Articles, Blog

30 BACK TO SCHOOL OUTFITS to help you survive the school year

October 26, 2019

Hey guys and happy back-to-school season, everybody’s favorite time of year. Uuuh…good one Ashley, good one. Whether you’re excited to go back to school or dreading it, here are 30 back-to-school outfits I put together for you guys. I did really try to make them casual and actually wearable for school and also within a dress code if you guys have one. So yeah, let’s get into the video. So we’re starting out plain and simple with jeans and a t-shirt. You pretty much can’t go wrong if you match your t-shirt with your shoes. So I went for a black van tee and some black block boots. Gosh, that is too many b’s. And now I look ready to become the honorary 4th HAIM sister. Which is really my main goal in adult life. To make this outfit cozier I’m adding an oversized denim jacket I thrifted and some green high tops for a pop of color. I like this outfit personally because it low-key looks like something that the type of guy I would have a crush on in class would wear. God that is truly a whole new level of single. When you have to dress up as your imaginary crush in a YouTube video. Mmm, anyways, recently I got these corduroy bell-bottoms and they are fucking majestic. It’s like having a built-in couch on your legs and it is amazing. I added these 90s inspired platforms that are surprisingly really comfortable to complete ma funky and spunky look. Speaking of bell-bottoms: Here’s an alternative outfit with the same silhouette. That makes me feel like a substitute teacher. But like in a hot way. Also my legs look super long and for once it is not entirely because of my wide angle lens. For a comfier option I swapped out my jeans for some plaid pants and went back to my converse. A pro tip, if you like being comfortable like literally every human ever, is to get yourself some of these flowy pants because they look tailored, but in reality, they feel like pajama pants. On top I threw on an oversized button up I thrifted from the men’s section and left open is like this pseudo jacket situation It kind of looks like one of the smocks your art teacher would make you wear when your oil painting but like a ~fashionable~ smock. All black is a really simple way to make a basic outfit look more put together. For shoes I opted for my platform docs to add a little bit of personality to an otherwise pretty simple outfit. Oh boy, bet you didn’t think you’d be seeing overalls in 20-fuckin’19. These were so trendy when I was younger and I spent like all of high school trying to figure out how to wear them without looking like a farmer. Finally like this year, I got these black ones which are minimally hillbilly-y and I paired them with a leopard turtleneck for a funky little pop of pattern. Do you have a dress like this that you love but thanks to outdated patriarchal standards aren’t allowed to expose a part of your body that literally has no sexual function whatsoever? Yeah, if you get dress coded for spaghetti straps, then go for the tried and true method of layering a t-shirt underneath. I thought this mesh one added a really cool texture and then I finished off this goth girlfriend look with my platform docs. For a chiller option I went for a plain white t-shirt and then popped my oversized denim jacket on top. And for my final look with this dress I styled it in more of a preppy way with this cozy corduroy jacket and some loafers. And also I’m just like in love with this corduroy jacket because A it’s corduroy and I love corduroy and B it is so oversized, it’s basically like a glorified Snuggie. I swapped out the dress for a tank top and loose vintage shorts for a more casual look. I actually wear this outfit a lot while I’m running errands around LA and I like how grounded and almost like old-school Indiana Jones it feels Back when I was in high school, back in yee oldie days, people would make fun of you for wearing an oversized t-shirt because it looked like you forgot to wear pants. But recently like this seems to be the cool thing with the kiddos these days. So here I styled a black graphic tee with some witchy boots. For a little bit more dimension layered this longsleeve underneath. This outfit is actually inspired by Ellie Thumann. I saw her wear something really similar on her Instagram, so I wanted to recreate it Who wore it better? Definitely Ellie but I tried. If you’re not a fan of the pantsless look this outfit also works with some black jeans layered on top I like how it’s quite a statement, even though all the pieces individually are pretty basic. Here’s another quick outfit with an oversized t-shirt. This is literally my pajama t-shirt but as long as you add some structured boots and an oversized jacket, it looks almost convincingly like a real outfit. This is my current favorite sweater. I like stripy sweaters because it kind of does the work of creating an interesting outfit for you. And then all you have to do is pair it with some plain bottoms and shoes. These shorts are also corduroy, by the way, in case you are wondering My corduroy obsession is a little bit out of control right now. To dress up a simple dress I added a vintage cardigan and some pointed heels for a very like chic fifties churchgoer type look. This might be a cute option for the first day of school or when you feel like dressing up a little bit. Which for me in high school was like every day because I was extra as hell. I took this fuzzy cardigan and tied it around my waist and also added my platform docs for this funky 90s inspired look. This is also perfect if your dress is a bit loose around the waist because the cardigan or flannel or whatever you want to tie it around your waist cinches it in and acts like kind of a giant fabric belt. Recently I’ve been seeing people rock this long straight leg jean look Like before everything was cropped around the ankle but now people are getting a little adventurous and lo and behold covering up the ankle. *dramatic music* Um anyways, I know not every school will let you show your shoulders so this outfit would also look cute with a white graphic tee or a 90’s inspired baby tee like this one. In college, I was always looking for an excuse to wear sweatshirts out of the house, so I came up with this outfit. I thrifted a basic sweatshirt and then cut off the bottom with scissors to make it cropped and I paired it with some high-waisted jeans and some funky heart socks to make the outfit look a little bit less basic. For something more girly I swapped out my jeans for a floral wrap skirt that’s still really comfortable because of the adjustable waist and pop balance of (?) loafers for a preppy touch Here’s another simple option with that same skirt. I went for a black t-shirt, tucked it in and added these fabulously hideous platform Dr. Martin sandals. To turn this summery outfit into something more fall appropriate I threw on my trusty denim jacket that you’re probably tired of seeing at this point it’s been in like every outfit and I swapped out my sandals for my favorite ankle boots. And my final option with this skirt, I swear, I went with a chunky knit sweater and white platform docs to fulfill my 2012 tumblr girl dreams Seriously, this is like what every single photo I’ve reblogged look like back in the day. But hey, I think it’s still pretty cute in 2019. Instead of wearing a hoodie try an equally comfortable quarter-zip. This one is from Urban Outfitters but you can always always find them in the men’s section of the thrift store. Just make sure to tuck in the front to some high-waisted jeans so you don’t lose your waist. Next I’m going for something a little bit more colorful. I have this lavender sweater and I threw on some matching heels to dress it up a little bit I feel very ladylike but still really comfortable and cozy. Midi skirts are the perfect solution if you want something girly but also modest. I tied my sweater in the front into this kind of Bulbous shape so that it would look more cropped and added some chunky sneakers to keep everything casual. Here’s the same thing but with a t-shirt, I really like the ruching detail on this one but of course if you aren’t allowed to show your midriff at school this would also look great with a regular t-shirt tucked into the skirt. White jeans are a great option if you’re a little bored of the typical jeans and t-shirt look. I personally like wearing them with pastel t-shirts for a summery color palette. And for my final look I’m popping on this super fuzzy sweater All white outfits not only look more put together than just any sweatshirt and jeans combo. But also aggressively asserts to your peers that you’re not currently on your period Ironically I actually was on my period while filming this so *smacks lips* Now this is weird. You didn’t need to know that. I’m probably still gonna put in the video though. Thanks for watching. I’m gonna go a bleed out of my uterus now.


