If you’ve been a longtime HSS reader, you’ve heard me say many times that the waistcoat/trousers pairing from a three-piece suit is my favorite underrated – and underutilized – combination.

Adding to our summer and fall styling ideas for this combo, here’s one for winter in a beautiful brown wool houndstooth fabric.

mens houndstooth pants vest winter outfit ideas

mens houndstooth pants vest winter outfit ideas

Duffle coat c/o Tommy Hilfiger, QG Custom waistcoat and pants, Turtleneck c/o Ted Baker, Tateossian and Cantini MC Firenze bracelets, Boots c/o Tawny Goods | PHOTOGRAPHY | by Rob McIver Photo

As you know, I’ve been all about the turtleneck this winter. On it’s own, under a shirt, and now under a waistcoat. I like it because it’s sophisticated, yet casual. A tie is always a more formal option and with the waistcoat/trousers combo it has the potential to come off as costumey in some situations.

Don’t forget that just like your suit jacket, blazer, or sport coat, your waistcoat pockets are functional as well. Carefully remove the stitching and use them for your wallet, phone, keys, or business cards.

mens houndstooth pants vest winter outfit ideas

Several of you have asked about why this waistcoat has four buttons as opposed to five (or more). The reason has to do with the addition of lapels on the waistcoat. The particular made to measure program I went through for this suit – same as my blue suit – goes to a four-button waistcoat with the addition of lapels.

I don’t have any waistcoats with lapels and I wanted to add them to this piece because of both the fabric and pattern. I thought it would be a good way to add a nice sartorial touch when wearing it like this or in a more casual setting with jeans.

mens houndstooth pants vest winter outfit ideas

Thanks for reading.

Stylishly Yours,

Brian Sacawa
He Spoke Style


Chime In