Category: Q&A!

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Curi – YAAS Convo with Ryanne aka Trekkie Q&A!

Episode 108, Ryanne also known as Trekkie, comes on the podcast to tell her crossdressing story. Here’s our short little Q&A with her.

How old are you and where are you from?

I am 40 years old. I was born in the United Kingdom, raised in Canada, and have lived in the US since the early 90’s.

What brings you to the podcast?

I was looking for a community of people who are questioning and exploring gender, but not necessarily focused on permanently changing their bodies or identities.

Are you a crossdresser?

Yes!

What makes you different from other types of crossdressers?

I also enjoy wearing diapers occasionally. Sometimes I just like the feeling of the padding. Sometimes wearing one turns me on. Sometimes wetting and wearing a wet diaper feels good.

How has living in the midwest affected your lifestyle as a crossdresser?

I had remained closer to the friends and family who knew me and accepted me when I was younger, I may have felt more comfortable openly experimenting with gender earlier in life. The midwest is obviously a conservative place, and challenging gender norms is intimidating. It’s a lot easier to keep my head down and go with the status-quo out here.

How would you identify with your gender identity? Do you identify as transgender? Why or why not?

I had not considered myself transgender, until I was challenged by my therapist and the CrossYaas podcast last spring. I suppose the term that fits me best is genderqueer, which is under the transgender umbrella. I don’t feel comfortable using the general term trangender, because it requires so much explaining to land at how I actually feel. I feel somewhere in-between a man and a woman, and it fluctuates!

How would you classify your sexuality?

I am sexually attracted to most, if not all things feminine. I am attracted to women, but it is a confusing attraction. I often want to feel what it’s like to be a woman, and be with a woman at the same time. When I was in high school, I did joke to my girlfriend that sometimes I felt like a lesbian. I felt so much shame just admitting that, that I pushed it aside for a long time.

Are you open about your crossdressing/sexuality/gender? What was that coming out process like?

I am open to a small number of friends and family. The experience of coming out to each person has been vastly different. With my wife, the conversations are ongoing. With people like my aunt and brother, the conversations were quite easy.

In your Curi – YAAS conversation with Giselle, you talk about going out in public crossdressed with your wife. How was that experience for you? How did you get your wife to agree to that? Where’d you gain that confidence from?

It was so much fun! I think the part I enjoyed the most was letting go of all my stress and anxieties. When I’m crossdressing, I don’t feel like myself. I feel like I’ve shed all of the pressures and responsibilities of being the “Man” of the house, and I get to truly have fun! When I was out with my wife I felt vulnerable. I felt cute. I felt loved. And I loved seeing how protective she got. When someone gave us the stink-eye for holding hands, she nearly charged at him!

I didn’t get my wife to agree to go out with me. She agreed all on her own. I just said it was something I would like to try. I asked her to think about it and get back to me. I also suggested I split our time between girl mode and boy mode, so she could still fall asleep next to the husband she knows. I think that compromise was key to our first experience together.

You also discussed with Giselle going to CapCon with your wife, an ageplay convention in Chicago. Can you elaborate more on that? The CrossYAAS listener would love more details.  Would you go back?

I absolutely would go back! It was the most loving and accepting place I have ever been. The people were so friendly and having so much fun. And their clothes were so cute! Lots of people play with gender when they ageplay, so it was really the first time I had been exposed to a real-life group of crossdressers. And I’d be happy to share more details in the future!

You talk about your children with Giselle. How have you approached the crossdressing aspect of your life with them, and if you haven’t, what would be an ideal way for you to do that?

I have been making incremental changes to my wardrobe for almost two years. I started growing out my hair. When it got long enough to get in my eyes, I started borrowing my daughter’s sparkly cat ear headbands. The kids loved it and encouraged it. I think the next thing I did was wear a midriff long-sleeve T-shirt with a neon drawing of the space shuttle on it. They stared long and hard at my exposed belly button, before shrugging it off. When I asked my daughter how she felt, she said she was confused at first, but then wondered why she was confused. She said she realized she likes my shirt and it didn’t matter that it was shorter than my other shirts. She thought it was cute. 

I’m not quite ready to strap on my fake titties and pull up a mini-skirt around them, but I do dress more feminine in daily life. They are now used to seeing me in “girl clothes” and wearing my hair in expressive ways. I have had my nails done, and I’ve worn mascara around them. My eldest daughter also knows my locked office closet is full of dress-up clothes, but I’m not opening it up for her any time soon! My middle child has asked if we could play dress-up together, but we haven’t made it happen yet. I’m excited to see what develops!

