Without needing to wear business clothes for the past year, I’ve been wearing jeans almost exclusively, and I normally wear them with either boots or Skechers (Reebok-type sneakers).
Recently I came across a pair of brown Italian loafers that I had almost forgotten I own. When I first tried them with a pair of jeans, there was too much sock visible, and I thought it was just because those particular jeans were a little too short. On trying another pair, I discovered the problem isn’t the length of the jeans, it’s that the loafers are extremely low cut, almost like a woman’s pair of flats (though definitely men’s shoes). So any kind of pants I wear with these shoes, unless they are loose around the lower leg, are going to show some sock.
So … is this something I should wear? It would be a lot more comfortable in hot weather. Or should I consider wearing the loafers without socks, sandal style?
I can probably get some pictures up on flickr.