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Gossip Girl Fashion: How to Dress Like the New Jenny

Last Updated on January 31, 2019 by Zephyr - CF Editor
This post may contain affiliate links, which means we may receive a commission if you purchase through our links. Please read our full disclosure here.
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 Beauty.com.

*

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 TaylorMomsen.org, The CW, and Taylor-Momsen.net

Tags : Gossip Girl, Hair, How To, Plaid

108 Comments
Originally published on December 5, 2008
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Reader Interactions

Comments

  1. Christina says

    April 15, 2019 at 10:30 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!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!

    Reply
  2. Maddy says

    April 15, 2019 at 10:30 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……

    Reply
  3. Rileigh Roze says

    April 15, 2019 at 10:30 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

    Reply
  4. Elle says

    May 27, 2019 at 10:08 am

    Hey
    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.

    Elle
    XoXo

    Reply
  5. Mia says

    May 27, 2019 at 10:08 am

    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.

    Reply
  6. Chlo B says

    May 27, 2019 at 10:07 am

    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!

    Reply
  7. JANE says

    May 27, 2019 at 10:07 am

    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

    Reply
  8. April says

    May 27, 2019 at 10:07 am

    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

    Reply
  9. jen says

    May 27, 2019 at 10:07 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.

    Reply
  10. charlotte says

    May 27, 2019 at 10:07 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.

    Reply
  11. Theodora says

    May 27, 2019 at 10:07 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!

    Reply
  12. Theodora says

    May 27, 2019 at 10:08 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!

    Reply
  13. marrisa-x says

    May 27, 2019 at 10:07 am

    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!
    xx

    Reply
  14. M.A.C says

    May 27, 2019 at 10:06 am

    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!

    Reply
  15. sallymay says

    May 27, 2019 at 10:05 am

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

    Reply
  16. Krystal says

    May 27, 2019 at 10:05 am

    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.

    Reply
  17. Sadaf says

    May 27, 2019 at 10:05 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!!

    Reply
  18. Sadaf says

    May 27, 2019 at 10:05 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!

    Reply
  19. shirin says

    May 27, 2019 at 10:05 am

    nice sexy hot cool shes preety

    Reply
  20. Wendy says

    May 27, 2019 at 10:05 am

    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

    Reply
  21. Bosa says

    April 15, 2019 at 10:42 am

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

    Reply
  22. Suzie says

    May 27, 2019 at 10:04 am

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

    Reply
  23. megan says

    May 27, 2019 at 10:04 am

    i love her look alot!! its so her

    Reply
  24. Bliss says

    May 27, 2019 at 10:04 am

    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.

    Reply
  25. Leah says

    April 15, 2019 at 10:35 am

    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!

    Reply
  26. nicole says

    April 15, 2019 at 10:35 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.

    Reply
  27. anna says

    April 15, 2019 at 10:35 am

    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

    Reply
  28. sammy says

    April 15, 2019 at 10:35 am

    i love this new style it suits her soooooo much
    TAYLOR IS MY IDOL

    Reply
  29. Lolita says

    May 27, 2019 at 10:04 am

    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 😛

    Reply
  30. Jackie says

    May 27, 2019 at 10:03 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?

    Reply
  31. Courtney says

    May 27, 2019 at 10:03 am

    I love your new style Jenny Humphrey!!

    Reply
  32. Alina says

    May 27, 2019 at 10:03 am

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

    Reply
  33. Andie says

    April 15, 2019 at 10:40 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?!

    Reply
  34. Andie says

    April 15, 2019 at 10:40 am

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

    Reply
  35. kk says

    September 9, 2019 at 1:22 pm

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

    Reply
  36. Kim says

    September 9, 2019 at 1:18 pm

    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

    Reply
  37. Margaux says

    May 28, 2019 at 10:20 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!
    Aggghhhhhh!!!

    Reply
  38. Lara says

    May 29, 2019 at 5:16 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.

    Reply
  39. tania says

    May 29, 2019 at 5:21 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 !!!!!!!!!!!! 🙂

    Reply
  40. Jannet says

    April 15, 2019 at 11:16 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.

    Reply
  41. Linnea says

    April 15, 2019 at 11:16 am

    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

    Reply
  42. Dana says

    May 29, 2019 at 5:56 pm

    PLEASE HELP does anyone know where i can buy the grey plaid dress with the pink skirt underneath it??????? the one that elanor wants to show the designers and stuff I REALLY WANT IT

    Reply
  43. love new jenny says

    April 15, 2019 at 10:31 am

    LOVE the new jenny look!!!!

    Reply
  44. tasha says

    April 15, 2019 at 10:31 am

    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.

    Reply
  45. Trina says

    April 15, 2019 at 10:31 am

    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.

    xoxo

    Reply
  46. Isabella says

    April 15, 2019 at 10:31 am

    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.

    Reply
  47. Fatma says

    April 15, 2019 at 10:31 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.

    Reply
  48. ranjit says

    April 15, 2019 at 10:31 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

    Reply
  49. Ashley says

    April 15, 2019 at 10:31 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.

    Reply
  50. Elle says

    April 15, 2019 at 10:33 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’ :]

    Reply
  51. abbie says

    April 15, 2019 at 10:34 am

    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.

