Dollyanne's Chastity Journey!

Thank you for the encourgement, missy katrin! And thanks for designating dollyanne as a "true" sissy! Though, dollyanne knows she still has a long way to go.

Dolly is glad to hear that your nipple piercings have worked out and that you are able to get erotic pleasure from them. Dolly plans to follow Miss D's advice and enlarge her nipples first, then consider the piercing as a possibility. It seems several people here have achieved good results with it so it's definitely something to consider!

Huggs,:butterfly:
dollyanne

 

Thank You, Mistress Watchful! Your pet charlotte was definitely brave in getting the piercing. The description sounded really excruciating! Dollyanne will try to be inspired by that, though it is possible that dollyanne is even more of a pain wussy than Your pet!

Curtsey,:scared0016:
dollyanne

 

Holy nipple gurl, Miss D! Dollyanne is flabbergasted at this! Your image of gurly nipples with dangly earrings or a gold chain is sooo sexy! But the images in Your posts are incredible! Dollyanne knows she could never get there, but what amazing pictures!

Thank You for the advice on getting the large nipples before the piercing. That sounds like a good thing to do. It at least postpones dollyanne's decision on the piercing for a few months. Meanwhile, dollyanne will enjoy being mesmerized by these fantastic images!

Curtsey,:manga_bunny:
dollyanne

 

Dollyanne's Day 31 in chastity

The last day of the month and dollyanne is still locked up, despite doing some non-gurly heavy lifting today! Dolly was amazed that the chastity stayed on, but it did!

But the big news is that dollyanne started off the day with a sissy milkie as suggested by Miss D! This was dollyanne's reward for making the whole month in chastity! Here's what happened:

Dollyanne didn't want to remove her chastity so she decided to try to have a sissy gurl milkie IN her chastity! Dolly was dressed as sissy as possible from head to toe in ALL pink! :manga_bunny: Dolly also inserted a maxipad in her pink panties, thinking that if she did have a sissy spurt, it would capture it without making too much of a mess. Dolly wasn't sure how she was going to clean up but she imagined herself licking up the maxipad like a slut!

Dolly started slowly by rubbing her nipples and thinking about Miss D's images of big gurly nipples and dangly earrings and gold chain running between them. This got dolly quite hot, and dolly's clitty was straining in the cage, and dollyanne started feeling quite slutty and was fully ready to lick up her maxipad!

Dolly spread her legs and imagined her sissy pussi was on offer for penetration! Then dolly got even sluttier and rolled her body pillow on top of her wrapping her legs around the pillow like a gurl in heat. Dolly kept rubbing her nipples and felt things happening down there, but still no cummie, so dolly decided to remove her panties and get naked with nothing but the chastity.

This drove dolly into slut delirium and dolly felt something happening. Dolly heard a girl's voice in her head, "You're going to be locked up so long, dollyanne, that you'll have a 2-inch peenie for life!". Then another, "You'll only be useful as a sissy--won't that be wonderful!" Then laughter and...

That's when it happened--dollyanne's clitty tried to burst the chastity cage! Amazingly it stayed intact. Dollyanne erupted with a lava flow to rival Mt. Vesuvius making a hot sticky mess in her hands. arty-073olly scooped up what she could and fed it to herself. It was sweet from all the fruit dolly eats and dolly minced her way into the bathroom with one hand holding back the cum from the cage. Dolly tried to get a picture with some difficulty. Cum was dripping and splattering everywhere--onto dolly's pretty pink rug and even down her leg--as dolly tried to scoop it up.

Dollyanne believes this sissy milkie may have been about a 75% full cummie compared to the last one over a week ago, which was more like 50%. It was definitely more intense! Maybe those nipple piercing images from Miss D had an effect!

Dollyanne was still horny afterwards though and had no difficulty lapping up what she could, which can be difficult after what Mistress Watchful calls a "Full-blown, spunk-shooting, earth-shattering, boy cum!" So, this was definitely more of a sissy gurl cummie, but a BIG one!

Dolly thinks that it may take around seven days or more to build up to the point of being able to have a cummie in her cage like that. And it needs to be accompanied, for dollyanne at least, by highly erotic femming images and fantasy!

