

Hi everyone! I am going to be a weekly Journal Entry on my S..
Added 2024-10-22 00:01:08 +0000 UTCHi everyone! I am going to be a weekly Journal Entry on my Sissy activities for that week! This is to help you guys get to know me better and to give you insight into being a sissy!
Kylies Sissy Journal Entry 1:
This week was a lot of fun for me as a Sissy. My Daddy Miss Summer Jane has me listening to Bambi Sleep Hyp-no every night to help reprogram me into a Dumb Bimbo. So, this week I found I kept forgetting where I would put things. Like I would place my wallet down on my desk and then 10 minutes later I would forget where I put it. It made me feel very submissive and turned me on a little bit to see that the Hyp-no is working.
The other thing that I found was when I would get done taking a picture for a photo shoot it was so hard for me to get undressed. My mind kept telling me to keep this Sissy Clothes on! This shows I was meant to be a Sissy!
I also did a lot of shopping/ window shopping for more sluty clothes. I also caught myself looking at some wigs! Wigs can totally make or break an outfit, that’s why you can never have too many of them.
Now to some juicy stuff. Since I am locked in chastity basically all the time it keeps me really horny. This leads me to do very sluty things. So, this week I have been using a decent size butt plug for an hour a day. After a few days of this I was curious if I could take my thickest dildo, it’s about 3 inches thick. So one night I got all ready and warmed up for it.
Then I slowly put the head in and slid in way easier than I thought it would! After riding the tip a little bit, I took a deep breath and slowly the dildo filled my sissy pussy. When it went in that far I let out a soft moan. Then I slowly went up and down, taking the two deeper with each thrust. I was in pure bliss! I finally got balls deep on the monster sized toy and gasped!
In this moment I realized that I could never go back this felt way too good! I sat balls deep with this 12-inch dildo filling my hole. The moment felt like it could last forever. After this moment I picked the pace up and rode fast feeling my hole be stretched like it never has been before! I had to cut the session short, because If I kept going, I would have cum and I can't cum without permission!