Curi – YAAS Convo with Chris D’ Orso Q&A!

Episode 79 features Chris D’ Orso, a crossdresser from New York who comes on the podcast to tell his story and how he’s using his crossdressing to benefit the world!

https://dressember2020.funraise.org/fundraiser/chris-dorso

How old are you and where you from?

I’m 44, and I’m from Rochester, New York.

Are you public about your crossdressing?

I guess wearing a dress every day for a month and posting pictures on Instagram is just about as public as it gets. =)

How important is passing to you?

It’s not. I’m just a guy who’s wearing a dress, because they’re comfortable and fun. (And to raise money for charity.) And if there’s a young person out there who sees me, either in person or on social media, and says “if that guy can do it, then I can be myself too,” then that’s a huge win even if I never raised a single dollar. But at the same time, I’m taking this seriously. I’m wearing appropriate shoes, and tights every day for warmth. I felt like clomping around with hairy legs and sneakers would be making fun of this movement and what it stands for.

How do you identify in terms of gender?

I’m a cisgender hetero male.

Do you consider yourself transgender? Why or why not?

No. I have friends and family members who are transgender; I have enormous love and respect for those who have to deal with the emotions and pressures and stresses, both internal and societal, every day that come with not identifying in the gender you were assigned at birth. At the end of the day, I take this dress off and I can walk through the grocery store in jeans and a concert t-shirt and be completely invisible. Not everyone has that luxury. It goes back to what I said above, though. I’m wearing dresses in the manner they’re intended – with “women’s” shoes and tights every day – because ultimately, they’re just fabric so we’re not walking around Target naked. I will not make light of it by being “a guy in a dress,” even if I’m just a guy in a dress.

What’s the worst thing about being a crossdresser?

Nothing seems to fit quite right! Everything’s either super loose in the chest or super tight on my arms. I find myself WAY more self-conscious about that than I thought I would be.

What’s your favorite thing to wear? What would you say your style is?

Two weeks in, I think I can actually answer this! I’ve been most comfortable in knee-length dresses that have sleeves. Sweater dresses have been fantastic, because they’re super comfy and you can absolutely wear them all day.

What is Dressember?

I was inspired by a few friends who did Movember, growing mustaches to raise money for cancer last month. I did a little googling to see if there was anything fun like that for December, and stumbled across the Dressember Foundation. The challenge each year is to wear a dress (or a tie, but ties are boring) every day for a month while bringing awareness and raising money for victims of trafficking. I had a few dresses in the closet from previous outings, so I ran the idea past my wife, who was completely supportive. Then I talked with some local friends, who generously gave me nearly two dozen dresses that they were going to donate anyway. I’m going to wash them all and bring them to donate at the end of the month, continuing to pay it forward.

Besides Dressember, what would you like to do with your crossdressing moving forward?

Folks have told me that I’m going to have a hard time going back to pants — but I’ll tell you, it gets cold in Rochester in January. I’m going to be quite happy to wear pants for a while! But I’ve crossdressed for Halloween a few times, and I’d love to do stage drag again because that was quite a rush.

If there’s one thing in your life you could change, what would that be?

I need to get serious about losing some weight. I’m really surprised at how self-conscious I’ve been this month about what I’m eating, actually, because of what I’m wearing. As a result, I’ve lost six pounds.

What advice would you give to other crossdressers or those questioning their gender or sex?

Be as honest with yourself as you can possibly be. I know it’s hard, but please know that there are people out there in the world who can help.

Why did you come on the podcast? [Would you recommend others to come on the podcast?]

When I first did this, I set my fundraising goal for $500. I figured if I could get friends and family to donate a few dollars each, I’d be thrilled. Once I blew past that goal, then $1,000, and then $2,000, I realized that I could actually do much more with a bigger audience. I did a little more googling and found quite a vibrant crossdressing community online that I knew would be supportive of what I’m doing. [And yes, absolutely!]

Curi-YAAS Convo with Barbara Kay Q&A!

Episode 77 features Barbara Kay, a crossdresser who lives with her family in Arizona. Here’s our little Q&A with her.

How old are you and where you from?

I am 47, from Phoenix, AZ

How long have you crossdressed?

I have been dressing most of my life, earliest memories were around 4 or 5, and I have been dressing in some form or another every since…

Are you heterosexual? Bisexual? Unsure?

Earlier on, I identified as Bi, but I am married and considered myself as flexible and openly attracted to a more feminine form…

How important is passing to you?

I’ve never cared about passing as I am more about being presentable. I like to make sure I am well kept and well dressed when I present as Barbara

What would you like to do with your crossdressing moving forward?

I just want to connect with others, be there for any form of support…

Are you public about your crossdressing?

Yes, in that I am comfortable going out anywhere when dressed as Barbara

What’s your favorite thing to wear? What would you say your style is?

