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

6 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 • • 6h ago

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

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531 Upvotes

r/crossdressing • • 3h ago

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

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245 Upvotes

r/crossdressing • • 6h ago

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

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213 Upvotes

r/crossdressing • • 4h ago

Sometimes the selfie just hits 🖤

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130 Upvotes

r/crossdressing • • 1h ago

On Wednesdays we wear pink!

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• Upvotes

r/crossdressing • • 54m ago

Halloween 2026 Knock, knock… where’s my treat? 🐈‍⬛💜

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• Upvotes

r/crossdressing • • 31m ago

Changing into something cute after work 👗🍁❤️

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• Upvotes

r/crossdressing • • 3h ago

Outfit Showcase I luv Spooky season👻

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55 Upvotes

r/crossdressing • • 8h ago

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

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139 Upvotes

r/crossdressing • • 2h ago

Went to get ice cream in town like so 🥰

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33 Upvotes

r/crossdressing • • 8h ago

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

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94 Upvotes

r/crossdressing • • 1h ago

Outfit Showcase Little black dress! 🖤 How do we like it?

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• Upvotes

r/crossdressing • • 1h ago

Sorry about the mess 😶

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• Upvotes

r/crossdressing • • 3h ago

Outfit Showcase Anyone else love Autumn styles? 🍁

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30 Upvotes

r/crossdressing • • 2h ago

Halloween 2026 hard to be a cheerleader, but easy to wear the cute outfit 📣

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23 Upvotes

r/crossdressing • • 1h ago

Crossplay/Cosplay Went to Ren Faire in girl mode for the first time, and it was life changing 🩷

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• Upvotes

r/crossdressing • • 5h ago

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

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42 Upvotes

r/crossdressing • • 4h ago

Is this outfit too loud??

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28 Upvotes

r/crossdressing • • 2h ago

I finally stepped outside en femme for the very first time! 🥹✨

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21 Upvotes

First time ever stepping out in public dressed up! Best feeling ever! I can't even begin to describe how nervous I was, but all that anxiety melted away the second I stepped outside, and it felt so amazing!


r/crossdressing • • 5h ago

First Time Post Good morning!!

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38 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 • • 9h ago

Very secretarial of me..

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77 Upvotes

r/crossdressing • • 1d ago

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

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1.1k Upvotes

My fairy/elf mish mash outfit for Halloween ☺️


r/crossdressing • • 20h ago

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

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492 Upvotes