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Gossip Girl Fashion: How to Dress Like the New Jenny


The new Jenny Humphrey from Season 2 of Gossip Girl

I wrote an article about how to dress like Jenny Humphrey earlier this year, but I’ve received tons of emails from you guys wanting an updated version of that article covering Jenny’s new style. As requested, here you go..

Last season on Gossip Girl, Jenny Humphrey didn’t have a distinct style – she mostly dressed like the other girls at school and struggled to fit in. For Season 2, Jenny has a whole new look and has become quite the little fashionista! I’m sure most Gossip Girl fans would agree that she’s looking chicer than ever, rocking a new haircut, lots of eye makeup, and some fabulous new clothes.

In this article you’ll learn everything you need to dress like the new Jenny: her fashion must-haves, how to emulate her style, and even how to get her hair and makeup looks.

Jenny’s New Style

There’s a lot that goes in to the Jenny’s new look. As an up-and-coming fashion designer still under the age of 18, she wants to look sophisticated, fashion-forward, and maybe just a few years older than she is. But Jenny can’t afford a wardrobe filled 100% with designer clothes so she makes most of her clothing herself.

Now you have to remember that this is Gossip Girl we’re talking about, which means Jenny’s exact wardrobe probably costs thousands of dollars. But you can get her looks for less if you understand the basics of her style!

Jenny’s New Fashion Essentials

Last season, Jenny was trying to fit in with the most popular girls at school, so she loved preppy headbands, long coats, and anything designer. These days, Jenny has a more unique style that’s one part rocker chick and one part cutting edge fashionista. Here’s a list of her fashion must-haves:

1. Plaid, Plaid, and More Plaid

Jenny from Gossip Girl wearing plaid

Jenny obviously has a favorite print! Plaid is a hot trend for fall, which explains why Jenny has been rocking plaid constantly in almost every episode this season. As a budding fashion designer trying to prove herself and network in the fashion world, it’s a must that she keep up with the hottest runway trends.

This season, Jenny has been wearing lots of plaid dresses, but she’s occasionally worn a plaid jacket instead. If you want to emulate her style a plaid dress should be top on your list. Pair the dress with dark opaque tights, ankle boots, and a couple of large faux-diamond necklaces and you’ll have Jenny’s look down.

2. Grey & Black

Jenny Humphrey wearing dark colors like grey and black

Grey and black have become two of Jenny’s new staple colors, part of her more sophisticated new look. Shades of grey are basic, minimalist, and ever so New York City chic. Even better: they can be mixed and matched with everything else in your closet!

From her seemingly-vintage leather jacket to her prim and proper grey tweed bolero, Jenny loves to wear black and grey jackets. But she also looks just as chic in a plain heather tee and funky necklace.

As you can see from the pictures, basics don’t have to be boring. Staying within black and grey shades can actually be a chic way to dress. Just make sure to dress up your outfits with some great accessories – we’ll talk more about that later in the article.

3. Pops of Bright Pink

Jenny on Gossip Girl wearing dresses with hot pink

Along with her plaid dresses and shades of grey and black, Jenny has been known to throw in a pop of hot pink to her outfits this season. Last season she wore pops of yellow and purple, but this year it’s all about neon magenta.

An easy way to add a pop of hot pink to your outfit is with a hot pink pashmina scarf like the one Jenny wore in the leftmost photo above. Right now I’m in love with the cashmere scarves from Pashmina International – they’re incredibly soft and cozy! I can picture Jenny wearing this pink & black scarf ($30.25) with a black and white outfit.

Another way to include hot pink in your wardrobe is by wearing a neon pink tulle skirt under your regular skirts like Jenny does in the center photo above. You can find tulle skirts on ebay for next to nothing, or learn how to make one yourself!

4. Piles of Accessories

The new Jenny Humphrey on Gossip Girl loves to pile on accessories and jewelry

The old Jenny Humphrey would have accessorized with a bright colored handbag and a cute headband. The new Jenny, on the other hand, piles on the jewelry and takes a more rock and roll attitude with her accessories.

I love the look of Jenny’s layered necklaces – it’s so easy to do with a few inexpensive pieces from Charlotte Russe or H&M. Get a few necklaces of different lengths and materials – a few beaded ones, a metal one with some bling, and whatever else catches your eye. Then mix ‘em all up and wear them together for an effortlessly chic accent to any outfit. Same goes for bracelets – stack them on however you want and pretend it was totally random.

5. Hats

Jenny from Gossip Girl wearing a hat

Jenny wore lots of hats during Season 1 of Gossip Girl, and she’s continued to rock them in Season 2. In the first picture, Jenny is wearing a knit tam hat for a hippie-chic vibe. In the second picture she’s rocking an ultra-trendy bowler hat.

If you’re looking for a slouchy beanie, this one from Forever 21 is a cute option, as well as this one. If you want a hat that’s similar to Jenny’s in the second picture, look no further than the Forever 21 Ribbon Trimmed Derby Hat – a carbon copy of Jenny’s look for only $16.80!

Jenny’s New Hair and Makeup

Jenny's new hair cut on Gossip Girl

Probably the biggest change in Jenny this season has been her drastic new haircut and dark, smokey eye makeup. Fans seem to either love it or hate it, but very rarely is there anyone who thinks her new look is just “meh.” If you love it, learn how to get the look below.

Jenny’s New Haircut

For season 2, Jenny traded in her long, wavy blonde hair for a shorter, choppier shoulder-length style with heavy bangs. It’s a dramatic look that definitely isn’t for everyone.

If you’re tempted to copy Jenny’s hair style, make sure you will look good with bangs! They aren’t for everyone, and can make some face shapes look wider or less attractive than normal, so cut with caution. If you aren’t sure whether or not bangs are for you, check out this guide and always consult a trusted hairstylist before you go through with it.

How To Style Your Hair Like Jenny

For Jenny’s hairstyle, all you need is the right haircut (see the paragraph above) and a good quality ceramic flat iron. With flat irons you get what you pay for – the more expensive ones damage your hair less and produce better results. I recommend the CHI Turbo, HAI and FHI which are all excellent choices and available on eBay for less than retail price.

Step by step:

* Use a good quality protective hair spray or a product like Biosilk Silk Therapy, available at

* Blow dry your hair until it’s completely dry. This is very important – don’t ever straighten wet hair! A hot flat iron can actually BOIL your hair, causing more damage than any conditioner can fix.

