A few weeks back, I was at a picnic with a bunch of married types who were passing around iPhones, showing "beat this" pictures of their adorable kids. There was a little bit of one-upmanship happening (pulled out the big guns -- panda jammies), and I guess it inspired this one guy to show us all a photo of his toddler son in full drag.It's hard to cast a pall over a spring someone picnic, especially with a bunch of liberal Brooklynite parents, but the silence that followed was only broken when another dad finally chuckled, "Uh, what's happening in this picture?"
The father of the little boy in the photo rattled off some half-heard story about how his son's older sister probably wished he'd been a girl, because the two of them sometimes teamed up to dress him like a girl.
"Is this a routine thing?" asked a mom, and an awkward, abridged discussion about childhood "gender experimentation" ensued.
I felt like I should have weighed in. Being Single Childless Boyfriendless™, I didn't feel qualified for the earlier stuff. However, on the topic of children cross-dressing, I'm something of an expert.
Now, as I sit here at my job at a women's website where we talk about rompers and florals and diets other super-hetero girl things, I'm wearing a skirt and heels and my hair smells like whatever papaya stuff I very femininely smeared on it this morning. But growing up, I was the Shiloh Jolie-Pitt of my family. I dressed, as Angelina put it so aptly in a recent interview with Vanity Fair, "like a little dude."
My Own "Montenegro Style"
I didn't necessarily act like a boy (I was the stripe of tomboy with no athletic skill -- more of the Pippi Longstocking, tree-climbing type than the "able to hold a basketball without sustaining a critical injury" type). I hated having to dress up -- particularly pleats, bows, skirts, and tights. I regarded girls who favored pink and purple the same way I now regard grown women who read the "Twilight" books in public. I had equal amounts of friends of both genders, and preferred drawing or playing with Ninja Turtles to dolls. When I play-acted with other kids, I always assumed the role of a boy -- mostly because of the close-cropped, early–Matt LeBlanc hairstyle I favored. In high school, I wore men's jeans and shoes and occasionally shaved my head. I was mistaken for a boy pretty much up until I grew breasts.
After the VF article dropped, I asked my mom if this extended boyish phase had wigged her out at all. "You were different," she said diplomatically. "You definitely weren't a feminine little girl. But little kids all have favorite outfits and like to wear what they like to wear. Your sister liked pretty things and dresses, and you liked sweatpants and overalls. I mean, I hope you don't wear those things out of the house now."
Shiloh's mom was a little nicer, describing her look as "Montenegro style ... She likes tracksuits, she likes suits. She likes to dress like a boy. She wants to be a boy. So we had to cut her hair. She likes to wear boys' everything. She thinks she's one of the brothers." Read: little kids like to wear what they like to wear. You may have loved a magenta turtleneck patterned in teddy bears eating watermelons growing up. It doesn't mean you're going to wear that to your job as the assistant D.A.
Just to be super-safe, I emailed Jonathan Alpert, a psychotherapist and columnist, and asked him if we should all be flipping over vans in the streets because the dude from "Meet Joe Black" has a little girl who likes Rocawear.
"It's age-appropriate for Shiloh to take on and explore other identities as she's likely striving to be like her brothers," he wrote back. "If indeed she picks out her own clothes, then that's healthy, as she's learning to make choices and think independently."
Also -- come on. Shiloh is one of six children. If I had six kids and one of them decided that she identified as a "mid-century-Mexican stereotype" and wanted to wear a sombrero and a fake bandito stache, I would probably let her because she's not hurting anybody and oh my God, I'm so tired, I have six kids.
Is It Just a Phase? Who the Hell Cares?
Why is the fact that a little girl wants to be a little boy such a huge deal? After everybody had a collective wig-out over the VF quotes, Salon's Broadsheet blog wondered why the "notion of a child so steadfast in her refusal to conform to traditional gender roles, so very young, is such a goddamn novelty ... [a]nd that a parent so comfortable and casual with it is even rarer?"
OK, yeah, we all know that cliché movie moment where the gay character talks about how his family knew he was "different" when they found him clomping around in his mom's high heels. But the fact is, most gay men don't cross-dress as kids. We've known since PRETTY MUCH FOREVER that transvestism does not equal gay. (I mean, they say as much in "Psycho" for God's sake, and that movie was made when people thought centaurs were real.) And for the percentage of the population of kids who cross-dress and do end up being gay, I ask you: What's the big damn deal with being gay?
