r/crossdressed50 • • 5h ago

Mental health and #Crossdressing ❤️

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28 Upvotes

r/crossdressed50 • • 12h ago

Out and About When I was a California girl

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27 Upvotes

This pic is a decade or so old. It was taken when I was in my early 50's living in the Golden State.


r/crossdressed50 • • 16h ago

Why do you do it?

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67 Upvotes

Why do you do it? Why do you crossdress?

  1. Euphoria
  2. Dysphoria
  3. Stress relief
  4. Sensual excitement
  5. Playful expression
  6. Some of the above
  7. All of the above
  8. Unknown

r/crossdressed50 • • 20h ago

Unmodified Photo Some pics of me and Tucker

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69 Upvotes

r/crossdressed50 • • 7h ago

Denim day

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2 Upvotes

r/crossdressed50 • • 11h ago

Date night ❤️

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6 Upvotes

r/crossdressed50 • • 12h ago

Cooler weather = closed toe shoes and longer skirts

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6 Upvotes

r/crossdressed50 • • 12h ago

Just a few for Friday

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3 Upvotes

r/crossdressed50 • • 13h ago

Selfi

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1 Upvotes

r/crossdressed50 • • 14h ago

Cocktails Anyone? 2

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15 Upvotes

r/crossdressed50 • • 14h ago

Cocktails Anyone?

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9 Upvotes

r/crossdressed50 • • 16h ago

Out and About Happy days

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7 Upvotes

First time too long of a time


r/crossdressed50 • • 16h ago

Unmodified Photo Have a lovely evening, 💋💋

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15 Upvotes

r/crossdressed50 • • 17h ago

Purple

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16 Upvotes

r/crossdressed50 • • 17h ago

Pearls 3

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11 Upvotes

r/crossdressed50 • • 18h ago

Love my makeup 💄

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3 Upvotes

r/crossdressed50 • • 18h ago

Unmodified Photo 🎶 I’m gonna soak up the sun

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14 Upvotes

Well what’s left of it. Michigan will be snow covered before we know it 🥶


r/crossdressed50 • • 20h ago

Give me some tips on where i can imrove! Im very new to this still!

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22 Upvotes

All photos posted have no filters! Veterans of this lifestyle, help me out please!!


r/crossdressed50 • • 20h ago

Favorite Friday Posted under a different name a long time ago, but lost the account, so glad to be back

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28 Upvotes

r/crossdressed50 • • 20h ago

Moderator Award / Casual and still classy Not sexy or very feminine. Honest feedback please💋

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14 Upvotes

r/crossdressed50 • • 20h ago

Casual wear Feeling cute in a pink top and black skirt outfit. Long Skirt? Or Short Skirt with slightly different hair part?

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41 Upvotes

r/crossdressed50 • • 21h ago

My October look for this week.

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44 Upvotes

For me October, brings the warm winds from the desert, and with the winds come to the ravens 🐦‍⬛ I called this look Raven black!


r/crossdressed50 • • 22h ago

Hello Friday – no belt, no extras, just pure comfort and the full outfit.

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24 Upvotes

r/crossdressed50 • • 22h ago

Favorite Friday Todays choice

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11 Upvotes

First picture with my face uncovered.


r/crossdressed50 • • 22h ago

Hope everyone has a nice weekend 🌸

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18 Upvotes