* Starting at the bottom layers of your hair and working up, use your flat iron to press small sections completely straight.

* Finish with a spritz of hairspray.

Jenny’s Makeup

Jenny Humphrey's Makeup

While it looks complicated, Jenny’s new makeup look is actually very easy to achieve. Start with a blank face – use foundation and concealer if you need it to cover any imperfections. Next, apply a loose powder to get rid of any shine. Then apply a peachy pink blush like NARS Orgasm to the apples of your cheeks.

Now for the smokey eye.. start with a wash of shimmery grey eyeshadow like Mac’s Knight Divine from your lash line and into the crease of your eye. Next, apply a thick line of dark black eyeliner on the upper and lower lash lines and on the inner rims of your eyes. Grab a q-tip and smudge this line to get it looking smokey, then blend it with some more of the original grey eyeshadow. Keep blending until you have the desired look, then apply two coats of black mascara.

Finish this look with a nude lip gloss. The focus here is your eyes, so a lighter lip color will balance it out. There you have it – Jenny’s makeup look in a few easy steps.

Your Thoughts?

Now that you know how to get Jenny’s new look, I want to know what you think of it. Do you like Jenny’s makeover, or did you prefer her old style? Would you wear this look yourself?

I want to hear your thoughts, so be sure to leave a comment!

*Photos courtesy of, The CW, and

Posted on on December 4, 2008 / Filed Under: Fashion Tips / Tags: , , , , ,

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151 Responses to “Gossip Girl Fashion: How to Dress Like the New Jenny”

  1. 1
    December 5th, 2008 at 12:08 am

    I like this Jenny style better, because it really defines her own style, instead of just ‘trying to fit in’. Also, it makes her look older as well ;) I would wear plaid but in small amounts only

  2. 2
    December 5th, 2008 at 12:25 am

    I HATE the new Jenny. I don’t think she’s getting sophisticated, she’s getting trashy. It’s all very teen rebellion to me, and I just don’t get it.

  3. 3
    December 5th, 2008 at 1:32 am

    I LOVE the new Jenny.
    It’s definitely her coming into her own niche –it’s very chic.
    It may not be sophisticated, per say, but it’s a step up from the little girly “I want to fit in” Jenny we knew last season.
    & sure it’s “teen rebellion” I mean .. It kind of sums up what Jenny’s been going through these past few episodes & very realistic for her age.

    I wear plaid a lot..but that’s the only thing I can really pull off, of all the crazy things Jenny wears.

  4. 4
    December 5th, 2008 at 3:22 am

    I think the old Jenny was a LOT cuter. Even when she was ‘trying to fit in,’ she still managed to look different than the other girls, with the sweet and simplistic colorful look. The whole sophisticated Jenny thing just looks wrong to me.

  5. 5
    December 5th, 2008 at 6:10 am

    I loved the old Jenny. I thought that the hair and the makeup were a lot more sophisticated than the New Jenny. Now, she looks too punk rock and the dark makeup is horrible on her.

  6. 6
    December 5th, 2008 at 9:16 am

    I liked the old Jenny, too. I think in particular that the haircut just doesn’t look quite right now her for some reason…

  7. 7
    December 5th, 2008 at 9:19 am

    Lyd – I like her style too and I agree – a whole wardrobe made of plaid is a little much.

    KC – You definitely have a point there – it is very teen rebellion. Her look isn’t for everyone, and I know lots of people that preferred her old look more.

    Linda – I totally agree with you that Jenny’s coming into her own niche and it’s a step up from the generic stuff she wore last season.

    Lindsey – Her new look is a bit jarring at first – coming from the stuff she used to wear it’s a pretty dramatic change!

    Anny – I think she does need to tone down the makeup a little, but I actually like the punk rock ness of her clothes now. But it’s not for everyone, that’s for sure.

  8. 8
    December 5th, 2008 at 10:37 am

    I love this. I like black, leather, chains, etc. I thought her old style was ridiculous, everything those girls wear is such a joke.

  9. 9
    December 5th, 2008 at 12:02 pm

    Definitely preferred last season’s look. Her hair is practically a mullet, and her eye make-up is just too heavy – she has raccoon eyes.

  10. 10
    December 5th, 2008 at 12:03 pm

    Screw the new Jenny. Horrible. Just horrible.

    The old one looked… classier.

    BTW if you want a laugh –

  11. 11
    December 5th, 2008 at 12:59 pm

    I HATE the new Jenny. Her hair is hideous.
    Idk, i feel like she’s trying too hard.

    I don’t really like her anymore. I felt sorry for her before but now i just think that she’s really messed up… Like she needs help. She decided to change her look to rebel from her parents. But seriously, there is nothing to rebel about. Her dad wasn’t being unfair at all… he was just doing NORMAL parenting. Jenny is just a little disrespectful brat. But i do partly blame her dad for just letting her do whatever she wants, i mean REALLY? He just let her move out and get completely out of control. And like even before that, when she screamed at him (when she was going to her then gay boyfriends party) and told him he couldn’t stop her from going. I mean i would NEVER talk to my parents like that. Rufus should have stopped her back then. Like “uhhh, no actually i CAN stop you from going, you are my daughter, i can tell you what you can and can’t do. You don’t control yourself.”

    You know what i mean?
    She’s just so annoying to me.

  12. 12
    December 5th, 2008 at 4:10 pm

    Funny because I made a post a couple weeks ago about how we all missed Jenny’s OLD style. I do admit I like how she’s changing things up, but I think sometimes it’s a little too “cobra snake” for me. I think it’s mainly her hair and makeup that kills me. The bangs….ugh. I mean, she HAS toned down her makeup in the very recent episode which I’m glad since it was way too strong on her. I guess what you like is what your style is. I honestly liked her preppy-ish, put together look, but I can see how people might like her new, out-there outfits.

  13. 13
    December 5th, 2008 at 4:31 pm

    I like Jenny’s new style, because i feel like she’s not just wearing what everyone else wear, like she found a style for her. What I don’t like very much is the eye makeup. Is TOO MUCH make up, and the hair is like.. idk, i just don’t think that that haircut fits her very well. I like her old style also, but it was pretty boring that everyone wore the same things.

  14. 14
    December 5th, 2008 at 4:59 pm

    I’m still trying to watch all of season 1, I barely recognized her!

    The image on the far right under “pops of bright pink” is so punk loli. It reminds me of this anime I saw a few months ago.

