Breaking The CrossdressingTaboo

Breaking The CrossdressingTaboo

Crossdressing is considered taboo. The societal norms and expectations surrounding gender and clothing have been ingrained in our society for centuries. We are taught that certain types of clothing are meant for certain genders. Females are encouraged to wear dresses...

Crossdress and Get Panties

I Mean it is TIME to Get Real Panties We’ve been working you up slowly, my wannabe sissy, starting out with turning you into a panty boi.  So far, we just had you get some feminine male briefs – no fly, no seams, maybe made out of microfiber or Lycra.  And you’ve...

Dressing Up Jack

Jack The Panty Boi After his Masturbation Monday Marathon…and his ruined orgasm! – Jack woke up pretty horny Tuesday morning. Now, normally Jack is not a sissy. We’ve played sissy games before, and he does have this cute slutty outfit I like to put him in from...

Why I Love Panty Wearing Men

There’s Just Something About A Guy Wearing Panties Wow, does it get me hot and bothered, seeing a man in panties! Now, Jack is not normally a sissy, but I’ll tell you a secret – he wears panties for Ms. Delia. You see, last Christmas, I bought him five or six pairs. A...