Comfortable but Not Sloppy – A New Way to Wear Sweats

November 7th, 2011

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Reader:

Hey SB, absolutely love the site. Quick question: do you ever wear sweats anymore? As a former college athlete there must be times when you say “f*ck it, I justwant to be comfortable”. Any tips on wearing sweats as a grown-up and not looking like a total slob or fraternity brother?

Thanks, and please keep it coming!

SB:

Thanks for the compliments, and good question. You are certainly not the first to inquire about sweats. We’ve been meaning to do a post on the topic.

For the most part, after college I updated my casual wardrobe by trading in most of my team-issued Nike sweats (which were always at least two sizes too big) for some soft denim and chunky sweaters.

From time to time, however, yes there are days when I just want the soft comfort and stretch of fleece – but that doesn’t mean I’m rolling out of bed in head-to-toe Columbia gear.

The trick to not looking sloppy is to invest in proper-fitting sweats with an updated silhouette and mixing them with other pieces from your wardrobe.

Here, some comfortable but not sloppy looks incorporating fleece pieces.

 NEXT LOOK >>

1. “Tailored” Sweat Pants

Same sweat pants, different shape. Slim, tapered, trouser waistband with fly, hemmed, 2″ cuff.

These look similar to flannel trousers, but feel more like pajamas. With a pima cotton t-shirt, cashmere sweater and unlined cotton jacket it doesn’t get much more comfortable than this – while still looking stylish and presentable.

Bonus Tip: These are the same pants that I throw on when I roll out of bed Sunday morning, but because of their fit they can be repurposed for a number of occasions.

…For those long-time followers, you might remember these pants from the very first time that I published a photo of myself on the site (which I used to write anonymously). See the old post on the original version of thestyleblogger.com HERE.

Bonus Tip II: Mixing very casual pieces (like these pants) with sharper ones (like this unstructured jacket) can make for a unique and visually interesting look.

Bonus Tip III: If the inseam is hemmed and the leg is tapered properly you can pair your sweats with more than just sneakers or sandals. Try boots, loafers, or even lace-ups as shown here.

  • Grey fleece trousers by Woolrich
  • White suede brogue captoe shoes by Moreschi
  • White cotton v-neck t-shirt by Ralph Lauren Polo
  • Blue plaid cashmere cardigan by Brooks Brothers Black Fleece
  • Unlined unstructured cotton blazer by Theory
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  • rikiy

    The Knit Blazer is very cool!I love this, very interesting concept rich in ideas. thanks a lot for the connections, pleased to be entering your site. i want buy the knit blazer?

  • Anonymous

    The Knit Blazer is very cool!I love this, very interesting concept rich in ideas. thanks a lot for the connections, pleased to be entering your site.

  • Karissa

    Love that navy knit blazer :) Great blog!

    xo

    fashion-gg.blogspot.com

  • Anthony

    Where did you get the sweater vest in the first section of photos? I want one!

  • Ruggine

    Functional and very comfortable

  • Min.Q.Cho

    Cool & looks so comportable!!

    Can I get the model number of Polo Ralph Lauren Jean?

  • Mountain Dandy

    I’ve been wanting a nice knit blazer to wear in the classroom…a little less formal than a regular blazer.

  • COOL SQUARE

    SO COOL

  • James Schwartz

    I just bought a knit blazer prior to reading this post, was very inspired to see the one and only Mr. Trepanier sporting one! Nice job, man!

  • Maurice

    Fantastic post! Great job.

  • Ali
  • Big Jon

    You can wear socks with boat shoes? I thought you weren’t suppose to.

  • MikeN

    Very interesting stuff here. By the way, ever considered doing a “must-have” list? 5-10 things every guy should have in his wardrobe? It’s the hot thing to do for store websites (popularized by J.Crew i think) but yours, I believe, would have a certain flare to it that the other websites lack. Keep up the great work! -M

  • Aldrin of http://ukaygasm.blogspot.com/

    Thanks for the tips! Veryyy informative! That’s why I love this blog <3 http://ukaygasm.blogspot.com/

  • George Dunhill

    Great post and creative use of items that are typically seen as more “lazy” or “overly casual”. Especially love the shawl collared cardigan and can see it making its way into more formal looks & styles.

    http://www.georgedunhill.com/

  • Julian

    This time I can’t agree with you Dan. Sweatpants are ALWAYS sloppy. The first and the third look would look so much better with some grey chinos.

    @Every Man’s Closet: Band of Outsiders made a pair a couple seasons ago. But they we’re 400$…

  • A Norwegian

    Thanks for great tips! I like the style of this site.

    http://a-norwegian-blog.blogspot.com/

  • Every Man’s Closet

    Wow, the fleece trousers are a great find! I’d be interested to know what other brands make the same type of pant. Has anyone seen others with a similar cut?

  • Windsorite

    Thats the same rugby jackin’ i’ve been rocking and catching so much flack over for the last year Dan! hahaha.

  • AAJR

    Glad you posted this. This season I bought two knit blazers, one in grey and one in navy. Let me tell you, they were the best buys this season. They are great for in between seasons. I’ve got a slim sweat pants in grey as well. Love to look put together and extra comfortable. So knit blazers are great!

  • vikflo

    Loved the piped knit jacket & the fleece shawl cardigan look. The sweat pant look seemed a reach for me though.

  • Anonymous

    I love your blog!

    Congrats on your continued success.

  • Ambyr

    That knit blazer is fantastic. I love the white trimming and the ease it has with only 1 botton closure. So chic and comfortable looking.

    xoxo
    http://www.thewrittenrunway.com

  • Plain T-Shirt

    Good to see some sperrys.

  • HarrisonK

    Most of the pictures dont work when clicking on them. Example, the first pictures in looks 2 and 3.

    This is a really great post though. I really like the casualness of each look, they are all perfect for a college campus in DC.

  • balls

    Your hair looked a lot cooler in 09.

  • Dorian

    Amazing post! However, I’m probably biased since most of the items you are wearing are from my colour palate ;D

  • Khalid

    Are the Woolrich pants still available? Can’t find ‘em on the Woolrich website.

    thanks.

  • Tim

    Where did you get the socks in the mentioned sb-daily post? They are badass indeed.

    Best wishes

  • Marc

    I love your blog!

    Johnny-The jacket is on RL Rugby com and it’s on sale.

  • Johnny

    Nice post! Is the piped knit blazer still around anywhere? Really like it

  • Zach

    Fantastic post! love the versatility.

    Question, where can you look for sweats like this without spending a fortune?

    • Arron

      I got a pair of nice fitting sweats that are fitted at forever 21 for about 23 dollars. Also club monico has some nice ones that usually go on sale.

  • tom

    What is your normal chest size and sleeve? I was thinking about picking up that Rugby blazer, but they don’t have measurements on the site. trying to decide between the M and the L.

    Best,

    tom