    Her hair style is the one I adopted when I left high school for home school last year. So, I consider it to be very, very rebellious.

    I agree that her style is very rebellious, but I love it and would consider throwing come elements into my wardrobe. My college has a very strict dress code, so I don’t know how they’ll take that. lmao.

  15. 15
    December 5th, 2008 at 6:52 pm

    i love “new” jenny’s daring style, buti don’t dig the mullet. :/

  16. 16
    December 5th, 2008 at 11:22 pm

    I really could care less about silly shoes; in particularly, Gossip Girls. As for this gal’s fashion/style, the raccoon eyes are a bit much but, minus that, it’s a go for me! I absolutely adore plaid. However, I agree with you, Briana, a closet full of all plaids is a no-no. But she definitely knows how to rock out the plaid.

    Her hair suits her style and I always can admire a girl that pulls of the longish length style that is way choppy with blunt bangs. I am not a fan of the hats that have made their way into the fashion world as of late. Everything I see a chick with a beret on her head, they always look like an octopus to me and I can’t help but try to suppress my laughter. As for the derby hats, I always want to walk up to the gal wearing it, give a buck or two and tell her to perform her magic trick for me.

    Ahhh, the fashion world always turns out some silly, petty, style duds that are seemingly “in”‘.

    Keep the goods coming, Zephyr. Love the site/blogs!

  17. 17
    December 5th, 2008 at 10:55 pm

    I really think she could tone down a bit on the hair and makeup. As for her clothes, although I don’t mind the new ‘punk/ rocker/ fashionista’ look of hers, I really loved the Old Jenny waaaay better.

  18. 18
    December 5th, 2008 at 11:38 pm

    her new haircut is just fugly. it makes jenny look like a wannabe pat benatar. i like her new wardrobe though. sadly, the clothes and the new look (hair and make-up) dont quite match the character.

  19. 19
    December 6th, 2008 at 5:46 am

    I kinda liked her old look better. I agree to mikee, she just looks like a wannabe. her wardrobe is getting more unique, though. the makeup doesn`t look good on her, it kinda makes her look a bit ill orsomething. but those are just my thoughts.

  20. 20
    December 6th, 2008 at 6:16 am

    yea i’d say i like the old jenny better too..
    but the new her really does fit her character though.
    and she IS a wannabe in a way…sooo it makes sense how she dresses :)
    i personally dun like the hair style and make up..but i love her plaids look =] and the accessories :)

  21. 21
    December 6th, 2008 at 4:56 pm

    I haaaate the new Jenny. Her style is still cute, but her hair is just plain awful. She looks older… but in the trashy, “I smoke way too much” kind of way. What happened, Jenny? Put away the raccoon eyes and the 2008-mullet and go back to cute!

  22. 22
    December 7th, 2008 at 12:33 am

    i don’t like the photos you’ve posted but i like the new one…i saw this one episode in season 2 where she was wearing black and white..everything was black and white//….she looks really good…with dark eyes…nice hair but not this…it was in the episode where blair ruined her mother’s runway

  23. 23
    December 7th, 2008 at 11:11 am

    I LOVE THE NEW JENNY!!!! everyone stop being such a critic! her new stile is cool and she doest want to be the same as all those other girl she wants to diffrent. also people who critisize her makeup…..its awsome! she is a punk rocker now so if you dont “get” that style then stop saying you hate it

  24. 24
    December 7th, 2008 at 1:52 pm

    I don’t know what it is this season everyone is going a direction in there style first S with the short dresses last season they were tasteful with tights now shes doin fishnets I use to love her style of Boho now its down hill. jenny is at that age expermenting i love it. Blair is still wit the headbands i think shes the only one htat stood wit her fashion choices and Vanessa

  25. 25
    December 7th, 2008 at 4:38 pm

    She is just a tad overdone, still seems like she’s trying to fit in by being too trendy. But hey aren’t they all.

  26. 26
    December 7th, 2008 at 10:39 pm

    I hate it. I hate it. I hate it.
    Her new style, I mean.

  27. 27
    December 8th, 2008 at 3:23 am

    I kinda like her new style.It reminds me Kate Moss’s style but i hate her new hair and makeup.With her new style and hair she looks like too old.

  28. 28
    December 8th, 2008 at 9:59 pm

    I LOVE Jenny’s new look. I think it suits her well this season.
    She has awesome style, i don’t care what you guys think.

  29. 29
    December 9th, 2008 at 2:49 pm

    i LOVE her new hair and makeup…obviously i’m in the minority here, but i think she pulls it off well. with bangs like that, i personally think her hair would look better a little longer and wavier but hey, whatever. i don’t really watch gossip girl because they were nothing like the books which ended up pissing me off, but this was a great post!

  30. 30
    December 9th, 2008 at 7:50 pm

    I like the hair.
    I like the new style, minus the plaid dresses.
    I love the accessory pile-on.

    I hate the eye makeup.
    They’re raccoon eyes, practically.
    But that’s just my opinion. I think she’s washed it all off though, back to less intense makeup. Which is nice.

  31. 31
    December 10th, 2008 at 5:25 pm

    I LOVE OLD JENNY! New Jenny has too much make up and I don’t think the hair style fit her.

  32. 32
    December 12th, 2008 at 5:39 pm

    i love the new jenny’s accessories and hair but don’t know about the huge amount of plaid or eye make-up. I like the fact that she has her own personal style now and that she seems more comfortable being herself. I just love her mini dresses too

  33. 33
    December 15th, 2008 at 3:57 am

    I looooove Jenny’s hair and style but think her makeup is a tad too heavy for a girl her age.

  34. 34
    December 19th, 2008 at 12:24 pm

    I love the smokey eye. I used to think that making your eyes look “smokey” is very complicated, but thanks to your article, I’m relieved to know that it’s really not as hard as it seems.


  35. 35
    December 19th, 2008 at 10:09 pm

    ewwwwww, her makeup this season is just hideous. waaayyy too much. she looked cuter before. and that hair of hers… ugggh. other than that, most of her outfits are pretty cool though.

  36. 36
    December 19th, 2008 at 10:21 pm

    LOVE the new jenny look!!!!

