r/crossdressed50

5,248 subscribers

A place to discuss dressing, passing, and constructive criticism for the 50 and above ladies. We want to see your complete outfits. Share your photos but please, let’s keep it clean & classy.

Post as many photos as you like… NSFW photos WILL BE deleted.
All pictures must be SFW.

Notice: This subreddit is not actively monitored, so the posts here are only a small subset of what exists on reddit.

Browse by flair

Modified Photo Modified photos Out and About Red Wednesday Funday Thursday Unmodified Photo Artsy Style 🩷Wednesday is for Pink🩷 Mob wife style Business Casual Style Casual wear Floral Sunday Moderator Award/best dressed award.

New Top (24hr) Top (Week) Top (Month)

to r/crossdressed50 by Responsible_Kiwi_978

1 week ago

Goodnight luvs

Posted by Responsible_Kiwi_978

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to r/crossdressed50

1 week ago

to r/crossdressed50 by LaceyGurlPgh

1 week ago

Mini Skirt & Cute Top

Artsy Style

Posted by LaceyGurlPgh

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50%

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8 months

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3,652

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1,989

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to r/crossdressed50

1 week ago

to r/crossdressed50 by socks027

1 week ago

Still dressing

Posted by socks027

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267

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to r/crossdressed50

2 weeks ago

to r/crossdressed50 by Responsible_Kiwi_978

1 week ago

Good evening

Posted by Responsible_Kiwi_978

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100%

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3 years

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Yes

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6,483

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4,204

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2,279

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to r/crossdressed50

2 weeks ago

to r/crossdressed50 by LaceyGurlPgh

1 week ago

New Hair … Yay or Nay?

Posted by LaceyGurlPgh

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50%

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8 months

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3,652

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1,989

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to r/crossdressed50

2 weeks ago

to r/crossdressed50 by Responsible_Kiwi_978

1 week ago

Good morning and happy new year. Pink or blonde?

Posted by Responsible_Kiwi_978

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100%

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3 years

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6,483

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4,204

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2,279

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to r/crossdressed50

2 weeks ago

to r/crossdressed50 by LaceyGurlPgh

1 week ago

Warm and Cold December

Artsy Style

Posted by LaceyGurlPgh

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50%

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8 months

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Yes

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3,652

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1,989

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to r/crossdressed50

2 weeks ago

to r/crossdressed50 by Responsible_Kiwi_978

1 week ago

Hey babes

Posted by Responsible_Kiwi_978

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100%

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3 years

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4,204

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2,279

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to r/crossdressed50

2 weeks ago

to r/crossdressed50 by Responsible_Kiwi_978

1 week ago

Good evening babes

Posted by Responsible_Kiwi_978

Account Strength

100%

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3 years

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Yes

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6,483

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4,204

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2,279

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to r/crossdressed50

3 weeks ago

to r/crossdressed50 by Responsible_Kiwi_978

1 week ago

Hey luvs

Posted by Responsible_Kiwi_978

Account Strength

100%

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3 years

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Yes

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6,483

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4,204

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2,279

Profile updated: 1 day ago

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to r/crossdressed50

3 weeks ago

to r/crossdressed50 by Responsible_Kiwi_978

1 week ago

Merry Christmas

Posted by Responsible_Kiwi_978

Account Strength

100%

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3 years

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Yes

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Total Karma

6,483

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4,204

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2,279

Profile updated: 1 day ago

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to r/crossdressed50

3 weeks ago

to r/crossdressed50 by Responsible_Kiwi_978

1 week ago

Yes I'm 55!

