Other than my maid's dress, probably my most traditionally sissy look:
The red twofer is from Kmart's Basic Editions line in January 2011; the red tartan miniskrt is by Teenbell, bought at Forman Mills in September 2014; the sjoes are Predictions saddle oxfords from Payless in November 2014. Other accessories are a polka-dot bow, red jewelry, and kneesocks.
A couple of portraits:
Good news! I'll have several chances to dress next week, resulting in at least eight outfits to show off (four of them with new items); and please respond to the survey at the right (details here)!