How to Dress up a Boy Like a Girl (with Pictures) - wikiHow (2024)

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Co-authored byTannya Bernadette

Last Updated: April 28, 2024Fact Checked

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   Make sure he wants to do this. You should only dress him up if he thinks it's a good idea. He should be comfortable and relaxed about the idea.

   • Don't take any photos or videos without his permission. If you do take them, never share them without permission. This counts as a betrayal of trust. Double-check with him before taking or sharing pictures or videos.
   • If he doesn't think it would be fun, then let it go. Maybe another boy would like to dress up.
   • Double-check each step of the process with him. For example, if he's scared of the tweezers, tell him that he can skip having his eyebrows plucked.
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   Shave his legs, armpits, and face. For a boy to dress like a girl, he needs to have no leg, facial, or armpit hair. Have him take a shower and shave his legs, armpits, and face. If he doesn’t want to do it himself, have him sit on a chair while you gently shave him.^[1]

   • Spread shaving cream onto his legs, dip a razor in a bucket of water, and then save the hair off of his legs. Dip the razor into the water after each pass of the razor on his legs to prevent cuts.

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   Shape his eyebrows. Girls shape their eyebrows to achieve a natural arch without any stray hairs, so shaping the boy’s eyebrows will help him look feminine.^[2]

   • Use tweezers to pluck stray eyebrow hairs or use face wax to wax the eyebrows into a natural arch.
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   Put girl’s deodorant and perfume on. The scent of deodorant is different for boys and girls. Get a deodorant sold for girls and have the boy wear it. You should also have the boy wear a perfume meant for girls to get him smelling like a girl.

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   Find an outfit that fits well. Girls tend to wear clothes that are more form-fitting so you need to pick out an outfit that fits the boy well. Choosing a dress or skirt for the boy to wear will make it easy to distinguish that he’s dressing like a girl.

   • Some boys have very broad shoulders so finding a dress that fits him right might be hard. If the boy has broad shoulders, consider putting him in a skirt and shirt to get a better fit.
   • If you choose to have him wear pants, it would be a good idea to have him wear skinny jeans with boots. This look is a popular style with girls.
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   Pick complementary colors and styles. The shape of his clothing can impact how others view him when they look at his body. Get a more feminine shape by using clothes and their colors to accentuate areas of the body.^[3]

   • Wearing dark colors around the waist provides a slimming effect to create an hourglass look.
   • Pick v-neck or lower cut tops to provide a more girly style.
   • Florals and prints can give a feminine look.^[4]
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   Add accessories. You can add different types of accessories to the outfit to complete the look. Accessories are an important part of a girl’s outfit, so adding accessories will give an authentic look to the boy’s outfit.

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   • Jewelry like necklaces, bracelets, rings, and clip-on earrings will add a feminine touch to the outfit.
   • Wearing colorful clothes and a lot of jewelry can make a person look more feminine.^[5]
   • If the boy is wearing a dress or skirt, you can have him wear tights to add color or design to his look.
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   Select feminine shoes. The shoe style is important when trying to dress a boy like a girl. If you want to make a boy look like a girl, he needs to wear shoes that are feminine.

   • Shoes with heels are a great choice. There are dress shoes and boots that have heels. Choosing a shorter heel is a good idea if the boy isn’t used to walking in heels yet.
   • Fashion boots are also a great choice for dressing a boy as a girl.
   • Pointed toe flat shoes can also give a feminine appearance.^[6]

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   Grow long hair. Boys who enjoy dressing like girls often grow long hair to accommodate lots of different hairstyles.

   • Curl his hair to add more volume.
   • Blow-dry and style his hair after a shower.
   • He can wear a low ponytail if he wants to dress like a boy.
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   Cut his hair in a flowy style. Get a haircut that incorporates soft waves to soften and feminize the face.

   • Haircuts with sharp angles may make his face look more angular and rigid.
   • If you choose to dye his hair, pick a color that compliments his skin tone. Light colors are best for cool skin tones, darker colors compliment warm skin tones.
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   Accessorize his hair. You can accessorize his natural hair with hair clips, bows, and headbands to add a feminine touch to the outfit. Brush his hair and sweep the front to the side with a girl’s hair clip to make his hair look like a girl’s pixie cut.

   • Hair clips, headbands, and bows are a great accessory to add to the boy’s hair.
   • Put ribbons or barrettes in his hair to look more feminine.
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   Put on a wig. If you want him to have longer hair, he can wear a wig. Choose a wig that is close to his hair color to make it look more natural. Style the wig in any style you like.

   • Wigs are a good way to create a total transformation in his look.

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   Apply foundation and powder. Find a foundation color that matches his skin tone and apply it evenly to his face. Apply a matching powder over the foundation to finish the base of the makeup.^[7]

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   Put eye makeup on him. Eye makeup will help accent his eyes and make them look bigger. Eye makeup is a great way to make a boy look more feminine.^[8]

   • Apply eyeshadow on his eyes to accentuate his eye color. Consider using two or three colors to blend onto his eyelid to make his eyes look bigger.
   • Use eyeliner to draw a line at the base of the eyelid. This will accent the eyes and give a finished look to the eye makeup.
   • Finish with mascara on his eyelashes. Use black mascara if he has dark eyelashes and brown mascara if he has light eyelashes. For a fun, festive look you can use colored mascara, like blue or purple, to make his eyelashes pop.
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   Add blush to his cheeks. Blush is a great addition to dress a boy like a girl because it makes the face look more feminine. Apply the blush to the apples of his cheeks and his cheekbones.

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   Finish with lipstick. The finishing touch to makeup is adding color to the lips. You can line his lips with lip liner and then fill in the rest with lipstick.^[9]

   • Red, Pink, and Neutral colors are good choices to pick for his lipstick.

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   Encourage him to speak in a higher register. Even if he looks like a girl, a voice that sounds like a male’s will be easily recognized as a male.

   • Tell him to practice speaking in a higher tone to make himself sound more feminine.
   • Record him speaking so he can hear what he sounds like.
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   Have him practice walking in a feminine manner. A feminine walk will help make the look of dressing like a woman appear more natural.^[10] Women tend to walk more elegantly and keep their knees and feet closer together than men do.

   • His feet should pull him forward instead of storming ahead head first.
   • Have him move his hips as he walks; let his hips lead his legs to engage his whole body as he walks.
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   Help him adopt female mannerisms. Become more sensitive to the interactions he has with other people to make the interactions more feminine. Acting like a girl can often have as much mental impact as dressing like a girl in terms of how an individual is observed.^[11]

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Break Out of Gender Norms with this Expert Series

You have the right to dress however you like, and, if you're looking to dress as a man or just look more masculine, we have an expert series just for you. These articles will help you crossdress, present as male, and generally look more masculine.

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Tips from our Readers

The advice in this section is based on the lived experiences of wikiHow readers like you. If you have a helpful tip you’d like to share on wikiHow, please submit it in the field below.

• Focus on finding outfits that fit well, like form-fitting tops or skirts. V-necks and darker colors around the waist can be slimming.
• Help him shave his body hair for a smoother, more feminine look. Go slowly and use shaving cream to prevent nicks.
• Make sure he is comfortable with dressing up and agrees to it. Do not take or share photos without his consent.
• Have him use feminine-scented products like perfumes and deodorants. This helps complete the transformation.
• Accessorize with jewelry, handbags, hair accessories. These finishing touches add flair.
• Shape his eyebrows into a feminine arch, using tweezers or wax. Avoid over-plucking.

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