I like to dress for the occasion so, if it calls for dressing up for an event/outing, i like to wear things trendy/stylish for my age….my style is more age appropriate, I like to look like women who I admire such as Janet Mock, Wendy Williams, Vanessa Williams

What do you wish you did differently in your life?

Wish I had the understanding I have now, when I was much younger, and be able to just be just as carefree with being Barbara as I am today

What advice would you give to other crossdressers or those questioning their gender or sex?

Truly understand who you are with your dressing/gender/sex, and be comfortable being you…

Why did you come on the podcast? [Would you recommend others to come on the podcast?]

Just wanted the opportunity to connect with you as I have heard how great you are and how fun your podcast was to do….absolutely I would tell others to come and share their stories with you, its a great forum/outlet for others to see others are out here just like me!

Curi-YAAS Convo with Veronica Q&A!

Episode 72 and 74 featured Veronica, a crossdresser living in Seattle

How old are you and where you from?

 48 going on 28, I was born in Helsinki, brought up in Vancouver, BC, spent 10 years on the east coast and then I’ve lived in Seattle since then

How long have you crossdressed?

Since I was about 8, I think

Are you heterosexual? Bisexual? Unsure?

I could be labeled as on the straight side.  I am sexually attracted to the female form.

Are you currently in a relationship?

Yes, married with two kids, 7 & 9

How important is passing to you?

I like to be perceived as a woman rather than a man dressed as a woman.  I won’t change my voice because it is just too much work to do that but if I fool somebody to the point of thinking that I’m a woman until I speak, I’ve done well!

What would you like to do with your crossdressing moving forward?

I would like to keep getting more open about it by baby steps. My extended family might end up finding out and that might be a relief for me… and maybe even them.

Are you public about your crossdressing?

Yes, except for my extended family.  Not so public that I would post my VeronicaLove5000 to my own facebook.

What’s your favorite thing to wear? What would you say your style is?

I love legwear like pantyhose and tights.  I would say classic and pretty.  I love fit and flare dresses and 1950s style.

What do you wish you did differently in your life?

Possibly starting public crossdressing much earlier in life.  It would have been great to have styled my natural blonde hair rather than wearing wigs.  Too late for that now… haha!

What advice would you give to other crossdressers or those questioning 
their gender or sex?

First thing is that repressing it will end up being as successful in your mind as prohibition was in USA.  Second is that coming out, generally, is much worse in your mind than it is in real life.  Lastly, talk to people in the community that you identify with.

Why did you come on the podcast? [Would you recommend others to come 
on the podcast?]

I heard the podcast and immediately it felt like a breath of fresh air for crossdressers.  I wanted to talk to Giselle pretty immediately and, true to her word, she responded immediately and got me on the podcast at lightning speed. I friend of mine already wants to come on the podcast.

Curi-Yaas Convo with Maria Q&A!

Episode 67 and 69 features Maria, a Filipino crossdresser from New York. Here’s our little Q&A with her.

How old are you and where you from?

I am 30 years old born in NJ. My parents are 1st generation immigrants from the Philippines.

How long have you crossdressed?

Since a young age. I’ve been seriously dressing for 9 years.

Are you heterosexual? Bisexual? Unsure?

Heterosexual. 1 on the Kinsey scale.

Are you currently in a relationship?

I am! I actually started my relationship with my SO as Maria.

How important is passing to you?

It was extremely important when I first started. I still take it into consideration, but not to the same extent.

What would you like to do with your crossdressing moving forward?

I’d like to keep building my wardrobe to include casual attire and continue improving my makeup skills.

Are you public about your crossdressing?

Public to my close friends, coworkers, immediate family, and SO. Not public on social media.

What’s your favorite thing to wear? What would you say your style is?

Dresses and heels! A mix of girly, sophisticated, and chic. 9/10 times I am wearing a skirt but it can range from a flirty a-line to a business pencil skirt.

What do you wish you did differently in your life?

One of my sayings in life is don’t regret the things you’ve done, regret what you haven’t done.

What advice would you give to other crossdressers or those questioning their gender or sex?

Confidence is key. Find someone to confide in. This could be online or IRL. Experiment and push your boundaries.

Why did you come on the podcast? [Would you recommend others to come on the podcast?]

I felt my story is relatable yet unique. I have a feel good story that I think other crossdressers can appreciate. I would recommend it as it’s nice to talk to another person in the community

Curi-YAAS Convo with Chrissy Mano Q&A!

Episode 61 features guest Chrissy Mano. Here’s our Q&A with her.

How old are you, and where you from?

I was born in 1987 (32 right now) and I am from Australia but currently living in Israel

How long have you crossdressed?

I have been crossdressing for the past 20+ years since I was 9-10 years old

Are you heterosexual? Bisexual? Unsure?

I am married to a woman but I’m not attracted to women. I identify as a Queer individual because I know I am gay but not fully gay

Are you currently in a relationship?