  • Reply GhostyDraws September 18, 2019 at 7:17 am

    omg actually amazing

  • Reply Wuyou Xia September 19, 2019 at 2:19 am

    Why the heck am I watching this. I have to wear a blazer and shirt and tie at school.

  • Reply Kaylin Pendergrass September 19, 2019 at 6:53 am

    I remade almost ALL of these outfits for school.. u saved my style drought girl 🥺❤️

  • Reply collarmole September 19, 2019 at 3:50 pm


  • Reply shi ying September 19, 2019 at 9:25 pm

    how many of us feel ab watching outfit changes is like how people feel ab watching fashion shows

  • Reply Amruta Rane September 20, 2019 at 6:53 pm

    You are amazing! Would appreciate if you could do a video for corporate/formal looks we could put together which would still make us look chic! Thanks girl! More power to you✨🥂

  • Reply Rüle C September 20, 2019 at 10:46 pm

    You sound like Jenn Im♥

  • Reply Hyunjinie Sks September 21, 2019 at 12:59 am

    This would be so helpful if I actually had clothes

  • Reply emma September 21, 2019 at 8:30 am

    Overalls are the best thing ever

  • Reply Wallflower September 21, 2019 at 4:52 pm

    my poverty stricken ass could never

  • Reply Nhia 96 September 21, 2019 at 8:58 pm

    I. Hate. This. Girl. So much. She has no tits, weird Wallace and gromit teeth, no ass, the arms and legs and the body of an 11 year old boy, which makes it extra gross when she talks of herself sexually. How BARF. She's an over priviledged self hating whitewashed Asian who has more disposable income than I can dream of any time soon yet harps on about how relatable she still is. She has no friends so she has to take all her instead pictures on self timer, an awkward tumblr personality that only works online, she somehow manages to dress like a grandma and sexualised toddler at the same time, no wonder David left her. She's a whole host of self hate issues.

