A night on the town with Star Child and her Sugar Daddy

Now that Star Child has made it clear that I am in the tease and deny bucket, we have re-found our mojo.  Rather conveniently, I don’t even need a chastity device.  Recently we went out for dinner, one of the best meals of my life honestly, and then were joined by her sugar Daddy to go to a kinky party.

He is not kinky.  I gave him one of my leather collars to wear, and he slipped it right on much to her delight.  “I should be a dominatrix,” she said.

“No, you shouldn’t,” I said.

“I’d be great at it.”

“You would be a disaster.”

“I tend to agree,” he noted.

“I’d be great at it.  Better than all these fakers,” she said making a grand gesture towards a group of women, at least one of whom is one of NY’s top dommes.  “You two would be my slaves.”

Her sugar Daddy snorted and rolled his eyes.  I thought, ‘the door is open’.

What a trio.

I’ve never been kicked out of a party before in my life, but Star Child is a wild child and when she got the boot for repeatedly clambering up on stage, we all left with her.  She had imbibed.  But boy can she dance.

The sexiest thing I know is a woman who knows how to move, and all those years of ballet training have left Star Child in perfect condition and able to control her body with the music. I was enchanted. Hypnotised.  My future dance partner.  And that’s good, because I LOVE to dance.

The meal we ate was at one of NY’s finest omakase establishments, and I can handily say that no other sushi meal I have ever had, not even in Tsukiji, even came close. I’d say where, but it is tiny, and I go there often. [Sitting down at dominatrix recently and having one of the subs say to me, “oh, I read your blog”, (hi baby!) was just too much].  It was one of the best meals of my life.  Every dish was scrummier than the last, and the joy of a tasting menu and Japanese food is that after eating for 90 minutes, you are not stuffed, but just right.

At the end of the meal Star Child decided that she would wear black lipstick and we set off across the street to find some.  The pharmacy that was open had none, so she used black eyeliner instead.  One of those hacks for me to learn.  She has promised to teach me about makeup.  Something I look forward to.  It is time.  The sidekick of the woman who tortures me with electrolysis has also offered to teach me.

Separately, as I bop around town, the positive feedback from my fellow citizens has made me fall in love with this city for the first time in my life.  I lived her once a long time ago, and really didn’t much care for it, but now, in my prime, and full of trans energy, this feels a bit like home.  As a trans woman, brotherly love seems more real…as a white man, I never got that.  Our skin colour, our outer aspect, seems a self-fulfilling prophesy.  Now that I have broken free, there is a borderless flow of human interaction which surrounds me.

Once upon a time I wrote about running in a sports bra in Miami, and what a momentous decision it felt at the time. Now I run with a sports bra out of necessity, and as the weather has warmed up, no longer wear a shirt over it.  I guess I look a bit like a man with boobs, only I don’t feel that way anymore, I do have little boobs. Running makes my nipples perk up, so if anyone looks, I hope they can see that I am entitled to run around in a sports bra.  And to think that breasts were the thing I was most afraid of in a past-future transition state.

[Now that it is summer and I have spent 10 days in a bikini on a Greek Island, my comfort in my body has grown. That is the way of challenging yourself, confronting what might be difficult or awkward. Now, I always run in just a sports bra and shorts. And because I pull back my increasingly long hair, I probably do like a man…or at least butch. I have gained almost 20 pounds since beginning GAHT (gender affirming hormone treatment), most of it since beginning progesterone. This is now coming off. But what happens is that in order to lose male fat patterns and develop female fat patterns you need to lose male body fat, which is all residual fat. I am skinny. I have always been skinny, though now it takes more work. My face has become much thinner despite the weight gain, which is not what would have happened when I was male. All that weight is going to my ass and hips. Some of my slinkiest and most favourite skirts no longer fit. But I have taken off 10 pounds, half of my gain, in the last two weeks, mainly because I have upped my exercise regimen, stopped drinking period, and am eating full vegan. It is working. And I like what I am seeing. My goal is to be lower overall, that willowy look. She shall be a winsome girl.]

There is a house guest where I am staying who is a conservative young lad.  He is working for a former colleague of mine, one who does not know I am out.  How small the world of coincidences is.  I am increasingly ready to have this one last domino fall.

As I meet surgeons for various surgeries lying before me, and live increasingly out in every waking moment, the ease of life is increasing.  I think back to so long ago when I was afraid of shopping for lingerie or other things, and I learned at one point to just go up to a saleswoman and ask for help.  Well, now I don’t need it, and they know.  And that feels beyond wonderful.

I continue to meet interesting people.  In the world of kink, I have been invited to something I had never heard of before, a “hotel takeover”.  This is where every single room in the hotel is occupied by kinky people for an entire weekend.  I am not ready to commit for a weekend, but I am inclined to check it out.

Will let you know what happens if I make it.