Jennifer Merrill

crossdresser Jennifer
Femme Name: Jennifer Merrill

Location: Southern California

How long you have been crossdressing : Since I was 3 years old

Say something about your crossdressing experience: I have had an amazing life exploring my gender gift. I have had many offers to perform as a female impersonator and met many wonderful, kind souls who have supported my efforts.

Reason you crossdress: It’s part of who I am. I spent many years contemplating transitioning, but realized I also have a strong male side that I also enjoy. In today’s parlance, I suppose I would be considered gender fluid or bi-gender… definitely somewhere on the transgender spectrum.

Things you like to do after getting dressed: Going out with friends, shopping, dining, clubbing.

Favorite outfits/style: I love classy, feminine styles and simple lines that show off my figure… and my legs!

Photo Gallery:

mature crossdresser

man dressed as woman

Jennifer Merrill

Mature crossdresser

Jennifer Merrill

mature crossdresser

Facebook Comments


  1. You look really pretty, and I identify very much with all what you say… You are a gorgeous woman!

    1. Thank you so much Jessika! A girl can never receive too many compliments! If you’re interested in seeing more of my pix, please go to:

      I would love to hear what you think!

      1. I would love to see more of your pix, but I can’t get the link to work. It just opens another Pinterest page.

  2. Your beauty is so refreshing! Your choice of clothing defines the type of woman you choose to be, class before trash. You have the look that I have always found desirable. I’ve been dressing since age 10. Not a soul knows about my choice to dress. My wife would be devastated, and non -understanding,

  3. Look who I found! You look sensational, as always!! 🥰🥰🥰🥰🤣

  4. You lucky girl

  5. Love them

  6. You looked so pretty and classy! I really like your style and outfits.

  7. Wow. Wish I looked as good. I too started very young. But it’s always been a secret. My style is more sexy, slutty. When I’ve dared to go out men always think I’m a prostitute.

  8. wow. you would have me fooled, very pretty.

  9. You are Absolutely Gorgeous, I faught it for years how I felt but know matter how I tried I kept wanting to dress in my favourite clothes. My wardrobes are massive now but about 12 years ago I found out I was born different and not exactly told even now I don’t know everything but I have accepted I am bisexual and love dressing as a female.
    All the best to you I wish I was in California and I would meet up with you for dinner.💞.
    My name might come up as the male but I am know as Becky Marie on most sites.

  10. Pictures are worth a thousand words. Your absolutely stunning. More beautiful than most women.

  11. Amazing!

  12. You cut me off. What happened ???!!!! Did I say anything that offended you ? I have always spoken good in your favor. “The Bobcat”

  13. You are truly beautiful, I wish I could look that young and beautiful. You are a very beautiful woman and yes that smile says so much in life 🥰😘

  14. You are so beautiful, Jennifer!
    You make me wish that I was still living in SoCal.

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