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


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.

About James Carlton

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100 thoughts on “30 BACK TO SCHOOL OUTFITS to help you survive the school year

  1. I love these outfits. 😍 I go to law school but idk, I feel like I’d be out of place there if I wore some of these. 😩

  2. Y’all need to help me on this one~ a yellow Kodak T-shirt, adidas leggings, and white converse
    Is it a look for the first day of school?

  3. I've been planning to go thrift shopping for the first time and you gave me a lot of great ideas and inspirational looks! Thank you!!!

  4. Wow Ashley’s really out here serving us 30 bomb looks while every other YouTuber gives us the same 5?? No one’s doin it like her!!

  5. I remember wearing and loving Flare/bell bottom jeans during a time the Jonas brothers SKINNY JEANS were a THINGGG. I loved those jeans, but of course I was Socially pressured even by friends into getting with the skinny jeans. 😔

  6. can you make a video about room decorating tips? I love you home improvement videos and would love to make my first apartment this year cute but have no idea where to start!

  7. Me: wow these are all sssoo cute, i should try a recreate some for my first day
    Me(1st day of school): pjs with birkenstock’s cute enough 🙂

  8. I go to a school that requires us to wear uniform. But it has been suspended for the time being so imma get inspiration from this vid. And basically Ashley's style.

  9. ashley i kid you not i have been wondering what girl group sang this one song i love for MONTHS and you said haim and i lost it, i will love you forever

  10. Ashley I have a challenge for you. Try making some outfits with jeans that are not high-waisted. I wonder what they would look like on you and I am also biased because they feel uncomfortable to me.

  11. maybe californians are different but in my public school growing up we couldn't have skirts/shorts that were above our fingertips…

  12. I'm new on this channel but like I found my older sister here on the internet. Gosh please adopt me!!! You're realistic about life and give the most practical pieces of advice. Love ou for that!

  13. I wore a oversized hoodie and my classmate asked if I have shorts on, I just answered that "yea I came to school with only a hoodie on"

  14. 2:36
    Would still be dress coded for that. Length and the shirt is see through and if you loom real hard you can still see the shoulders and that’s just blasphemous

  15. Fam. North America and Europe aren’t the only places. The rest of the planet exist too. Love you tho 😔😘

  16. How can thick girls wear the super cute jeans that are supposed to be "loose" fitting and "straight legged" when they just CLAMP to your thighs and hang around your calves and waist, and bunch around your ankles, and just look like boot cut jeans from 2010. HOW. I waNT TO WEAR THE LOOSE JEANS. BUT IT DOESNT WORK

  17. On a real note… I'd love to see you style a heavier girl. I am short and "thicc" and the styles that look good on you either just don't fit my body type or feel uncomfortable/unflattering. I'd love to see how you can put your flair into plus sized clothing (or just … Above size 8 lmao…)

  18. I’m trynna snatch this year and I’m looking for ideas of outfits but the problem is I’m shaped like a box and I would look like a clown in this cute outfits.

  19. Love this!! Would you consider doing a video on outfits for work for young adults? I just graduated and am transitioning into the working world now, would love some tips on how to dress!

  20. I dont have school dress code because they give you uniforms buttttt i still watch it 😂😂😂
    Like if ur same

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