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

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

to r/crossdressed50 by Mimik_chu_is_trans

8 hours ago

Just a nerdy emo girl

Casual wear

Posted by Mimik_chu_is_trans

Account Strength

50%

Account Age

3 weeks

Verified Email

Yes

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Total Karma

872

Link Karma

795

Comment Karma

Profile updated: 1 day ago

Posts updated: 8 hours ago

to r/crossdressed50

3 days ago

to r/crossdressed50 by LadyMoonWolf9

2 weeks ago

Dress up

Unmodified Photo

Posted by LadyMoonWolf9

Account Strength

20%

Account Age

2 months

Verified Email

Verified Flair

Total Karma

517

Link Karma

243

Comment Karma

274

Profile updated: 1 week ago

Posts updated: 1 day ago

to r/crossdressed50

3 weeks ago

to r/crossdressed50 by Sailor20001

2 weeks ago

Fashion decision!

Posted by Sailor20001

Account Strength

90%

Account Age

2 years

Verified Email

Yes

Verified Flair

Total Karma

6,834

Link Karma

1,274

Comment Karma

5,318

Profile updated: 1 day ago

Posts updated: 5 days ago

to r/crossdressed50

1 month ago

to r/crossdressed50 by Unlikely-Draw-5191

3 weeks ago

First post

Posted by Unlikely-Draw-5191

Account Strength

40%

Account Age

1 year

Verified Email

Yes

Verified Flair

Total Karma

423

Link Karma

Comment Karma

382

Profile updated: 18 hours ago

Posts updated: 7 hours ago

to r/crossdressed50

1 month ago

to r/crossdressed50 by Main-Bluebird2495

2 months ago

These feel so good on.

Posted by Main-Bluebird2495

Account Strength

60%

Account Age

1 year

Verified Email

Yes

Verified Flair

Total Karma

1,101

Link Karma

433

Comment Karma

668

Profile updated: 15 hours ago

Posts updated: 2 days ago

to r/crossdressed50

2 months ago

to r/crossdressed50 by Common-Egg6459

2 months ago

Sunday funday

Casual wear

Posted by Common-Egg6459

Account Strength

60%

Account Age

7 months

Verified Email

Yes

Verified Flair

Total Karma

1,264

Link Karma

959

Comment Karma

305

Profile updated: 4 days ago

to r/crossdressed50

2 months ago

to r/crossdressed50 by Sailor20001

2 weeks ago

Advice on laser hair removal?

Posted by Sailor20001

Account Strength

90%

Account Age

2 years

Verified Email

Yes

Verified Flair

Total Karma

6,834

Link Karma

1,274

Comment Karma

5,318

Profile updated: 1 day ago

Posts updated: 5 days ago

to r/crossdressed50

2 months ago

to r/crossdressed50 by Common-Egg6459

2 months ago

Long or short

Business Casual Style

Posted by Common-Egg6459

Account Strength

60%

Account Age

7 months

Verified Email

Yes

Verified Flair

Total Karma

1,264

Link Karma

959

Comment Karma

305

Profile updated: 4 days ago

to r/crossdressed50

2 months ago

to r/crossdressed50 by Common-Egg6459

2 months ago

Do blonds really have more fun?

Mob wife style

Posted by Common-Egg6459

Account Strength

60%

Account Age

7 months

Verified Email

Yes

Verified Flair

Total Karma

1,264

Link Karma

959

Comment Karma

305

Profile updated: 4 days ago

to r/crossdressed50

2 months ago

to r/crossdressed50 by Common-Egg6459

3 months ago

Hot Summer Fun

🩷Wednesday is for Pink🩷

Posted by Common-Egg6459

Account Strength

60%

Account Age

7 months

Verified Email

Yes

Verified Flair

Total Karma

1,264

Link Karma

959

Comment Karma

305

Profile updated: 4 days ago

to r/crossdressed50

3 months ago

to r/crossdressed50 by Common-Egg6459

3 months ago

Possible date night outfit?

