All posts by Gabrielle

I'm a public speaker, writer, mentor, counselor, human rights advocate and proud transgender woman.

Dear Gabi, I Feel Guilty & Fantastic and Don’t Know Where I’m Heading Next

Dear Gabi,

I’ve just been reading your site for hours and I just wanted to drop a line to say how much of an inspiration you are. For the past few months I have been trying to figure myself out, one day I just felt a physical need to dress up, wasn’t something I was born with or anything it was a moment. I don’t know why, it just happened and kept developing. I’m married, have a kid and am tied with this double life. I purge and purge but as your site says, it’s a quick fix to feel what society classes as ‘normal’, the next day I had the yearn again.

I love having something private that I can keep to myself but feel the guilt too whilst also feeling fantastic and complete as everything about me is able to be expressed. I work in a very masculine environment with my family in-law expecting a very masculine role model for their daughter but as your site made me realize, too much of something has suppressed something else that needs its venting too!

Your site has given the many answers that many people have no doubt gone through, I don’t know where I’m heading with this next but I feel like this part of my life is a new body part you can’t live without. It’s nice to see someone like you who’s so free and liberated after going through all the same hardships as everyone else and still accepts they too are still learning about themselves. Well, here’s to happiness!

Nick

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Dear Gabi, I Feel Envious of Pretty Girls

Dear Gabi,

I’m having issues with Girls. I feel a lot of envy towards Girls, and it often leaves me feeling so upset I can’t focus on anything else. I feel teased whenever I see a pretty Girl walking down the hall, or come up to talk with me. It gets so bad sometimes I end up feeling really awful about myself.

I don’t want to feel this way about Girls. I know they aren’t teasing me, but I can’t help but feel inferior. Please help!

-Bennie

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“Stray Shadows” – Artistic Crossdressing Themed Music Video

Gender bending, androgyny, and various forms of crossdressing are nothing new in the art of music video presentation. I was recently invited to check out a new music video for the song Stray Shadows by Blanket Barricade, a theatrical rock band from Vancouver, Canada. To my delight, the video’s visual style is anything but just another example of the often used comedic, shocking or outrageous approach.

The “Stray Shadows” music video features an artistic, tasteful, and very well-done presentation in its use of a crossdressing themed story. It artistically illustrates some of the powerful emotions and awkward moments involved in the life of many a crossdresser, along with an unexpected surprise. The song’s music is hauntingly beautiful and lead singer Wesley Krauss offers an emotionally charged performance with his accompanying vocals.
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Dear Gabi, My Crossdressing Boyfriend Just Came Out but Now He’s Nervous and Depressed

Dear Gabi,

My name’s Angel and I have a crossdressing boyfriend, “Sullie”. We’re still in highschool, and have been dating for two years, but I’ve only just found out that he’s a crossdresser because he has been afraid to tell me because of how I may have reacted. I fully accept him, and try to encourage him to be himself no matter what. I am 1 of 5 people who know, but none of his friends or family know.

I’m almost sadden by the fact that he had took so long, after I’ve been very vocal on my opinions about Gay, Bi, Lesbian and etc decisions in life. I myself am Bisexual, but Sullie’s the only person for me.

He’s become a shell of himself and is still nervous when he dresses around me. He feels he is a freak, and “not normal.” This is what saddens me the most. His acceptance in society won’t be felt for a while. Like said, I fully, 100% support him in any way possible. He is himself, and that’s what I fell in love with, nothing less.

Our first year together, he wasn’t the most faithful, but something held me to him. Something told me to stay. After he came out, things have been so much better. We are stronger, and I can honestly say, I have never ever felt closer to him.

Sully has always had a quality about him, a shy nature. But as he has progressed in his nature and sexuality, he’s become ashamed of himself – not at all times, but it’s definitely a mental state of depression that I hate to see him go through. He’s never been sure of himself, inside and out. Now that I know, it’s boosted him slightly, but not enough for him to come out as Sullie to other people.

I sometimes get frustrated because some of the comments his friends make without knowing honestly offend him, but he can’t say anything. He’s 16. Do you have any advice for us? And advice for confidence for him?

Angel

Continue reading Dear Gabi, My Crossdressing Boyfriend Just Came Out but Now He’s Nervous and Depressed

Dear Gabi, Why Do Men Crossdress? Many girls are just curious.

Dear Gabi,

I am a straight SWF and actress. Can you explain why some dressers are straight, some are bi, and some are gay? Do they find dressing sexual at all? Do they have a special id with their mothers or sisters? Does each prefer specific items of clothing, or soft, silky fabric? Is the attraction to the clothing, or the idea of being a sexually appealing or soft female? Would they be more attracted to a more feminine or masculine looking and acting woman?

I have encountered many cross-dressers in Las Vegas, in and out of the entertainment industry. Most are very shy about revealing their preferences. Most surprising is that most focus on one specific garment ie shoes, lingerie, mini-skirts, that is associated with female sexuality. That is why I was trying to understand the psychology behind it.

Thanks for your response. Many girls are just curious.

Davida-Rochelle

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Vlog #05: feelin’ hot, busy life, questions, and an iPad 2

This is entry #5 in my vlog series. Hard to believe it’s been over a YEAR since posting my previous video! It honestly doesn’t feel like that long.

There’s been a lot going on in my life, which is why I haven’t been able to keep new content rolling out on a regular basis. I was however, able to take a little time and make this short video. I hope you’ll share a minute or two of your day with me to watch and comment. Video running time: 1 minute, 21 seconds

About the video
The video was shot on May 29, 2011 with my iPad 2, and later edited on it (mostly). The main reason for making it, besides the fact that it’s been so long since my last, was to put something out there and let people know I’m alive and well and… well, still me. Over a period of time, several people wrote to me and asked if/when I might publish another video.
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Dear Gabi, I’m a Young Crossdresser Confused About My Sexual Orientation

Dear Gabi,

I’ve just recently discovered your website and wish I would have earlier in my exploration of crossdressing. ;) I’m 18 now and have accepted who I am, been dressing up since I was young, 5 or 6. I’ve come to terms with a lot of stuff, and I’m no longer ashamed of who I am. I have a loving girlfriend for almost a year now who knows everything as well, she is very accepting and supportive =)

My problem deals with my sexual orientation, I know I’m attracted to girls, thus my girlfriend, but while dressed, I find I’m always craving guys, so for a while I just thought I was bisexual, until when I was 16 had my first relationship and sexual experience with a guy. Now he was a full time crossdresser, even during high school, I think that was the main attraction. I was so turned on being with him, and kissing him. Anything to do with touching or seeing his genitals didn’t turn me off, but didn’t turn me on. I love the feeling of anal sex (from a male), turns me on immensely.

So basically I’m kind of confused, I look at a normal guy and I’m not turned on, but I always find myself thinking about having sex with a male and strap-ons with my girlfriend just doesn’t feel the same. I know it’s a vague question as well, I’m still young and exploring and advice would be amazing :)

Angel

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