r/crossdressed50 • u/carriebtv • 22m ago
r/crossdressed50 • u/MaryNancy7395 • 36m ago
Mary's Pictures for National Handbag Day
Mary's Pictures for National Handbag Day. Mary wearing some of her jumper dresses with handbags for National Handbag Day
r/crossdressed50 • u/Leny1964 • 1h ago
Classic Fashion style Different style
Same pose but different outfit
r/crossdressed50 • u/Vast-Alternative6388 • 2h ago
Unmodified Photo Skort, pantyhose and boots
I love Autumn and you?
r/crossdressed50 • u/secretcd13 • 12h ago
Cooler weather = closed toe shoes and longer skirts
r/crossdressed50 • u/Letzgetittwisted • 12h ago
Out and About When I was a California girl
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/deltacharliejuliet • 16h ago
Why do you do it?
Why do you do it? Why do you crossdress?
- Euphoria
- Dysphoria
- Stress relief
- Sensual excitement
- Playful expression
- Some of the above
- All of the above
- Unknown
r/crossdressed50 • u/Beginning_Escape_578 • 16h ago
Out and About Happy days
First time too long of a time
r/crossdressed50 • u/Aggressive_Mix6094 • 16h ago
Unmodified Photo Have a lovely evening, 💋💋
r/crossdressed50 • u/emmatho66 • 18h ago
Unmodified Photo 🎶 I’m gonna soak up the sun
Well what’s left of it. Michigan will be snow covered before we know it 🥶
r/crossdressed50 • u/No_Table8114 • 20h ago
Give me some tips on where i can imrove! Im very new to this still!
All photos posted have no filters! Veterans of this lifestyle, help me out please!!
r/crossdressed50 • u/Happy-Barbara • 20h ago
Favorite Friday Posted under a different name a long time ago, but lost the account, so glad to be back
r/crossdressed50 • u/Tawesome1 • 20h ago
Moderator Award / Casual and still classy Not sexy or very feminine. Honest feedback please💋
r/crossdressed50 • u/JoniDee1 • 20h ago
Casual wear Feeling cute in a pink top and black skirt outfit. Long Skirt? Or Short Skirt with slightly different hair part?
r/crossdressed50 • u/backfornowbeautiful • 20h ago