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.
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.
Use tweezers to pluck stray eyebrow hairs or use face wax to wax the eyebrows into a natural arch.
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.
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] X Research source
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] X Research source If the boy is wearing a dress or skirt, you can have him wear tights to add color or design to his look.
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] X Research source
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.
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.
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.
Wigs are a good way to create a total transformation in his look.
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.
Red, Pink, and Neutral colors are good choices to pick for his lipstick.
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.
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.
