In case you’re planning ahead for the upcoming three day weekend, I’ve got an outfit idea for you. This is an outfit I can get behind — mainly because I wore it all weekend long. We had a soccer tournament this weekend and it was all sorts of chaos. So this outfit is kid tested, mother approved.

I paired my very favorite oversized poplin from Gap (the one I linked here doesn’t have the emblem but it is the same top!) with this pair of boxer shorts from Amazon. They are  not the same as men’s boxers, as these are a thicker fabric that hold the shape, not loose cotton or in any way like pajamas. They have way more shape than regular underwear boxers, just in case you were wondering. I am in the medium of the poplin as it runs very oversized and I’m in the large of the boxer shorts. PS my top is on sale right now, too!

Find the top here | find the shorts here

Speaking of these boxer shorts, when I bought them I wasn’t sure what color to get. I think at the time the blue wasn’t going to be delivered till much later so I went with this neutral stripe instead. I do like the neutral stripe and I figured they’d be the most versatile but for trend sake, I actually think the blue boxer would be a bit more versatile. I don’t know how to explain that because it seems like the neutral striped should be the most versatile. But I think the blue boxer trend is so heavy right now that it makes the shorts versatile in and of itself. Part of me wishes this outfit had the pop of blue from the boxer shorts, so if you are wanting to give this trend a try, I say go all the way.

Find them here. 

Are you team bare ankles or ankle socks? I’m team bare ankle but I’ll tip toe around an ankle sock here or there.  I have found a happy medium with a shorter ankle sock vs the full tall sock. I typically wear these when I work out or at Pickleball so I’ve been slowly accumulating to a sock on my ankle now. I still prefer a no-show because I’m a millennial forever, but every once in a while a little ankle sock doe the trick. I feel like with these chunky New Balances, the ankle sock just works.

Shop the Outfit

Fit Details

I am in the medium of the top. It runs BIG! Like a man’s large. I am in the large of the boxers, they run slightly snug in the waist but overall TTS. The NB are true to size.

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