    Reply
  52. Sofia says

    April 15, 2019 at 10:35 am

    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.

    Reply
  53. Zoe says

    April 15, 2019 at 10:37 am

    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

    Reply
  54. Carrie says

    April 15, 2019 at 10:40 am

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

    Reply
  55. Ela says

    April 15, 2019 at 10:41 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!!!

    Reply
  56. gg says

    April 15, 2019 at 10:42 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

    Reply
  57. rozziee vass says

    April 15, 2019 at 10:43 am

    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 =-]

    Reply
  58. amanda says

    May 17, 2019 at 7:06 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

    Reply
  59. Ali says

    May 17, 2019 at 7:06 pm

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

    Reply
  60. Nicole says

    May 17, 2019 at 7:06 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

    Reply
  61. claire says

    May 17, 2019 at 7:06 pm

    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

    Reply
  62. kamee says

    May 17, 2019 at 7:06 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!

    Reply
  63. Anny says

    May 17, 2019 at 7:06 pm

    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.

    Reply
  64. Celeste says

    May 17, 2019 at 7:06 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.

    Reply
  65. Ali says

    May 17, 2019 at 7:06 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?
    UGH.
    She’s just so annoying to me.

    Reply
  66. Luna says

    May 17, 2019 at 7:06 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.

    Reply
  67. Lyd says

    May 17, 2019 at 7:06 pm

    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

    Reply
  68. steph says

    May 17, 2019 at 7:06 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!

    Reply
  69. Annie says

    May 17, 2019 at 7:06 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.

    Reply
  70. Sharon says

    May 17, 2019 at 7:06 pm

    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 🙂

    Reply
  71. Lindsey says

    May 17, 2019 at 7:06 pm

    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.

    Reply
  72. Stephanie says

    May 17, 2019 at 7:06 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.

    Reply
  73. Zephyr says

    May 17, 2019 at 7:06 pm

    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.

    Reply
  74. mikee says

    May 17, 2019 at 7:06 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.

    Reply
  75. F says

    May 17, 2019 at 7:06 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.

    Reply
  76. tatty says

    May 17, 2019 at 7:06 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!!

    Reply
  77. Anna says

    May 17, 2019 at 7:06 pm

    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.

    Reply
  78. Linda says

    May 17, 2019 at 7:06 pm

    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.

    Reply
  79. Allie says

    May 17, 2019 at 7:06 pm

    Screw the new Jenny. Horrible. Just horrible.

    The old one looked… classier.

    BTW if you want a laugh – http://www.studyandscore.com/exam

    Reply
  80. Jaime says

    May 17, 2019 at 7:06 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.

    Reply
  81. Mairi says

    May 17, 2019 at 7:06 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.

    Reply
  82. angel says

    May 17, 2019 at 7:06 pm

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

    Reply
  83. Janie says

    May 17, 2019 at 7:06 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?

    Reply
  84. Laura says

    May 17, 2019 at 7:06 pm

    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!

    Reply
  85. Christabel says

    May 17, 2019 at 7:06 pm

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

    Reply
  86. KC says

    May 17, 2019 at 7:06 pm

    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.

    Reply
  87. pieceapie says

    May 17, 2019 at 7:07 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!

    Reply
  88. steph says

    May 17, 2019 at 7:07 pm

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

    Reply
  89. la petite fashionista says

    May 17, 2019 at 7:07 pm

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

    Reply
  90. LatooBatoo says

    May 17, 2019 at 7:07 pm

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

    Reply
  91. priyanka says

    May 17, 2019 at 7:08 pm

    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….

    Reply
  92. azraangelina says

    May 17, 2019 at 7:13 pm

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

    Reply
  93. ordalisalicea says

    May 17, 2019 at 7:13 pm

    hey i really like ur cloths

    Reply
  94. Andrea says

    May 17, 2019 at 7:13 pm

    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. 🙁

    Reply
  95. Another Little J says

    May 17, 2019 at 7:13 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!

    Reply
  96. Morgane says

    May 17, 2019 at 7:13 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)
    xoxo

    Reply
  97. stephanie (: says

    May 17, 2019 at 7:13 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.

    Reply
  98. -Kaitlin (: says

    May 17, 2019 at 7:14 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 (: !

    Reply
  99. J. says

    May 27, 2019 at 10:09 am

    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!

    Reply
  100. :) says

    May 27, 2019 at 10:10 am

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

    Reply
  101. love says

    May 27, 2019 at 10:10 am

    it’s cool!

    Reply
  102. Joy Zianra says

    May 27, 2019 at 10:10 am

    i love both! but i miss the old one.

    Reply
  103. Emma Dorothey Kennaugh says

    May 27, 2019 at 10:11 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

    Reply
  104. isobella says

    May 27, 2019 at 10:12 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.

    Reply
  105. hussel says

    May 27, 2019 at 10:13 am

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

    Reply
  106. Frederike says

    May 27, 2019 at 10:13 am

    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

    Reply
  107. Marti says

    May 27, 2019 at 10:32 am

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

    Reply
  108. Jess says

    May 31, 2019 at 6:49 pm

    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

    Reply

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