A few weeks ago, FedEx dropped off an enormous box of clothes picked out for me by Carrie Harrison, my personal style consultant. Though we’ve never met in person, Ms. Harrison, a former clothing retailer who recently became a personal shopper, had somehow chosen several items perfectly suited to my tastes. There were many lovely shirts, an amazing pair of designer jeans and brown leather zip-up boots that will garner several compliments for my dazzling sense of fashion.

I don’t deserve those compliments. As a writer who works at home, I prefer get-ups involving pajama pants, a sweatshirt and Crocs. I rarely go shopping for clothes, and when I do, I’m quick and robotic: if I find a pair of comfortable pants, I like to buy several in different colors to make them last for years.

In other words, I’m a regular guy  if you don’t know someone like me, you probably are someone like me. That makes me the perfect customer for Trunk Club, an ingenious new online personal-shopping service that aims to turn schlubby fellows like me  or, say, your dad or your husband  into the sort of refined gentleman George Clooney might play in a movie.

When you give Trunk Club as a gift, your style-challenged recipient is assigned a personal consultant. Using a webcam and Skype, he and the consultant will chat about his life and sense of style. Ms. Harrison asked me about my work, how often I have formal meetings, how often I go out for fun and whether my wife likes what I wear. (Usually, I think.) She also asked about my favorite colors, the weather where I live and how adventurous I tend to be in my fashion (I decided it was best not to tell her about my tuxedo T-shirt).