  37. 37
    December 25th, 2008 at 7:45 am

    Well I LOVE Jenny’s new look- I had no idea I was in a minority until I looked on here. I think her bangs are really stunning oh her and the lighter blodne colour suits her too. I look at old episodes online and it’s true, you wouldn’t recognize her, but thats ok, if you look at photos of me from a year ago you can barely recognize me. I think she’s just at that age when she want’s to try out different looks and thats great!

  38. 38
    December 26th, 2008 at 8:27 pm

    Jenny also wears a lot of fascinators or some other outrageous headwear. I think that’s awesome! While I’m a Blair girl, I really love hair accessories, and Jenny is rocking them this season! Maybe a hair accessories/hat post is in order? Or a headwear of GG post?

  39. 39
    December 27th, 2008 at 8:55 am

    In some of her photes she look stunneing but in others she look horrible but at the moment loveing the new look x woop woop x x

  40. 40
    December 29th, 2008 at 10:57 pm

    owyyyy i love jenny i got my sister to cut my hair exactly!! liek hers i love iher shes soo pritty but im not ever 15 yet!!!! i want her clloths!!

  41. 41
    January 2nd, 2009 at 4:15 pm

    i really love the new Jenny and i want to find more pieces that are like the ones she would wear.
    do you have any suggestions for where i should look to find affordable, stylish pieces like the ones jenny wears? especially all the plaid- i have looked in many stores and i can’t find too many options in plaid, which saddens me because i am a huge fan of plaid.

  42. 42
    January 3rd, 2009 at 11:15 pm

    I love the new Jenny, I plan on getting a similar but not exact copy of her haircut
    I’m also loving her new makeup and clothes.
    She looks way more grown up and sophisticated. I never really liked the old Jenny

  43. 43
    January 4th, 2009 at 6:41 pm

    I love the Old Jenny. This is just me, but I personally try to go more for the Blair look. So I thought that Jenny’s old look was a good comprimise, because its still classy, but just a little more reasonable, something I could wear evryday. But now Jenny…. Racoon Eyes? I like more a natural look for myself,and I thought it looked really cute on Jenny, but now…It looks like shes grown up WAY to fast. Another thing. Her hair. I loved her hair in season 1, and when I first saw her new hair cut, I was shocked. I kept on thinking, how could she !!! It doesnt look very good on her with her sort of baby face. The cute look was so her!!!If I were her I would seriously do something about my hair, get out my old clothes and wash the make up off. But thats just my opinion!!!

  44. 44
    January 24th, 2009 at 11:26 am



  45. 45
    January 28th, 2009 at 4:05 am

    uhh i don’t really like this new jenny.
    the hair, the make up and those clothes just doesn’t suit her

  46. 46
    January 31st, 2009 at 9:17 am

    I love Jenny’s new style.It’s more rebellious and rock’n’rol, and i have adopted the style except the hair and the make-up.the make-up on a Saturday night the hair, i just straighten it. anyway, I looooooooooove it!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!

  47. 47
    February 1st, 2009 at 4:20 am

    I don’t like her new style, i think she looked better with her old hairstyle and makeup. Her old look was way cuter. I like blairs style too, but it is a bit too preppy, so i liked jenny’s style the best. But now seh has a completely different style……

  48. 48
    February 5th, 2009 at 9:08 pm

    im liking so fast, jenn looks stunnnig

  49. 49
    February 14th, 2009 at 11:10 am

    Like the clothes, though they can be a bit dreary sometimes. I used to love her hair-bands and stuff too. I totally HATE her eyeliner though. It’s too much! She looks like a tramp, not sophisticated at all! She would look WAY BETTER with just a little colored eyeliner or some chic liquid eyeliner flicks! x

  50. 50
    February 14th, 2009 at 11:13 am

    Come ON, get the old, sexy Blair back! Come on gal, get some makeup tips. shudder. ewwww. x

  51. 51
    March 6th, 2009 at 3:07 am

    Wht’s going on?? It’s a tragedy!!totally disaster!! The old jenny is much much more better!! Although she’s just ‘truing to fit in’ but she dressed very cute! I love her big coats and her hair….now it’s like ..ugh! Aspecially her hair and’s too heavy and i nearly can’t recognize her!!

  52. 52
    March 6th, 2009 at 5:10 am

    I love you for these thank you so much. I was just wondering since you put up how to do the new jenny’s hair and make up could you do it on the old jenny humphrey one?
    I have been dying to cut my hair like hers but I am not sure how to curl it. Do u use curling or straightening irons? Do I use rollers?
    pretty pretty please help me.


  53. 53
    March 8th, 2009 at 12:25 pm

    I think, the old Jenny is WAY better. Her new look really looks kind of teen rebellion..

    I absolutely hate her new hair. Her clothes are okay though.

  54. 54
    March 24th, 2009 at 8:17 pm

    ok all of you people that aid jennys new style is bad, your crazy!….. the only jenny was covered up and just bad, the new jenny is cool trendy and really pretty, i love the new jenny =-]

  55. 55
    March 28th, 2009 at 1:14 pm

    I love the new Jenny!
    Infact this Tuesday i’m taking her picture to the hairdressers with me and getting it cut like hers! And if I don’t like it i’ll just wear a headband until it grows out :)
    I love the eyemakeup too!

  56. 56
    April 3rd, 2009 at 8:58 pm

    New Jenny looks so fierce. I love it, no one can pull of the preppy look except for Blair, so its nice to see Jenny evolving into her rocker chic look!!! i love it.. she looks more mature, and grown up

  57. 57
    April 4th, 2009 at 1:32 pm

    ive had my haircut like jennys new one cut for about 3 weeks now and tbh everyone says it looks so much better.

    to all of you people saying its hideous.

    your absolutely wrong.
    ive been taken much more serious
    and tbh i think if you think its that bad
    then dont say nothing

  58. 58
    April 6th, 2009 at 10:49 am

    i liked the old jenny. it was so classy and elegant and so preppy. she looked soo beautiful. this new hair and new style just ruins her character. I miss the old jenny, i hate how shes not trying to fit in anymore, Idk, i just wish she was like last season.
    but even though i dont like the hair, i think she pulled it off tho. the way she’s styling up her clothes and accessories is soo jenny.

  59. 59
    April 8th, 2009 at 11:21 am

    i love the new jennny, and thanks for all the tips, i just cut my hair like hers, shes a new fahsion idol of mine.

  60. 60
    April 9th, 2009 at 4:32 am

    i absolutely love her new style, i think you will agree with me when i say that jenny humphrey carries a kind of poise and maturity for someone her age, very chic and presentable!