  • Reply Jessica Simpson September 22, 2019 at 12:56 am

    I loved the 14th one 😌

  • Reply Joe Heller September 22, 2019 at 4:20 am

    Ashley you need to make a video with all your JEANS, they're the best

  • Reply My Nguyen Diem September 22, 2019 at 7:40 am

    body goal

  • Reply De De September 22, 2019 at 9:23 am

    Hello and why do you get to be so pretty

  • Reply Miriam Lahlou September 22, 2019 at 1:17 pm

    I literally watch this video almost every day before going to school.

  • Reply millie row September 22, 2019 at 2:02 pm

    I really the re/done jeans in outfit 20 but I’m in England and I don’t know where to get an alternative pair

  • Reply Val Masters September 23, 2019 at 12:21 am

    lmao i really want to get some structured high waisted jeans but i am too committed to Comfy

  • Reply DOOM GUY 9316 September 23, 2019 at 2:12 am

    Sadly, we have uniform.

  • Reply Ambqdo September 23, 2019 at 3:44 am

    I'm so jealous of the fact that she doesn't have to cuff her jeans to make them cropped

    sincerely, 5'2 and too short for everything

  • Reply Dinda Grazie September 23, 2019 at 9:12 am

    I LOVE IT, because of you I'm obsessed with doc mart boots and still saving up :")
    and hey I've made my first vlog, a clothing kind of vlog (of course inspired by you) and please check that out, Love you !

  • Reply Gaming with Lexy & Kat September 23, 2019 at 5:32 pm

    I’m pretty sure we’re not aloud to wear Spigetty straps because girls with bigger cleaveage expose the tops of the cleavage because of the style of their shirt.

  • Reply Alina September 23, 2019 at 8:06 pm

    The end hahaha ly❤

  • Reply Abeeha Usman September 23, 2019 at 11:15 pm

    This is how many people would have a crush on Ashley in school👇

  • Reply Audrey Nielsen September 24, 2019 at 3:25 am

    you would look good in a trash bag while i look like a potato in my best clothing

  • Reply Miipii chi September 24, 2019 at 8:51 am

    I love you Ashley ❤️❤️

  • Reply jupiter is a bean September 24, 2019 at 6:19 pm

    you linked every single Item omg ashley thank u

  • Reply Koi Fish September 25, 2019 at 6:13 am

    I just gotta ask where did you get your mirror from? it's so elegant 🥰

  • Reply Izabele Kanatous September 25, 2019 at 7:46 am

    Loooved this Ashleyyy!! love how u make casual and comfy look stylish frfr.

  • Reply Suzette Torres September 25, 2019 at 11:46 am

    Subscribe .. you’re freaking hilarious

  • Reply ag ajwan September 26, 2019 at 4:19 am

    And then there are european schools that make their students change shoes before entering.
    you basically can't walk into the building in the same shoes you wore outside.
    ah, memories 😀

  • Reply Summer Vang September 26, 2019 at 8:18 am

    I bought the shirt from motel because I instantly fell in love with it!

  • Reply YUKA T September 26, 2019 at 4:23 pm

    I paused the video at 6:09😂

  • Reply ValS September 26, 2019 at 11:48 pm

    Omg I wish I had all of the pants in this video in my closet 😭

  • Reply Selene Percher September 27, 2019 at 4:52 am

    Her aesthetic is my life OMG♥️♥️😍

  • Reply Question Mark September 27, 2019 at 7:14 am

    Me: O wow imma but all these clothes
    spends 320487203 dollars
    realizes my school requires you to wear uniforms
    Me: AnGErY

  • Reply kl n September 27, 2019 at 1:41 pm

    hi i love ur videos! please do a video on how to dress for a concert 🙂

  • Reply 0 L September 27, 2019 at 3:19 pm

    5:13 джой дивижен
    русские фанаты Эшли: ЕБААААААААААТЬ

  • Reply Caché Fille September 28, 2019 at 8:34 pm

    i swear i replayed the switch between 10 and 11 like five times (3:03)
    ashley, girl, you are killing the game right now <3

