Originally uploaded by kittenwithawhip.

Had a great afternoon tormenting sandra today. We (well, I guess I mean, *I*) played a rousing game of “Wonder What Would Happen If…”

We started with a shower. There are a couple pictures on flickr if you are interested in what that means. I will say that it starts out with her upside down, and ends up with her smelling like a stripper.

Then some hypnosis in which we continued retraining her to be more feminine and swishy, casting aside her former macho male ways. I think we are really starting to make some progress with that as she is now starting to watch gay porn.

Then I desided she needed to be clean on the inside, as well as the outside. I strapped her to the spanking bench, with her legs in the air enema bag dangling from the ceiling between her heels.

Slowly I released the contents of the enema bag into her while we talked about how far she had come the last couple months. How she was really and truly becoming my sissy bitch.

Once the bag was empty, I slid a large plug into her pussy hole.

I wonder what would happen if I sent her out to get some coffee….

“Go change into your male costume.”

The look on her face was priceless. I wasn’t completely sure if it the shock of the request, or the realization that I had used IcyHot to lube the plug.

“Are you kidding.” she said as she started into the firstOneFootThenTheOther bathroom dance usually reserved for those under the age of 5.

“Do I look like I’m kidding?” I snapped from atop my 8 inch heels.

She ran off to the soft room to change while I quickly dumped the enema bag into soak.

When I walked into the soft room all of two minutes later, she hadn’t gotten dressed, but had leaned against the armoir, head in her hands writhing and sweating and crying.

“Oh, Princessa! I don’t know if I can do it! Oh please oh please let me go to the bathroom!!!”

The dance had picked up speed.

Suddenly, as much as I wanted another shot of espresso, and to see her do that dance all the way up the street, I had no intention of replacing the rug in the soft room.

Fine. Go to the bathroom.

After years on heels, I see myself as pretty nimble on them. I wear them ALL THE TIME. I even have several pairs of hiking boots that all have small heels. My flats have a two inch heel. I have a problem staying upright without heels.

Yet, I don’t think I could run half as fast as sandra ran in her 6 inch heels to the bathroom.

Usually I like to have her sit on the toilet for a while, tearfully begging for permission to release. Today I was just going to be happy if she didn’t shoot the plug into the bowl, cause I know we have good plumbing, at least for San Francisco, but I was pretty sure the plug wouldn’t go down no matter how many times we flushed.

Heh. Good Times.