I've been secretly crossdressing for about a year but always when I'm on my own. I have ventured outside a few times which I found quite a turn on. I even had a few men and ladies smile at me. I am married but she doesn't know so how would I go about telling her … Continue reading Ask Hannah!
Tag: marriage
Ask Hannah!
I have come out to my wife but she finds it hard to deal with, I feel I can dress up when she is out but I wonder if there is anything I can do to make it easier for her, It would be nice for her to accept me. One of the most frustrating … Continue reading Ask Hannah!
Ask Hannah!
I am having a hard time finding people, male or female, that accept my enjoyment of wearing female attire. My roommate is gay and does not accept it, nor have any of my past gay friends. Yes, I would like to explore gay sex but the guys I have met have been too aggressive sexually. … Continue reading Ask Hannah!
Ask Hannah!
With Halloween coming just around the corner my wife and her sister would like to go as Charlie’s Angels. They bought me this cute green dress to wear. My question is what heels do you think are the most comfortable to wear for longer periods of time? My wife does not know anything about my … Continue reading Ask Hannah!
Impossible When Beautiful
The world isn't EVER going to give you permission to wear panties, or paint your nails, or strut in stilettos. The world isn't ever going to give you permission to do a goddamn thing. If you want to do something, you just need to do it and the world will have to (eventually) accept it … Continue reading Impossible When Beautiful
Ask Hannah!
Hi Hannah, First of all let me say that I love you and all your advice, it’s been very helpful to my wife & I. I recently went out en femme for the first time & with my wife, she was a little freaked out & worried someone we know might see us, but she … Continue reading Ask Hannah!
Ask Hannah!
I am 52 and have been cross dressing since I was 11. I have been married for a while and have never come out to my wife, do you have any tips or advice on me telling her about my feminine side? I’m tired of sneaking around and would like to finally let her know. … Continue reading Ask Hannah!
Ask Hannah!
Do you ever worry that you are spending or want to spend too much time en femme? Honestly? No. I dress about twice a month, at least I have over the last few months. When I moved from simply underdressing to fully dressing en femme from wig to makeup to heels I was in the … Continue reading Ask Hannah!
Identity and Responsibility
I was out for a run the other day and usually a run allows me to lose myself in my thoughts and to let my mind wander. Being outside, getting exercise, is a great way to gain some perspective. It helps me work out problems and occasionally have a brilliant, random idea. On this particular … Continue reading Identity and Responsibility
In the Wee Small Hours of the Morning
Our heart's desires come out after midnight. When my wife and I were learning more about my gender identity, we would have these amazing, vulnerable conversations late at night (and often early into the morning) about how I felt, how she felt, and, well, about clothes and makeup. These talks were often accompanied by a bottle … Continue reading In the Wee Small Hours of the Morning