  61. 61
    April 9th, 2009 at 4:46 am

    she is also one of my new fashion idols, i’ve always adored the punk rock fashion and she siply displays it to thr best of my abilities!

  62. 62
    April 12th, 2009 at 3:06 pm

    ehm hi , look do you guys have NOTHING better to do than sit here & say tht her eyes look like raccoons , seriously nearly every comment critising her is the same , so tbh yous should just shut up , i love the new jenny ecspeically her hair & make-up . in a few weeks im getting my hair like tht . i love her clothes aswell
    bye (: !

  63. 63
    April 12th, 2009 at 7:43 pm

    i think her new look is awsome. i luv the way her eyes look. her clothing is awsome too. all in all she rocks the look.

  64. 64
    April 13th, 2009 at 4:56 pm

    I love the new Jenny!
    From season 1 I liked her but I though she was just like all the other girls, I mean she didn’t had her own style she was just a Blair bis ( even if I loove B’s preppy style, everybody wearing the same things was kinda boring…)
    but in season 2 she (finally) got her own style & her own personality!
    I personnaly love her hair style & the make up (even if it was too much for an every day makeup though) & I <3 all of her designs.
    I wish I could have the same hair (unfortunaly a bang like hers wouldn’t suit me too well) but anyway, I love the new J more than the old (L)

  65. 65
    April 16th, 2009 at 2:15 pm

    I hate the new Jenny. She looks so ridiculous. The eye makeup is way too heavy, and her hair is just ugly. She looks like she is trying to not be like her old self way too hard. Although before she was trying to fit in, she still had her own individual style since she made her own clothes. Plus, Jenny and Nate would have made such a cute couple, old Jenny that is. XOXO!

  66. 66
    April 17th, 2009 at 6:15 pm

    I love the new Jenny! She is definatley my favourite character and after all, style isn’t about fitting in and looking like everybody else. As for the hair and make up, you can’t deny that she effortlessly pulls it off

  67. 67
    April 29th, 2009 at 2:51 am

    Yes I do prefer the old little J, but some of the clothes from the new Jenny are quite nice. But I miss the cute, colourful style of the old jenny. :(

  68. 68
    May 9th, 2009 at 6:57 pm

    i think her new style is better than old one! i love gray and black…she looks SEXY!!!

  69. 69
    May 12th, 2009 at 9:16 am

    hey i really like ur cloths

  70. 70
    May 18th, 2009 at 1:21 pm

    i like jennys new look, its very edgy and im the same age as her and can totally realte to her style a lot of girls our age dress this way its the fashion at the moment she looks rocking!

  71. 71
    May 18th, 2009 at 11:42 pm

    wowww, everyone is hating on the new jenny look. she went a lil bit more rebellious punk, a little bit of darker more dangerous style can do jenny goody two shoes some good, and plus now she looks drastically differnt from everyone on the show, be open minded people, she looks great, puts a new twist on the show and is also now my favorite character. go jenny!

  72. 72
    May 24th, 2009 at 9:54 am

    i don’t like the new jenny she acts like a snob and she looks like she is gloth!!!!

  73. 73
    June 5th, 2009 at 5:02 pm

    I like the new Jenny. The make-up is too much sometimes and her outfits are abit mature for her sometimes but oh well. I don’t think people realise that the haircut was because TAYLOR wanted one – and they wrote this into the script. She was already wearing heavy make-up and more punkish outfits before the change on GG so I guess they decided to just write it in.

  74. 74
    June 8th, 2009 at 3:04 am

    i love the new jenny! she is sophisticated mature and she is individual instead of copying the popular kids liek last season.
    i love her hair it suits her and she has inspired me 2 get a fringe now LOL
    her eye make up isnt over the top its her style and its hot.
    i also (L) her wardrobe. Mainly cos its an exact replica of mine LOL i luv plaid, pops of bright colours and short skirts ROFL.
    i also admire jenny cos she is a fashion designer and so am i!
    we hav a lot in common and her new style is sooo eye catching and it works!!

  75. 75
    June 8th, 2009 at 3:47 am

    btw im getting her exact haircut with a pic and theyre not RACCOON eyes its called ‘liquid eyeliner and eyeshadow’ even i wear that and shes older than me!

  76. 76
    June 8th, 2009 at 9:46 pm

    nice sexy hot cool shes preety

  77. 77
    June 9th, 2009 at 6:19 am

    i think she needs to find a look in between the old and new jenny.
    like, not so much heavy makeup, longer hair and less black and black and black clothing

  78. 78
    June 17th, 2009 at 2:52 pm

    I prefer the new jenny, i love her makeup and her haircut, i want the same… But some clothes of the old jenny were very great too…

    well thanks for all your posts, I’m franch ;D and it’s very cool can find clothes like GG characters. sorry for my bad vocabulary.. i’m 14 years old and it’s hard to speak in another language. i know franch is hard for you too

    XOXO =D

  79. 79
    July 1st, 2009 at 5:22 pm

    What is wrong with all you people,the new Jenny is sooooooooooooooo HOT……I absolutely LOVE LOVE LOVE LOVE her new style its so cool…Thank u for posting these tips on how to dress like Jenny.I’m always trying to dress like her but sometimes she wears things that I cant really wear everyday…….but thank you again:-):-):-):-)…………I LOVE THE NEW JENNY.

  80. 80
    July 14th, 2009 at 7:33 pm

    The picture of her under “Jenny’s Makeup” is soo pretty. I absolutely LOVEE her new hairstyle :D

  81. 81
    July 15th, 2009 at 2:02 pm

    I so totally heart Jenny in season 2. You haters obviously don’t understand, she isn’t rebelling against Rufus she’s rebelling against the sterotypical Constance Girls. She’s had enough of trying to fit in and now is doing what she wants. This is sort of what happened to me last year. I tried to fit in with the people I thought I wanted as my friends and now after realsing how dumb I was acting, I now am being myself and it feels great. I really understand how Jenny felt and I am happy to see her looking so great.

  82. 82
    July 20th, 2009 at 5:58 pm

    I don’t see why people don’t like her new style. It’s way better than the preppy Jenny because it’s her own style. She’s not trying to fit in.

