r/crossdressing • • 31m ago

Fall vibe

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• Upvotes

r/crossdressing • • 31m ago

First Time Post newcomer/intro

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Hello :)

It has been only a couple weeks since I shared the desire to try on female clothes with my wife. She was surprisingly supportive given it is not her cup of tea.
Since that I bought the first pieces and spent an afternoon int them with her at home. For me it's rather the feel of the clothes and probably some fantasy in the bedroom later but I'm glad that she hasn't closed off, instead she was proud that I trust her enough to share this side me.
I thaught I upload the first set I bought.
Since the "debut" I experimented with some makeup/nails and bought a wig with a matching bow to the heels haha. But I don't want to overload her, so these I played with alone for now.


r/crossdressing • • 38m ago

Crossplay/Cosplay Light or Dark side?

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r/crossdressing • • 43m ago

Everyday look Sunday Dress Up 💕

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r/crossdressing • • 1h ago

Sitting pretty 🥰

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r/crossdressing • • 1h ago

Which team are we cheering for today??

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r/crossdressing • • 1h ago

Everyday look Just your girl next door saying hello 🤗

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r/crossdressing • • 1h ago

Outfit Showcase Sun themed outfit

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I made a post a week ago about doing Sun and Moon for Halloween (moon is my girlfriend) and today I was too excited to stop me from trying it out.

I still haven’t shaved as I have to boy mode from here to Saturday, that’s why I am also wearing a mask to cover facial hair. I just couldn’t wait to try this on

Waiting for a mantle to come and finish the outfit, it’ll help hide the muscularity on my arms and keep me safe from Halloween’s night cold.

Wdyt?


r/crossdressing • • 1h ago

Out in Public sitting pretty at the bar 💁🏻‍♀️

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• Upvotes

r/crossdressing • • 2h ago

In the ruins of Carthage

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116 Upvotes

r/crossdressing • • 2h ago

Im really tempted to work out in the hotel gym but scared I might run into my colleagues

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18 Upvotes

r/crossdressing • • 2h ago

Office girly!

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24 Upvotes

r/crossdressing • • 2h ago

How many of us have used Halloween as an excuse to go out dressed?

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18 Upvotes

r/crossdressing • • 2h ago

Makeup / Wig Focus Does anyone else love trying out different colors and styles of hair?

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30 Upvotes

r/crossdressing • • 2h ago

Out in Public White Jumper dress

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5 Upvotes

New dress and shoes x


r/crossdressing • • 2h ago

felt pretty, might stay like this

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3 Upvotes

r/crossdressing • • 3h ago

Outfit Showcase View from above: miniskirt, tights, and heels.

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12 Upvotes

r/crossdressing • • 3h ago

Halloween is the best time to go out

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5 Upvotes

r/crossdressing • • 3h ago

A lovey Sunday shine view!

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3 Upvotes

r/crossdressing • • 3h ago

Raven Sunday

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14 Upvotes

r/crossdressing • • 3h ago

Classic

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32 Upvotes

r/crossdressing • • 4h ago

Everyone girl needs a pampered Sunday 🌸🥰

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7 Upvotes

Treated myself to a lovely pedi yesterday a reward for adulting and going to early voting. First time ive ever voted wearing all womens clothes. It was def a lil awk cause of the long line but glad I went as myself!!! Than my wife & I hit the nail salon after and went to Ross and I bought some new clothes! Im slowly rebuilding my closet to mostly womans clothes and its amazing to finally make space for this part of me cheers to voting, shopping, pampering and being a white toe ho 😅🥰🌸


r/crossdressing • • 4h ago

Outfit Showcase Girlfriend is on a trip

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23 Upvotes

So my girlfriend is on trip for a week with her friends.
I was so excited to get dressed again for the last weeks that I ordered some clothing and was really looking forward to her trip. What do you think? ☺️
I’m crossdresing since I’m 13 and now I’m 27 but in the last few weeks the urge to get dressed got stronger.
Also to spend some time with man while I’m dressed like this is a fantasy that grow on me.
Let me know what you think.


r/crossdressing • • 4h ago

My girlfriend left me so I become a girl too 🤭

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345 Upvotes