Tag Archives: sexuality

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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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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Dear Gabi, I’m Having a Hard Time With My Boyfriend Crossdressing

Dear Gabi,

I have been having a really hard time adjusting to my boyfriend crossdressing. He told me when we had been together for two months. It has been a year since he told me and I am still adjusting. Is it normal to adjust so slowly? I guess I feel that I’m not in a normal relationship, and I feel like I am not the only girl in the relationship at times. He is very manly all other times and I love him so much. We live together and he is amazing.

My Problem lately has been that I feel I am taking pictures for everyone on the internet to see. He posts them almost immediately after I take them. He says that he feels sexy when people comment them. Another thing is that I want to dress up in sexy outfits too, but he never asks me to.
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Dear Gabi, I Do Not Understand Crossdressing

Dear Gabi,

I did not nor do I now understand crossdressing. I was raised very religiously and naive as to what the world’s about. When I met my husband, 30 years younger than me, his mom would say that once we got together his bisexuality and crossdressing would not be there, but to my horror it was an every day thing and that he wanted to be a girl.

I’ve tried for all these years to deal with it give him some of my clothes, watch porn, deal with him chatting with his gay and crossdressing friends that don’t understand where I’m coming from. I’m severely depressed and this has only driven me farther and farther into it. I had problems before but this has escalated it.
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Crossdressing Myth #1: Crossdressers are Gay

crossdressing myths

This is probably the granddaddy of all crossdresser myths: crossdressers are gay. More often than not, it’s the first question asked of a crossdresser after coming out to (or being outed by) a non-crossdresser – “Are you gay?” It does get tiresome after a while. Myth: Crossdressers are gay because they dress in women’s clothes. Fact: Most crossdressers are straight, and some are gay. Ever wonder where this myth came from in the first place? I’ll explore that later in this article.
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How I Came Out to My Wife

Hand-in-Hand

One of the questions I’m often asked by other crossdressers is how did I come out to my wife. I enjoy a very happy marriage and my wife is an active participant in my crossdressing. She helped me learn how to apply makeup, shops for female clothing with me, and is supportive of my need to be myself.

So how did I do it? Why is it that the Fabulous Mrs. H. loves her crossdressing spouse, Gabrielle, when other crossdressers run into giant road blocks with their wives/girlfriends? I wish I could tell other crossdressers that it was how I came out to her, but the fact is how I came out had little to do with her acceptance of me.

Like many crossdressers, I got married without first telling my wife about this aspect of my life. At the time, I was very ashamed of it and feared she would reject me if she knew. The seeds of her acceptance however, were sewn long before we got married. Even so, I still greatly feared rejection from the woman I love more than anything.
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