After dolly cleaned up in the shower she felt sooo gurly, so she put on her most gurly pink ruffle rhumba panties over her chastity to get ready to go out! Dollyanne does not know if she will ever be able to top this experience! (But, being dollyanne, she, of course, will try!)

Curtsies and Huggs,:slut::manga_heatwave:
dollyanne

 

Thank you, lauren! Dollyanne's imagination is quite vivid! Sometimes it's like it is really happening. It makes dollyanne wonder where imagination ends and reality begins! And, dolly's thoughts can be quite naughty, though what is naughty for one is not for another. But for dollyanne it's enough to get her white hot!!

It's amazing to dollyanne too that she can cum in her cage like that. Dolly didn't shake the cage either like some have talked about doing. Now, it looks like dollyanne may be relegated to having all her milkings like that!

Dolly will try to add to your post about the the history as soon as she can find the appropriate links. That was definitely an interesting time!

Huggs,:manga_bath:
dollyanne

 

Thank you, missy katrin! Yes, it is amazing to dollyanne that she is able to do this! In one way it is unfortunate because it means that it will become the only way for dollyanne to do her milkings--in her cage. But in another it's fortunate, because dolly can stay locked up, stay horny, but still be milked like a sissy without ever having a full orgasm! Dolly just hopes there are no long term physical effects from it, other than possible clitty shrinkage, which is OK, since it is appropriate for a sissy like dollyanne to be tiny!

Huggs,:manga_bunny:
dollyanne

 

Thank You, Miss D! Dollyanne thanks You immensely for approving and granting her the sissy milking reward in her cage! Dolly apologizes for not being plugged, :mad0218: but will make sure that she is properly plugged, filled, and lubed next time.

Thank You also for reminding dollyanne about the nice big gurly nipples. Yes, it makes dolly blush to think about them, and even now dollyanne is straining in her chastity with thoughts of how stimulating they would be, and how teasing them would make dolly leak profusely. And when the time comes for a milking--wow, it would be like a direct link to dolly's clitty and make dollyanne feel sooo gurly! Dollyanne loves loves loves this erotic thought!

Curtsey,:manga_bunny:
dollyanne

 

Day 33 in chastity

Dollyanne had an "incident" late yesterday in her chastity. After having her sissy milking in the morning (thank You, Miss D!), then doing house chores all day--laundry, vacuuming, dusting, straightening and cleaning, dollyanne's left tessie slipped out!:manga_washup:

Dolly is not sure what happened, but it appears that the cage assembly twisted to the left--probably because of the baby oil gel dolly uses--and this gave just enough daylight for the tessie to make a break for it!

The timing wasn't bad as it turns out, because dolly was starting to get a little hairy down there and it gave her a chance to to shave, clean, and make an assessment of the cage. Some had reported microbial buildup and dolly wanted to check for that too.

On inspection, dolly did find a small odorous buildup between rings C and D, which are very hard to get to with the Q-tips. Dolly was a little alarmed by this, but remembered the comments of TCFun who was using neosporin on his to eliminate the odor and presumably kill the bacteria.:anim_55:

So after shaving and cleaning the cage thoroughly, dollyanne applied Bacitracin to that area (dolly didn't have any neosporin). Hopefully that will work. Dolly also reduced the amount of gel around the cuff ring. Dolly thought about reducing the size of the spacer ring also, but decided to wait until the next time a slippage happens.

Dollyanne wanted to get back into her cage as soon as possible and the act of clicking the lock on dolly's cage made her clitty start leaking almost immediately! There's something about that sound and the act of doing it that strikes a nerve in dollyanne! Dollyanne was VERY horny after re-applying her cage!

Unfortunately, dollyanne learned that she may have to remove her cage for a few days this week because of having to share a shower with her spouse. It'll just be temporary and dollyanne is not looking forward to being out of her cage and hopes she doesn't have to re-adjust to it. Dolly is considering keeping the cage on and exposing it to her spouse, but on the other hand, definitely doesn't wish to upset her--especially this week. She will see dollyanne shaved smooth from head to toe as it is. So, the likelihood is that dolly will remove it for a few days.