How important is passing to you? In what ways do you try or not try to pass?

I have two crossdressing modes, more or less. In the first mode, I am not trying to pass at all. I may or may not have a beard, and I’m wearing a mixture of things found in the men’s and women’s section. I feel this is me at my purest level, just having fun with who I am and what I can wear to make myself feel good. This is how I currently dress around my family. It probably doesn’t count as crossdressing, but it feels good!

In the second mode, I want a divorce from myself to become something else. In this case I am trying to pass, but it’s still mostly for me. I want to feel the makeup on my face, to remind me not to touch it. I want to feel the eyelash extensions tickle my cheek. I want my shoes to change the way I walk. I want to feel the shaper compressing me into an hourglass and the silicone boobies jiggle when I move. In those moments I want to be completely lost in femininity. If I pass, great! It only helps me get lost even more.

What would you say your style is? How did you develop it?

My style is quite juvenile, and I doubt that will change. My least favorite phrase in the English language is “That’s inappropriate”! I like bold colors in simple combinations. I like silhouettes that are shapely and feminine. I like fabrics that feel soft and light against my skin. I like ribbons and bows in my curly hair. Some may call me a Sissy, and in some ways that’s a decent fit. But I never feel humiliated by my feminine side. I want to feel empowered by it.

What’s your favorite thing to wear?

I start with a soft, thick diaper. Not a crappy drug-store brand geriatric bladder control device. A purpose-made adult sized baby diaper from a boutique manufacturer like Adult Baby Universe or Rearz. A tennis or skater skirt with wedge Chuck-Taylor style shoes. A pink midriff top. A choker and dangly earrings (I want to get my ears pierced this summer!!!) And my hair in pigtails.

What do you wish you did differently in your life?

I wish I hadn’t dismissed my questions so many times. I wish I had continued to look inside to embrace what was important to me, rather than looking to others to give me fulfillment.

What advice would you give to other crossdressers/transgender individuals?

Keep asking the questions, and find people who are asking the same questions. If you know there are others out there, hopefully you’ll know you are valued.

Would you recommend others to come onto the podcast? Why or why not?

Yes! But wait until you are ready. For me, I needed ice-breaker first. I was very nervous to record, and didn’t feel prepared. Giselle was great at calming my nerves, but I still felt like I was babbling incoherently!

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Curi – YAAS Convo with Hope Q&A!

In episodes 103 and 104, Hope from Tennessee comes on the podcast to tell her story. Here’s our Q&A with her.

How old are you and where are you from?

I am 53 years old and I am originally from Tennessee.

What brings you to the podcast?

Giselle and I met years ago when she started the podcast, and I’ve followed along the entire way. I figured it was time I was on as a guest.

Are you a crossdresser?

Technically yes, but I do not use that term to describe myself often.

Are you open about your crossdressing/sexuality/gender? What was that coming out process like? Do you wish you could tell more people?

I am open to anyone who can understand and stay positive about it. I do not flaunt it, but I don’t hide from it either. 

Were you surprised about the reactions you got in coming out to people?

It’s been a mixed bag for me. For a long time I had no problem telling anyone. I found out in some cases it’s just easier and/or better not to bring it up.

Do you identify as transgender? Why or why not? 

I do personally identify that way. I know that the way I feel about gender and myself and how I present, that it falls under the definition of being transgender.

Have you ever thought of transitioning? Either medically transitioning or socially transitioning?

Yes. I actually consider myself in transition. Because, as we know, everyone’s journey is different. I will likely never take HRT, so the things I do now with diet, exercise and grooming all contribute to the way I present in both male and female roles. 

How would you classify your sexuality?

I consider myself straight.

How important is passing to you?

Passing is important to me as far as blending in when in public. I prefer to go out and not be noticed. So, that is the focus of my transformation.

What have you done to enhance your female persona?

As stated before, I’ve done a lot of training in attempt to build my body to be more femme in shape. It’s not the same as HRT, but it has served me well over the years and I’m proud of what I have accomplished in that way.

What would you say your style is? How did you develop it?

What I prefer is BoHo or vintage style clothing. I could do a better job of developing that look. It something I always work towards. 

What’s your favorite thing to wear?

I have to say jeans and boots with a flowing top.

What do you wish you did differently in your life? Do you have any regrets?

I do not live with regrets, I have none.

What advice would you give to other crossdressers/transgender people?

Find your community! There are many outlets for support, but it does take work to find the one that fits you best. Many of us share the same feeling and fears, but you have to look hard to find those with a common ground.

Would you recommend others to come on the podcast? Why or why not?

