The Most Stylish Hipster Pants

Congratulations! You’ve achieved hipster status. You’ve moved to your hipster city, got your favorite coffee in hand, and now you need to fill out your hipster look.

One of those pieces is the hipster pants, so let’s take a look at exactly what you’ll need.

Hipster Pants – The Complete List

Hipster pants are always unique. They don’t follow conventional sizing rules, and it’s even better if they have a bit of humor involved. The whole concept of hipster clothing is to be as unique as possible while also having a story.

Did artisans make the pants in Nepal? Do they come from a brand that donates to ocean conservation?

Slam dunk for the hipster world.

These pants have the style down and are easy to get your hands on. Make sure you read sizing guides and know what your ideal fit actually is.

Rained Men’s Jogger Pants – Leverage Plaid

hipster pants

These pants leverage the nerdiness of plaid with the comfort of a jogger. It’s ironic and hilarious that these pants use a pattern with a jogger, but you’ve got the comfort and the ease of a casual pant.

They’re fitted and made with a breathable, washable material that holds its color. It’s sized based on Asian sizing rather than US sizing, so be sure you know what you’re in for when you order.

They’re available in neutral colors and some really fun bright colors.

RAINED-Mens Jogger Track Pants Casual Striped Drawstring Sweatpants Athletic Hip Hop Pants Quick Dry Harem Pants
  • Mens Button Pid Hoodie Checkered Fnnel Shirts Long Sleeve Sweateshirts Casual Cssic Tops ,Men's Tsilk Crew Neck Top ,Men's Summer Casual Solid Patchwork V-Neck Short...
  • Short Sleeve Hoodie for Men Hipster Hip Hop Solid Pullover Shirt with Kanga Pocket short sleeves print shirt for men breathable short sleeve shirts short sleeve pid shirt for...
  • n leisure it made all et on sale 3x modern bikini lightweight crazy race brooch pins green pid athletic 2pc wet front er grey shorts tie navy lon accessories cool tan ge water...

Raisevern Funny Jogger Pants – Humor and Comfort

hipster pants

Raisevern makes outlandish jogger pant prints that scream, “why in the world would someone wear those?” If you can hear a boomer screaming in the background, you know you’ve dressed yourself right.

These come in multiple outlandish patterns (we love the paint drip personally), and all of them use a fitted sizing style with cuffed ankles and a drawstring waist. They’re comfortable and washable and go from the gym to your underground concert with no sweat (see what we did there?)

RAISEVERN Unisex Funny Black and White Milk Printed Graphic Hipster Sweatpants Pants,2018 Style Pour Milk,Medium
  • Size Tips: Please reference the size chart before you order it, and order 1 size larger than your normal size if you wanna be loose fit.
  • Skin-Friendly Material: Made of high quality polyester and spandex, have good air permeability, soft and comfortable to wear. Advanced 3D digital printing technology, clearly...
  • Popular Design: Adjustable elastic waist with drawstring, more suitable for your waist. Big pockets at two sides, convenient to put your phone, keys or wallets.

WT02 Men’s Jogger Pants – Yuppie Throwback

hipster pants

Khaki pants are a definite yuppie thing to have, but for hipsters that want a khaki style pant without all the corporate baggage, this pair could be a good choice. They feature a darker brown cotton and spandex mixture that provides better fit and durability.

They have a cuffed ankle and drawstring, so they aren’t too casual, but offer an excellent foil to the loud pants of other brands. They’re washable and easy to maintain, but make sure that you pay attention to the fit, so you get the right size in the first place.

Levi’s Men’s 511 Stretch Jean – A Hipster Classic

hipster pants

Levi’s 511 is an all-time hipster classic. It’s a throwback to Levi’s working-class roots with lots to offer in manufacturing and design.

These are a twist on jeans with a neutral green and a slim fit that suits most hipster style.

