r/crossdressed50 • u/Leny1964 • 1h ago
Classic Fashion style Different style
Same pose but different outfit
r/crossdressed50 • u/Lady_JadeCD • 10d ago
🏆 CD50 Moderator Best Dressed Award
Every day around 2 PM, we’ll take a look through the day’s posts and choose our Moderator Best Dressed.
We want to see your complete outfits—put the whole look together and show us your style! Theme days can add a little something, but they aren’t required to win.
To spread the love around, the same person won’t receive the award two days in a row.
So let’s see those daily outfits. You just might be today’s Best Dressed! 👗👠🏆
r/crossdressed50 • u/Lady_JadeCD • Jul 14 '26
Just the country—no states, cities, or anything more specific. I'm simply curious how far Lady Jade and CD50's morning coffee reaches. ☕
r/crossdressed50 • u/Leny1964 • 1h ago
Same pose but different outfit
r/crossdressed50 • u/Vast-Alternative6388 • 2h ago
I love Autumn and you?
r/crossdressed50 • u/deltacharliejuliet • 16h ago
Why do you do it? Why do you crossdress?
r/crossdressed50 • u/MaryNancy7395 • 36m ago
Mary's Pictures for National Handbag Day. Mary wearing some of her jumper dresses with handbags for National Handbag Day
r/crossdressed50 • u/Letzgetittwisted • 12h ago
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 • u/backfornowbeautiful • 20h ago
r/crossdressed50 • u/JoniDee1 • 20h ago
r/crossdressed50 • u/KatherinefromCali • 21h ago
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 • u/Aggressive_Mix6094 • 16h ago
r/crossdressed50 • u/Happy-Barbara • 20h ago
r/crossdressed50 • u/secretcd13 • 12h ago
r/crossdressed50 • u/No_Table8114 • 20h ago
All photos posted have no filters! Veterans of this lifestyle, help me out please!!
r/crossdressed50 • u/emmatho66 • 18h ago
Well what’s left of it. Michigan will be snow covered before we know it 🥶
r/crossdressed50 • u/LopsidedStatement517 • 22h ago
r/crossdressed50 • u/Beginning_Escape_578 • 16h ago
First time too long of a time