Why not wear a crew-neck t-shirt with grey jeans? Both pieces are super practical and look nice when worn together. Go ahead and complement this look with olive leather casual boots for an extra dose of polish. While it can be a bit of a challenge to stay on-trend on extra cold days, it's ensembles like this that prove it's totally possible. This ensemble is a huge inspo to anyone who had doubts about sporting casual outfits as a middle-aged gent.