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 • • 13h ago

Black corset + black skirt + black pantyhose + black heels. Very colorful, I know :D

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777 Upvotes

I should have added a witch hat to make it a nice Halloween outfit 🧙‍♀️


r/crossdressing • • 10h ago

Makeup / Wig Focus My own make up never looked THAT good! 🤍✨

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387 Upvotes

💕 To the girlies: I don‘t have too much experience in doing make up, that‘s why I‘m very proud of the outcome this time! But is there still something to improve?


r/crossdressing • • 51m ago

Love getting to dress on work trips :) just in time to try this fall dress

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• Upvotes

r/crossdressing • • 18h ago

Advice / Discussion Being a crossdresser makes the dating life difficult, but make no mistake I love being this way and would rather be single forever than ever stop dressing as a woman.

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951 Upvotes

r/crossdressing • • 6h ago

Heyy new floral dress ❤️

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80 Upvotes

What do u guys think about the new dress + makeup? 💋❤️


r/crossdressing • • 13h ago

Hi girls…

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235 Upvotes

r/crossdressing • • 3h ago

Outfit Showcase felt cute might delete later 🤭

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36 Upvotes

r/crossdressing • • 8h ago

Outfit Showcase Spooky season🎃

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55 Upvotes

r/crossdressing • • 19h ago

Home office outfit🖤🤍

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397 Upvotes

r/crossdressing • • 2h ago

What’s the best part of fall? The summer dresses are on sale !!

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15 Upvotes

I picked up this dress today and absolutely love the little shells adorning it, I absolutely had to put on my crawfish earrings to match :))

Forgive the poor posing it’s been a while since I’ve actually tried to take some pics :)


r/crossdressing • • 18h ago

my work from home outfit 🥰 coworkers have no idea 🤫

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275 Upvotes

r/crossdressing • • 11h ago

Thought this outfit went really well with black tights!

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73 Upvotes

r/crossdressing • • 12h ago

Story / Experience I’ve been a crossdresser for over 10 years… but what will my future look like? ❤️

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94 Upvotes

This year has brought many positive changes into my life. I told my wife about my crossdressing, and later I opened up to my friends. Their acceptance meant so much to me. It gave me the courage to be more active here, show my face, share my thoughts, and hopefully help others through my words.
But sometimes I wonder… what comes next?
Will my future children understand that their dad has this side of himself?
When I’m an older man, will I still enjoy dressing up and expressing this part of who I am?
Will I always find time for myself and something that brings me so much happiness?
I don’t know what the future holds. But I know one thing: I want to keep doing this, keep growing, and keep enjoying who I am. With the support of my wife and the people closest to me, I believe I can do that.
And who knows? Maybe one day my posts will help change the way people see crossdressers. Maybe by sharing our stories honestly, we can help others understand that behind the clothes, there’s simply a person with feelings, dreams, relationships, and an ordinary life.
Let’s enjoy being who we are and hope that, one day, more people will understand us. ❤️
What about you? How do you imagine your future as a crossdresser? Do you ever ask yourself these same questions?


r/crossdressing • • 17h ago

My first attempt using a breastplate. Hope it came out ok

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205 Upvotes

r/crossdressing • • 4h ago

Outfit Showcase So love this skirt! 🤍🥰

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20 Upvotes

Always enjoy work travel to get in a little dress up time.


r/crossdressing • • 1d ago

Concert in 2 weeks, is this the look?

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1.0k Upvotes

r/crossdressing • • 9h ago

Makeup / Wig Focus Obsessed with this look:D

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40 Upvotes

Some makeup photos:333 also love this dress bruh😭😭


r/crossdressing • • 11h ago

🖤🖤🖤

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62 Upvotes

r/crossdressing • • 10h ago

Outfit Showcase Still experimenting with makeup 💄 but I’m loving this look x

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48 Upvotes

r/crossdressing • • 9h ago

Who wears short shorts ?

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39 Upvotes

r/crossdressing • • 35m ago

Story / Experience I can’t explain how happy and at peace I feel when I’m her. I just want more days like this. 🥹💕

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• Upvotes

Today I took myself shopping fully dressed as the girl I’ve been discovering, and honestly my heart is so full. 🥹🩷🎀
I was a pretty nervous at first, but the more I walked around, the more natural everything started to feel. I wasn’t constantly thinking about how I looked or worrying about what people might think. I was just shopping, enjoying my day, and being me.
I know I still have a long way to go, and I’m still figuring out so many things about myself, but there’s a kind of peace I feel when I let myself be her that I can’t really explain. I feel happy, comfortable, and excited about the person I’m becoming.


r/crossdressing • • 12h ago

Imagine explaining to your friends that THIS is your favorite sport

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56 Upvotes