Q&A for How to Crossdress

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  • Question
    How can a girl dress like a boy?
    Joanne Gruber
    Professional Stylist
    Joanne Gruber is a Professional Stylist based in Los Angeles, California. She has worked in the fashion and style industries for over 10 years, specializing in educating people on the art of re-purposing existing clothing to freshen up a wardrobe. Joanne opened The Closet Stylist in 2007, a personal style service combining wardrobe editing with organization.
    Professional Stylist
    Expert Answer
    Wear clothes that are oversized to go for a more androgynous or masculine look.
  • Question
    If I cross dress, does that mean I identify as the opposite gender?
    Heather Kenyon-Haff
    Top Answerer
    It depends how ''you'' feel about it. Some cross-dressers just like dressing like the opposite gender for fun, or because it feels good to do it once in a while, but they do not want to be the opposite gender and like being the gender of birth. For others, it is the start or the expression of wanting to be a different gender. Just putting on the clothes does not mean you are declaring a gender.
  • Question
    If I am very tall and have broad shoulders, do you think it is possible for me to pass for a woman?
    Community Answer
    Yes. Wear clothing that has larger shoulders, and stay away from tank tops and spaghetti straps. If you have longer hair or use wigs, have your hair cover your shoulders.
  • Question
    I want to crossdress, but I don't want to make it obvious I'm a transgender male. What should I do?
    Community Answer
    You could wear clothes that are meant for both genders, like jeans, hoodies, Converse shoes, etc.
  • Question
    How can I hide the fact that I like to cross-dress in private?
    Community Answer
    Be careful when you do it. Locked doors don't hurt. Also, if you have anything that's undeniably for cross-dressing (binders etc.), find a good hiding place before getting it, and keep it there when not in use.
  • Question
    As a crossdresser, which public toilet should I use?
    Community Answer
    Use the bathroom that you're most comfortable in, but first check with your local authorities on what the law is. Some places allow people to use the bathroom according to the gender they identify with, while other places require people to use the bathroom according to their biological gender.
  • Question
    How do I hide my boobs if I am crossdressing?
    Community Answer
    Use a binder or a smaller sports bra. Don't bind too long, though; it can cause respiratory problems.
  • Question
    How do I hide my Adams apple when I'm cross dressing?
    Community Answer
    I would suggest a contour. Use makeup to your advantage. A simple shadow/contour here and a little bit there will do the trick.
  • Question
    How can somebody around the age of 13-16 be able to crossdress?
    Community Answer
    Parent approval/help would be the best. Otherwise one may have to resort of homemade things.
  • Question
    Can crossdressers get married?
    Community Answer
    Yes, they can. But depending on which country you live in, you might not be able to marry a person of your gender.
  • Question
    Is it acceptable for me to go out on a date with a man if I am crossdressing?
    Community Answer
    Yes. Make sure you're dating someone you're compatible with, who accepts you as you are. Either way, you should just be yourself. If the man has a problem with it, he's not right for you.
  • Question
    How do I ask a girl to help me cross dress? I don't want them to think I'm gay.
    Community Answer
    Ask someone you're close to, a family member or best friend and just be honest. Say something like "I'm not gay, but I'm curious about what I'd look like in women's clothes." Or be direct, "Can I try on your clothes?"
  • Question
    If I like wearing woman clothes and being with men - does that make me gay or do I have a gender identity issue?
    Owl511
    Community Answer
    If you are a man and you are attracted only to men, you are homosexual. If you are a man, prefer to dress in women's clothes, but still identify as a man, you are a cross dresser. If you feel like a heterosexual woman trapped in a man's body, you may be a transsexual.
  • Question
    If a guy has a 30 inch waist, what size woman's clothing should he buy?
    Community Answer
    Women's clothes size change depending on the brand (a six in one may be a four or an eight in another - annoying as heck, but I digress) so it's mostly guess and check. In your case I would start with a four or a six.
  • Question
    I am interested in cross dressing, but my parents wouldn't approve, plus I'm really embarrassed about it. Does anybody have tips for coming out?
