beauty tips for trans women transitioning

The Trans Girl’s Guide To Beauty

trans women beauty tips transitioningI’ve been contemplating this article for a long time because the topic of beauty for transgender girls and women is one that I think is both important and fascinating, and in light of the Caitlyn Jenner* thing, it seems appropriate. I am a strong supporter of the transgender community because, well, I’d like to think I’m a strong supporter of all communities (that don’t promote hate) – and the recent hubbub with Planet Fitness has brought the issue to the forefront for some who might not have known it existed.

NOTE: henceforth in this article when I refer to a “trans girl”, I’m referring to someone who was assigned a male gender at birth but who personally identifies as a female. I don’t care what stage in your transition you are; to me, if you identify as a woman, it doesn’t matter what’s between your legs. Names of trans friends have been changed to protect privacy, since this is such a personal issue. I will refer to all trans women as “she” or “her” because that’s the only accurate thing to do. If you think anything else, you care way too much what’s in someone else’s pants. 

I can’t ever personally understand the transgender experience as I identify with the gender I was assigned at birth (that’s called “cis”), but I did have a close assigned-sex-male friend come to me at a young age and confide in me that she identified as female. Evan was becoming Erin. I was the second person she told after her sister. I asked how her sister was handling it, and Erin immediately referenced her acceptance by helping her with her hair and makeup.

It was clear: a girl’s transition will always be inexorably linked to beauty. It’s one of the most feminine rituals in our culture.

So let’s pull out of this sociological funk because, while it’s a worthwhile topic, I’m here to discuss the superficial stuff. Beauty, baby.

The issues trans women experience with hair, makeup, grooming, and personal care are an entirely different animal from what assigned-sex females encounter. The major theme below is that while the priority for most of the beauty industry is being considered more physically attractive, the priority for trans women seems to be being readily identified as a female. Thus, transitioning women are often drawn to making the most feminine outward appearance possible.


  • Trans girls, it seems, run into the same issues many cis girls do when first learning to do their makeup. Liner (and eye makeup in general) presents a particular learning curve.
  • Contouring is important to achieve more feminine lines and add curve and dimension to more angular, thinner features.
    • One easy suggestion to create a more feminine look with little makeup chops needed is to use highlighter early and often. It’s an easy effect against most light; just blend it onto the tip of your nose and the apples of your cheeks.


  • Trans women are often drawn to long hair, for the reason identified above. Since they probably had hair on the shorter side when living as men, growth will be a big factor.
    • Take MSM, a sulfur supplement that increases the length of hair’s growth cycle. (It’s done wonders for my hair length.)
  • Volumizing can also be helpful as men tend to experience more hair thinning as they age than women do.
    • It can be tempting to straighten your hair every day when you’re trying to achieve more length, but it can actually make hair look thinner. Resist the urge and instead, blow-dry upside down with a little mousse and comb through as you go to keep it straight.

Personal Grooming

  • Shaving and facial stubble. This is problematic as it’s tough to cover and doesn’t feel appealing.
    • The best solution is permanent facial hair removal using electrolysis / laser hair removal. This can be expensive and time consuming, but it’s still the best long-term solution and you won’t regret it in the end, so bite the bullet and get it started.
    • Using a proper facial moisturizer is highly important, because shaving puts your face through the ringer and cis men are rarely encouraged to moisturize throughout life the way cis women are.
    • Temporarily, you can cover with makeup. I suggest choosing warmer tones to counteract the blue undertone that can come with stubble.
    • A primer/line filler can be helpful to make skin feel smoother in these areas.  I like L’Oreal Studio Secrets Professional Magic Perfecting Base.

We’re going to begin a series on trans beauty (and beauty for open-minded cis men) to cover each of these more in-depth. Thus – let me know your thoughts! Are you transitioning? What beauty-related difficulties have you experienced or what would you like to discuss openly?

 *When originally published, we referred here to Caitlyn Jenner as “Bruce Jenner”. Original publication was prior to Caitlyn’s public announcement of her preferred name. Sassy Dove will always strive to respect the wishes of anyone, trans or otherwise, including using their preferred name. We apologize for any confusion. 

7 thoughts on “The Trans Girl’s Guide To Beauty”

  1. I personally want to thank you for writing this and at least recognizing the beauty issues that are out there for transgender women. Cis people will never understand how it feels. Theres so much more to this story than Caitlyn Jenner and Laverne Cox.

    Truly. Thank you.

  2. Referring to Cait as Bruce is what we call “deadnaming” in the community, and it is actually very offensive. Just letting you know.

    1. Awry – thanks for your comment. At the time of original publication, Caitlyn had not yet revealed her preferred name. Thus we had no knowledge of Caitlyn and no other way of referring to her than Bruce. We will update accordingly. Thanks for your insight!

  3. wow, great write up, very well research and engaging! I’m going to fallow the post.Thanks for this post!

  4. i want to trnasition but naturally no hormones, i been thinking and feeling that i am a woman, i been reflectin that since i was 11 yo i used to tease older guys, showing my tummy or my lower back, i been fighting growing up with the idea that this was a mental illness or mental health problem…but i recently told a girl friend who i trust that i love being as a woman and i been fereling so free and empowered since then, so thank you for this post, its been helpful covering beauty issues, i need to invest in a good wig…casue the one i have now is not the best,,,,

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