Cross-Dressing

[GrauWitz 1,010]

I've never cross-dressed in my life, but I'm perfectly fine with people who want to do it. Hell, I'd LOVE to cross-dress some day! (if I had the privacy and the clothes)

 

Even Ernst Stavro Blofeld, James Bond's arch-nemesis, cross-dressed in Diamonds are Forever!

 

 

 

 

[GenderIsAnIllusion 2,177]

I wear women's underwear in the summer to keep my junk cool,

[Haven Celestii 9,385]

So, I seem to have come under a spell of wanting to do this as well as wanting to be more feminine in general. :z

Sady, my body is too manly to do this and leaves me wanting. :/

 

I'm the same way. I don't believe I'm transgender and I'm not gay either, but I just like cute and feminine things. I have no idea why I'm this way. It definitely didn't come from watching MLP because I've been this way long before that. I do, however, think that MLP helped to bring it out because when I became open about ponies, I noticed that people didn't really seem to care.

This actually also defines me. I don't think Im transgender (though, that possibility seems to rise each day due to recurring thoughts and a general obsession and sort of worshipping of the female body in general as well as I do feel I fit better on the feminine side in ways. Id actually like to be able to represent both sides, but maybe the feminine side moreso), while I am bisexual, that doesn't really relate to wanting to do this and unlike you, I wasn't really introduced to anything of the sort when I was young like you. I do believe that MLP helped me notice as well due to its cute nature as well as the fact that when I got into anime, I immediately got sucked into the cute, moe SoL and loved it. Ever since then, cute things have just stood out and among them are cute female wear was one of them (Can I just stop to say how freaking adorable and how much I really want a lolita style dress? Oh mah god, if I had the body to pull those off I so would. x) ). Edited August 11, 2014 by Haven

[Phoenix Genevieve 7]

It's one of those things that I think is a little bit weird in real life (Don't mind people who do it, but it isn't something that I would do), but on ponies, it's really cute 

[The Fabulous Darky 90]

It is absolutely great to still see some life in this thread after coming back on here! 

 

If anyone wants to see some nice examples of crossplay feel free to check out my deviantart gallery http://darkwing556.deviantart.com/gallery/ 

 

Here are my two latest examples:

 

Maid Rarity, probably gonna make a stocking cosplay out of this one. 

 

 

 

 

 

 

 

 

Rainbow Dash's Gala Outfit, I completely handsewn/handmade this one, this one is my pride really. It's still a work in progress though. 

 

 

 

 

 

 

Edited August 16, 2014 by The Fabulous Darky

[Zoraxe 546]

I wear women's underwear in the summer to keep my junk cool,

 

I'd like to try wearing womans underwear. I mean, not as an everyday thing and I wouldn't tell anybody. I might try wearing a skirt If just at home If I ever get around to getting one.

 

I don't really know why, i'm a straight guy and all. I guess I like being weird, or having a secret, or maybe i just like the look.

 

Does it really keep your junk cool? Seems like it might be warmer and tighter.

[ShadowFoxz 342]

 

 

Does it really keep your junk cool? Seems like it might be warmer and tighter.

 

it can depending on size and the way you wear it as some people wear them differently and get different results

[The Fabulous Darky 90]

I'm pretty sure women's underwear is the only women's clothing I never wore yet x3 

 

Maybe I'll give it a try someday tho I've had people claim that they can be really comfortable. 

[ShadowFoxz 342]

I'm pretty sure women's underwear is the only women's clothing I never wore yet x3 

 

Maybe I'll give it a try someday tho I've had people claim that they can be really comfortable. 

they are but you have to wear them a special way if you are going to cross-dress with them but dont have to if you are not

Edited August 16, 2014 by @Vinyl Scratch

[Starlight Sky 374]

Most say, "cross-dressing"...I say, "dressing". I identify as human. Nothing more, nothing less.

 

That said, I've only recently started searching for female-marketed clothing. A teal pair of thigh highs, and two underwear.

 

Nothing that'd really stand out in public, and I probably wouldn't want to. It's something I enjoy doing on my own, but maybe I will after exploring more. This doesn't apply to conventions though. I'm working towards a "cross-play"...which may not technically be one since the character is a transgender male.

Edited August 22, 2014 by Starlight Sky

[ZeroTwo 64]

I makes me a teeny bit uncomfortable, but honestly, I don't care at all. I woudln't do it myself because I don't really see the point in it, but if you want to that's fine with me.