I am married to my wife, we have been married for 8 years

How important is passing to you?

Well my image on Instagram, passing is super important but if I’m able to go out dressed it won’t be as important

What would you like to do with your crossdressing moving forward?

Teach society that it’s normal, teach people to wear what makes them comfortable and I want to be Chrissy 24/7 without anyone trying to hurt me

Are you public about your crossdressing?

If Instagram counts as public then definitely yes 😅 but in real life I’m really private about it

What’s your favorite thing to wear? What would you say your style is?

Stockings and heels are everything for me. I like to wear sexy fashion styles and girly fashion styles, anything that is tight on the top part of my body is a must and the bottom part is more free like a wide skirt or short dresses

What do you wish you did differently in your life?

That I didn’t come to Israel

What advice would you give to other crossdressers or those questioning their gender or sex?

E,E,E,E
Explore, Experience, Enjoy and Evolve

Why did you come on the podcast? [Would you recommend others to come on the podcast?)

I was inspired by so many people talking about their stories and what they’ve been through I’ve felt like maybe I should to because I heard it takes a lot off of your chest kinda like therapy and it truly was a great experience. I would recommend anyone to do this

Find Chrissy Mano on Instagram

Q&A with Special CD Guest Adalina

Episode 53 features crossdressing guest Adalina. Here’s our Q&A.

How old are you, and where you from?

I am 51 and from Philadelphia

How long have you crossdressed?

I started outfit wise in my late 20s, but mostly in my late 30s and 40s.

Are you heterosexual? Bisexual? Unsure?

I am heterosexual with experiences

How important is passing to you?

It is important for me to express myself as feminine as i feel, but not important that others accept me as female.

What would you like to do with your crossdressing moving forward?

I’d like to break stereotypes of crossdressers so society accepts us for who we are.

Are you public about your crossdressing?

No.

What’s your favorite thing to wear? What would you say your style is?

I like colorful dresses, and my style is kinda Tina Fey geek

What do you wish you did differently in your life?

I wish I’d begun the process of loving myself earlier.

What advice would you give to other crossdressers or those questioning their gender or sex?

You cannot fight nature, and even if you could, you lose in the end even if you thought you won.

Why did you come on the podcast? [Would you recommend others to come on the podcast?]

I came to tell my cautionary tale of what happens when you define your present by your past. And yes, i would recommend it to everyone who needs a resource to understand who they are.

Q&A with Special CD Guest Diane

How old are you, and where you from?

30 years old, and I’m from Pennsylvania

How long have you crossdressed?

7 Years

Are you heterosexual? Bisexual? Unsure?

I’ve been with a guy (while I was “dressed”). But wasn’t super into it. So I’d say heterosexual?

Are you currently in a relationship?

No, not at the moment.

How important is passing to you?

It’s definitely a goal, but that won’t stop me from going out to “safe places.” If I was fully, 100%, no doubt passable, I would go out anywhere.

What would you like to do with your crossdressing moving forward?

Go out to more public places. Have more experiences “dressed.” And make a social circle around it with safe people in a safe environment.

Are you public about your crossdressing?

Unfortunately, no I am not public. Just because I knew it would be a whole “thing.” I wish it wouldn’t be a “thing,” but I’m afraid of how being open about my crossdressing may affect potential relationships. I just am not necessarily willing to risk my current social life because of it.


What’s your favorite thing to wear? What would you say your style is?

Pretty much maxi dresses or summer dresses. I hate skinny jeans.

What do you wish you did differently in your life?

If I knew the crossdressing was here to stay, I’d open up about it earlier in my life. But I think at the same time that’s easier said than done, because the bullying with peers “if it goes bad” could be much worse. Also, if your parents react bad to it then that could get complicated really quickly. But If it goes well. You’d be more free as an adult. I guess the real answer is… get rid of the risk/potential pain as soon as possible.


What advice would you give to other crossdressers or those questioning their gender or sex?

When starting out, try to invest in “normal looking” clothes. Look at what women around you wear and kinda imitate it while making it your own. A few reasons. The first being, I think it would make it easier for people to accept you. Second, if someone finds your stash and all you have is lingerie, it’s going to be real hard to explain that it’s not a fetish. If it is a fetish, then fine. But people don’t like knowing about other people’s kinks if not solicited. It’s like everything. People say be you. And that works to some extent. Maybe you’d like being naked at your house. But you can’t be THAT kinda you outside.

Why did you come on the podcast? [Would you recommend others to come on the podcast?]

Because I was looking to know myself better by finding about other people like me. How they feel and what they go through. And yes for sure. I highly recommend others to be on the podcast. Giselle is a bit of a bad influence, but the best kind of bad influence anyone could get!

The CrossYaas Podcast wants to thank Diane for coming onto the podcast and sharing her story and if anyone else is looking to share their story, please email Giselle@crossyaaspodcast.com and chat Giselle up!