I have been out crossdressing before in fairly conservative outfits, but the other night was the first time I have ever gone out in full Sissy mode. IT. WAS. AMAZING.
All I was going to do initially was go out to the communal mailbox late at night and get the mail. I put on an adorable pink satin Sissy maid outfit, a collar and leash (pink of course), a pair of thigh high boots, my chastity cage, my purse with a large dildo hanging out of it, and finally to top it off I put on a poofy pink cloth diaper that stuck out of the bottom of the maid dress. I looked like a total bimbo Sissy fuckslut. I went out. Got the mail. Came back inside and made a decision that may have changed my life. I decided to walk the streets dressed like a sissy for a while. And I loved every second of it. I looked like a total whore and it made cars slow down and stare at me! It was so amazing! I felt so free. Like I was just myself for a while. Something that only a few friends have ever seen was shared with the people just passing by. Me in clothing that just screamed, " I'm desperate to be used and filled." I definitely want to do it again. Maybe I'll go to a sex shop in the daytime.
