Crossdressing Blogs and Stories - Page 25

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.

Cooler Weather

  • 📅 17 Oct, 2021
  • ❤️ 6 likes

Weather cooling off finally. Able to wear hose and tights out on some bicycle rides and blend in more with others who we…

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NIPPLE JEWELRY

  • 📅 10 Sep, 2021
  • ❤️ 9 likes

Hi girls!! Boys I know you appreciate us and you’re welcome to read this but it’s more for peeps with breasts!!! Ma…

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Milestone

  • 📅 19 Jun, 2021
  • ❤️ 14 likes

Hello to all my Friends, Crossdressers, T.V.s,and Transexual.s here on Club Crossdressing. Today is my 80th. Birthday. I…

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A sweet weekend

  • 📅 3 May, 2021
  • ❤️ 11 likes

My wife is working with me on acceptance. She has been very understanding but said last week “give me some time.” She su…

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At work

  • 📅 27 Apr, 2021
  • ❤️ 5 likes

Today I’ve got a men’s polo and a pair of slacks on as I go about my day. But underneath....oh if only they knew! My fav…

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Freedom at last

  • 📅 27 Apr, 2021
  • ❤️ 6 likes

I wonder how many of you feel as I do. Up here in 'Bonnie Scotland' how good it feels to be hopefully out of l…

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Breakout weekend!

  • 📅 24 Apr, 2021
  • ❤️ 5 likes

This has been a fabulous few last days for me. I came out to my wife a four days ago, and she is so very supportive, eve…

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Lovely choices

  • 📅 22 Feb, 2021
  • ❤️ 12 likes

Someone once said that variety is the spice of life. This rings true to me so it's no wonder I love dressing so muc…

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I'm back

  • 📅 21 Feb, 2021
  • ❤️ 15 likes

It's been a busy time in my life and I was away for a little while but looking forward to new adventures and making…

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