I never really grew out of my tomboy phase. (I still won't wear anything pink or cross my legs on the subway, and I can't, for the life of me, understand lip gloss or reality TV.) I'm also one of those people who could really care less about clothing. But otherwise, I pretty much dress like every other girl who's cruelly forced to Not Wear Sweatpants to work. And as for liking dudes? Uh ... yeah. Definitely. Some might even say too much.
Look, if you're one of the people who's upset by Shiloh, I can almost guarantee you that you have bigger things to worry about than the gender identity of a stranger's child. Go read a book or worry about the f**king oil spill.
Julieanne Smolinski is an editor for Lemondrop. She likes weapons, motorcycles, baseball and consensual heterosexual sex.












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Saturday 03 July
By Lee
Growing up I was always mistaken for a little boy, when I was in first grade in the early 80s I ended up getting my school picturetaken in a pair of Hulk Overalls, with a huge cut above my lip were I had ran into a tree the day before, boy cut hair and big glasses, Am I Gay now? No. Did it hurt me in anyway to dress like this? No. Kids wil be kiids and today's parents forget that and keep them in little bubbles of perfection.. Let them out folks, let them eat dirt or a bug.. Hurt themselves make them play with old fashion toys like toy cars and trucks, old barbies that they can cut hair off.. Stop making kids into little clones of yourselves it's not healthy for them. You were not raised like that and you turned out fine, your folks were not raised like that and they had you. People need to stop making mountains out of mole hills, let kids be kids so what if she wants to wear knee high lime green socks over her pants or he wants to paint a S on his chest and be Superman or if she wants to do it too.. This point in their lives in where they get to discover,play, pretend.. Maybe if the adults of the world went and spent a day in the park without cellphone, laptops, ipods and just played tag, dodge ball, red rover and other games that once were a staple of childhood the world would be a better place and we wouldn't all be stressed all day long...
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Saturday 03 July
By bev
There is a reason that Shiloh wants to wear boys clothes and it might be as simple as = at this early age she might already know she doesn't want to be anything like her Mother. It might be her way or expressing this.
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Tuesday 06 July
By k
I am proud to announce that until I skimmed down the article, I had NO idea who this, "Shiloh," kid was. I figured it was some Hollywood hippie name and hey! I was right!
Last I paid attention, magazine covers were announcing that Angelina was pregnant so it boggles my mind that this fetus is actually walking, much less dressing or causing news by dressing.
Hey, wasn't Angelina suppose to be having twins or getting a divorce from Brad? Wait, are they even married?
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Tuesday 06 July
By Jessica
Julieanne, thanks for the article. I'm not much on the up and up of what's going on with celebrities, but I found this to be pretty interesting. I had a superman nightgown and a *cringe* New Kids on the Block t-shirt I refused to take off until I was probably almost 6. I hated pink and ruffles and lace. I didn't turn out deliquent or butch.
Kids are just going to be kids. Lighten up, folks.
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Tuesday 06 July
By Vanessa Soto
I was a tom-boy up until my freshman year of high school. My fifth birthday was ninja turtle themed. I am now 23 and very much straight and I like to wear more feminine things. Kids like what is comfortable and what they can play in. A suit is probably easier to play in than a dress.
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Tuesday 06 July
By H
Geez. The article was fantastic, some of the comments, less so. When I was a kid I wore nothing but dresses and skirts, refused to wear pants, played with barbies and glitter and everything else and turned out to be a lesbian. (who still wears skirts and dresses and lip gloss) If Shiloh does turn out to be transgender (not saying she will) then I think that Brad and Angelina have been the most incredible parents in supporting her from such a young age. Come on people, gender is such a fluid and abstract construct. I think it's awesome that the Jolie-Pitts aren't forcing their children into preset gender roles but rather letting them express themselves and giving them the freedom to look how they want. No one's being hurt, if you don't like it. Look away.
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Tuesday 06 July
By Stroop
I'm sure everyone remembers my "Republican Grunge" phase - thrift store mens corduroys and giant polo shirts. It would be less embarrassing if I had been 6, not 16.
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Thursday 08 July
By Audra
Tomboy...familiar with that term. That is what Shiloh is. People, get over yourselves. Who cares. God, I wish I didn't have more important things to worry about such as working and paying bills. It must be nice to sit around and worry about how OTHER people are raising thier children. For those of you that think this is wrong, get a life. Besides, you only think it is wrong because you were conditioned by christian society to think that way.
