Oct

21

What a Difference a Year Makes

Out in the World / Transgender Life  Posted by / 0 comments

I arrived in Provincetown last night, tired and fighting a cold.

Tonight, I’m at Bayside Betsy’s bar listening to cheesy Olivia Newton-John tunes like “If you love me let me know, if you don’t then let me go…” and Neil Diamond, and drinking a very delicious Ginger Collins – a Tom Collins with a kick of ginger – very good.

I expect that tomorrow, I will go over to the Fantasia Fair registration office and say hello to those I know and tell them that I’d like to maybe have lunch with them a couple of times and attend a few of their shows, but that I won’t be registering for the conference or attending any of the galas or seminars.

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Oct

15

Going to the Hair Salon

Out in the World / Transgender Life  Posted by / 3 comments

Oh, it’s so exciting!

Today, I went into a hair salon with pictures of women’s hairstyles, and asked for a feminine cut! No hedging, no hemming no hawing.

The stylist looked a bit puzzled, but with my soft, reddish curls hanging all around my face in a clearly feminine way, albeit in desperate need of some styling, he went with it.

We discussed what was possible and what was recommended, and it wasn’t until after he had me in the chair, hair washed, that he asked me why I would want a feminine hairdo.

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Oct

05

Infiltrating the Mainstream

Politics and Opinion / Transgender Life  Posted by / 0 comments

I turned on the television this morning to a program called “TV Made Me Do It” and they were telling the story of a guy who dresses like a woman in order to add flamboyance to his life, and who wanted to try to sell a house dressed in a wild dress and 6-inch platform heels.

Flipping the channel, I came to a commercial for Family Guy, where he is dressed like a female prostitute…

Then, a commercial for popcorn, with a little girl sitting in her bedroom pretending to have a tea-party when her father and brother come in wanting to have some popcorn, and agree to put on a tutu and silly hat…

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Oct

02

Outed at the Airport

Out in the World / Transgender Life  Posted by / 2 comments

You think you have prepared for all eventualities, and then it happens…

I have done my best during the time I have been crossdressing to separate my real identity from Janie’s.

But, apparently, all it takes is some stupid airline gate agent who has nothing better to do at 5 o’clock in the morning than to announce people’s names and ask them to come to the desk to verify the information they have entered when checking in online.

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Sep

29

Social Butterfly

Out in the World / Transgender Life  Posted by / 4 comments

Friday at Southern Comfort was a crowded scene. I’d been there a few days and by then, the sight of a massive group of t-girls seems more normal than not…

I spent a while at Starbucks, finding out how far behind in my emails I had fallen and trying to write up some of my experiences.

I was hoping to get some exercise and some shopping in, but no dice. To be honest, I just didn’t get up any desire to shop. Maybe it was sensory overload, I don’t know, but the urge just wasn’t there.

On some level, I am so overwhelmed that I don’t know what I feel. I haven’t been able to catch my breath. There are about 800 attendees at Southern Comfort, and meeting everyone is a large part of the event.

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Aug

31

All Mixed Up

Introspection / Transgender Life  Posted by / 1 comments

Y’know, I have always been one to want to keep my male and female sides separate. There is much to discuss on the merits or demerits of mixing genders – feminine masculinity and masculine femininity – but I’ll leave those for another time.

Right now, I am talking about my personal efforts to be a real guy when I’m a guy, and a real gal when I’m Jane. This requires, for me, a change not only of clothing but mindset, and so, I prefer to be Janie in as large blocks of time as life will permit, and my male self likewise in big chunks of time.

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Aug

20

A Girl’s Good Name

Sexuality and Fantasy / Transgender Life  Posted by / 3 comments

I have been deliberating lately about posting risqué photos of myself online. Why? Why not?

It is funny that some t-girls use the fact that they look unlike their true selves and have a made-up name as license to behave in a way that they truly might be ashamed of. Of course it has occurred to me that I could publish even pornographic pictures of myself and it would not affect my daily life or reputation.

But it would affect Janie’s.

And Janie is me.

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Aug

18

Over- Anxious

Sexuality and Fantasy / Transgender Life  Posted by / 3 comments

A recent encounter with a man reminded me of my own past difficulties – in another life – dating women. Now that I get to see things from the other side – her side – I really have to sympathize with both players in the dating dance.

Long ago, I was, as he and so many others are, the kind of man that could fall hard and fast for the right woman. As a woman, I am discovering just how unsettling that must have been for her!

The dating experience is just so different from the man’s and woman’s points of view.

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Aug

06

Well, I Never!

Introspection / Transgender Life  Posted by / 0 comments

“I’m beginning to wonder whether all of the things I love about you are Janie!”

That’s what my girlfriend said to me today. I don’t know whether to be insulted on behalf of the guy who’s been in this relationship for a very long time, or happy that she loves my girl side.

There was a time when she adamantly exclaimed her love for my arrogance, my strength and the hair on my face. But it seems she has been secretly having an affair with a much sweeter, smoother character who speaks in quieter tones, understands her feelings, helps her shop and likes to cuddle. How’s a guy supposed to compete with that?

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Jul

23

Ya Gotta Tell

Politics and Opinion / Transgender Life  Posted by / 2 comments

A fellow blogger recently asked her audience for ideas on how to tell her fiancée about her crossdressing. The sense I got from the post was that she was looking forward to her fiancée’s absence – going away to school – because it would allow more dressing opportunities. They have been together for years and this “hobby” as she calls it was still a secret between them.

As I mentioned in my comment on her blog, my answer was longer than her post and would be better suited to being a blog post of my own. So here I am. And this is the advice I would give her:

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