  83. 83
    July 27th, 2009 at 6:36 pm

    Absolutely fabulous. The rock/glam/rebel style totally works for her. Who says a girl’s gotta be CUTE to be cool? Completely wrong. Jenny is finally herself. That haircut is just WOW. The makeup is maybe an itsy-bitsy too much, but as I said, it works perfectly for her. You did a great job with getting the basic of her style. And to everyone who says that they don’t like or don’t get Jenny’s new style- you are superficial. No comment.

  84. 84
    July 28th, 2009 at 8:03 am

    I love her style, she’s edgy and different and suits her perfectly.
    I inspire my look on her, and I love it.

    She’s gorgeous

  85. 85
    July 29th, 2009 at 2:08 am

    I prefer the old Jenny way way way more than I do the new one. New Jenny just looks cheap and trashy and it looks as if she’s trying too hard. Old Jenny was cute, preppy and incredibly chic.
    Well that’s in my humble opinion anyways

  86. 86
    July 29th, 2009 at 9:57 pm

    Thanks millions for the help. I just recently started to watch the second series of gossip girl and i was in love with Jennys new style and then i got my hair cut the exact way she did and then i saw this article of how to look just like her and i became obsessed sad to say. haha! To prove how obsessed i was i have no printer as it is broken at the moment so i actually wrote your whole article out and now i have hand cramp. Anyway thankyou. Oh and i think Jennys new style looks fabulous compared to her old style i think it makes her look more mature and daring. I would love if you can get back to me but if not no worrys, thanks again.

  87. 87
    August 4th, 2009 at 3:31 am

    OMG!! i am sooo like in love with her new hairrr. i am so like loving it right now. i am so like ughhh jealoussss!!

  88. 88
    August 14th, 2009 at 2:18 am

    *cries* Why did Jenny have to go and put all that eyeliner on her pretty face? It makes her look much less cute and less happy… if you notice, she looks like all the joy has been sucked out of her…

    I’m all for putting some edge in your wardrobe and makeup choices, but thick black liner everyday is just a no! Makeup should enhance your look, not hide your facial features. What happened to her pretty eyelashes? This is NOT a smokey eye… there is no dimension to it and thus no “smoke.” It’s just a harsh flat black. Especially bad since 90% of people who try this look in real life will have no makeup know-how and make it even flatter when they try it out.

    And her hair… it could be okay, if it weren’t for the top layers being cut a bit too short and bringing her into mullet territory…. furthermore I think it looks bad to have top layers and bangs at the same length.

    Ah Jenny… wipe that muck off your face and make your hair a little less lifeless and mullet-y. You look like my cousin: too much foundation, thick rings of black eyeliner and nude, matte lips. It’s just not flattering and makes her face look unnatural.

  89. 89
    August 16th, 2009 at 2:00 pm

    I love jenny’s new style, but i think i’d look better in her old stuff. Either way, thanks a ton for posting them. I was hoping you could do a selena gomez guide? I like her style alot too :]

  90. 90
    August 18th, 2009 at 7:25 am

    I like the ld jenny better it looks sweeter……….now she looks trashy…………..

  91. 91
    August 23rd, 2009 at 12:11 pm

    thats not true she looks so much better with shorter hair!

  92. 92
    August 23rd, 2009 at 12:19 pm

    Jennys hair style is awesome i want it but dont no if it will suite!

  93. 93
    September 1st, 2009 at 9:03 pm

    i love her look alot!! its so her

  94. 94
    September 2nd, 2009 at 11:19 am

    I like this style! I admire people breaking free from the “In crowd’s” style and just being themselves. This look isn’t 100% me, but I use it as inspiration. Go Jenny!!!

  95. 95
    September 4th, 2009 at 11:09 pm

    I like bits and pieces of Jenny’s new look. I like her fashion choices a lot more than last year. Some of the pieces look a little trashy, but most I love, especially the jewelry. Her makeup i could do without, i love smokey eyes but her’s are way to dark for me. What I hate most is her hair. I loved her long hair! If she had kept the long locks and done really heavy bangs i think she would look mature and a lot less trashy.

  96. 96
    September 6th, 2009 at 5:13 pm

    Hii =] I’m absolutely in LOVE with Jenny’s style! Can you do an article about Jenny’s style in season 3 ( when season 3 is on tv course =])


  97. 97
    September 12th, 2009 at 5:35 pm

    I gotta say, I really like the new Jenny, except for her hair. It looks a little mullet-like. Maybe that’s just me. I’m loving her punk-rock look otherwise, though!

  98. 98
    September 27th, 2009 at 3:23 am

    jennys new style is so pretty! i love that she is experimenting with her look and everybody who is saying rude things about her needs to stop.

  99. 99
    September 29th, 2009 at 1:56 pm

    jenny was always ugly and trying too hard but now she looks old and trashy!I HATE THE MAEUP AND THE HAIR! and the wierd thing is she’s the same in real life, it looks awfu! and the clothes look dirty! she should take tips from Serena and Blair

  100. 100
    October 5th, 2009 at 12:31 am

    the old jenny has passed has any1 even see that shes growing up and that she was trying to be unique and different i happen 2 love the new jenny i liked the old jenny but she was too innocent and it tells me alot of u that “loved” the old jenny are extremly preppy but oh well the new jenny is here to stay and it so happens to be that trashy is in cause most teens are dressing and putting on make up like that and jenny was obviously pretty anna and stephanie must obviously ugly cause they must be bitter cause they are not rich famous or attractive what so ever and pick up a fashion magazine lately u must be last yr cause what shes wearing is IN

  101. 101
    October 11th, 2009 at 9:54 pm

    What is the name of that black double breasted winter coat with the gold buttons she is wearing in that photo? I think it’s really cute.

  102. 102
    October 12th, 2009 at 6:56 am

    i love this new style it suits her soooooo much

  103. 103
    October 17th, 2009 at 7:47 am

    I love Taylor Momsens personal style and her characters style. But even her character, who is suppose to be on a budget dresses in very price items on the show. So where does a girl get her style on a budget? I found this cool picture that breaks down her style for under $100.
    It is super cute and worth a look if you are on a budget and want to cop her Gossip Girl style. I love to dress like her but am on a budget so this info really helps! Hope you enjoy…

  104. 104
    October 23rd, 2009 at 6:05 pm

    I just don’t like Jenny’s new style. The makeup is too harsh for her. I loved her preppy, pretty style. It was so classy and this new style is trashy and just plain ugly. I honestly think that nobody should try to pull off makeup like that. All it does is make you look like a raccoon.

