Maybe it's just a sign I should give all this crossdressing stuff up.5yr ⋅ notalwaysnikki ⋅ r/crossdressing
So many days since my last rave, now all these fits are just going to waste :(4yr ⋅ Fantafe ⋅ r/crossdressing
The weather was poor yesterday but my evening walk was still fun 💗2yr ⋅ LolaPrincessCD ⋅ r/crossdressing
A few weeks ago I crossdressed, I think you all would like this6yr ⋅ Happyboithrowaway ⋅ r/RoleReversal
I need someone to appreciate the colour coordination with my nails and skirt 😅3yr ⋅ Alice__CD ⋅ r/crossdressing
Trying to figure out why I like this dress so much, maybe it's the polka dots, or maybe cause it's just so cute?3yr ⋅ suddenlypanties ⋅ r/crossdressing
My girlfriend got me this dress two years ago. She still loves me and I love her xx.2mo ⋅ silvereva ⋅ r/crossdressing
I’m in love with this gift I got for Christmas (yes I have no self control and we opened our gifts a lil early)3yr ⋅ totallynotaspareacc ⋅ r/crossdressing
I had a friend tell me I looked passable, safe to say I was extremely happy haha1yr ⋅ LeahUnlocked ⋅ r/crossdressing
Was going to do a crossplay, but I decided to just freestyle crossdress instead.10yr ⋅ Okuu6 ⋅ r/crossdressing
Not trans, but working hard on passable crossdressing. Please excuse my hand, I wasn't thinking.6yr ⋅ HopeCD ⋅ r/transpassing
New Zelda game forces you to CROSSDRESS to progress in game7yr ⋅ FurryPhilosifer ⋅ r/Gamingcirclejerk
I was always told no sneakers on the couch. No one ever said anything about heels...3yr ⋅ Jason_Briggs ⋅ r/crossdressing
West coast, best coast (cause I can wear dresses year round 😅)1yr ⋅ clairefromearth ⋅ r/crossdressing
Hi /r/crossdressing. Been a little while. Here's my look from last weekend.11yr ⋅ MsAlexiaFuentes ⋅ r/crossdressing
My work outfit for tomorrow in the office vs when you take me out for drinks afterward. 😘🔥1yr ⋅ Pantyfun6207 ⋅ r/crossdressing
I had low expectations when I bought it, but turns out I feel like a million bucks in this outfit1yr ⋅ plastikgurl ⋅ r/crossdressing
The salon gave me bangs and now it’s easier to look like a girl than a boy 🥲💕1yr ⋅ xxEvieEvelyn ⋅ r/crossdressing
Messed with faceapp and I love it definitely gonna use it for fun when crossdressing it makes it more4yr ⋅ The_A_n_d_y ⋅ r/crossdressing
Took some photos last night, but didn't like them. Here's one from the archive instead.4yr ⋅ IsabelladeCarrington ⋅ r/crossdressing