How to Look Smart in a Short Sleeved Shirt

May 5th, 2010


Trading in your long sleeved shirts for short sleeve ones doesn’t mean that you have to hand in your pulled together look.  Short sleeves definitely read as casual, but you can spiff up the right short sleeved shirt by pairing it with a few key elements.  To keep the look modern and clean, we paired a madras plaid short sleeved shirt with a pair of lightweight flat front khaki trousers from Save Khaki, belted with a textured belt.  We finished off the outfit with a pair of leather sneakers (a sporty touch) and a dandy-ish trilby hat.  

Here’s what you need to create the look yourself:

Red Madras Plaid Shirt | $39.50 at Gap

Save Khaki Lightweight Trouser | $100 at Ron Herman

Tan Vintage Leather Belt | $36 at Topman

3 Colour Straw Trilby Hat | $40 at Topman

T56 Leather Perf Sneaker | $80 at Tretorn

How would you wear your short sleeved shirt?  Share your style with us in the comments!

Entry Filed under: Men,Ready Made Outfits

8 Comments Add your own

  • 1. Gary  |  May 5th, 2010 at 4:11 am

    Personally I couldn’t do the hat but everything else is nice. Perfect timing on this article–I just bought my first short-sleeved buttondown shirt in many, many years. It’s a madras from J. Crew. I feel a little like I’m back in high school, but it is so nice.

  • 2. Tebonin  |  May 5th, 2010 at 5:13 pm

    I love that pair of leather shoes. they can match with everything..also match good with Jeans as well.

  • 3. Trisha  |  May 5th, 2010 at 10:47 pm

    @Gary – Which shirt did you buy? Short sleeved shirts feel so fresh this season. It’s a youthful look, yes, but one that can work for all ages.

    @Tebonin – Completely agree that these leather shoes would pair nicely against a pair of dark jeans (for that extra pop).

  • 4. Gary  |  May 6th, 2010 at 6:47 pm

    Trish, this one:

  • 5. Trisha  |  May 6th, 2010 at 7:27 pm

    Great pick, Gary. The green-blue color combo is quite fetching!

  • 6. Cecilia  |  May 7th, 2010 at 9:54 am

    I love this combo! Alas, hubby won’t wear short-sleeve button-downs as he feels they look too old-man-ish. I also think this type of hat would look great on him. He is definitely a hat man. Any suggestions on where to get hats that have a bigger band size?

  • 7. Mackay Lawyers  |  May 9th, 2010 at 6:43 pm

    My bf got a lot of shoes. However, his white leather All Stars has turned to grey already. He is still wear it everyday. I should think about buy him this pair instead.

  • 8. scott  |  May 10th, 2010 at 11:20 am

    I don’t know that this is really that much of a summer “trend” A plaid short sleeve with khakis and white sneakers is sort of generic. Even the trilby hat, while fun, isn’t exactly the best way to make your mark in a crowd.

    I think a change of shoe would help make this look smarter. A nice driving moccasin maybe. And for the plaid, I’d go with something lighter, less “thick”. Mixed in with some ray bans, and you’ll look more classy and less hipster.

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