I have recommended at least one guest already! And I know several others that would be a good show!

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Curi – YAAS Convo with Viv Q&A!

In episode 98 and 101, Vivienne comes on to the podcast to tell her story. Here’s our Q & A with her.

How old are you and where are you from?

I’m 32 years old from a Chicago suburb, currently living in Chicago.

What brings you to the podcast?

I really enjoy the themed but loose podcast format. Crossdressing is long time interest of mine and I was able to find the podcast through Reddit.

Are you a crossdresser?

Yes. I like wearing feminine clothing. I have a “full complement” wardrobe. Tops, bottoms, shoes, underwear, wigs, and makeup.

Do you consider yourself transgender? Why or why not?

Your arguments that crossdressing is on the transgender spectrum is compelling. I think I probably have some things in common with people who are seeking transition, but I feel my struggle is far less. I wouldn’t ever describe myself as transgender, but your podcast has encouraged me to consider the term.

In your opinion, is a crossdresser also transgender? Why or why not?

I think “between gender” is one way to describe transgender. I think it probably comes down to is “transgender” the destination or the journey? Does “transgender” have an agreed-upon destination? I think to say it does is somewhat exclusionary, but that exclusion may be helpful for some. As a crossdresser, I’d rather wait for an invitation to the transgender party than crash it

What was your first memorable crossdressing experience?

Hmm… I remember when I was a kid, maybe 6-8 grade, somewhere in there. I wanted to go swimming, but I didn’t have my swim suit. My aunt offered to lend me a bikini to wear, and I said “I’ll wear that!” I strutted in that thing. There are still cringe-worthy photos of it which I still have. It was a stunt that played for laughs, but it was fun

How would you identify with your sexuality? Your sexual preference?

I would identify as bisexual, but pretty biased towards women.

How have you explored your sexuality?

Yes. I have enjoyed some and not enjoyed others.

Your bath house experiences sounded exhilarating and at the same time scary. Would you care to elaborate on that? Would you recommend others who question their sexuality to do the same?

There is enough to say on that to fill probably 6 months worth of therapy. I think I was curious and horny, and I’m not sure which one more. I don’t regret it, and I wish it was the sort of thing I could talk about it more. I would guess it’s even hard to talk about even if one was an out gay or bisexual person. I would say sometimes it’s fun to think about going back, but it may not be in the cards for me personally. I would absolutely recommend it for someone who is horny and curious. The bathhouses (at least the one I went to) are fully aware with the risks involved, and they are designed to minimize those as much as possible. You only get one go around, do it! (But definitely be safe

Where did you get the inspiration for the name Viv/Vivienne? Why did you choose that name for yourself?

In French class in junior high, I chose the masculine name “Vivian” as a name. It came from a list and I thought the letter V was cool. I got teased a lot for it sounding like a girl’s name. I guess it only made sense for it to be my femme name.

How important is passing to you?

I would love to pass. I get a charge if I think I do. I currently don’t have the discipline to learn how change the things I can change to best pull it off. And that’s okay, because I don’t have to look at myself in the mirror, and I can take carefully designed photographs, and that’s fun enough for me. But, I know it doesn’t feel good to get clocked.

Are you public about your crossdressing? Why or why not? Who knows about Viv?

My girlfriend knows I like to dress, but that’s about it. She doesn’t know about “Viv” by name. She is loving and wants to be supportive, we just haven’t figured out how yet. I’ve told girlfriends in the past who had similar views. No one else really knows, or at least I don’t know they know.

Do you think you’ll eventually go public?

“Public” public? Probably not. For me, it’s more of an “in the bedroom” thing, as well as maybe an every-so-often visit to the outside world. I don’t think I need to be public about that.

What would you say your style is? How did you develop it?

I always find myself buying the same type of dress: modestly colored 50s style flare dresses. Or tight miniskirt dresses. I’m not particularly fashion conscious.

What’s your favorite thing to wear?

I like sexy clothes. I like underthings. Nylons/tights, underwear, bras. That and tight clothes. When in femme mode, I like to feel what I’m wearing.

What do you wish you did differently in your life?

I like where I am and the mistakes that I have made. If I’m trying to find something, I wish I had found a compatible therapist sooner. I had a bad one, then quit for a few years, and now I have a great one.

What advice would you give to other crossdressers? Advice for other bisexual crossdressers?

Consider that it may or probably not dissipate with age. How would you want to proceed if you knew it was going to last a lifetime? Being a crossdresser doesn’t mean anything bigger than what it means. It doesn’t mean you’re gay, it doesn’t mean you’ll have elective surgery, it doesn’t mean you’re not a man. Any of those things may turn out to be true, but it’s up to you. Listen to yourself and come up with a working model that works for you.

