3 Transgender makeup secrets you can't learn at home

A few days ago I did something I’ve never done before – I visited the makeup counter in our local mall for a makeup consultation. For many women getting a feminine makeup makeover is just another relaxing stop on a shopping trip. As many of my readers know, when a man gets a crossdressing makeup consultation different emotions are at play. Fear, anxiety and a good dose of self conscious doubt.

Some of those emotions came into play when I first sat down (in guy mode) and began talking with my consultant. Normally it’s my wife who notices when people are looking at us, as my powers of observation seem limited to what’s directly in front of me. It was a small makeup store, and even I noticed that the whole room got quite and looked at me. Yikes! I might as well have worn a sign over my head:

Crossdresser Makeup Application in Progress

Then ten seconds later everyone went about the business of making themselves look fabulous. Perhaps they made a few comments about the transvestite sitting next to them, but noone said anything to me.

Don’t let the weight of society’s unease scare you off. If you go through with it you can learn, in person  these three

Transgender Makeup Secrets

I’m about to share with you now.

Before I go further it’s worth mentioning that there are many valuable resources on the Internet that can help you become proficient in makeup application – Thanks to regular reader and commenter Lynn who shared videojug.com as a great place to get makeup tips. Amazon is also a great place to find high quality mineral makeup at a reasonable price. This mineral makeup starter kit is perfect for crossdressers – you get two colors of foundation, brushes, finisher and bronzer (perfect for that sunkissed look!) as well as a load of other free goodies.

The first makeup secret I learnt is: Start applying foundation from the outside of your cheeks in. This allows you to control your coverage better, and helps you avoid dumping all your foundation on your cheek bones.

For the longest time I had started both my foundation and bronzer on my cheek bones. Usually I ended up struggling to cover an overly enthusiastic application – after all, I was trying for the “less clown, more well made up women look”.

The next crossdresser makeup tip is: apply bronzer as if you’re drawing a three on your face. Starting at your forehead, paint the brush down the side of your face and in to your cheeks, then curl down again to your jawline. If you’ve already got a well defined and muscular jawline you may not want to accentuate it futher, so just do the top half of the three.

Over the last few months I’ve become partial to lipgloss. It gives me a more fresh, young look, and it’s easier to apply than lipstick. The makeup consultant convinced me to give lipstick another try – especially for the subtle day time look. Her makeup tip is to apply lipstick with a small brush (slightly smaller than your concealer brush). This allows you to put the lipstick on more precisely – avoiding the need for lip liner.

I hope you’ve enjoyed these transgender makeup tips, please take a look around to learn some more crossdressing secrets.

P.S. Discover more makeup secrets and truly look your best!

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Dedicated to creating a safe, supportive and welcoming environment for everyone in the transgender community.

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  1. Stephanie 9 months ago

    I am now starting to wear make up almost daily. It all depends where I am going, and how dressed I am. If I’m just underdressed, a little eye shadow and some mascara are enough. Since I have yet to completely be dressed in public, I try to wear a lace cami under my shirt and wear a shirt that shows a hint of it, and I always have stockings and a garter belt on. As for my make up skills, I grew up with 4 sisters, and they would often decide to practice on me for different looks. As I was always unwilling ( they thought ) to let them make my face up, I learned quite a lot while unwillingly ( not ) letting them make me up.

  2. kittybelle103108 4 years ago

    Thank you, thank you, thank you. My child is just now beginning the work on applying makeup and choosing clothes, and I’m with her every step of the way. The one place I’ve hit a stumbling block is helping her with her makeup, because I was never a “girly girl” during MY teen years (she’s 19), and even now, in my 40’s, I rarely wear makeup. It’s tough enough to find tips about applying the right COLORS of makeup (since her coloring is different from mine), let alone finding the right ways to apply the makeup for her. I really want to take her to a store with a makeup counter for a consultation, but I also live in a rather conservative part of the country, so that makes it slightly more daunting. I feel better knowing there are others out there going through the same apprehension that she and I both have. Thank you again!!

  3. Jennifer 5 years ago

    What is all this talk about “brushes” I used makeup sponges brushed would make it even more time consuming than it already is! Not to mention how bad brushed get when they have anything on them for awhile!