If you want a color other than the green, the style comes in a variety of options, including regular jeans, artfully ripped jeans, and a handful of bright colors. They’re washable, but be sure to use a gentle cycle, so you don’t affect the color or the fit.

Levi's Men's 511 Slim Fit Jean, New Khaki 3D - Stretch, 36W x 34L
  • Sits below waist
  • Slim through seat and thigh
  • Slim leg

Southpole Men’s Ripstop Nylon Joggers – Outdoorsy with a Twist

hipster pants

Ripstop nylon is a highly durable material that’s weather and tear-resistant. These pants may look casual, but they’re highly performance-oriented, suitable for thrift shopping in town, or going on a long-range hike.

They’re available in a few different colors and have large cargo pockets on the side. The pockets are big enough for smartphones or some outdoor tools you might need while you’re out there.

They’re washable and dry quickly on the line or in the dryer if necessary. A slim fit, cuffed ankles, and a drawstring waist help keep the fit in line.

Leapparel 3D Pants – Comfort and Graphics

hipster pants

Remember the way Microsoft paint graphics used to look? If you feel a sense of fondness for that particular era of loud graphics, you’ll love these pants.

They offer comfort and ironic prints perfect for conversation pieces and standing out from the crowd.

The print we love is the true early 90’s computer paint graphics. They’re a throwback to the greatest wind suits of all time and are sure to inspire the same feelings when you wear them.

Your glory days running track may be behind you, but you can still get your picture in Awkward Family Photos.

Leapparel Unisex 80s Graphic Design Hipster Stylish Jogging Pants Sweatpants M
  • (1)Generally suggestion:as the items are smaller 1 size than USA size,big and tall customer one size up.
  • (2)High quality material,cotton,polyester and spandex,Soft material makes your skin conforterance.
  • (3)Elastic waist with drawstring,hipster novelty cool design,suitable for running,basketball,gym and other outdoor living.

Nitagut Men’s Destroyed Jeans – Carefully Prepared Destruction

hipster pants

These ultra-skinny jeans appeal to the Emo hipster. Scene kids will surely remember the days of the ultra-tight black jeans with holes designed just so.

If that makes your heart happy, these are the right pants for you.

They’re designed for the days of Dashboard Confessionals, and Copeland shows while retaining their shape and color. You can wash them on gentle, and they’ll still stay as black as your outlook on life if you know what we mean.

The ultra-skinny fit may not work if you have larger or more muscular legs, so measure carefully.

NITAGUT Men's Slim Fit Stretch Destroyed Ripped Skinny Denim Jeans Black-US 32
  • Materials:Denim,Cotton
  • Five-pockets design,Open Knee ,Holes Design
  • Hipster Skinny Slim Straight Jeans,Fashionable Ripped Holes Denim Jeans

Hsumonre Harem Pants – Make Some room

hipster pants

Harem pants are a comfortable and unique way to give the boys some space while ensuring that you’ve still got a tight fit around the ankles. It makes sense, of course.

These are artfully designed with details like large zipper pockets and cords on the front to ensure everyone is trying to figure out what else your pants can do.

They’re easy to care for the material and feature a comfortable woven texture that works with a lot of different looks. Be sure to wash on the gentle cycle and dry on low or no heat so that you preserve the unique look and feel of these pants.

Leggings Depot High Waist Leggings – Funny Prints Reign

hipster pants

For women, hilarious prints are where it’s at. These leggings function as pants with a high waist and a thick material. The gray is covered with Frenchies in brightly colored sunglasses, and they’re machine washable if they get gross.

The company recommends hand washing, however, to preserve the print for longer.

Measure carefully because they are a stretchy material, but you still don’t have much room for error. The leggings hit mid-ankle but go up over your belly button, so you don’t have any weird spots where the elastic hits your midsection.