Curtsies and Huggs,:manga_bunny:
dollyanne

 

Dollyanne apologizes for not keeping up her journal posting. Dolly is on her period and is temporarily tied up--though not in bondage!--with family matters. Not that anyone is waiting on pins and needles, but dolly will be back to her normal perky chaste sissy self shortly so please stayed tuned!

Curtsey and Huggs,:butterfly:
dollyanne

 

Thank You for being patient, Miss D! And, thank you too, missy katrin! Miss D, You really know dollyanne's hot buttons! Dollyanne's head is now spinning with thoughts of what would be "quite grand".

Dollyanne's period should end this weekend. Dolly is really looking forward to getting back into her chastity! Then...hmmm...dollyanne is deep in thought about what would be "grand"...?!

Curtsey and Huggs,:manga_bunny:
dollyanne

 

Dolly's period is over, visitors have left, and today, dolly is back to being dollyanne! Dolly took a bubble bath and locked herself up again. The click of the lock was such a satisfying sound!

It was amazing how not being in chastity for just a few days caused dollyanne to drift away from sissy gurl feminization. Dolly actually came close today to stimulating her little clitty in boi mode out of horniness like she used to! It was a close call and dolly might have done it if her spouse hadn't interrupted her by returning home at the right time! Dolly felt ashamed of herself for even thinking about it and had the thought that she should lock herself up and throw away the key!

But dolly is locked up securely now and is all sissy pinkness tonight. Dolly has much to do to get herself on the right chaste sissy path this week, starting with finding the niplettes that Miss D recommended!

Curtsies and Huggs,:manga_bath:
dollyanne

 

Thank You, Miss D! Dollyanne is so sorry to be tempted in that way, and will wear the "sissy dribbler" label proudly! (Maybe another pet tag for Valentine's day?!)

And, thank You, Mistress Watchful! Dollyanne feels the winds of sissy gurl sexiness blowing her skirt around, so that is a good sign!

Today, dolly stayed comfortably locked up while doing chores and it felt right. It definitely makes dollyanne want to swish and be gurly. And, the hornier she gets, the gurlier she wants to be, and the more she swishes and dribbles!

Dollyanne wondered if she should switch to the plastic numbered locks which are psychologically harder to remove (ala lauren's experience!). Dolly has a limited number of them--only 5--so she would have to wear them longer before cutting them off--maybe two months at a time. That definitely seems like a loooong time! Doing this would mean that dolly would also have to wear her chastity every where she goes, no matter where, like to the gym! This might prove difficult and potentially embarrassing! And, of course, any authorized sissy milking would have to be done in the chastity, which dolly can do only after sufficient build-up and dribbling!

Dolly looked for the niplettes today, but they may not be sold in stores. Getting them online presents payment and delivery problems, so dolly will try to search some more. Dolly wants them sooo badly so she can wear them with a bra and pads and get big gurly nipples!

Meanwhile, dolly bought some big girl magazines and painted her toenails today!

Curtsies and Huggs,:manga_bath:
dollyanne

 

Dollyanne screws up!

OMG...dollyanne just sissy screwed herself! She was trying out the numbered plastic lock on her chastity and was curious to see whether her charm would fit on it. It did! So, dollyanne fiddled around with the plastic lock to see how it worked and whether it would hold OK and, like a dumb blonde sissy, she ended up locking it on, forgetting that the charm was still attached! Now, dollyanne is locked in her pink chastity with a plastic lock with a charm attached that says "sissy slut" on one side and "Diva" on the other! And dollyanne can't cut it off--not now! Dollyanne only has 5 of these plastic locks and doesn't want to waste one. So, it looks like dollyanne may be stuck with wearing her "sissy slut" charm on her chastity for who knows how long!

This is dumb blonde sissy dolly in her stretchy aqua blue Barely There panties du jour:



This is definitely going to make dollyanne earn the label Miss D gave her of "sissy dribbler"!

Curtsies and Huggs,:manga_bunny:
dollyanne