  4. Jacinta Andrews 5 years ago

    Hey guys check out my channel on YouTube ! Talking about all trans related stuff and starting makeup videos!
    Search jacintaandrews23 like and subscribe xx

  5. Speyball 7 years ago

    I am a guy and I have take 3 gender test and I get 60 to 75% female. what does this mean? I must admit I like dressing up and photoshoping my face on girls. am I a TV

  6. kenneth 7 years ago

    im a closet xdresser,i try on make up but my issue is wen i shave all the hair off how can i make my face an lip lok hairless and smooth, i fear i will never look atleast semi passable because of the hair issue pls help..

  7. russell austin 7 years ago

    How do you buy cosmetics for your self and how do you know if your getting the right stuff and colors

  8. Danielle True 7 years ago

    When I finally decided I wanted to learn about cosmetics, I went into a Merle Norman store in drab and asked for help finding my colors. I was welcomed and was treated with a color consultation. Since the store was 50 miles from home, I started going to the local Nordstroms make-up counters for assistance. I became close friends with many of the cosmetologists at Lancome, MAC, etc. I was invited to a TG New Years Eve party so made an appointment at MAC for a glamor makeover while enfemme. I was told to come without makeup. I was terrified since I am 6'2", over weight and look like an linebacker more than a girl. Oh well. What we will do for glamor. It was wonderful! 3pm appointment in a crowded mall sitting on a stool right in the middle of the store being converted into a beautiful woman by a skillful artist! Then i had my nails done at a salon that only knew me in my male mode. Boy, were they surprised!

  9. Desere 7 years ago

    !While being in male mode , the first thing that I did was to start a conversation . I told the woman that I was a male model who models womens fashions , and that I was making the switch from Theatrical Make up ( Spray On ) , because I needed it to last longer !, I had pictures that I showed them to back it up , that were two weeks old ! I pulled it off with the help of my feminine shape of 39-30-39 ! She was amazed that a masculine faced male could look that feminine and a lot younger than my age ! The manager also came over , looked at the pictures , smiled and couldn't help me enough ! She even went over and opened up a register to cash me out ! Dept stores are ok , but if you feel that you might be discovered , go to a place where there will only be women such as a Spa or where it is a combination Spa and Cosmetic makeovers etc ! You will be suprized when they tell you that other males come there for the same things ! I hope that this helps !

  10. ç[…] got a transgender makeover in a mall for the first time, took full advantage of the crossdressing opportunities at Halloween […]

  11. scottkinsey 9 years ago

    male wanting to be a woman

    • arla 9 years ago

      bravo for you..sorry it took you so long to get there..myself as a woman have never learned how to do makeup some people are born knowing how to do these things.sorry i have been a stranger..have a blessed weekend…hugs arla

  12. Vanessa Law 9 years ago

    Yah – I think if more crossdressers tried it they’d be surprised at how helpful people are. Most people don’t want to hassle you, some of those who do will swallow this to make a sale. If they do, smile, say thank you and move on to the next store. Guaranteed there are many other places who will be willing to help you.

  13. Lynn Jones 9 years ago

    > practice

    I think that’s what it takes. 🙂

    Thanks for sharing the tips on foundation – not something I’d considered before!

    I’ve bought make-up in male mode a few times and I’ve yet to have a bad experience. Each time the sales person was helpful and I never had any trouble; just good, honest service. When I was buying foundation, the young lady asked: “Is it for you?” Well, yeah 🙂 But that was that and she gave me some good tips and really helped me out.

  14. Vanessa Law 9 years ago

    Hey LeeLee, thanks for your comment – it’s so wonderful to hear from readers like you, you really give me the encouragement to continue sharing my walk on the transgender side.

    I think you’re right, that most women who learn makeup secrets have many years to practice and experiment. Though as Weirded Out says, not everyone has had this blessing from childhood.

    My wife is one women who never appreciated the joy of trying new colors and styles of makeup growing up. She’s quick to point out that I’m the only one in the house who wears a dress, or puts on makeup – always with a slightly mischievous smile.

    Weirded Out – I think you’ve inspired me to write an article about generalizations. Let me work on some thoughts for a while…

  15. LeeLee 9 years ago

    Never meant to generalize outside of my own experience and would never imply anything to be universal. It did sound that way and for that I apologize.

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