Login

r/classycrossdressers

Image 1 — Shy… or confident? Which one would you prefer?
Image 2 — Shy… or confident? Which one would you prefer?
Image 3 — Shy… or confident? Which one would you prefer?
🔥 Hot ▲ 613 r/classycrossdressers

Shy… or confident? Which one would you prefer?

Two sides of me… one blushes when you look at her, the other stares right back 👀

Which one do you like more?

u/VelvetN3RD — 12 hours ago
Went out for lunch in this LBD, blazer, and heels 🦋!
🔥 Hot ▲ 379 r/classycrossdressers+1 crossposts

Went out for lunch in this LBD, blazer, and heels 🦋!

Sorry for the low quality. I only took 2 pictures!

So far I've only worn the Chiaras in public twice. Had a nice lunch and did some window shopping after. Love them, but they're definitely not everyday heels 😅. I changed into different shoes later to avoid damaging the crystals.

Dress: Max Studio

Blazer: Calvin Klein

Purse: Guess

Shoes: Sophia Webster

u/JustSiobhan — 11 hours ago
Professional on the outside… blushing on the inside 💖
🔥 Hot ▲ 63 r/classycrossdressers+1 crossposts

Professional on the outside… blushing on the inside 💖

Took the advice from my other post and added some accessories. Feeling much more feminine and free.

u/Simply_Girly — 5 hours ago
Professional on the outside… blushing on the inside 💖
▲ 40 r/classycrossdressers+2 crossposts

Professional on the outside… blushing on the inside 💖

Took the advice from my other post and added accessories feeling more feminine and free

u/Simply_Girly — 5 hours ago
Week