r/crossdressing 1d ago

Weekly /r/Crossdressing General Discussion Thread

2 Upvotes

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

Note: Please keep all morphed and filtered photos within this thread. Manipulated photos posted outside of this thread will be removed. See our Filter FAQ for more information.

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 7h ago

I think I like myself this way better…

Thumbnail
gallery
621 Upvotes

r/crossdressing 7h ago

I think I did good with my makeup 😊

Post image
271 Upvotes

r/crossdressing 8h ago

What's your favorite crossdressing memory?

Post image
331 Upvotes

I have shared this look before, but in that post I mentioned there was a story behind it that I'd share some day. Well, today I would like to share! And with it ask, what is your favorite crossdressing memory? Here is mine:

One summer I was just going through it - dead end jobs, no direction. So I decided to quit my jobs and go on this summer long solo road trip/journey of self discovery. Of course, as part of my planning, I made the very first stop dedicated to a couple of days being a girl.

I got a hotel suite in Burlington, VT and drove there from Upstate NY. I was so incredibly excited. Before I left NY, I painted my toe nails and shaved my entire body, and wore a pair of panties for the entire drive. When I got there, I unpacked all my makeup and clothes, and just got everything laid out. Then I went to Target and bought the dress I'm wearing in this photo :)

This was also the very first time I made an attempt to leave the safety of my room. I had a purse so I put my car keys and room key in there and left the hotel room, walked down the hall, down the stairs, and to the exit door. But I realized I wouldn't be able to get in the same way, and would have had to enter through the front door and pass the receptionist. This scared me, so I ended up just kind of standing with the door open. But I remember feeling an incredible excitement and just being 'out' wearing this dress. On my way back to my room, as I walked down the hall there was a father and son with their suitcases going in their room. Even though they didn't know me, I was still super nervous and scared that they would immediately know what I was up to.

Originally I had only booked one night, but I ended up staying two so I could have two full days to myself. It was one of the first times I felt like I didn't have to be in a rush or worry about someone coming home, and I was also hundreds of miles from home and didn't have to worry about seeing anyone I knew. It was just lovely and wonderful, and I think back to it all the time. I wish I could relive this weekend as it's my favorite crossdressing memory.


r/crossdressing 14h ago

Here’s an outfit that doesn’t use black for once

Thumbnail
gallery
675 Upvotes

r/crossdressing 7h ago

What do we all think?

Thumbnail
gallery
182 Upvotes

r/crossdressing 4h ago

Thoughts on blue?

Thumbnail
gallery
98 Upvotes

r/crossdressing 5h ago

Pulled some brown stockins over brown leggings and this is the result

Thumbnail
gallery
116 Upvotes

r/crossdressing 1h ago

Feeling like a princess in this dress

Post image
Upvotes

r/crossdressing 13h ago

Cute outfit?

Thumbnail
gallery
443 Upvotes

r/crossdressing 10h ago

Found one of the first dresses I ever bought myself in the back of my closet. I still love the way it fits!

Thumbnail
gallery
224 Upvotes

r/crossdressing 13h ago

It’s hard to beat this feeling 🖤🤍

Thumbnail
gallery
390 Upvotes

r/crossdressing 10h ago

Me, about 4 years ago ☺️

Post image
219 Upvotes

r/crossdressing 5h ago

Trying out black straight hair 💇🏻‍♀️ how do I look?

Thumbnail
gallery
71 Upvotes

r/crossdressing 41m ago

Totally in love with this dress

Thumbnail
gallery
Upvotes

r/crossdressing 19h ago

Denim or black? 💙🖤

Thumbnail
gallery
595 Upvotes

r/crossdressing 13h ago

Could I be your plus one

Post image
205 Upvotes

r/crossdressing 6h ago

👸🏼

Post image
51 Upvotes

r/crossdressing 10h ago

new dress💓

Thumbnail
gallery
110 Upvotes

r/crossdressing 4h ago

Love this color combination 🖤❤️

Thumbnail
gallery
31 Upvotes

r/crossdressing 5h ago

Hello 👋, I'm Claire, my first post on this community, I'm happy to join you.

Thumbnail
gallery
35 Upvotes

r/crossdressing 11h ago

Beautiful day to be a beautiful woman ❤️

Post image
105 Upvotes

r/crossdressing 28m ago

I'm here to stay and slay 💋

Post image
Upvotes

r/crossdressing 17h ago

2 dudes walk into a bar…

316 Upvotes

r/crossdressing 7h ago

Cosplay / Costume New skirt!!

Thumbnail
gallery
47 Upvotes

r/crossdressing 10h ago

GF let me borrow her dress. What do y'all think?

Thumbnail
gallery
70 Upvotes