  • Reply cylenzia September 29, 2019 at 1:35 am

    50 OUTFITS


  • Reply K-Tale Gaming September 29, 2019 at 3:28 am

    when dressing in and out of clothes for PE becomes a problem, because you wanna look like a model

  • Reply Meg Jones September 29, 2019 at 5:14 am

    Wait is she not with David anymore or am I just lost

  • Reply Zaina Farooq September 29, 2019 at 10:32 am

    she can literally be a model like-

  • Reply Ankitha Mahesh September 29, 2019 at 6:25 pm

    3:58 sublimeeee

  • Reply Boi you Thought September 30, 2019 at 5:30 am

    All the b*tches at my school where over sized ts and black leggings

  • Reply Lauren Handy September 30, 2019 at 10:17 am

    first of all you literally have the best style ever I aspire to have a closet like yours and secondly you are actually so funny omg you never fail to make me laugh in every single one of your videos

  • Reply Amelia Park September 30, 2019 at 11:49 am

    Ashley: I’m going to try to make these outfits in dress code for you
    Me: :0
    Ashley: we’re going to start with a simple t shirt and jeans
    Me: 🙁 already out of dresscode

  • Reply Christi Nweke September 30, 2019 at 6:49 pm

    Mm back when I was in high school, girls got dress coded for wearing spaghetti straps because their bra straps were visible. And since bras are technically underwear, it’s like showing your underwear in public. Same reason why boys got dress coded for sagging too much and were forced to wear belts 🤷🏾‍♀️

  • Reply Annika October 1, 2019 at 3:43 am

    Can you come shopping with me please

  • Reply Annika October 1, 2019 at 3:47 am

    Can you do a video on how to convince your parents to let you go shopping to buy cute clothes like this??

  • Reply Angelina Park October 1, 2019 at 5:11 am

    i just realized she has no white pants

  • Reply Jodie Wall October 1, 2019 at 6:19 am


  • Reply Anna Dunn October 1, 2019 at 8:35 am

    You are so inspiring, I watch channel every single day! You just dress so amazing

  • Reply E Bb October 1, 2019 at 11:45 pm

    You should definitely make a video on how to style socks, (consider there’s a sock emoji here I’m too lazy to put one haha (:D)I love how you do it while they show up under your jeans. I have bunch of them, I still try to hide them under my boots or whatev. but I wanna know how to make them pop up

  • Reply Sze Sze Lui October 2, 2019 at 1:25 pm

    Please do an updated "trying on everything in my closet" video 😊

  • Reply Jasmijn Tel October 3, 2019 at 12:37 am

    Lol we have no dresscodes at all at my school

  • Reply Enbaplays -w- October 4, 2019 at 8:42 pm

    Only me who goes to a school who doesn’t have a dress code?

  • Reply Onna October 5, 2019 at 12:38 pm

    Wow your style is amazing

  • Reply Jilliane Maquirang October 6, 2019 at 12:59 pm

    how do you walk in doc martins I just got my doc martins and I like can't walk in them I'm walking so weird when I wear them.

  • Reply Priti Therokar October 6, 2019 at 4:24 pm

    I don't know why I'm watching this even if I am a indian😶😑freaking uniforms

  • Reply Anjoli Cruces October 7, 2019 at 7:27 am

    This is lowkey a good “guide for dressing cute with strict parents” as well ngl

  • Reply AudOldEnds October 7, 2019 at 12:44 pm

    Corduroy doesn’t sound like a word anymore

  • Reply Chloe Zacherl October 7, 2019 at 10:26 pm

    Ashley you wore it a million times better then Ellie

  • Reply Ragnheiður Hlynsdóttit October 8, 2019 at 2:35 am

    I’m gonna go bleed out of my uterus now.
    Fucking LEGEND!!!😂😂

  • Reply alex October 8, 2019 at 3:06 am

    Lmao that shade at outdated sexist dress codes – I'm here for it sis

  • Reply alex October 8, 2019 at 3:09 am

    Where I live it is the last semester of the year and I'm broke anyway but I love watching these videos

  • Reply cherriesllol October 9, 2019 at 4:58 am

    what size is the motel shirt?

