Moved by the spirit (no pun intended) of the season, on the very night before Halloween I decided to throw together a caption that had something to do with dressing up as a woman. I had already posted a Halloween caption this year, so it wasn’t like I had to, I just felt like it. (I don’t dress at Halloween, so maybe I’m compensating.) Anyway, I found this pic in my to-do folder (which has well over 200 items) and the story in it fell into place very quickly (compared to my usual pace). For the record, I have no idea why the girl with the ponytail wants to humiliate her target or why she chose poor Kenny as the means of doing so. TG fiction is littered with women who do this sort of thing for either no obvious reason, or at least no good reason, so for now we’ll just have to go with the stereotype. Enjoy!
I’ve written quite a few captions where the hapless hero is coerced into cross-dressing. (Don’t ask me why; I’m still trying to figure that out.) The last caption to involve both that and hypnosis was “White Collar Crime” from earlier this year. There are many others in the archives.
P.S. We got us here another quite wide caption, so here’s the JPG file for the viewing convenience of all those who don’t dig the whole PDF experience (you know who you are). Click on the above icon for the PDF version.