I had very troubled teen years. Sure, most teens have their struggles, but I was an emotional wreck who couldn’t fit in socially to save my life and suffered from chronic depression. As a result, my parents sent me to a psychiatrist. It did me good and I leaned a lot about myself. I eventually chose to discontinue therapy after realizing that I was just going to him to complain about my life rather than work through my problems. In more than a decade of therapy, I never told him I was a crossdresser. The whole time, I was in fact in denial about it myself. After all, society frowns heavily on such things.
(more…)

Posted by Gabrielle | 6 Comments »

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

(more…)

Posted by Gabrielle | 4 Comments »

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

(more…)

Posted by Gabrielle | 14 Comments »

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.
(more…)

Posted by Gabrielle | 10 Comments »

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

(more…)

Posted by Gabrielle | 9 Comments »

Dear Gabi,

Three years ago, I hooked up with my (yes, this is a cliche) High School SWEETHEART. We’re both in our late 40′s… divorced… kids… yawn yawn blah blah. He came out to me about 9 months after we re-initiated our relationship. He’s a cross dresser. Her name is Kelly. I am all for it. No problem. Be what makes you happy. Life is short. But it doesn’t always make him/her happy. He thinks he’s a freak. His ex never knew this about him. He’s known his whole life. What can I do to convince him that all is good… I love “them” the way they are. It’s now been 3 years. I moved from California to Michigan during an American financial crisis for “f” sake. I love him. Have since I was 14. I come from the land of fruits and nuts. I refuse to judge anyone… EVER!! Living in this closed minded world I have found Michigan to be is not an easy transition, so I understand his trepidation. HELP!! The people here have stunted his mental growth! He fights with me. When he’s Kelly… all is good until something (ie the door bell rings) sets him off. He becomes paranoid and rips away Kelly faster than you can sneeze. Then proceeds to be depressed for days! I have his back! He’s not alone anymore. What more can I do??

Lori

(more…)

Posted by Gabrielle | 13 Comments »

This is entry #4 in my vlog series. It’s been a few months (about five) since my last vlog was published. My, how time flies!

Clocking in at a whopping 30 seconds in length, this is my shortest vlog to date. Sometimes less is more, and I think this is a good example. It’s short and sweet. My apologies if you were hoping for something a little longer. You can always play it again a few more times. Don’t worry, it won’t wear out.
(more…)

Posted by Gabrielle | 12 Comments »

It’s been a while since I’ve had an opportunity to get out in public as Gabrielle. My wife, the fabulous Mrs. H., recently took me shopping at one of the local malls. It marked the first time we ventured out in public together, while I was en femme (not including drives we’ve taken in which I did not exit the car).

My public outings have had mixed results in the past. To increase the potential for a more successful outing, I took some drastic measures this time, or at least drastic for me.
(more…)

Posted by Gabrielle | 35 Comments »

Dear Gabi,

I have just approached a therapist about some sessions as I feel my crossdressing is starting to effect my relationship. My girlfriend is understanding in a way but is still not overly keen.

It is just me who will be attending, as we both feel there are issues I need to address which could all be linked. Short temper for no apparent reason like I get really mad about the most silly things. My girlfriend thinks it’s always before I need to dress. She does not want to see me dressed though. I think I need to get a good understanding of why I need to dress other than “I love that dress!!”. I feel I’m rambling on a bit so apologies for that. I don’t wish for it to go any further than our home but I don’t want to always be alone when dressed but not sure she will ever want to get involved.

I just wondered what is the main objective of this type of therapy. I am nervous and not sure what to expect.

Best regards,

Tina
(more…)

Posted by Gabrielle | 10 Comments »

It’s been one year since the opening first post was made here on myCDlife.com. This “one year” post happens to be the 111th published to date, which fits in nicely with the “one” theme.

If curiosity piques interest enough to look back at some of the early posts, you will notice that many of them were not crossdressing related. One of my initial ideas was to simply share with visitors, the life of a crossdresser (me), specifically to illustrate the fact that, for the most part, trans-life isn’t very different than the “norm”.
(more…)

Posted by Gabrielle | 16 Comments »

I came across this in a local paper. It has not been doctored up. This is exactly how it appears in the full page ad. It clearly illustrates the evolution of man is, in fact, crossdressing… or so it is in the automotive business. Hey – it’s a start, right?
(more…)

Posted by Gabrielle | 9 Comments »