R718-OS Hipster Frenchie Print Fashion Leggings
  • Our Bestselling Print Leggings -Make sure to check for new items!!!
  • Fitted, Tapered leggings that hit between calf and ankle; Great layer piece. / Measurement Provided on Description Below
  • Machine-washable, recommended cold hand wash, hang dry

Ruisin Classic High Waist Jeans – Bringing Back Mom Style

hipster pants

High waisted jeans are in, and if you haven’t been able to find your perfect size at the thrift store, you can score a pair of these for the same effect. They come in the perfect acid-washed finish and feature an ultra-high waist and rolled cuff for the best effect.

They feature a YKK zipper and premium craftsmanship, so you get the most life out of them. They’re machine washable, but as with all jeans, it’s recommended to wash in cold water only or wash by hand to preserve the color and the fit.

ruisin High Waist Boyfriend Jeans for Women Vintage Sexy Mom Jeans Denim Pants Light Blue 25 x L30
  • 100% cotton, High quality fabric, sewing thread, YKK zipper;
  • Highest level exquisite workmanship;
  • Size: 24-34(24=00, 25=0, 26=2, 27=4, 28=6, 29=8, 30=10, 31=12, 32=14, 33=16, 34=18); Inseam: L28=28", L30=30", L32=32";

Adidas Originals 3 Stripe Leggings – Track Pants and Glory

hipster pants

The original track pants are back with these three-stripe Adidas. They harken back to the glory days of Adidas and feature the signature design revisited for a new age of hipster needs.

They do come in a variety of colors, but our favorite will always be classic black.

They’re mid-rise and fall to the ankle with a slim fit. They’re well seamed for durability and feature an elastic closure for excellent support.

You can machine wash them easily, and they go from your gym to your coffee shop without having to stop.

adidas Originals Women's 3 Stripes Legging, Black, L
  • Tight fit wears close but is not restrictive, and hugs the legs almost like a second skin
  • Mid rise

Grace Karen’s Paper Bag Waist Pants – What’s Not to Love?

hipster pants

Paper bag waist pants are a classic women’s hipster design with a high waist and a bow closure. They fall mid-ankle and pair with lots of different shirts.

They’re best at dressing up an ironic tee, so basically, they’re perfect.

These are polyester and spandex, so they hold their shape and can be washed. Some feature bows on the ankles while some have straight ankles, so pay attention to the style and fit before you order.

All of them feature actual pockets rather than those infuriating fake women’s pockets – a super plus.

GRACE KARIN Women's Pants Trouser Slim Casual Cropped Paper Bag Waist Pants L Wine
  • Women's High waisted Slim Fit Office Casual Pants Trousers with Pockets
  • Functional two sides pockets, Elasticated waist with tie, High Waist design, Cropped length
  • A great choose for Business, Office, Celebrations, Dates, Cocktail night out and any occasions you want it for

Feeson Casual Cuffed Jean – The Starcourt Mall of Jeans

hipster pants

Our final pair of pants is a wonderful throwback to the generation of early MTV and acid wash. They feature cuffed ankles with deep pockets and an elastic waist.

Gym pants style rope closure helps cinch them at the waist, and the seaming is straight out of a Debbie Gibson video.

They’re easy to care for. Just wash them on cold and dry them gently. The shape and cut will stay true, and the ripped knees won’t fray beyond their current situation.

They’re an ironic throwback to a time when jeans were extra.

Women's Casual Vintage Wash Loose Fit Ripped Boyfriend Active Mom Jeans Pants Light Blue
  • ▲90% cotton+ 8% polyester +2% spandex
  • ▲Relaxed boyfriend style design,retro wash and distressed ripped holes,casual and athletic for hot summer
  • ▲Mid rise with elastic waist stripes,stretchy and adjustable,roll up cuffs VS elastic cuffs,choose the one you love!

Building Your Hipster Pants Collection

Hipster pants are less about a flattering fit and more about the story and image they project. If pants have good stories, that’s a plus. If they look super vintage, that’s even better.

If they’re washable and easy to care for, you’ve found yourself a winner. Make sure you’ve nailed this part of your style, and your hipster image is complete.

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