Tag Archives: crossdressing

Posting My First Photo En Femme

On January 1, 2009, I ventured online as Gabrielle for the first time. In preparation to begin interacting with others, I created a flickr account and uploaded my first femme-photo. Prior, only my wife had seen me this way.

Posting that first photo was a bit strange at the time. I felt exposed to some extent. It’s kind of funny to me now – how it seemed like such a big deal to publish my photo as Gabrielle online for the world to see. This is simply who I am and I don’t think twice about sharing photos and stories about my life now. That first step out of complete privacy and into the public eye felt like a big one at the time, but I quickly became comfortable with it and posted another photo just days later.
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Wearing Makeup: The First Time and Now

Gabrielle Hermosa (Dec. 2009)

I’ve been crossdressing since the age of 3 or 4, but it wasn’t until December of 2008 that Gabrielle finally got her face. The picture above was taken a couple of weeks ago, on the one year anniversary of my first time in full makeup. It’s not my best head shot, but certainly displays a vast improvement from a year prior in terms of looking more feminine up close.

After a lifetime of keeping this aspect of my life a carefully guarded secret, it was around this time last year (add a couple of weeks) that I was finally (fully) out to my wife. It was that same time, after months of planning, that my first ever feminine makeup transformation took place. The fabulous Mrs. H. agreed to take care of business for me. With years of experience doing her own makeup, and very well, I was sure to look gorgeous when all was complete… or so I initially thought.
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Dear Gabi, Should I Tell My Parents I’m a Crossdresser?

Dear Gabi,

I am a crossdresser and I am really anxious about my parents finding out. Should I tell them or just keep hiding it?

Anonymous

 


 
Gabrielle HermosaDear Anonymous,

Deciding whether to tell your parents about being a crossdresser or keeping it a secret can be a tough call. The anxiety felt in being discovered is very understandable – I was once there myself.

What is right for one, may not be for another and this is a decision that you must make for yourself. In the end, telling your parents will probably work out much better for you than being discovered or caught by them.

There are many things to consider before discussing with your parents. I suggest you give serious thought to the following:
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The Only “Normal” One

Striped Mini Dress, Boots and Black TopI met up with an old friend (in guy-mode) a couple of weeks ago. He was one of the small group of people I enjoyed the company of while en femme at my high school class reunion this past summer. Although I’ve known him for many years, he only learned of my feminine side at the class reunion, along with many of my former high school classmates.

The purpose of our meeting was to discuss some business venture ideas, but most of the time was spent chatting about personal interests. Being the first time we met up since I came out to him, there was a good deal of curiosity about this aspect of my life, which I was more than happy to discuss.

During our conversation, he made an interesting comment to me. He’s known a total of three crossdressers and pointed out, “…but you’re the only normal one.” He shared with me that the other crossdressers both exhibited negative, degrading feminine behavior in girl-mode – the kind of behavior that most women would (and trans folk should) find insulting. I certainly did.
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Happy Halloween 2009 from Vampiress Gabrielle

Vampiress GabrielleHappy Halloween 2009 (a day early) from your friendly neighborhood crossdressing Vampiress. Hey rides, bobbing for apples, haunted houses, costume parties, and trick-or-treating will be among the activities enjoyed by folks on this candy-filled holiday.

Halloween is often regarded as the “crossdresser’s holiday”. On this single day of the year, it is generally socially acceptable to venture out into public en femme without being ridiculed, harassed, or facing harm (from haters). Because a man dressing up as a woman is regarded as a simple “costume” rather than a social deviation, the rules are changed, if only for a short time.

In years past, I remember some of my male friends dressing up as women on Halloween. Their costumes consisted of ridiculous looking dresses, mismatched jewelry, a bad wig, over sized breasts, and absurd makeup (applied almost clown-like). I observed similar displays at various costume parties. In addition, the men behaved very much like men with only occasional feminine behaviors displayed, and usually highly exaggerated for comical purposes.
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Visiting My Therapist En Femme

metal handsMy reasons for being in therapy are not directly centered around being a crossdresser, although is often brought up as it ties into to many aspects of my life. If being a part time t-girl is not the main reason for being in therapy, then why go to my therapist en femme? The short answer is why not? I’ve been making a point to stretch my legs and get out in public as Gabrielle, and this seemed like another great opportunity to do so.

I’ve shown my therapist photos of Gabrielle a few times. In recent sessions, it’s felt like things may be winding down. I wanted him to meet Gabrielle in person before we parted ways. Without being asked to or making it known ahead of time, I decided to just show up as Gabrielle. This particular session took place a few weeks ago – I’m a little behind in my writing. Coincidentally, I have another session with him today, although I’ll be going as plain old Gabe and not Gabrielle.

Here we go again
So what happens in the reception area before even having a seat in the waiting room? I get laughed at… again. To date, my record is perfect – every time I’ve ventured out into public and interacted with people as Gabrielle, I’ve gotten laughed at. As it’s been mentioned before, I do not pass in person.
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