Where do you see yourself in 5 years? 10 years? Where do you see Viv in that picture?

Viv is not going away, it seems. Her and I are trying to figure out how to coexist. My goal is to be more and more confident in that over the next 5, 10 years. I’d like to take advantage of what youth I have left.

Would you recommend others to come on the podcast? Why or why not?

Talk to Giselle, you will figure it out. She’s easy and fun to talk to. She will probably try to convince you to be on the podcast. I would say: have a phone call with her, let her record it, and if you feel good about it let her post it. You never know what might be helpful for someone. There will always be someone metaphorically 20 feet behind you and someone who is metaphorically 20 feet ahead of you. I’d like to think that by being on the podcast, I was helpful to the people behind me.

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Curi – YAAS Convo with Amanda Q&A!

In Episode 95, Amanda comes on the podcast to tell her unique crossdressing story. Here’s our Q&A with her.

How old are you and where are you from?

39 years old Richmond, Va

What brings you to the podcast?

To better understand myself and to help others to know that they are not alone.

Are you a crossdresser?

I’d say Gender Fluid

When did you first realize you enjoyed crossdressing?

Started crossdressing around 11 years old.

What makes your crossdressing different from the average crossdresser?

My male side is 39 years old, However, my female side is an elderly, disabled, and morbidly obese southern great grandmother. My crossdressing is as a mature elderly lady.  I am different as that I want to be much much older when I crossdress.

Where do you think your love for dressing like Amanda comes from?

I don’t know why I want to be an elderly lady other than it feels right and normal. It is me.

What are some of the biggest misconceptions you want to clarify regarding what it is you do as Amanda?  

While I am not disabled in real life, Amanda is. She is very fat and she uses a walker and wheelchair to get around. I don’t take from others. I can only be myself.

Do you identify as transgender? Why or why not?

If gender fluid is trans(gender), then yes. I am gender fluid and some days I feel male and other days I feel female.

How would you classify your sexuality?

I would say when I am Amanda, I am Straight, but when I am in my male side, I would classify myself as gay. 

Has it been difficult being open about Amanda to potential partners? Why do you think that is?

Yes, it has been difficult. While I will NOT hide who I am, I have told potential partners upfront and that has caused some to run away. Others are okay for a little while and others just want something other than a long term relationship.

How important is passing to you?

It is important but at 6’3 I know that is not really going to happen.

What would you say your style is? How did you develop it?

I would say my style is 1940’s great grandma. I was drawn to it as I figured out who actually is Amanda. I don’t understand exactly why, but it is what I am most comfortable with.

What’s your favorite thing to wear?

I love a flower print dress

What do you wish you did differently in your life?

I wish I came out as gay and gender fluid earlier.

What advice would you give to other crossdressers?

Be yourself, find your style and embrace it. Be you.  

Advice for other mature crossdressers?

Regardless if you are 29 or 59, if you want to dress as an elderly lady, go for it! Embrace it and make it your own. 

Would you recommend others to come on the podcast? Why or why not?

YAAS! – To tell your story you are helping others and yourself. We need to share our stories with each other to let one another know we are not alone.  

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Curi – YAAS Convo with Kelly Mason Q&A!

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!

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Curi – YAAS Convo with Emma Scarlet Q&A!

In episode 87, Emma Scarlet shares stories of her life and what it’s like living a secret crossdressing life living in Indiana. Here is a quick Q & A we have with her.

How old are you and where are you from?

I’m 45 and from Indiana.

What brings you to the podcast?

A common acquaintance told me about it.

Are you a crossdresser?

Yes I am.

Do you identify as transgender?

I don’t identify as trans, although I have trans elements in my life.

How would you classify your sexuality?

Not sure. Androgynous/non- binary perhaps

Are you open about your crossdressing/sexuality/gender?

I am NOT open or out publicly.  A handful of friends know.

Are you in a relationship? Does your partner know?

I’m married and yes, she knows I crossdress

In the conversation you had with Giselle, you talk about cheating on your wife. What made you do that?

I cheated because I wanted to experience people and sex in different ways.  I did it because I could and yearned to be appreciated and objectified.

How much do you love your wife?

I love her very much

Seriously, why is your wife so amazing?

She doesn’t believe in quitting and her Dad quit on her and her sister and she didn’t want that for our kids.

What would you say is a key to a long lasting healthy marriage?

COMMUNICATION

How important is passing to you?

