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 • • 2h ago

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

Post image
267 Upvotes

r/crossdressing • • 2h ago

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

Post image
141 Upvotes

r/crossdressing • • 4h ago

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

Post image
88 Upvotes

r/crossdressing • • 4h ago

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

Post image
82 Upvotes

r/crossdressing • • 20h ago

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

Thumbnail
gallery
1.0k Upvotes

My fairy/elf mish mash outfit for Halloween ☺️


r/crossdressing • • 16h ago

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

Thumbnail
gallery
463 Upvotes

r/crossdressing • • 5h ago

Very secretarial of me..

Post image
55 Upvotes

r/crossdressing • • 1h ago

First Time Post Good morning!!

Thumbnail
gallery
• 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 • • 0m ago

Too polished to care 🤷🏼‍♀️💅🏽

Post image
• Upvotes

r/crossdressing • • 1h ago

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

Thumbnail
gallery
23 Upvotes

r/crossdressing • • 11h ago

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

Thumbnail
gallery
120 Upvotes

r/crossdressing • • 17h ago

Halloween 2026 A whole new world 🩵🧞‍♂️

Thumbnail
gallery
379 Upvotes

r/crossdressing • • 8h ago

Just a little more black 🖤

Post image
71 Upvotes

Abbie...


r/crossdressing • • 1h ago

Outfit Showcase I’m really liking this outfit❤️

Post image
20 Upvotes

r/crossdressing • • 7h ago

Felt cute today🤭

Post image
49 Upvotes

r/crossdressing • • 1h ago

Hi girls, it’s been forever

Post image
• Upvotes

Miss you girls!!!😘😘


r/crossdressing • • 13h ago

Brave enought to post my face now

Post image
139 Upvotes

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


r/crossdressing • • 1h ago

Outfit of the day 🩵💙

Thumbnail
gallery
13 Upvotes

r/crossdressing • • 4h ago

Its my Birthday! 🥳🥰

Post image
21 Upvotes

r/crossdressing • • 11h ago

Outfit Showcase Every girl needs at least one leather skirt :)

Post image
77 Upvotes

r/crossdressing • • 4h ago

I fear for my other tops after I chopped this one and fell in love 🤣❤️

Post image
20 Upvotes

r/crossdressing • • 2h ago

Think work dresses might be my new fave thing!

Post image
12 Upvotes

r/crossdressing • • 11h ago

Outfit Showcase Polka dots are my favorite ☺️

Thumbnail
gallery
55 Upvotes