Tag Archives: depression

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?


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Dear Gabi, My Crossdressing Honey Feels Like a Freak

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??


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Dear Gabi, How Do You Handle the Pressure?

Dear Gabi,

I have been under great stress at work. I still have a job but I feel trapped I can’t be me. You are free and have the support of your wife. I don’t know what to do any more, I can’t come out at work or I’ll be fired for being TG, I’m thinking of seeing a therapist but have a strong fear that if I use company med. insurance it may get back to the new owners of the company and I’ll be fired.

I have been hoping to find support in online TG communities. I’m not a kid anymore. I’m also 55 years of age and I’m not pretty like you and many other t-girls I’ve seen. I love your goth picture.

God if only I had the money to free me from working and the money to transition and live my true self as Margueritte full time, may I ask you how you can live and be both male and female with out the homophobic BS from people around you? Sometimes I think of taking a bottle of sleeping tablets and just ending it all. How do you handle the pressure and depression?

Margueritte Continue reading Dear Gabi, How Do You Handle the Pressure?

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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Getting Busted and Learning to Hate Myself

crying on bed

It seems like a million years ago and just yesterday at the same time. I was 12 years old and it was undoubtedly the single most traumatic event of my youth. The devastating emotional impact lasted for many years after.

I first realized my desire to dress in women’s clothes at about the age of 3 or 4. I didn’t know what it all meant, but I knew enough to keep it a secret. It’s interesting that even at such a young age, the social taboo of crossdressing was already heavily cemented in my mind. It seems like from the time I was born, I was taught of the need to fit in to the socially accepted norm of the “male gender role” because of my genitals. How else would a 4 year old know to guard this little secret as if his life depended on it?
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Until Society Has Their Way With Them

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.
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