r/crossdressing • • 1d ago

Weekly /r/Crossdressing General Discussion Thread

3 Upvotes

Talk about whatever you want here, cross-dressing related or not!

Previous threads can be found here: archive

PLEASE BE AWARE: Subreddit rules still apply in this thread! Be nice, keep it SFW, and don't be gross - just like everywhere else on this subreddit, this is not a space for cruising or hookups!


r/crossdressing • • 8d ago

Weekly /r/Crossdressing General Discussion Thread

7 Upvotes

Talk about whatever you want here, cross-dressing related or not!

Previous threads can be found here: archive

PLEASE BE AWARE: Subreddit rules still apply in this thread! Be nice, keep it SFW, and don't be gross - just like everywhere else on this subreddit, this is not a space for cruising or hookups!


r/crossdressing • • 3h ago

Halloween 2026 Jinkies!!! Daphne Blake from Scooby-Doo for Halloween look #1 💜 Wanna see more?

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369 Upvotes

r/crossdressing • • 3h ago

Went shopping recently and came away with this new dress. Is it a keeper? 🍷 💋 ❤️

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172 Upvotes

r/crossdressing • • 1h ago

Sometimes the selfie just hits 🖤

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• Upvotes

r/crossdressing • • 5h ago

Halloween 2026 Who wants me to write their name in my cute book?😘🖤

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109 Upvotes

r/crossdressing • • 5h ago

Okay girls, I think I'm having a pink moment! 💗🥰 What do we think of this look?

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85 Upvotes

r/crossdressing • • 2h ago

First Time Post Good morning!!

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35 Upvotes

Hello! I’m Sara. I’ve dressed my entire life. Im closeted, but have ventured out many times. Mostly nature walks, no public interactions as Im not passable, but I don’t have an urge to do so. I’m happy and content with anytime I can be Sara, be me.
I always try to be kind and uplifting. I love this community for us and wish everyone happiness and belonging. Pics are a recent maxi skirt I got. I’m absolutely in love with it! I could wear it every day! My top is just a men’s undershirt tank top. Any suggestions on cute top to pair with skirt welcome!
Wishing everyone a fantastic day!
XOXO -Sara


r/crossdressing • • 21h ago

Halloween 2026 I’ve got a wand and I ain’t afraid to use it 🧚

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1.0k Upvotes

My fairy/elf mish mash outfit for Halloween ☺️


r/crossdressing • • 3h ago

I went playing pool with some friends yesterday and it was so much fun 😽🌸

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34 Upvotes

r/crossdressing • • 10m ago

Out in Public A few guys tried hitting on me... Unbeknownst to them that I'm just like them

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• Upvotes

r/crossdressing • • 17h ago

No pumpkin patch but I still wanted to try a cute fall fit :)

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474 Upvotes

r/crossdressing • • 6h ago

Very secretarial of me..

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64 Upvotes

r/crossdressing • • 1h ago

Is this outfit too loud??

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• Upvotes

r/crossdressing • • 11m ago

Outfit Showcase I luv Spooky season👻

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• Upvotes

r/crossdressing • • 47m ago

Outfit Showcase Anyone else love Autumn styles? 🍁

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• Upvotes

r/crossdressing • • 2h ago

Outfit Showcase I’m really liking this outfit❤️

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24 Upvotes

r/crossdressing • • 12h ago

Story / Experience My third full makeup try out and second time taking a walk outside.

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124 Upvotes

r/crossdressing • • 9h ago

Just a little more black 🖤

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76 Upvotes

Abbie...


r/crossdressing • • 18h ago

Halloween 2026 A whole new world 🩵🧞‍♂️

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387 Upvotes

r/crossdressing • • 24m ago

Careful, babe… this red dress comes with distractions. 🔥

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• Upvotes

r/crossdressing • • 8h ago

Felt cute today🤭

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54 Upvotes

r/crossdressing • • 2h ago

Hi girls, it’s been forever

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17 Upvotes

Miss you girls!!!😘😘


r/crossdressing • • 14h ago

Brave enought to post my face now

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148 Upvotes

Waited like 10 years to really show the world that I'm a CD 🙈


r/crossdressing • • 3h ago

Outfit of the day 🩵💙

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17 Upvotes