Crossdressing Blogs, Stories & Community Experiences - Page 6

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.

Long day at work

  • 📅 4 Dec, 2025
  • ❤️ 28 likes

It’s been a long day working my 12hr shift. It’s almost over and I can’t wait to get home and do a little dressing to he…

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Who do you talk to?

  • 📅 27 Nov, 2025
  • ❤️ 13 likes

Who do you talk to when you feel lost, overwhelmed, or concerned about where life is taking you. And I surely don't mean…

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Finally finding love

  • 📅 19 Nov, 2025
  • ❤️ 35 likes

As I moved into my twenties, something began to shift. Dressing up was no longer just about sensation or escape—it start…

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Dressing my way

  • 📅 16 Nov, 2025
  • ❤️ 22 likes

I like to push the boundries and create a new look that is fashioned to my style or in my creative minds eye. Sometimes…

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Tutu

  • 📅 1 Nov, 2025
  • ❤️ 12 likes

Found this little tutu skirt on line. It is so much fun and quite a thrill to wear on an outing. I love how short it is…

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New Lipstick

  • 📅 14 Oct, 2025
  • ❤️ 23 likes

I had been struggling with my new life as a single 35+ year old  crossdresser in a new job and the solitude of…

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Meet up

  • 📅 26 Sep, 2025
  • ❤️ 35 likes

Recently I made contact with another cd who was staying in a hotel close to where I work and live. We agreed a time and…

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Sissy underwear

  • 📅 14 Sep, 2025
  • ❤️ 15 likes

Okay, so here is the deal. I am bisexual, and I have this thing for sissy underwear. Not just a little thing either. It…

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