Passing is very important to me, I am not passable and probably another reason I don’t go out much.

What would you say your style is? How did you develop it?

My style is still developing.  I love cute skirts and camisole’s.  I love a little black dress.

What’s your favorite thing to wear?

My favorite thing to wear is a black cami, an oversized shirt that hangs off my shoulder and a black satin slip.  Pretty much my pj’s.

What do you wish you did differently in your life?

I wish I transitioned at a young age or come out completely and honestly upfront with my now wife early in our relationship.

What advice would you give to other crossdressers?

Be yourself and love yourself, it’s who you are and you are loved.

Would you recommend others to come on the podcast? Why or why not?

I would highly recommend others come on the podcast.  It’s cathartic to hear your own story and deal with what you’ve done or not done. 

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Curi – YAAS Convo with Jessie G Q&A!

Jessie G, a Canadian crossdresser comes on the podcast to tell her story. Here’s some questions we asked her.

How old are you and where you from?

39, Regina Saskatchewan Canada

In terms of Gender, how do you identify?

Bigender or flexible

In terms of Sexuality, how do you identify?

Straight

With regards to your gender and sexuality, is it difficult living as that where you are?

It can be, depending on the day but pretty good on the whole

Do you consider yourself a crossdresser? Why or why not? 

Yes, well mostly, well it all gets confusing.  I guess it all depends on ones definition of crossdresser. I’m male and wear women’s clothing, for some I am a crossdresser for others I am beyond.

Do you consider a crossdresser transgender? Why or why not?

Crossdressers in some ways may be considered transgendered. For me I can view transgender as fairly wide spectrum so crossdressers may be a 2 or 3 out of 10 on such a scale. 

How do you present in public? Are you open about your crossdressing?

Sometimes at work and out with friends as I have been much more open about it for just over a year.

Are you in a relationship? Does your partner know about your crossdressing? How was that process for you?

In a 14 year relationship, told her in the first month as it is always better to as later on the likely issue is less about crossdressing and more about the violation of trust. So I gauged some reposes and then just but the bullet which is the best option as she has been very supportive

How important is passing to you?

Since I’m 6’3, and I weigh 220 lbs, passing is out the window so I just try to look nice

Do you have a distinct sense of style? How did you develop it?

Less a distinct style as more knowing exactly what definitely isn’t. Developing it was basically experimentation

What’s your favorite thing to wear?

Strangely enough, business casual. Who would have thought? Though I am sure it is something about having so many more options than men’s clothing.

Are you in the stage of transitioning? Are you on hormones? If so, can you tell us a little on what made you do that? Was that a difficult decision?

I did start hormones about 6 months ago or so just to see how I liked it and perhaps to get a bit more curves.  I finally decided to do it after a bit of a melt down and re-centering of myself.  And I also realized that I can always stop anytime I want to.

What do you wish you did differently in your life?

Accepted myself earlier, though it wasn’t always a good option. Luckily society is changing faster than I was.

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

Explore. It’s easier to be you than someone else.

What brought you to the podcast?  Would you recommend others to come on the podcast, why or why not? 

Honest truth, lack of any other content for crossdressers. Now what kept me around is the real question, I found it 3 or 4 episodes in and the roughness has definitely been smoothed out as you found your stride. It’s also interesting to find out how many different variations there are in crossdressing.

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Curi – YAAS Convo with Abby, an ABDL Q&A!

Abby, a crossdresser living in Missouri comes on to the podcast to talk about her crossdressing and her fetish for Diaper wearing

How old are you and where you from?

28, I’m from Missouri

How long have you crossdressed?

I’ve been Crossdressing since I was probably five but only recently I’ve started doing public outings.

Are you heterosexual? Bisexual? Unsure?

I consider my Asexual. I am currently dating my Girlfriend(Mommy). We have dated for a year

How important is passing to you?

Passing is somewhat important, but I don’t feel that passing is in the cards for me.

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

Moving foreword I would like to become more confident in my Crossdressing and public outings.

Are you public about your crossdressing?

I am not public about my Crossdressing

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

My favorite thing to wear is cute short dresses or “little” clothes. Think Melanie Martinez style.

What do you wish you did differently in your life?

I wish I was more confident in my different oddities sooner in life and accepted myself sooner

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

The advice I would give about Crossdressing is you have to practice to become better and build confidence. If you are questioning your gender or sex I think you have to research and learn all you can about different genders and sexualities to discover who you are

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

I’m coming on the podcast to share my experiences and knowledge on asexuality and the ABDL kink. And yes, I highly recommend for others to come on the podcast to tell their story.

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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!]

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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!