Sissy Chastity Training: The Ultimate Guide

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Sissy chastity training routine (by a Reddit user)

Wanted to share my daily sissy routine in case it inspires someone or anyone else wants to share 😊

Sissy dress time comes first, of course. After that:

1 hour – Sissy playtime and milking session. Anal stimulation with realistic cock dildo and (optional) vibe or prostate massager, while listening to cock worship or sissy hypno on headphones. I listen to the same one for a week, then switch to another.

45 min – Solicit men and mistresses to serve on various dating apps, Reddit, and other sites.

30 min – Anal stretching with large toys while listening to hardcore sissy brainwash and objectification hypno. Only recommended for a sissy who wants to ruin her boipussy.

10 min – Lying down, slowly play with a fat dildo while repeating my mantra out loud. No music or hypno. Then go another 10 minutes repeating my mantra silently.

My current mantra is: good – sissy – worship – cock

30 min – Shower and clean my sissyclit’s cage. Sissy humiliation hypno in the background.

45+ min (optional) – More soliciting for men throughout the rest of the night as time allows.

1-3 hours (optional) – Serve men, a group of men, or a mistress when a play date is scheduled.

Weekends: Same routine as above. At night, visit gay clubs and solicit my pussy as much as possible.

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