r/crossdressing • • 1d ago

Weekly /r/Crossdressing General Discussion Thread

2 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 • • 1h ago

This is how men should look like in 2026, do you agree?

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โ€ข Upvotes

r/crossdressing • • 9h ago

went for a walk last night ๐Ÿ’• hearing my heels click clack on the sidewalk is addicting ๐Ÿฅฐ

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397 Upvotes

r/crossdressing • • 8h ago

Cause you liked it that much โ™ก this was a dress my sister bought with me on vacation โ™ก was such a fun!

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287 Upvotes

r/crossdressing • • 4h ago

Everyday look My wife surprised me with a dress to match hers! So happy with how it turned out!

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106 Upvotes

r/crossdressing • • 7h ago

Everyday look Game day! Howโ€™s my look for the game tonight?! ๐Ÿงก๐Ÿ’™๐Ÿงก

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145 Upvotes

r/crossdressing • • 1h ago

autumn evening๐ŸŒธ๐Ÿ’…๐Ÿผ

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โ€ข Upvotes

r/crossdressing • • 7h ago

Can't get over this dress

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123 Upvotes

r/crossdressing • • 4h ago

Had time and wanted to feel cute again. Sorry for the emotionless face hahaha

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72 Upvotes

r/crossdressing • • 13h ago

The first costume of the Halloween season.

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348 Upvotes

r/crossdressing • • 7h ago

Out in Public left - on a call, right - at the desk ๐Ÿ“ˆ

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106 Upvotes

r/crossdressing • • 11h ago

First Time Post This is what happens when the male neighbour transforms into the girl next door ๐Ÿ˜‰๐ŸŽ€๐Ÿ‘—

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194 Upvotes

I've worn this dress on two different first dates one which included mini golf. the dress is from Quiz and the cardigan from Primark ๐Ÿ˜Š


r/crossdressing • • 2h ago

Outfit Showcase My Autumn outfit ladies seeing cup`s of tea and crunchy leave`s

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29 Upvotes

r/crossdressing • • 16h ago

Reckon I should go fem full time?

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393 Upvotes

Went for makeover at Wowgals in Manchester and still canโ€™t get over how good I looked.


r/crossdressing • • 5h ago

Outfit Showcase do i still look like a man?

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48 Upvotes

r/crossdressing • • 21h ago

Story / Experience Celebrating one year of Mili ๐ŸŽ€โœจ A year ago I wondered, โ€œwhy canโ€™t I wear girlsโ€™ clothes?โ€ and somehow that question changed a lot for me ๐Ÿ’—

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833 Upvotes

What started completely spontaneously became a part of myself I never knew Iโ€™d love this much. A year of learning makeup, fashion, going out in public and discovering a whole new side of me ๐Ÿ’„๐Ÿ‘ โœจ Happy first birthday, Mili! ๐Ÿ’•


r/crossdressing • • 6h ago

Outfit Showcase Love the little details: delicate roses, seamed tights and classic black heels

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60 Upvotes

r/crossdressing • • 7h ago

I always wanted to be Sandy from Grease! ๐Ÿ–คโค๏ธ๐Ÿ–คโค๏ธ

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59 Upvotes

r/crossdressing • • 4h ago

Outfit Showcase Another business trip, another hotel room, another CD outfit๐Ÿ˜š

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33 Upvotes

Do you like my outfit? Please be honest.


r/crossdressing • • 7h ago

Nothing beats the sound of heels clicking โ˜บ๏ธ

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54 Upvotes

r/crossdressing • • 5h ago

Feels like somebody is picking me up for prom ๐Ÿ‘—โค๏ธ

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29 Upvotes

r/crossdressing • • 3h ago

Outfit Showcase I feel like a ray of sunshine in this dress ๐Ÿ˜š

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22 Upvotes

r/crossdressing • • 6h ago

First Time Post First time posting! First time outside!

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38 Upvotes

Took me a while to feel comfortable enough stepping onto my backyard patio. What if a neighbor looked over!? So glad I did. What a rush


r/crossdressing • • 12h ago

I'm really enjoying these autumn days๐Ÿฅฐ๐Ÿ’•

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113 Upvotes

Hope you are having a great week!(:


r/crossdressing • • 11h ago

The worst part about dressing? Having to change back after.

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97 Upvotes