Life of a Sissy @totally-sissified - Tumblr Blog

Mardis Gras Nails!

#lundi gras #mardi gras #sissi #nail polish #cute nails

Started the day in one diaper, but instead of getting a change I got another diaper.

#abdldiaper #diaper slave #diaper sub #double diapered

Back in diapers, where I belong

#sissy baby #diaper sissy #sissy diaper #diaper loser #diaper slave #diaper sub

So thick! 😭 My pacifier is a great way for getting used to cock in my mouth 👄

#diaper sissy #diaper bulge #diaper cuck #sissy diaper #sissy baby

i am nothing but a pathetic sissy panty washer!!!

#sissi maid #sissy maid #service sub #keyholder

Thick diapers tonight!

#diaper princess #diaper sissy #diaper cuck #sissy diaper

17th Day in Captivity

3/23/23

The frustration is building. I spent most of my day writing lines and wetting diapers. I want to cum again so bad. I paw impotently at the front of my diapers. I wish I were allowed to cum. I wish I could have a long, slow blowjob. I wonder if that is something I'll ever have again. Likely not, I'm much more likely to be on the giving end of one. Just a little over a week til Japan, and then my cage can finally come off!

<3 Sissy Chloe

#sissi #chastity #diary #keyholder

16th Day in Captivity

3/22/23

Not too much to say today. Still recovering from being sick, and a busy day at work. Busy after work writing lines for Mistress. I stupidly suggested an extremely harsh number of lines and now I have to go through with it. Me and my big mouth! And of course I've had to rewrite dozens of lines due to Mistress' exacting standards. I get no mercy, but I guess that's how I like it.

<3 Sissy Chloe

#sissi #diary #keyholder #chastitiy

15th Day in Captivity

3/21/23

After getting extremely sick on Saturday, I didn't have the energy to continue my diary until today. While I was sick, I asked Mistress for my keys back, but there was no opportunity to retrieve them. I'm kind of glad for that -- my cage is a part of me, and it was good to see that I can endure it and come out the other side. And here I am now, 2 weeks in the cage. I'm still not horny due to being sick but I have no doubt that will rise again.

<3 Sissy Chloe

#sissi #diary #chastity #keyholder

11th Day Captivity

3/17/23

I'm a dumb bimbo, and I did this to myself.

That's the line Mistress gave me to write. Mistakes made yesterday earned me more to write today. Truly I absolutely love when Mistress is painstakingly strict like this. It makes my clitty twitch in its cage. I don't know why I love pointless, time-wasting tasks so much. I just love the thought of slaving away and putting so much effort into something that's ultimately pointless. Copying down some humiliating mantra to burn into my brain.

I'm a dumb bimbo, and I did this to myself.

<3 Sissy Chloe

#sissi #diary #chastity #keyholder

10th Day in Captiviy

3/16/23

Woke up horny today. That sure didn't take very long. I have something quite embarrassing to admit...over the past week and half in the new cage I have learned that it dribbles...quite a lot. Lets just say I'm happy I work from home. My solution is obvious, diapers. With the cage locked on I really feel as though I need them. I've worn them through a work outing and around my roommate.

I would write more, but I foolishly asked Mistress for a line writing task. I absolutely love what She has set for me. I better hop to it!

<3 Sissy Chloe

#sissi #diary #chastity #keyholder

9th Day in Captivity

3/15/23

I cooked a LOT today -- I am quite exhausted. I haven't thought too much about my cage, other than wanting it off. But as Mistress reminded me, I asked for this. I'm living my fantasy. Maybe one day I'll be well enough trained that I could stay chaste without the cage, but that day is not today. Until then, I suffer in my cage. I'm almost looking forward to my desperation increasing to the point of enjoying my lock up again. I guess the way I feel now is part of the price of cumming. I would do well to remember that.

<3 Sissy Chloe

#chastity #keyholder #sissi #diary

8th Day in Captivity

3/14/23

Today was pi day, so I baked lemon cream pie. Domestic as always. One day after cumming and only 8 days into my chastity sentence, and I hate the cage again. I both hate and am thankful to Mistress for enforcing my captivity. I know it's for my own good. I cannot be trusted with free access to my own clitty. I have demonstrated a complete lack of self-control. I am a sissy, and sissies remain locked.

<3 Sissy Chloe

#sissi #diary #chastity #keyholder

7th Day in Captivity

3/13/23

Today was Mistress' birthday and she allowed me to cum. That is what a magnanimous soul She is. Sure, I had to do it on a dildo and then deepthroat it, but what do I expect? The only way I should be allowed to cum is after thoroughly humiliating myself. This reminds me that I'm not a real man, but a silly sissy here to amuse others. I _really_ didn't want to deepthroat that dildo after I came, but after making a promise to Mistress, what choice did I have?

<3 Sissy Chloe

#sissi #diary #chastity #keyholder

6th Day in Captivity

3/13/23

I'm so frustrated tonight. Today we went to brunch for Mistress' birthday. Mistress and our friends are having a competition to see who can have sex the most in the next few months. There was much talk of which sex acts should count. All that talk and the simple idea of our friends having a sex marathon while I remain tightly locked made my clitty SO stiff. Not to mention when the conversation turned to cucks tied up in the corner! I felt so flustered. My clit aches as I imagined being helplessly tied up as I witness what I cannot have. I'm so hot and bothered. I want to rip this cage off right here and now. I hate my confinement!

<3 Sissy Chloe

#sissi #diary #chastity #keyholder

5th Day in Captivity

3/11/23

I spent the day being domestic. I cleaned up, made dinner, and baked iced oatmeal and cranberry cookies. All while wearing a frilly apron, of course. It feels good to have a clean house. I love being a domestic sissy maid. It's good practice for the time when I will be a live in sissy maid for a future owner. Wouldn't that be the dream! I must polish my skills now to be the very best maid I can be.

<3 Sissy Chloe

#sissi #diary #chastity #keyholder

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