Unmodified Photo

Posted by Common-Egg6459

Account Strength

60%

Account Age

7 months

Verified Email

Yes

Verified Flair

Total Karma

1,264

Link Karma

959

Comment Karma

305

Profile updated: 4 days ago

to r/crossdressed50

3 months ago

to r/crossdressed50 by -68andIOU1-

2 months ago

Last Night’s Nightie and Today’s Outfit

Floral Sunday

Posted by -68andIOU1-

Account Strength

80%

Account Age

3 years

Verified Email

Yes

Verified Flair

Total Karma

1,936

Link Karma

1,858

Comment Karma

Profile updated: 6 days ago

Posts updated: 2 months ago

to r/crossdressed50

3 months ago

to r/crossdressed50 by LaceyGurlPgh

3 months ago

Still Trying to Be Gurly

Out and About

Posted by LaceyGurlPgh

Account Strength

50%

Account Age

6 months

Verified Email

Yes

Verified Flair

Total Karma

2,531

Link Karma

1,202

Comment Karma

1,329

Profile updated: 2 days ago

Posts updated: 3 months ago

to r/crossdressed50

3 months ago

to r/crossdressed50 by Lizivae-CD

4 months ago

Posted by Lizivae-CD

Account Strength

50%

Account Age

4 months

Verified Email

Yes

Verified Flair

Total Karma

125

Link Karma

Comment Karma

Profile updated: 5 days ago

Posts updated: 4 months ago

to r/crossdressed50

4 months ago

to r/crossdressed50 by Katie2371

4 months ago

I hope this works here

Posted by Katie2371

Account Strength

90%

Account Age

4 years

Verified Email

Yes

Verified Flair

Total Karma

4,236

Link Karma

3,909

Comment Karma

175

Profile updated: 15 hours ago

Posts updated: 1 week ago

to r/crossdressed50

4 months ago

to r/crossdressed50 by Sissy_Lady

4 months ago

Posted by Sissy_Lady

Account Strength

20%

Account Age

11 months

Verified Email

Verified Flair

Total Karma

547

Link Karma

504

Comment Karma

Profile updated: 4 days ago

Posts updated: 4 months ago

to r/crossdressed50

4 months ago

to r/crossdressed50 by Rich_View_45

4 months ago

Unmodified Photo

Posted by Rich_View_45

Account Strength

10%

Account Age

5 months

Verified Email

Verified Flair

Total Karma

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Comment Karma

Profile updated: 3 days ago

Posts updated: 3 months ago

to r/crossdressed50

4 months ago

to r/crossdressed50 by LaceyGurlPgh

3 months ago

Got My First Date

Out and About

Posted by LaceyGurlPgh

Account Strength

50%

Account Age

6 months

Verified Email

Yes

Verified Flair

Total Karma

2,531

Link Karma

1,202

Comment Karma

1,329

Profile updated: 2 days ago

Posts updated: 3 months ago

to r/crossdressed50

4 months ago

to r/crossdressed50 by KayleighGirl1516

4 months ago

My Cocktail dress. Lets go for some drinks

Posted by KayleighGirl1516

Account Strength

60%

Account Age

1 year

Verified Email

Yes

Verified Flair

Total Karma

1,287

Link Karma

1,064

Comment Karma

223

Profile updated: 2 days ago

Posts updated: 4 months ago

to r/crossdressed50

4 months ago

to r/crossdressed50 by LaceyGurlPgh

4 months ago

35 Years Dressing

Modified photos

Posted by LaceyGurlPgh

Account Strength

50%

Account Age

6 months

Verified Email

Yes

Verified Flair

Total Karma

2,531

Link Karma

1,202

Comment Karma

1,329

Profile updated: 2 days ago

Posts updated: 3 months ago

to r/crossdressed50

4 months ago

to r/crossdressed50 by LaceyGurlPgh

4 months ago

Black & White

Modified photos

Posted by LaceyGurlPgh

Account Strength

50%

Account Age

6 months

Verified Email

Yes

Verified Flair

Total Karma

2,531

Link Karma

1,202

Comment Karma

1,329

Profile updated: 2 days ago

Posts updated: 3 months ago

to r/crossdressed50

4 months ago

to r/crossdressed50 by Dragonbait66

5 months ago

Just me

Posted by Dragonbait66

Account Strength

60%

Account Age

7 months

Verified Email

Yes

Verified Flair

Total Karma

697

Link Karma

612

Comment Karma

Profile updated: 4 days ago

Posts updated: 1 day ago

to r/crossdressed50

5 months ago

to r/crossdressed50 by Dragonbait66

5 months ago

Clubbing

Posted by Dragonbait66

Account Strength

60%

Account Age

7 months

Verified Email

Yes

Verified Flair

Total Karma

697

Link Karma

612

Comment Karma

Profile updated: 4 days ago

Posts updated: 1 day ago

to r/crossdressed50

5 months ago

to r/crossdressed50 by Dragonbait66

5 months ago

Mad old me

Posted by Dragonbait66

Account Strength

60%

Account Age

7 months

Verified Email

Yes

Verified Flair

Total Karma

697

Link Karma

612

Comment Karma

Profile updated: 4 days ago

Posts updated: 1 day ago

to r/crossdressed50

5 months ago

to r/crossdressed50 by Dragonbait66

5 months ago

Hello everyone x

Posted by Dragonbait66

Account Strength

60%

Account Age

7 months

Verified Email

Yes

Verified Flair

Total Karma

697

Link Karma

612

Comment Karma

Profile updated: 4 days ago

Posts updated: 1 day ago

to r/crossdressed50

5 months ago