  105. 105
    October 25th, 2009 at 9:32 pm

    I llovve Jenny’s new style!! I am really into the whole rocker look right now, chains, black…
    I am kinda like Jenny, I totaly 180d from preppy to punkrock. Of course its because it’s a tv show, but it is really difficult to change ur wardrobe that drastically. I have a few punk accessories but most of my wardrobe is still constituded of preppy clothes.
    I actually thought I was original when I started doing that, then I started seeing it in all the magazines and was like blah… At least I’m fashion forward :P

  106. 106
    October 26th, 2009 at 2:09 pm

    I love jenny’s new style..!

    It’s different from the preppy style which i dont really like too much. I love the punkrock style because it’s different and its fashion-forward. It’s just unique.

    I pretty much dress punk and skater but i add some girly pieces. Some people like to call it emo but thats just basically their ignorance. haha. But i wear skinny jeans, converse, or some cute boots with plaid shirts, tees, and a cute jacket and some cute accesories. But i tend to wear simple makeup. So it looks pretty good =]

  107. 107
    October 28th, 2009 at 10:50 am

    How about Jenny’s new style for season 3?
    I mean, I absolutely LOOOOOOOOOOVE her hair in season 3, she looks more sophisticated and older. I want hair like that. How do I do this?

  108. 108
    October 30th, 2009 at 1:59 pm

    I love your new style Jenny Humphrey!!

  109. 109
    November 9th, 2009 at 6:12 pm

    Love the hair. Eyes not so much, too much for my taste. Love the blonde color.

  110. 110
    November 17th, 2009 at 4:00 pm

    i think her new hair is really punk-rocker, and super cute on her, but it doesnt quite fit her personality. i liked the old jenny’s hair cuz it looked so much more natural, which was pretty much her style too. with her dark eye makeup, she kinda looks like shes trying to look goth or something, and thats just trying to hard. i love her new clothes tho:)

  111. 111
    November 29th, 2009 at 2:13 am

    HATE Jenny’s new style! She’s just another scene kid. Makes me wanna vomit. It’s not like I’m not surrounded by their tackiness every day, now I have to endure it on GG, too?!

  112. 112
    November 29th, 2009 at 2:16 am

    Also, why does everyone that comments on this blog (and the writer, for that matter) overuse “fashion-forward”?

  113. 113
    November 29th, 2009 at 2:21 am

    @ nicole – Jenny isn’t real. Her feelings aren’t going to be hurt by rude comments on a blog. Also, the actress probably doesn’t read this blog, so SHE won’t know either. And, I’m fairly certain she’s confident enough that she doesn’t care what we think of her fashion and will wear it anyway (happily), which is the point.

    @ emma – Just because people don’t like Jenny’s fashion doesn’t mean that you need to react to their comments like they’re a personal attack. It’s okay to dislike someone’s fashion and to comment on what makes you dislike it and vice versa. It isn’t really acceptable to degrade the value of a person or their personality just because they don’t like something that you do.

  114. 114
    November 30th, 2009 at 12:34 pm

    I wanted to ask if people think that jenny’s new make-up would look good in someone with brown dark eyes?
    what makeup can I use to look kind of rock star… just like jeenny?

  115. 115
    December 8th, 2009 at 6:38 pm

    I definitely like Jenny’s newer look. I think that it suits her. Before she looked like an innocent little girl and now she looks like a teenager experimenting with her look. I wish that I could pull off a look like that.

  116. 116
    December 11th, 2009 at 1:48 pm

    I loovee her new look. She look’s so much better like that.

  117. 117
    December 14th, 2009 at 2:00 am

    i lik the dressin sence of new jenny its very funnky……..nd her smockin eyes also klooks good on her but wat don’t like is her hair style…….even though it goes wid the character……but her old her style was far better then dis….

  118. 118
    December 28th, 2009 at 6:40 am

    what is the double breasted black jacket she is wearing?
    Its awesomee

  119. 119
    December 31st, 2009 at 8:10 pm

    I absolutely luurve the new Jenny. She is my idol and my inspiration! I have been told I would look good with her type of hair because I have the same face shape, so I’m going for it! I think the eye makeup is a little heavy, but it sort of suits her. I would still go for the smoky eye, but more a light grey than black. Totally inspired just because I saw a glimpse of her hair cut!

  120. 120
    January 4th, 2010 at 12:03 pm

    I LOVE the whole black, punk, teen, rebel look.. I dress like her.. Black, grey, white.. And PINK to stand it out.. I love her make up, everything she wears now in the new season is amazing.. I love the new jenny!!

  121. 121
    February 2nd, 2010 at 2:13 am

    Can you do a list for season 3. Her new style is like punky chic (because she can now afford the good stuff).
    I like it how much she has changed… from jelly bracelets and pink beads to hard core ‘junk jewelry’ :]

  122. 122
    February 2nd, 2010 at 11:19 am

    i owuld like to see the new new jenny its not as much goth the style were she has the long hear and dresses with a match or serena and blair

  123. 123
    February 6th, 2010 at 5:40 am

    well i must say i love jenny :)
    she is my favourite and plus she is the one with best taste in fashion, i mean like serena and that have good fashion but not as good as jenny (L)’s her work, i have so many dresses just like hers… ilys it! very much.
    and the goth style is cool, i reckon it suits her well :) and im just like her i must say.
    you no you love me xo xo gossip girl.

  124. 124
    March 15th, 2010 at 5:53 pm

    I like the old jenny WAYYYY better! now she just looks bad! the old jenny was way cuter!

  125. 125
    March 24th, 2010 at 1:05 am

    i love both! but i miss the old one.

  126. 126
    March 24th, 2010 at 1:06 am

    it’s cool!

  127. 127
    March 31st, 2010 at 7:50 am

    what about the new new jenny?? (season 3)
    deffo the best :)

  128. 128
    April 10th, 2010 at 6:41 pm

    i really adore her new style. She seems to be cooler i think. Furthermore i love jennys new haircut!

  129. 129
    April 14th, 2010 at 4:09 pm

    I LOVE the new Jenny. She looks amazing, so much better than she did last season. She was too cute and preppy, and all Hannah Montana-ish, now she just ROCKS. Love her.

  130. 130
    May 5th, 2010 at 8:25 am

    I love her new style personally. ESPECIALLY the hair. It’s hard to pull that kind of style off.

