It's been a crazy week - and no end in sight. The client line won't stop ringing, I still haven't done my pre-Thunder fetishwear shopping, and my weekend is already booked solid. It's fun stuff, though, a photo shoot – and high time for some new pics, too – and a date with Jake. I've also discovered a new addiction: Jones sugar-free Black Cherry soda. Yum.

The theme for the week, work-wise, has been "Boys In Skirts". Tuesday I had one of my favorite fancy-dressing guys. I'll call him Pretty Boy, and I say that affectionately. PB is a damned handsome man, and he's got a trim, attractive body that looks quite sexy in little numbers from Victoria's Secret. We've been playing for a couple of years now, and I really enjoy him.
Wednesday I had a new client, a cute, lean Brit with a penchant for heavy corporal punishment – yay! – during which he wanted to wear a sheer little thong and stockings and a black satin skirt. "Corporal just feels so much better through satin," he said passionately. We had a delightful time.

"Boys In Skirts Week" will come to an abrupt end today, though. Milo is coming to see me, and he doesn't wear high heels. A good thing, too – he's already six-four or thereabouts. He'd bang his head on my ceiling.

But I actually don't have a whole lot of cross-dresser clients, and that's not an accident. In my observation, there are several distinct categories of (male) clients who want to put on women's clothes. They are:

1) Guys who like it because it's an extra-naughty and forbidden thing to do.

2) Closely related: Guys who like it because women's lingerie is silky and satin-y and it just feels good, tactilely.

3) Guys who are seeking the "erotic humiliation" experience of being "forced" to dress up in women's clothes. For these guys, the mistress cross-dressing them is a punishment, or a demonstration of her cruelty and dominance. Frequently referred to as "Forced Fem", or "FF".

4) Guys who truly want to explore their gender issues. They may or may not be transsexuals, but for these guys, this goes deeper than just the clothes – it's about gender identity.

I'm all down with Categories One and Two. Yes, I was hot for Tim Curry in Rocky Horror. Men in garter-belts can be quite sexy. Not something I'd want every single day – that would rob it of its zing. But charming on an occasional basis.

Category Four – well, I certainly support the idea, but facilitating it isn't my area of expertise. A lot of these boys want me to do a "full-transformation" on them, supplying wigs, makeup, and complete outfits. Sorry, I don't have the skills, and it doesn't particularly turn me on, so I don't do it. (A message to all the local aspiring Mistresses: Category Four boys are an underserved market in general. Acquire the equipment and the techniques to make this your specialty, and you'll own this particular demographic.)

It's Category Three clients I'll have nothing to do with. The whole concept pisses me off. It always has, really, although I try to be polite about it when I'm around other pro dommes who do it a lot. But think about it: the idea that I would punish or humiliate a man by making him resemble a woman – like me! - well, I find that incredibly misogynistic.
I get callers telling me they want me to dress them up and "treat them like a woman". Oh, what does that mean, exactly? You want me to pass you over for promotions and pay you less for doing the same job? You want me to deny you birth control options?
(Note: I know exactly what they mean – they mean they want me to fuck them up the ass. But I think if I'm going to dress someone up in stockings and a corset and fuck them, they should take it like a man.)

So am I being too literal about the "forced feminization" thing? Maybe. It's a fantasy, and it's a mistake to equate what we do in fantasy-play with reality. I've done age-play with other grownups, for example, and nobody involved was a real-life child molester. It's a game.

But fuck it – I'm long past the point in my career where I have to indulge people's fantasies even if the fantasy bothers me. And the idea of "punishing" a man by dressing him up in women's clothes definitely irritates me.