Three Chic Ways To Wear a Hooded Sweatshirt



I’m not one to sacrifice comfort for fashion, and never is this more true than in FEBRUARY.  It’s cold, it’s dark, and screw red roses – I want black Calla lilies for Valentine’s Day.  (Or vibrators, haha.)   In any case, this is a long-winded explanation for my recent sweatshirt habit (which has been well-documented on my Insta account, @shanachristine).

So obviously, I turned to my dear friend, Pinterest.  We put our heads together and came up with three easy (but chic) ways to wear a hooded sweatshirt.

1.  With Tailored Wool Coats And Statement Boots



My outfit is a spin-off of this Sincerely Jules look that has been circulating around on Pinterest for quite some time.  I messed around with a few different (similar) ways to style, but in the end, this outfit formula relies on the following:

1.  Leopard Print boots (mine are flat, rather than heeled like Jules’ original pics)

2.  A tailored wool coat layered over the hoodie (color doesn’t really matter –  you just need the sophisticated lines of a wool coat to contrast with the casual hoodie – even a trench would work)

3.  Bright accessories and lipstick






Outfit Details

coat: French Connection

hoodie: Marquette, MI hoodie from Casualties

jeans: old Rag and Bone Dre – here’s the current wash, now 30% off! (Runs big – go down one size.)  Also in high-rise...oooooo…..

boots: Nine West (runs a half size big)

accessories: Gap hat, Echo tech gloves, sparkly Smartwool cable-knit socksTarte Matte Lipsurgence in fiery

On Pax: old Appaman Kids faux-leather jacket – for similar, try Appaman’s bomber jacket (hysterical), or this season’s faux-leather (now on major sale)….target leggings….Hunter First Classic Rainboot


2.  With Leggings and Layers



Leggings and sweatshirts – could there be a better pairing for a lazy weekend?  To keep this look from veering into slob territory, break up the sweatshirt and leggings with the hem of a tshirt peeking out, add a cool cross-body and a big ‘ol parka.

(This outfit was inspired by this collage vintage article.  Thanks, Nicole!)



I finished the look off with over-the-knee boots, but they weren’t a critical piece.  Plain black moto boots would work just as well.


Outfit Details

coat: old DKNY, but this one looks fabulous

hoodie: Marquette, MI hoodie from Casualties

tee: Madewell (I’m wearing size small)

leggings: Plush Moto Leggings (the XS is 50% off on Amazon) – I can’t say enough about these leggings.  Easily the most comfortable and warmest leggings I own.

boots: Stuart Weitzman Playtime Boots (sizes 9.5 and 10 are on crazy sale here or here)

bag: old Kate Spade, but any sort of quirky crossbody bag would be cute.  I’m dying over this one


3. With Flares, Leather Jacket, and a Few Stripes



This is so easy and cute – and looks surprisingly dressed up.  Since my flares, jacket and sweatshirt were all black, I broke things up a bit with a striped turtleneck (a good trick for all-black layers).  If your hooded sweatshirt is a different color, you might be able to skip the turtleneck (OR tie it all in with a black turtleneck).





Outfit Details

leather jacket: Iro (old), but I’m kinda dying over J.Crew’s version.  Pretty and tough.

hoodie: Marquette, MI hoodie from Casualties

turtleneck: JCrew Tissue Turtleneck (on sale)

flares: Citizen For Humanity Fleetwood High Rise Flares in black…the lightwash is on sale at Amazon.  Also, Current/Elliott’s Girl Crush jeans (in black) would make legs look miles and miles long

boots: old Billy Elliott but these are similar, and these embroidered Sam Edelman boots are so cool

bag: old Kate Spade c/o

sunglasses: Prada c/o Ditto


Shop The Post

For ease of shopping (if you’re so inclined), here are all of the pieces I linked to above, as well as a few additional items that caught my eye.  All perfect for wearing with sweatshirts.



Do you have your hoodies on major repeat right now?  I know I can’t be alone on this – Laura also styled up a sweatshirt earlier in the week….