  131. 131
    May 10th, 2010 at 2:47 pm

    We have Gossip Girl in Germany, too. I like Jenny, and her new style I tried to copy it but here in germany you didn’t were normaly something like that. And you must be very skinny to wear close shorts. Her style is real rock chic something like the old Mischa Barton

  132. 132
    May 26th, 2010 at 7:19 pm

    Wow, she really, really, really looks like Joan Jett with that hair, clothing and make-up! Only two things parting them is the age and the haircolor!

  133. 133
    July 30th, 2010 at 2:32 am

    jenny you rock!

    i love the new jenny, bt you gotta work on that attitude coz girl you 15.
    act your age and not a number. lol

    mwah girl keep it up. you doing great.

  134. 134
    August 21st, 2010 at 3:35 pm

    you should do season 3 as well. About all girls, cause their style changed a lot. :)

  135. 135
    September 6th, 2010 at 11:22 am

    Aww,I LOVE the new style of jenny x3333
    I let cut my hair as she.But she looks much better than me.She’s SO BEAUTIFUL x333

  136. 136
    October 3rd, 2010 at 12:28 pm

    well, I’m italian, so if there are some writing errors.. be patient.
    I love Jenny whatever she wears.
    I think that I would never dare to dress like her, because I’m not lean like her, but someday, who can tell?
    I’m looking for clothes like the ones she wear on GG 2, but I do not live in a metropolis like New York, but I’m going to learn to sew, just like Jenny, and who knows, maybe I’ll venture to dress just like her!
    xoxo (:

  137. 137
    October 3rd, 2010 at 8:20 pm

    I liked Jenny better when she was trying to fit into the in crowd just because the clothes fit her right. The dark colors do not mesh well with her body and her makeup? what a nightmare. hmm maybe she should stick with the long hair and that is the only thing I like about her new style.

  138. 138
    October 4th, 2010 at 10:36 am

    I was in the same positition as Taylor (jenny) with the ‘Baby look face’ so i actually cut my hair the same and did smoke eyes, now my hairs long and my fringe has moved to the side a little (still cutting my fringe from time to time to keep it a fringe) and i’ve gotten awesome at the smokey eyes! I love my new look not only i’ve gotten my own sense of style for clothes <3 Jenny saved me by inspiration (:

  139. 139
    November 7th, 2010 at 9:44 am

    I liked the old Jenny,to me she looks like middle school emo.She used to dress classy and preppy,but still stood out.

    Wash that makeup off ,Gurly!
    And please do something to your hair!

  140. 140
    December 1st, 2010 at 1:18 pm

    i really like jenny’s new style. i don’t think she’s too young to dress like that. she looks great!

    btw, i love all ur ” how to dress like” posts. u should totally do ” 90210 : how to dress like ..” too!

  141. 141
    December 3rd, 2010 at 11:12 pm

    I like both her old and her new style. But the new style is way better because you already have so many females looking like how she did before she rebeled n the show, so it’s nice to see some variety in looks. I’m kind’ve everything atm: I had my sporty phase, then my goth phase, and then my hippie phase when I was younger. Now I simply wear anything that is appealing 2 me, idc. My style isn’t under any category. I like 2 mesh loox: girly/prissy, sporty, goth (or sort’ve rock, like Jenny’s), hippie, and so on. I would definitely rock the style Jenny has (except I’m not big on makeup…actually I don’t wear makeup at all unless it is a truly special occasion, and even then I’ll probably just wear lipgloss). ^_^

    @Zephyr, I really enjoyed your article and thanx a bunch for the links, but my main reason for reading it was because I was searching for some type of “step-by-step” on how to DO Jenny’s new hairstyle, mainly the bangs (I already know how to flat iron, but ty anyway). You gave a step-by-step for the makeup, I thought you would do the same for the actual cropping of the hair. For example, how far back should one start the bang, what angle to cut it, and so on?

  142. 142
    March 15th, 2011 at 9:40 pm

    Fashion forward? I think it looks a bit goth, well in the ones when she ran away. It was kinda cute when she was doing the episode with the fashion show, though. Also, Taylor Momsen if so beautiful, but she wears so much make up and just ruins a beautiful face. It’s sad, really.

  143. 143
    April 18th, 2011 at 2:03 am

    well I was looking forward 2 some eye-makeup stuffs 4 getting ideas, but I guess that it worth it!!

  144. 144
    January 6th, 2012 at 10:28 pm

    I HATE this new Jenny. I mean her life isnt anything to comaplain about and she is acting gothic and rebellious and being super rude to her dad. And her dad super nice and leniant. Eww she just annoys me she is a spoiled brat. It makes me sad to see what her character, and maybe even her, has become.

  145. 145
    April 2nd, 2012 at 1:29 am

    See I love her new look but …… Have u seen swiched at brith I want a a cross between jenny and bay I love jenny’s new hair !!! I am going to get mine just like hers I am a major cowgirl !! But I also wear the punk look sometimes I just want a look ! Her makeup is to dark for me + its really expentce , and I’m to young for it gonna be 13 in may !!! I am into the dresses in cowboy boots thing !! But I love her no look ! Will it work for me tho ?

  146. 146
    May 18th, 2012 at 2:51 pm

    I loved the article. Could you do a “How to dress like Amy Jiergens” from The Secret Life of an American Teenager?

  147. 147
    July 27th, 2012 at 7:48 pm

    ali,she doesn’t need anyhelp,she’s beatiful with her new style,the new jenny is like me or like i want to be !!!!!!!!!!!! :)

  148. 148
    July 30th, 2012 at 11:46 am

    I love the new Jenny. Shes AMAZING!! Im going to get the same haircut as her. But i wanted to know how long her hair is, in inches? Im not sure if mine is long enough to get that haircut. I also love her clothes. I just bought the hot pink items! Im ready for a Jenny fall.

  149. 149
    August 5th, 2012 at 8:30 pm

    I love jennys new style. It was very helpful with the makeup and hair tutorials! But i like her better with long hair. I like serenas style very much too. Blairs style is not realy my thing but it suits her. Thanks ;-) XOXO <3

  150. 150
    August 28th, 2012 at 11:46 pm

    Punk is over the top, her style is perfection.

  151. 151
    December 30th, 2012 at 5:00 am

    i love jennys new clothes, i get my clothing ideas from her. they inspire me alot :) she doesnt dress too punky which is the way i like it and i love her hair and make up, its perfect. shes just a teen not afraid to be herself :)

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