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Lets pretend that you're on a groundhogs day loop for just 1 day. So whatever you do today will have never happened by tomorrow, except in your memory. What sissy fantasy would you live out if any?

I'll go first!

I would take an uber to the large city about 30 miles away from me. I'd be sure to leave my phone and wallet home, and have a change of clothes in a bag. Once I got dropped off, I'd head to an alley, and change into my sissy outfit. Then I'd cut all of my regular clothes and the bag to shreds.

The outfit I'd be wearing would be a super skimpy maids outfit. I'd make sure to pull the hem up so high that my panties would be completely uncovered. Also I'd be wearing crotch-less panties with a chastity cage poking out, and a large loudly vibrating butt plug inserted. The chastity cage would have several jingly bells on it. I'd strap a dildo gag into my mouth. This gag would be a special one that I home brewed myself. It would be made of an actual dildo, and just hold the first 2 or 3 inches in my mouth. Why I like that idea, is so that unlike a typical penis gag, it would be obvious to onlookers that you're sucking a dildo and aren't just gagged.

I would of course cuff my hands behind my back, and have very high heels strapped to my feet so I won't be too comfortable as I walk. Also I'd have a super strong vibrator strapped under the penis sheath and on my balls so that eventually I'd cum, and loose all interested in this little game. The final touch would be a large sign I'd hang around my neck saying:  "Sissy bitch on an adventure, please do not help me. But feel free to touch me anywhere you want."

Hopefully I'd jizz within a few minutes, and then become desperate to get indoors away from prying eyes. Hopefully I'd be completely unable to find any spot where tons of people weren't looking and laughing at me. Ideally this would last all night, clear up until the moment when time changes to the next day.

Comments

Aika

I love the sound of that but I would imagine it's possible that you might spend 95% of that day in a police cell. My modification would be to invite everyone to a party at my house, and spend the first 16 hours in self bondage and then the final 8 hours with all the people I know slowly turning up and finding me like that.