In episode 89 and 91, Kelly Mason, a crossdresser from Michigan shares her crossdressing story with the podcast. Here’s a little Q&A we did with her.
How old are you and where you from?
35 turning 36 in a few weeks. I’m from Grand Rapids, Michigan
What brings you to the podcast?
I love what are you doing with the podcast and the space you’ve created. And I love to talk, especially about myself! Lol
Are you a crossdresser?
I am!
Do you identify as transgender? Why or why not?
I do see myself as transgender. It is an umbrella term in my eyes. Getting more specific, I usually say bi-gender as I feel that describes my experiencing life as both male and female.
Did you ever have thoughts on transitioning? What made you decide to transition or not transition?
I certainly do. The primary factor in me not transitioning up to this point is that I would miss my male existence. I’ve never been unhappy with who I am, just desired to make more of myself known to the world. It’s not something I’ve ruled out, the future is unknown and that’s okay. Being raised in such a socially gendered society, it’s easy to think I must be male or female and not give acknowledgment to the possibility of both.
How would you classify your sexuality?
Bisexual. I am primarily attracted to females and trans females. But I do find the random guy here and there turning me on.
Have you explored your sexuality? Was that challenging?
I have a little bit. I’ve been with a guy a couple times. It was hard to push myself into the water if you will. It’s even helped me get a better understanding of what I like in my hetero experiences.
Are you open about your crossdressing/sexuality/gender?
I am open to two people in my life, my ex-wife and current girlfriend. I’ve started to socially connect with some others in my area through Bumble BFF as a woman. Outside of that, my entire world knows my male existence.
Do you wish you were more open about your crossdressing to others?
I do wish it was easier to be open about it. Ultimately, I respect the relationships I’ve developed with people and understand the impact it could have. Just as my experience as Kelly is important, so are those relationships. So it may happen someday, but it will be a very well thought out decision.
Do you wish you came out sooner as Kelly?
Even though I haven’t as of yet, I do wish I came out younger. Just because I realize now that the book of me is constantly getting longer, and the longer it gets, the more of a “surprise” it will or would be.
Are you in a relationship? Does your partner know?
I am. And she does.
You talk about taking girl staycations in your interview with Giselle, why did you decide to do that?
So my stay-cation/girl-cations have been super important to me. In both cases it allowed me to essentially have a barrier free experience as Kelly. Like from wake up to bed time, which was a huge step from getting a “couple hours” in the bedroom.
How important is passing to you?
Too important lol. It is though. If I like how I look…male or female… I am happier.
What would you say your style is? How did you develop it?
Oh gosh… I’m all about cuteness. So I’m not so much into short dresses and crop tops (everyone should be thankful for the latter), I love a jeans and cute top look, leggings for days, I have so many pairs of flats.
What’s your favorite thing to wear?
My absolute favorite is rocking a cute dress with a cardigan, I can go heels or flats with it…but ugghhhh I also love black leggings and a Jean jacket with some white canvas shoes…I can never decide.
What do you wish you did differently in your life?
Taken this head on sooner. I have been curious forever and only in the last 7-8 years allowed myself to truly discover this.
What advice would you give to other crossdressers?
Be honest. To yourself and those close to you. When I first confronted this and was married, I tried to play it off so many times. And the most pain I inflicted was just not being as honest as I could’ve been.
Would you recommend others to come on the podcast? Why or why not?
Absolutely! It was such a fun chat and experience. And we need more exposure to normalize this. I want to hear all of your stories!