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Female Crossdressers

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Sassyunicorn

Really Really Experienced
Joined
Aug 13, 2019
Posts
454
Last edited:
carnival24 said:
Is it really cross-dressing if you're undressed?
Click to expand...

I know... It's hard to find photos of women in mens clothing. Well, sexy ones anyway. That's why I said boyish looking girls, too. I like tomboys, whether they are clothed or nude!
 
Sassyunicorn said:
I know... It's hard to find photos of women in mens clothing. Well, sexy ones anyway. That's why I said boyish looking girls, too. I like tomboys, whether they are clothed or nude!
Click to expand...

IMO, neither of them are boyish looking.

The reason you don't find pics of sexily dressed female CDs is that women wear men's clothes all the time. I sometimes wear men's sweat pants and after I had my thyroid removed, I wore men's T shirts. The neck was cut higher so my scr wouldn't show. It is healed enough now.

I know three female CDs. Two are lesbian. One married and the other in a LRT. The one in the LTR does sometimes wear women's clothing. Oddly enough before she came out, she wore sexy women's clothing, makeup and had gorgeous long hair.

The married one always dresses as a male then gets upset when people think she is one.

The other is my brother's wife. If she has to dress up, she wears a tuxedo.

Neither of the above two wear fancy things. They wear jeans, sweats, overalls, etc. Both are very large women. I don't know what kind of underwear the lesbian wears. I don't know what my SIL wears on the bottom but she does wear wear very ill fitting bras. I want to tell her to go without, get a bra that fits or bind. It's not a pleasant look.

I am not a CD but in the 80's I wore men's clothing or clothing meant to appear to be men's. Such as penny loafers like Michael Jackson, jazz shoes, white button down shirts, a tuxedo jacket. neckties and a white sailor shirt that all my guy friends wanted.

I didn't dress this way every day though. I also wore sexy women's clothing.
 
Jada59 said:
IMO, neither of them are boyish looking.

The reason you don't find pics of sexily dressed female CDs is that women wear men's clothes all the time.
Click to expand...

I definitely get what you are saying, and I appreciate your well thought out reply. Thank you for adding to the thread! I don't disagree with anything you said. In fact, I started this thread because it is a difficult genre. But women in mens clothing is very sexy, even if you weren't trying to be sexy in your sweats and t-shirt, it's still sexy! And a woman in overalls, oh my! That is an incredibly sexy look! But, like you said, that is where it gets difficult. Men's and women's sweats and overalls are very similar. So where does a thread like this draw the line? I feel like it is up to the individual Litsters that decide to post pictures and videos of what fits in their mind.

IMO, the two women I posted in the first post are boyish looking. They are beautiful and effeminate, yet have short hair and overall look like tomboys. My heart flutters when I look at them! In addition to her short hair, one of them has liberated herself from societal norms even further by choosing not to shave her armpits. I love the message she is portraying, if she is trying to make a statement at all, by taking on a more masculine look that defies what I would assume to be a large portion of societies expectations of what a woman should look like.

I had the great fortune of dating a woman one time that had short hair and did not shave her legs or armpits. She was beautiful and a head turner, although many people, men and women, said things to me about her decision to not shave. She was also tougher than nails, worked a farm, and pushed herself outside the "boundaries" of what is considered "normal" female roles. On the other hand, she was very much a woman. She liked to paint her nails and would wear make up and dress up when we went out. But in the fields, on the hiking trails, or on any other number of adventures we had together, she looked more like a boy than a girl. And I freaking loved her for it!

The term 'boi' used to apply here, but I didn't use it because it has become an acceptable description for effeminate males. That's not the direction I want this thread to head. I have a feeling I'm not the only one that likes women that look boyish, aka tomboys. I'm not saying this is my only "type". I rarely meet a person I can't find some sort of beauty in. I'd like to see if anyone else is up to the challenge of finding and sharing women that fit this model.

Jada59 said:
I don't even know where to go looking for pics. But you might like this video.

https://www.youtube.com/watch?v=iETNY-ATB_o
Click to expand...

I do like this video! She is incredible! :heart: Thank you for posting, I would not have found this otherwise.
 
Sassyunicorn said:
Tons of attention going to men who crossdress throughout the Lit forums (love you guys!), but what about women that do? Any love for tomboys, boyish females (clothed or nude, such as the pics I posted here), or just women in men's clothing in general? It's hard to find sexy pics of women looking boyish in male clothing, so post what you have!

Here are some nude examples of tomboys:
https://xhamster.com/photos/gallery/14502755/415277364
https://xhamster.com/photos/gallery/14522541/416349945
Click to expand...
You obviously haven't watched Ellen Degeneres.
 
Androgynous actor

I'm in love with Ruby Rose, she quite often dresses ambiguously with short hair and tattoos but also has quite a masculine attitude at times. If I knew how to link pictures I would show you some of my favourites but I don't.
 
Lesley74 said:
I'm in love with Ruby Rose, she quite often dresses ambiguously with short hair and tattoos but also has quite a masculine attitude at times. If I knew how to link pictures I would show you some of my favourites but I don't.
Click to expand...
Shame she can’t act to save her life
 
I am rather attracted to soft butch. Angelina Jolie in hackers was early masturbatory material for me.
 
Sassyunicorn said:
I have a feeling I'm not the only one that likes women that look boyish, aka tomboys.
Click to expand...
I definitely love that type of woman, short hair, boyish.

I once went out with a woman who had short hair and small breasts, and dressed fairly neutrally gender-wise. She was about my height too. At the time I had long hair, and am quite skinny. If we walked holding hands sometimes get these triple takes of "Two guys holding hands?! Oh wait, no two girls holding hands?! Oh wait it is just a guy and a girl..."
(This was the early 90s, slightly different times)
 
I had a tomboy girlfriend for several years. I loved her dearly. Most of our friends were lesbians, about half of them were butch to some degree. I was more femme than many of them. Beautiful, able, smart, and rugged... Tomboy can be very sexy.
 
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Sheana_V said:
I am rather attracted to soft butch. Angelina Jolie in hackers was early masturbatory material for me.
Click to expand...

I had completely forgotten about Angelina Jolie in that movie! Hell yeah!

trevorness said:
I definitely love that type of woman, short hair, boyish.

I once went out with a woman who had short hair and small breasts, and dressed fairly neutrally gender-wise. She was about my height too. At the time I had long hair, and am quite skinny. If we walked holding hands sometimes get these triple takes of "Two guys holding hands?! Oh wait, no two girls holding hands?! Oh wait it is just a guy and a girl..."
(This was the early 90s, slightly different times)
Click to expand...

She sounds cute!

AlexBailey said:
I had a tomboy girlfriend for several years. I loved her dearly. Most of our friends were lesbians, about half of them were butch to some degree. I was more femme than many of them. Beautiful, able, smart, and rugged... Tomboy can be very sexy.
Click to expand...

Love a tomboy!!!

PapaRomantic said:
Not sure if this is what you are looking for or not, but this is from a "butch lesbian" search on Bing, with the filter set on moderate.

https://i.pinimg.com/736x/4e/f2/c1/4ef2c1a650f9ca2a06b77dcc1dbee3ee--butch-style-lesbian-pride.jpg
Click to expand...

So hot! :heart:
 
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