 

I mostly just have a problem with people who shame crossdressers for crossdressing. Like is it really affecting anyone? No, it isn't.

[DemonofSong 9]

Tried it once, it was fun. I wouldn't do again unless I lost weight because I have my own orbit. But yeah obviously I don't have problem its your life as long as you aren't sacrificing children in the name of the walrus god, if it doesn't hurt anybody then have at it. I just wonder why girls get all the fun clothes and everything.

[Sugoi Kurloz 40]

I LOVE dressing like a boy but I need a chest wrap <3

[Snow Frostflame 3,568]

I would want to cross dress but my facial hair would just make me look weird and I think it would be funny to trick others into thinking I'm a girl

[The Fabulous Darky 90]

I would want to cross dress but my facial hair would just make me look weird and I think it would be funny to trick others into thinking I'm a girl

 

You can always shave, and there are makeups such as foundation, concealer and blush that helps to hide stubble c: 

[GammaDove 428]

My school makes a joke out of cross-dressing, that kind of pisses me off.

[Starlight Sky 374]

I've been searching around for a unitard/bodystocking/thing that would let me wear something backless while covering any hair. The main challenge is finding one with a zipper in the front (or without one...if that's possible  ), the proper denier (I'd set 40 for the minimum), and covers enough area (up to the  wrists and ankles, at least; preferably, everything below the neck).

 

I do love my hairiness, but it's not part of this particular look 

[GrauWitz 1,010]

I might aswell admit it. I cross-dress whenever I'm home alone *blushes*

[Brony 5S 3]

Cross dressing would be too weird.

[Haruhi-chan 486]

I do a lot of cross-dressing in cosplay. I've cosplayed as male characters so many times, that I think I've only cosplayed as a female once in my life. XD I plan on cosplaying as Hani-senpai from Ouran High School Host Club next year. <3

[Ribbonfree 2,383]

I do a lot of cross-dressing in cosplay. I've cosplayed as male characters so many times, that I think I've only cosplayed as a female once in my life. XD I plan on cosplaying as Hani-senpai from Ouran High School Host Club next year. <3

 

Thing about anime is that barring the super manly men everyone's character designs are feminine so crossplaying girl -> guy is the more feasable of the two options. I did try the reverse once, the results were less than stellar, but I'll keep going at it for sure.

[CuriousPony 157]

I tried cross-dressing once, after going to a gay bar and seeing a drag show and then learning that Drag Kings were a thing. It was only a quick, "let's try this just for fun" thing that I slapped together quickly (and compared to traditionally feminine attire), so it wasn't awesome, but hey. 

 

My hair was pink at the time, so I ended up being a pink haired guy. 

 

http://cheshirecharm.deviantart.com/art/A-Gender-Bent-420020881

 

If you feel like looking at it... XP

Edited December 19, 2014 by Glitter Moon

[ThatOneComrade 1,091]

Let me lay down some psychedelic wisdom from someone on FanFiction:

 

"The clothes you wear don’t determine your gender. The clothes you wear also don’t determine your sexual orientation. The only thing that clothes determine is whether or not you are naked." 

 

CAN I GET AN AMEN?

Anyway, I believe that if whatever you're doing isn't putting someone else at risk (be it mentally or physically) you can do what you want. If you're a guy that likes to wear dresses, go for it. If you're a girl that dresses like a football player, go for it. If you're not bothering me, I won't bother you.

[Draxon 214]

If wigs count, yes.  They're oodles of fun.

 

That said, I was in a drag show once (somehow the result of my second LARPing outing).  I had a thoroughly enjoyable time, though I'm glad my friends couldn't find the pictures that were taken.  I didn't win, either, but they gave me this great red wig with a bright blue dress, and due to the nature of the particular LARP I was participating in, and the race I chose, I was wearing red glow bands around my wrists, ankles, and neck.  It all came together very well.

 

There was also an instance when I was granted a magic item in D&D for showing up to the session in a wig and a bra.  I was playing a female character, and one of my friends kept accidentally referring to her in a male tense, so I threw up my hands in exasperation and asked whether it was necessary for me to come in crossdressed to get it into his head.  The DM jumped on that idea.  He still never got it right, though.

[remove p l e a s e ? 800]

I don't see any problem with it at all.

 

In fact, who am I to judge? 

In real life I am a male, but I have hair that reaches below my shoulders. 

So... Ehh?

Edited December 26, 2014 by Tera The Unicorn