  • Reply Creative Ameena October 10, 2019 at 1:06 am

    LMAO THE LAST ONE weird flex but okay

  • Reply Donut Worry October 10, 2019 at 2:57 am

    i adoore you're style 😍😍

  • Reply no thing October 10, 2019 at 4:50 am

    5:27 Damn those legs… I wish I was tall like you

  • Reply Naomi Brenner October 10, 2019 at 5:21 pm

    U look good in everything, I cannot even!!! xoxo

  • Reply cornelea paramitha October 10, 2019 at 11:08 pm

    oMg I lOve this GirL soOooO mUchhhh 😭😭😭❤

  • Reply alex October 11, 2019 at 12:05 am

    She makes some pretty simple outfits look so clean, stylish and cute

  • Reply Cheyenne Pepper October 11, 2019 at 12:51 am

    jokes on that plaid dress with a tee shirt under it, it doesn't go to her knees so its still dresscode at my school

  • Reply Jenny Acosta October 11, 2019 at 2:37 am

    My self steam is on the floor

  • Reply Noumidia Aouachria October 11, 2019 at 2:55 am

    this is where i go when i have no idea what to wear for high school

  • Reply Minh Nguyen October 11, 2019 at 7:00 am

    How does she have such a cute fashion style? My everyday school outfit is a t shirt with jeans and an over sized jacket :/

  • Reply Isabel Fornos October 11, 2019 at 7:45 am

    i actually was on my period while filming this so…

    now this is weird, you didn’t need to know that

    i’m probably still gonna put this in the video

    😂😂😂😂 i love her 🥰

  • Reply hazal e October 11, 2019 at 8:15 am

    Oh my gawdd can i please have your closet ?? Hahha love those fits

  • Reply So here's what I think October 13, 2019 at 12:59 am

    Oh my god I have the same colorful sweater from Urban!! <3

  • Reply Michelle Mostovlanski October 13, 2019 at 1:50 am

    Where are my uniform fellas?? 😝😎🙋🙋☺

  • Reply zoe x October 14, 2019 at 6:21 am

    ive been binge watching your videos and like how are you sO PRETTY and your style is adorable

  • Reply Nothing better than a good book October 15, 2019 at 1:43 am

    Some schools won't let you show your shoulders?! Where I live, 14 year old teenagers would come to school wearing miniskirts, highheels and cropped tops with push up bras underneath. 😅
    Let those kids show their damn shoulders, people! 🙈

  • Reply Zebomycat October 15, 2019 at 6:00 am

    why does she look like she's giving birth when she puts on shoes?

  • Reply Potato Jenna October 15, 2019 at 6:08 pm

    When you realized you don't have enough clothes 🙁

  • Reply TakaRei October 16, 2019 at 3:33 pm

    Aw man

  • Reply Viana_ Light October 16, 2019 at 9:15 pm

    I want to exchange my closet for yours please, thank you.

  • Reply bodavis99 October 17, 2019 at 2:25 am

    You live up to your name as Best dressed!

  • Reply What's tasty in Busan? October 17, 2019 at 4:23 am

    my cousin went to school with a bra, black pants and a green EXTREMELY see-through shirt. That one of the reasons I have nightmares

  • Reply Nora Smidt October 17, 2019 at 8:29 pm

    I got to make something that I can afford. I mean, I really love ur outfits, but they are soooooo expensive😙♥️

  • Reply Stoopi.d October 18, 2019 at 1:07 pm

    I’m glad I have to wear a uniform.

  • Reply yiya yiya oh October 18, 2019 at 6:21 pm

    Why am I even here? I wear uniforms. Not complaining tho

  • Reply JoLeT MtX October 20, 2019 at 6:59 am

    Big shirts or big sweaters add fishnets

  • Reply Japanese food is Layf October 20, 2019 at 12:39 pm

    I would really love to wear shorter clothing and im probably the only girl who doesn't wear shorts because I'm too self concious about me knees because i have strawberry legs :((

  • Reply Lax Cc October 22, 2019 at 1:15 am

    I am dying over this leopard turtle neck I keep seeing in videos 💔❤️❤️ I’ve never wanted something so badly in my life 😭😭😭

  • Reply all paige October 22, 2019 at 4:19 am

    is corduroy the new gingham?

  • Reply Ally Skiff October 24, 2019 at 10:54 am

    im sitting here at 1:30am hoping that one day I'll have this good of style

  • Reply Aramya Jaiswal October 24, 2019 at 4:42 pm

    Cries in school uniform

  • Reply Lisa Tran October 24, 2019 at 10:44 pm

    Tbh she would even look good in a freakin trash bag.

  • Reply Miriam Hilken October 25, 2019 at 2:19 am

    'it aggressively asserts to your peers that you are not on your period'


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