Sharp Siblings and the Case of the Trunk Club

I have not blogged about men’s fashion as much as I had hoped to by now. So when my brother, Kunal, got his first Trunk Club shipment, I knew I had to document it!

Trunk Club was started to solve a simple problem: shopping for clothes in stores is overwhelming and inconvenient.  Essentially the Daily Look Elite box for men, the company matches you with a personal stylist after you take their fashion survey. You can then review your “trunk” before the clothes are shipped to you, when you will have ten days to try on everything, keep what you like and send the rest back.  Shipping is free both ways and you can request a new trunk at any time! Sounds easy, right?

My brother tends to dress more on the preppier side, but does enjoy simply comfortable clothing. But just like any other fashionable person, he first tried on the shoes.


These gorgeous lace-up oxfords are from J. Shoes.  They are a great color pair to have in your closet for any occasion. The shoes also came with extra laces of a darker brown.


I really liked this outfit Kunal put together himself (who knew brothers had such style!). The soft off-white henley shirt is from Theory with navy slacks from The Matchbox. These are the same shoes from the previous photograph. This outfit is great for meeting friends for a casual dinner, going out to the movies or walking around U Street on a Friday night!


Most of us like clothes that can be used for different outfit. Here, Kunal takes the Matchbox navy slacks and pairs them with a button-down from Culturata. A great outfit for a casual day at work or getting tacos at Mission Dupont’s happy hour with the boys. You could even switch out the shoes for a pair of  Florsheim Castellano Monk Strap Oxfords here.

And for Saturday nights playing pool with the family or watching the game at your buddy’s house, try this look: a blue button-down shirt from Billy Reid over a simple white crewneck t-shirt, khaki slacks from DL1961 and you could go shoe-less if you dare 🙂 I mean, will dress shoes really help your game? You be the judge of that!

Let me know if you guys try out Trunk Club! And what outfits do you guys feel most confident in?