Mistress Watchful! Those are Your words--dollyanne loved them! (Hope You don't mind dollyanne using them?!)

    Curtsey,
    :character0100:
    dollyanne
     
  24. dollyanne
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    dollyanne Sissy who loves pink frilly things!

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    Dollyanne's day 28 in chastity

    Dollyanne continues to stay comfortably locked up 24/7 in her pink cb-2000. However, dolly had a slight incident this morning when switching to the master lock from the pink lock for the shower--dollyanne misplaced her key! After she got out of the shower dolly realized she didn't know where the master lock key was! She knew it was on her pink hello kitty sissy slut charm bracelet, but dolly couldn't remember where she put the bracelet.

    Dolly went for a couple of hours without knowing where the key was and started imagining what would happen if she lost the ONE key to her lock! OMG! Luckily though, dolly was relieved to find her charm bracelet right where she put it--in her winter coat pocket. The key was still attached, so dolly wore the master lock most of the day.

    Dollyanne's sleeping shorts and panties du jour with pink heart chastity:

    sleeping shorts 2 600.jpg sleeping shorts panties 1 600.jpg

    Curtsies and Huggs,
    :manga_lolly:
    dollyanne
     
  25. dollyanne
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    dollyanne Sissy who loves pink frilly things!

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    OMG, lauren! You know to press dollyanne's hot buttons just like Miss D! Dollyanne will probably be dreaming about this tonight now and wake up in a sweat! It's like telling someone "Don't think about the pink elephant," and, of course that's ALL they can think about! But, maybe it will inspire dolly's erotic fiction!

    Huggs,
    :manga_bunny:
    dollyanne
     
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