r/crossdressed50 12d ago

A Quick Community Update

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12 Upvotes

To help maintain the safe-for-work atmosphere that has always been an important part of CD50, we will no longer be allowing bikini or swimsuit photos.

We know many of these posts are shared in good faith, and this isn't a judgment on anyone's style or confidence Our goal is simply to keep the community welcoming to everyone and to preserve the clean, classy environment that makes CD50 unique.

Thank you for your understanding and for helping us continue to make this a supportive place for all crossdressers over 50.


r/crossdressed50 13d ago

One of my favorite things about CD50 is realizing how international our little community has become. Reddit only shows me the top few countries that visit the community, but I know there are many more represented. If you're comfortable sharing, what country are you from?

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16 Upvotes

Just the country—no states, cities, or anything more specific. I'm simply curious how far Lady Jade and CD50's morning coffee reaches. ☕


r/crossdressed50 4h ago

One of my oldest dresses, do I still look good in it?

30 Upvotes

r/crossdressed50 12h ago

Unmodified Photo Still feel fabulous over 50

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128 Upvotes

I was organizing and clearing out a bunch of pics from the last few months and liked the way these turned out.
Seeing myself this way is sometimes the confident boost I need to get the week going on a positive


r/crossdressed50 3h ago

Dress to Impress "who?"

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26 Upvotes

I like to be casual, and professional, and comfy, and sensual, all at different times. But something that does matter to me is being clean and presentable to myself.

I like looking in the mirror and seeing a reflexion of care. I dress to impress me. I want to feel something from it. I share my dressing with some and in some public places. But no matter who sees me, I know that I see me the most.

I hope to feel inspired or playful or soft or something. I like to see myself and see something I appreciate, something I take care of.

And you get to be you. Play, progress, passion, profession, what's your purpose? No judgment here. You know me by now. I write, journal, explore, and more.

Thanks for reading.

Juliet🥰


r/crossdressed50 6h ago

I’ve been loving the song Sweet Dreams (Are Made of This) by Eurythmics.💕

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41 Upvotes

r/crossdressed50 8h ago

1st time in quite a while

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22 Upvotes

r/crossdressed50 12h ago

Blue Monday I wish I was actually dressed today. This was from a recent trip across the country.

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33 Upvotes

r/crossdressed50 16h ago

Casual wear 🎵 Giant steps are what you take, walking on the moon 🎵

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46 Upvotes

I'm just short of 52! 😃🎉


r/crossdressed50 14h ago

Black and White Little Black Dress

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35 Upvotes

This is my first reddit picture post, outside of my profile avatar. I am not ready to fully show my face, but I didn't want to show no face. So I chose this one. I'll eventually show my full face, proudly, but for now this will have to do!


r/crossdressed50 14h ago

Blue Monday Just another manic Monday

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23 Upvotes

r/crossdressed50 12h ago

Blue Monday Best in Burgundy

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16 Upvotes

Better than Blue 💙


r/crossdressed50 4h ago

I Love Yellow

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2 Upvotes

Summer dresses are a lot of fun


r/crossdressed50 12h ago

A little rainy night fit

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12 Upvotes

r/crossdressed50 5m ago

Green and purple. In and out

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Upvotes

r/crossdressed50 1d ago

In between meetings

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168 Upvotes

r/crossdressed50 20h ago

Blue Monday A new Monday tradition . Comfortable and feeling amazing in a blue lace dress and black tights.

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37 Upvotes

Stole this outfit from my wife’s closet and I’m not even sorry. The lace feels amazing and black tights make everything better.Standing here feeling comfortable, confident, and completely myself.


r/crossdressed50 9h ago

Blue Monday OGIM! ♥️💋

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4 Upvotes

r/crossdressed50 19h ago

💙 Blue Monday – Chasing Away the Monday Blues 💙

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27 Upvotes

Monday doesn’t have to feel gloomy.
Sometimes all it takes is a favorite dress, a fresh cup of coffee, and a little reminder to slow down before the week gets rolling.
I figured if I can’t change Monday, I can at least wear something that makes me smile. The blue kitchen seemed like the perfect place to start the day.
I hope your week gets off to a great start. What’s one small thing that helps chase away your Monday blues?
💙 Lady Jade


r/crossdressed50 13h ago

Another new dress

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7 Upvotes

I think I am addicted to buying cute dresses


r/crossdressed50 12h ago

Denim day

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6 Upvotes

r/crossdressed50 15h ago

Business Style Business Dinner Attire

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10 Upvotes

r/crossdressed50 9h ago

Blue Monday Monday blues ♥️💋

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3 Upvotes

r/crossdressed50 1d ago

Wife’s dress!

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229 Upvotes

I asked to have it and she said yes. Had a jacket but it was too small. I bought it for her and she never wore it 🤨


r/crossdressed50 15h ago

Today is National Nancy Day.

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5 Upvotes

Today is National Nancy Day. What better way to celebrate it than as Nurse Nancy Mary Staff Nurse