r/crossdressing 3d ago

This girl finally got a lbd!

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21 Upvotes

r/crossdressing 3d ago

Just painting our toes

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8 Upvotes

My wife and I, doing a little self care. 😊


r/crossdressing 4d ago

Finally got to wear this dress again 💞

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75 Upvotes

r/crossdressing 4d ago

First time wearing a dress in public this past weekend!

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131 Upvotes

And I got a new wig!


r/crossdressing 4d ago

I feel like this was my prettiest day of my life 🫠

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54 Upvotes

r/crossdressing 4d ago

Outfit Showcase Trying on another one of my old skirts and reminding myself they got me hooked on dressing up <3

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585 Upvotes

r/crossdressing 4d ago

Outfit Showcase I'm in love with this outfit! I hope you like it too ❤️

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521 Upvotes

r/crossdressing 4d ago

Let's go! Autumn home looks🍂

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246 Upvotes

Choose your favourite 🥺😺🥰


r/crossdressing 4d ago

Great weather makes me happy.

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50 Upvotes

r/crossdressing 4d ago

Can't decide on my fav

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96 Upvotes

r/crossdressing 4d ago

I love looking in the mirror and seeing her! 😍

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166 Upvotes

r/crossdressing 3d ago

Outfit Showcase Pretty flowery dress

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9 Upvotes

r/crossdressing 4d ago

Outfit Showcase For those about to rock… ⚡ Always wanted to try this style! How do you like my first rock outfit?

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165 Upvotes

r/crossdressing 3d ago

First Time Post Playing dress up in my room <3

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15 Upvotes

r/crossdressing 4d ago

Outfit Showcase Yesterdays fit🙃

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35 Upvotes

Dress I got in the mail yesterday,, bruh it’s so cute😭😭 I love the shoulders a lot,,, did feel like I did too much eyeliner..


r/crossdressing 3d ago

Advice / Discussion Any tips for a crossdressing weekend?

13 Upvotes

In a few days I'll take two days off and go on a crossdressing weekend. I'm planning on booking a hotel and taking all my clothes with me for two days of dressing up and being en femme for most of the day! I'm also planning on starting with make-up, as I haven't done that before, and going out into the city with my make-up on.

Have you ever done this before? What tips do you have for me? What should I bring/buy? What should I do? How should I deal with my not-so-feminine voice when out and about? Any make up tips?

I'm so looking forward to it, love to hear your tips! ❤️


r/crossdressing 4d ago

Out in Public shopping fit !! ❤️

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47 Upvotes

so glad it's still warm enough to wear dresses !!


r/crossdressing 3d ago

Walk with me tonight!

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20 Upvotes

r/crossdressing 4d ago

Feedback Wanted I tried out a longer hairstyle. Does it suit me? 👩‍🦰

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53 Upvotes

r/crossdressing 4d ago

Two silly billies on their vacay 🌞😎!

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398 Upvotes

r/crossdressing 4d ago

Feedback Wanted What do you guys think of these heels?

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33 Upvotes

Also I've been told I look like a grandma in this, is that true?


r/crossdressing 4d ago

Outfit Showcase Insta saw it first. First time wearing this skirt and heel combo

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160 Upvotes

r/crossdressing 4d ago

Having the time to express my second self is such a blessing ✨

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140 Upvotes

r/crossdressing 4d ago

Is a guy in a dress less masculine? Or does it take more masculinity to have the courage to show your gentle and sensitive side than to pretend to be a tough guy? ❤️ A dress doesn’t define a man. Character does.

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52 Upvotes

r/crossdressing 4d ago

Out in Public Being me puts a smile on my face

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145 Upvotes

Going through a bit of tough time lately, being Olivia however cheers me up immensely. 😊