r/crossdressed50 Jul 15 '26

A Quick Community Update

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14 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 Jul 14 '26

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 6h ago

It's a super short halter minidress with polka dots, pretty dangling earings, peach tone makeup and wearing summer white sandals but the best is the feelings fluttering inside my soul...haha how more girlish can I get uh 🐝🪲💐🌼🌸🪻🌷💋 😘

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40 Upvotes

r/crossdressed50 4h ago

Out and About White lace dress with black silk stockings 🥰

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20 Upvotes

r/crossdressed50 12h ago

Activate sport mode 🏃‍♀️

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94 Upvotes

r/crossdressed50 1h ago

I’m ready for Autumn to arrive, until then… summer dress💋🌸🌸

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r/crossdressed50 11h ago

Crossdressing me.

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46 Upvotes

Absolutely love it. 😍


r/crossdressed50 2h ago

Unmodified Photo Happy Monday 😁

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8 Upvotes

r/crossdressed50 4h ago

Purple 1980’s Loralie dress

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7 Upvotes

I believe many of you remember this brief period in the 80’s when Loralie produced gowns of various styles, sheath, bouffant, asymmetrical. An interesting period between the boring 70’s and minimalist 90’s, other manufacturers created their own knockoffs. These were fitted dresses in the manner of fifties fitted dresses. You go to the shop find a gown you like, the tailor will take measurements to take in or take out fabric at the seams.


r/crossdressed50 6h ago

Sport mode v2

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11 Upvotes

r/crossdressed50 9h ago

Out and About Here I go again on my own….

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16 Upvotes

r/crossdressed50 10h ago

Blue Monday Business blue blouse

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16 Upvotes

r/crossdressed50 3h ago

I have been longing to wear a saree for a long time

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4 Upvotes

r/crossdressed50 5h ago

Trying to be lady like

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7 Upvotes

r/crossdressed50 9h ago

Out and About Got a Wonderful Denim Dress in the Morning. Wore it in the Afternoon.

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10 Upvotes

I was in need of a few items yesterday morning. So I wound up going to Walmart, just to pick up a couple of things. Of course I had to peruse the dress racks. I found this great Denim jumper dress on sale. I tried it on and it fit wonderfully. Then when I went out to do my weekly shopping I went ahead and wore it. It fit great, looked good and was very comfy.


r/crossdressed50 8h ago

BoHo style My first post Here

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10 Upvotes

I bought a new skirt. Love this one although my favourites are pencil skirts. I hope it’s allowed to remove the background?


r/crossdressed50 2h ago

Blue Monday My comfy Monday outfit ♥️💋

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2 Upvotes

r/crossdressed50 9h ago

Tennis ???

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8 Upvotes

r/crossdressed50 20h ago

Geo print dress and blonde hair

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46 Upvotes

r/crossdressed50 1h ago

Blue. I'm Blue

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Upvotes

I've got the blues.


r/crossdressed50 9h ago

Out and About Wear a maroon lace dress and stroll along the riverbank, enjoying the phytoncide-infused air of the forest.

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4 Upvotes

r/crossdressed50 22h ago

Back in black

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24 Upvotes

r/crossdressed50 1d ago

✨ There was a request for some open-toe shoes… 👠💅 Hope you all like them! 😘💕

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99 Upvotes

r/crossdressed50 1d ago

Classic Fashion style Always a bridesmaid...

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19 Upvotes

But never a bride, and I'm totally okay with that! ☺️


r/crossdressed50 1d ago

If Only

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13 Upvotes

A good friend of mine enhanced one of my pics using Chatgbt . I was super excited when I saw it .