Posted by Responsible_Kiwi_978

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100%

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3 years

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Yes

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6,483

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4,204

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2,279

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to r/crossdressed50

3 weeks ago

to r/crossdressed50 by LaceyGurlPgh

1 week ago

Merry Christmas

Posted by LaceyGurlPgh

Account Strength

50%

Account Age

8 months

Verified Email

Yes

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Total Karma

3,652

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1,989

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1,663

Profile updated: 1 day ago

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to r/crossdressed50

3 weeks ago

to r/crossdressed50 by moleman54

3 weeks ago

Any tips on the best make up i should be using

🩷Wednesday is for Pink🩷

Posted by moleman54

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70%

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2 years

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951

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612

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339

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to r/crossdressed50

3 weeks ago

to r/crossdressed50 by moleman54

3 weeks ago

Any tips on the best make up i should be using

🩷Wednesday is for Pink🩷

Posted by moleman54

Account Strength

70%

Account Age

2 years

Verified Email

Yes

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Total Karma

951

Link Karma

612

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339

Profile updated: 5 days ago

Posts updated: 1 week ago

to r/crossdressed50

3 weeks ago

to r/crossdressed50 by amber_gemstatediva

4 weeks ago

Going green 💚

Posted by amber_gemstatediva

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3 years

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to r/crossdressed50

4 weeks ago

to r/crossdressed50 by Responsible_Kiwi_978

4 weeks ago

Having fun today! And yes I'm 55!

Posted by Responsible_Kiwi_978

Account Strength

100%

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3 years

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Yes

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6,483

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4,204

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2,279

Profile updated: 1 day ago

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to r/crossdressed50

1 month ago

to r/crossdressed50 by amber_gemstatediva

4 weeks ago

Sweater weather

Posted by amber_gemstatediva

Account Strength

100%

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3 years

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Yes

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Total Karma

107,828

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100,282

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7,417

Profile updated: 1 day ago

Posts updated: 4 weeks ago

to r/crossdressed50

1 month ago

to r/crossdressed50 by LaceyGurlPgh

1 week ago

Feeling Feminine & Pretty

Posted by LaceyGurlPgh

Account Strength

50%

Account Age

8 months

Verified Email

Yes

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Total Karma

3,652

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1,989

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1,663

Profile updated: 1 day ago

Posts updated: 1 week ago

to r/crossdressed50

1 month ago

to r/crossdressed50 by Responsible_Kiwi_978

4 weeks ago

Good evening luvs

Posted by Responsible_Kiwi_978

Account Strength

100%

Account Age

3 years

Verified Email

Yes

Verified Flair

Total Karma

6,483

Link Karma

4,204

Comment Karma

2,279

Profile updated: 1 day ago

Posts updated: 1 day ago

to r/crossdressed50

1 month ago

to r/crossdressed50 by amber_gemstatediva

4 weeks ago

Picked up this blouse from Kohl's and paired it with a leather skirt from Torrid. I can't resist being a redhead either 😁

Moderator Award/best dressed award.

Posted by amber_gemstatediva

Account Strength

100%

Account Age

3 years

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Yes

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Total Karma

107,828

Link Karma

100,282

Comment Karma

7,417

Profile updated: 1 day ago

Posts updated: 4 weeks ago

to r/crossdressed50

1 month ago

to r/crossdressed50 by LaceyGurlPgh

1 week ago

Transformation

Posted by LaceyGurlPgh

Account Strength

50%

Account Age

8 months

Verified Email

Yes

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Total Karma

3,652

Link Karma

1,989

Comment Karma

1,663

Profile updated: 1 day ago

Posts updated: 1 week ago

to r/crossdressed50

1 month ago

to r/crossdressed50 by amber_gemstatediva

4 weeks ago

Black lace dress

Posted by amber_gemstatediva

Account Strength

100%

Account Age

3 years

Verified Email

Yes

Verified Flair

Total Karma

107,828

Link Karma

100,282

Comment Karma

7,417

Profile updated: 1 day ago

Posts updated: 4 weeks ago

to r/crossdressed50

1 month ago

to r/crossdressed50 by sissyystephanieswfl

1 month ago

Fun with insomnia

Posted by sissyystephanieswfl

Account Strength

80%

Account Age

3 years

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Yes

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Total Karma

3,030

Link Karma

1,399

Comment Karma

1,631

Profile updated: 6 days ago

Posts updated: 3 weeks ago

to r/crossdressed50

1 month ago

to r/crossdressed50 by LaceyGurlPgh

1 week ago

Here’s to True Happiness

Posted by LaceyGurlPgh

Account Strength

50%

Account Age

8 months

Verified Email

Yes

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Total Karma

3,652

Link Karma

1,989

Comment Karma

1,663

Profile updated: 1 day ago

Posts updated: 1 week ago

to r/crossdressed50

1 month ago