Sissy Dressing for Halloween

So the area parochial schools have been back in session for nearly 2 months now.  And I must admit the flurry of pleated mini skirts, patterned knee socks, and tight knit polos have made me long for my days in uniform and I can’t help but wonder, did I look that hot?

And recently . . . → Read More: Sissy Dressing for Halloween

Sissy Training from Ms Sophia

I love Halloween fun, and just wow… Ms. Cecilia and Ms Cassandra make dressing up sound like so much fun! Now that you have picked your outfit and you have chosen the perfect make-up. I will be sending you on a sissy scavenger hunt. First you will need the below items . . . → Read More: Sissy Training from Ms Sophia

Sissy Training from Ms Cassandra

It’s my favorite holiday… Halloween! And I’ll bet anything it is yours too, gurls. Let’s plan this year’s outfit. I won’t make you into a fairy princess this year as I did last. I have something racier in mind, but I will let you choose between several… a cheerleader, a stripper, . . . → Read More: Sissy Training from Ms Cassandra

Sissy Training from Ms Cecilia

It’s that time of year again – Halloween! I know this is the favorite time of year for all the cross dressers out there who love to get dressed up. I want you to now start planning what you are going to be for Halloween. I will give you some ideas . . . → Read More: Sissy Training from Ms Cecilia