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Best Photos of Mature Crossdressers

Photos of mature crossdressers

As the saying goes, once you crossdress you can never go back. Many crossdressers tend to stick with crossdressing all the way and it becomes a part of their life. I have encountered many crossdressers who are over the age of 50 and are still crossdressing and happy to do it.



As with many things, crossdressing for a longer period of time gives you many experiences and lessons to become even better are it. So, to pay a tribute to all the lovely mature crossdressers out there, I have compiled a photo gallery of some of the gorgeous and stunning mature crossdressers from around the world.

Here are best photos of Mature Crossdressers:







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26 Comments

  1. Fabulous pics well done ladies

  2. All so feminine ,and so beautiful xoxo Happy New Year Lady’s

  3. So very beautiful
    These ladies are certainly ideal of woman
    It’s fine with me if a woman has a penis

    1. Some of us enjoy our little “differences”. 😘

      1. Yes, Phyllis, our “little differences “ are great enjoyments 😘

        1. Although I am post-op, so I’m not gay.

  4. All the ladies are just beautiful and are an inspiration to the rest of us who can only dream of reaching there high bar. HAPPY NEW YEAR

  5. I love the stylish approach by all the girls xx They look great x

  6. Beautiful ladies. Hope I look as good someday.
    Happy New Year!

  7. Wow! I only wish I could look as great as all these girls!💞

  8. Lovely pics how do I post some of my own.

  9. Hi all new here how do I join up and also how do I post pics of myself. Paula

    1. Hi Paula. I think you need to contact them directly in the section “contact us”, if you want to post pictures or stories… Kisses, Jessi

  10. All of them look really beautiful and elegant, and give us inspiration and good ideas!
    I am myself a mature crossdresser, 51 years old, still trying hard to look always cute and feminine, and feeling happy about knowing other ladies like me… 😘

  11. All these wonderful women are gorgeous brave and strong willed as they turned their lives around and became who they really wanted to be. Love and kisses everyone xxxxxxx

  12. You are stunning ladys I’d love to meet xx alan

  13. Love these beautiful crossdressers love a lady with something extra.

  14. I’m fascinated by beautiful crossdressers! I’m a metro male.

  15. Wish I was in a picture!!

  16. Florida is a non supportive state. I have ne real Friends or support groups willing to support me!

  17. Fantastic photos of many stunning hot sexy girls thank you all 💜🔥❤

  18. Wow stunning sexy feminine girls 💜❤

  19. Zoals velen zeggen allemaal mooi wou dat ik nog jonger was ,ik vindt het top dat ze het durven doen echt waar wou dat ik dat ook kon zonder problemen, aan allemaal doe zo verder .

  20. Wonderful and beautiful.

  21. I hope I can do something like this when I’m a bit older, not even 30 yet. They are so women.

  22. I love all the pictures of everyone of you and appreciate you sharing as I struggle with myself over the whole situation at the age over 50. Love you all and this cross dressing site. Wish there were se posts from Pennsylvania.

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