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Sissy Assignment – Plugged Stripper Sissy

Be my Stripper Sissy

Ok girls it’s time for another exciting assignment to challenge your inner girl. If you have time over a weekend then take this sissy challenge and make me proud! Of course I expect you to post all the dirty little details here for ALL to see. If you have pictures even [...]

Interactive Audio Training Course

Proper Toilet Cleaning is Sissy Work

No time or privacy for phone sessions? I know that some of you want to talk to me but I’m never on at night. (laughing) That’s because I have a VERY active sex… ugh I mean SOCIAL life! But now you and I can rendezvous into hot audio training [...]

Sissy Advice: should all sissies wear a chastity device?

Ask me ANY Question

Dear Goddess Josephine,

Should all sissies wear a chastity device and if so, what is good model that you’d recommend?

Also, how should a sissy be punished if he’s misbehaved – are self spankings given at a mistresses direction and with her watching (possibly via webcam) appropriate?

Thank you,

Sissy Brad

Dear Sissy [...]

Kudos to Bitch Betty

One of my naughty little bitches takes the leap!

I’ve been talking to Betty for almost a year now. Betty didn’t start off as a sissy or crossdresser. Betty was just a wanker looking for fun. Little did Betty know, he had met the woman that would make him do very naughty things.

It started by changing [...]

Sissy Assignment ~ Hello Kitty

I love hello Kitty but I wouldn’t be caught dead in anything “Hello Kitty”. Let’s face it, it’s a girlie thing which is why I think my sissies should be sporting the cute little kitty smiling face.  I love seeing a cute little sissy with a Hello Kitty handbag or a pair of Hello Kitty [...]