I'm hoping this is with a willing participant (even if he claims to be reluctant). If you haven't gotten here yet, start with that.
First of all, you should both agree on what you're hoping for at the end of the process. Does he want to look like a boy in a dress for a lark for some party? Is he wearing a costume? Does he just want to look as much like a girl as possible? Will he be out in public or just there with you?
Figure out appropriate clothing, and where you can get it. Hopefully you're similar sizes, or at least you have some items that are loose enough to work. Otherwise you need to go shopping. Get a wig if his hair is short. Don't go too outlandish with the clothing unless that's your goal. Avoid sky-high heels unless you want him to fall down and break his neck. Think about what you're planning for makeup, and whether he'll need anything of his own (sharing eye makeup is gross). If you're going for a realistic work, might need some level of shapewear.
Then have him sit still and let you work your magic.
My first time as a girl, my friend picked out an above-the-knee A-line skirt, blouse, and sweater, with tights (I didn't have a ton of leg hair, but I wasn't ready to shave) and some low wedge shoes. I was close enough size wise to wear her things.. I started by putting on my girls undies, some spanx for shape, my bra, and a robe. She started with my nails, then did some light makeup (foundation, blush, mascara, lipgloss). My hair was long enough for some teasing and a floral headband to make it look girly. Then into "my" skirt for the rest of the afternoon. We both really enjoyed it.
its society
A girl can dress up as a boy george ONLY if you where the correct clothes and the correct hair-do and if you wear MAKE UP! Girls I know you have a make up where ever you go so ...
the girl in the purple dress kissed the boy with the red hair
How can a boy dress as a girl? --make up -- girl clothes -- wig bra dress fake "breasts" Should he? if he wants i do first you should take into considuration if he is doing this exsperimentily or if hes a cross dresser eather way let him or it will lead to him gaining depresioin
you will have to get a girl that is going out with a boy and the boy does whatever the girl says then you ask them if they can tell their boyfriend if he can dress up as a girl Are you looking for a way to ask a girl to dress you up as a girl, or dress some other boy up as a girl? If it's you, just ask her. Most girls would love to dress up a willing boy and giggle all the way especially if you promise to wear whatever she picks out for you no matter how girly it is. If it's some other boy, she'll probably still be interested but you need to scheme how to get him into a dress. Usually a trick bet works or just catch him alone and capture him.
no, I'm a girl and i dress up as him all the time
dress, high heels, make up, jewelry, girl voice, nail polish, wig,
A boy can dress like a girl by wearing clothing a girl would wear, such as a skirt and blouse, dress, pants or jeans and a shirt that girls would wear, etc.
Put a boy in a girl scout unifrom
"Has to" is a little odd. It's rare that there's a time when an unwilling boy would have no other choice but to dress up as a girl. For a boy who "gets to" dress up as a girl, I'd go with the word "Lucky."
You are a tom girl.
You can dress diffrent and change your haircut to make you look more like a boy.