    Tom De Backer
    Top Answerer
    Coming out is a big deal. Think about it carefully. If you're only 'interested' in crossdressing, it might just be a phase? If it's not, then no matter what your parents or anyone else thinks, you are who you are and that is perfectly normal. You don't have to come out, either, or not right now, you can do what you like when you like it. There are ways to test the water, too. For example, book a weekend trip to a different city, and spend a few hours wearing different clothes, even if it's just in your hotel room. That way no one can surprise you, and you can see how you feel about it.
  • Question
    How can I make homemade women's clothing? I don't have a sister or mom and my dad won't approve.
    Community Answer
    Learning how to sew is always a good skill to have. Everyone in my school had to learn the basics of sewing, so your dad may approve of it as a hobby. If not, sew in your private time with whatever materials you can get around the house (e.g. old clothes, fashionable drapes, etc.) or even join a sewing club and sew away from home where your dad will never know a thing.
  • Question
    Can crossdressers wear leggings?
    Community Answer
    Yes, of course.
  • Question
    Is there any way to hide a mustache without shaving it off?
    Community Answer
    if you have a thin/smaller mustache, you can use school glue and foundation. Check YouTube videos about how cosplayers cover their eyebrows, as the same principles apply.
  • Question
    How can I cross-dress in secret when other people who don't approve live in the same house?
    Community Answer
    Take every chance you get to stay at your house when nobody is there. If there always are people at your house, do it when everyone is asleep.
  • Question
    How do I buy girl clothing without weirding out others around me?
    Community Answer
    You can pretend you're shopping for a friend or girlfriend.
  • Question
    As someone with an anxiety disorder, how can I have more confidence when crossdressing as a man?
    Heather Kenyon-Haff
    Top Answerer
    You may have to work on your anxiety first through counseling, medication, or whatever else it takes. Keep your cross-dressing (for the moment) in places and times where it is most accepted: in private, on Halloween, at local festivals, in theater productions, or with other cross-dressers to avoid spiking your anxiety unnecessarily. Once your anxiety is under control, you'll be in a better position to find confidence in your crossdressing.
  • Question
    How would I hide my penis?
    Community Answer
    "Tucking and taping" is a common method, and wikiHow has an article explaining how to do it.
  • Question
    What if I just like wearing women's panties?
    Community Answer
    You can wear whatever you like, so that is completely acceptable!
  • Question
    What is the best thing to use for fake breasts as a cross dresser?
    Community Answer
    You can use foam materials to fill them in a little and the add contouring to the chest, or you can make or buy silicone breasts.
  • Question
    How do I know if I'm a crossdresser?
    ruby
    Community Answer
    If you like dressing in girls' clothes or want to act or feel more feminine.
  • Question
    As a female dressing as a male, is there a way to wear a fitted dress shirt and not have a problem with the waist?
    Community Answer
    Wear a pair of pants that ride lower on the hips, and secure with a belt. Even when tucked in, the shirt will hide the curves of the waist.
  • Question
    Where would be a good place to get girls clothes without looking like a weirdo?
    Tom De Backer
    Top Answerer
    You will be perceived as you act. So act with confidence, enjoy your shopping experience and look for those gems of clothes that really make you feel good. If anyone reacts badly, that is their problem, not yours; you should at all times be treated with respect, because you are human and free. The world being what it is, you might want to consider bringing a few friends, just to be on the safe side. Or, ask around in your community. In the end, stores want to sell their clothes, whether a man or a woman wears them or if you burn them or mop the floor with them, they don't care.
  • Question
    Are Ace bandages unsafe to use for binding?
    Community Answer
    Ace bandages are extremely unsafe for binding, and should never be used. In the absence of a binder, you could use a sports bra so you don't define the breasts.
  • Question
    How can I get rid of stubble from the face when I have shaved?
    Community Answer
    Foundation and concealer work well. Also, try drawing attention to your eyes more than your lips.
  • Question
    Is crossdressing a sin?
    Community Answer
    No! Don't worry about that. God will love you as you are.
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