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Thursday 08 July
By valentino1
shiloh may be choosing the clothes but someone else is buying them for her, or giving them to her... why is a tie and a fedora in her wardrobe at all? as another poster said, she should have a couple of outfits laid out for her and then choose between them... she doesn't need to walk around dressed like a fairy princess, but you've gone too far when people think your daughter is "a little dude"
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Saturday 10 July
By hockibabe
I really believe people who raise the MOST objections either don't have kids, don't like the parents (in this case mostly Angie) or are just flat out negative people. I believe children should be encouraged to express themselves in order NOT to act out later or put that imagination "out there" so parents can help channel emotions with their kids "feeling's, both good & bad" and NOT be a stranger to their kids. It's always the "Perfect Family's" that scare the hell out of me. I actually think it's no ones business the way they raise their kids. If the kids are happy healty kids---why question their parenting skills?
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Saturday 10 July
By Guinevere
I think it's great that Brad and Angelina are letting Shiloh express herself and pick her own clothes out. I was also a tomboy who eschewed pink and dresses and had mostly boy-friends and wanted to be a pilot when I grew up, and who dragged my parents shopping in the boys' department and wore a red T-Rex t-shirt until it fell to pieces. I'm now a perfectly well-adjusted, feminine woman who even likes pink! But if my parents had turned such a non-issue into a big deal, I think it would have negatively impact not only my sense of self, but my relationship with them.
She's a toddler. This is not that serious.
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Sunday 11 July
By Donna Hathaway Beck
Cleverly written essay that kept my attention throughout; thank you. I find it an exceptionally healthy attitude that a mom, especially one in the public eye, supports her child's clothing preferences. One observation: Angelina Jolie's "little dude" comment in Vanity Fair referenced her son Knox, not Shiloh.
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Tuesday 13 July
By Julie K
When my daughter was little she was a total tom-boy: climbed trees, played sports, and hung out with boys rough housing while the girls were playing dress up. All the way through school until high school, we shopped for her clothes in the boys department. When she was younger I would boy style clothing in the girls department but tell her it was 'boys clothes'. She is now in high school and has gotten over her insistence of dressing like a boy. Every adult she knows has commented to us on what a well adjusted and mature she is. Why? Because we let her be herself until she figured out for herself just who she is!! She is happy, well adjust, and heterosexual (not that it would matter if she wasn't!). She does not let "boys" determine her happiness like a lot of girls her age - she finds it for herself. Let them figure out for themselves who they are and accept them for who they are and they won't give in to peer pressure or look to drugs and alcohol because they're confused.
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Tuesday 13 July
By Elliott
While it's good to finally begin breaking down the gender binary to some degree, this makes me wonder: It's okay for kids to be kids; after all, it's probably end at some time or another, and kids don't know what they're doing (or do they?). On the other hand, this creates a double standard where it's okay for kids to dress how they like, but not for young adults and so forth. Please keep in mind that there are more than two genders. Please keep in mind that gender is culture based and has nothing to do with biological sex. Please keep in mind that transgendered people DO exist, and that maybe of them identify as being trans by the time they are toddlers. Also, please note that, because gender has nothing to do with biological sex, the terms feminine and masculine should be used when describing gender. There's no such thing as men's clothes, or women's clothes: clothing does not have reproductive organs attached to them. On that note, please be aware of genderqueer as well.
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Tuesday 13 July
By javadic
Yeah, my daughter wanted a crew cut when she was little because her younger got one, and after she fussed and screamed and cried for awhile, I let her. It was its own reward. Now she goes for high end ultra feminine chiffon.
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Tuesday 13 July
By Shan
Julieanne, I love you. Well-written article, I completely agree AND you sound like the kind of girl I'd like to hang out with! And I mean that in a platonic, 2 heterosexual girls hanging out kind of way, for all the crazies who might want to make ridiculous comments.....you know, the ones who aren't reading good books or worrying about the oil spill.... :-)
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Tuesday 13 July
By Shan
And I, too, was a flannel, birkenstocks and doc maarten wearing, no makeup wearing young girl who turned out to be pretty feminine and completely heterosexual as an adult. Children and teens are supposed to experiment and figure themselves out. If they weren't allowed this (monitored) freedom, then what a sad, boring world it would be. Everyone would be exactly the same. Shiloh will be fine.....even if she DOES turn out to be a cross-dressing lesbian. People need to lighten up.
Tuesday 13 July
By leeann
She looks a little strange to me, but seems really, really happy. I think it might be that she is still so little and she has knocked a tooth out in the front. But...I still think they are going to have a Chaz Bono on their hands.
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Wednesday 14 September
By michelle
when jolie said "like a little dude" she was referring to the baby boy twin, knox, NOT SHILOH....read the article.
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