Crossdressing Blogs and Stories - Page 5

Read real stories, advice and experiences shared by members of the ClubCrossDressing community. Our member blogs cover crossdressing journeys, confidence, relationships, fashion, makeup, self-acceptance and everyday life as a crossdresser or trans woman.

Whether you're just starting out or have years of experience, these community-written blogs provide practical advice, personal insights and inspiration from people who understand the journey firsthand.

Out and about

  • 📅 15 Mar, 2026
  • ❤️ 37 likes

Rosie is a home girl and I constantly get the question have you gone out dressed. Truth be told I'm a big scaredy cat wh…

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Nail Polish Color

  • 📅 11 Mar, 2026
  • ❤️ 9 likes

Would love to get some opinions on which color of nail polish suits me best. I am torn between white and blue. I have wo…

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Early morning drive

  • 📅 8 Mar, 2026
  • ❤️ 14 likes

I wore this outfit early this morning for a few trips while driving for a rideshare company. I did not make any airport…

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Nail polish

  • 📅 5 Mar, 2026
  • ❤️ 11 likes

Started wearing nail polish regularly when I drive for the ride share company.  It is surprising how feminine a lit…

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New White Top

  • 📅 2 Mar, 2026
  • ❤️ 13 likes

JBought a new white top and wore it on a couple of walks. Also painted my nails white to match. I will drive for the rid…

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Daytime outing

  • 📅 21 Feb, 2026
  • ❤️ 21 likes

Went for a stroll in a park this morning. Slowly getting used to being out and about in the daylight while dressed. love…

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