Dear Manolo, I’m tall, 5’11” to be specific, and for most of my life (I’m now 29) I’ve avoided wearing heels so that I don’t tower over others in the crowd. However, I’ve decided that I’m now confident enough to try to look a little more glamorous when I go out. What would you recommend? How high is too high a heel? —Michelle
Dear Manolo, It’s the middle of January. The weather is abominable, and my job is dreary. I feel like I’m slogging through a gray fog. Can you show me a super-fantastic shoe to cheer me up until the sun returns? —Sarah
Dear Manolo: I have been lusting after Robert Clergerie shoes, but have some misgivings. They’re so expensive and often look so high I might die wearing them (and then I won’t be able to work to pay for them!) What do you recommend? I’d like some basic black ones for an upcoming Puerto Rico trip. — Carol
Dear Manolo, For 2014, I’ve resolved to become more stylish. I’m not interested in chasing trends, instead, I’m aiming for sophisticated-downtown -artsy. Please recommend a pair of shoes that will help me achieve this. — Audrey
Can you recommend some fantastic winter footwear for someone who lives in NYC and has to be able to run a mile in them on a daily basis?
Dear Manolo, My husband just announced that we’re going to Miami Beach right after Christmas for a couple of weeks of fun. I need some new sandals that will work in an upscale resort sort of way.
Dear Manolo, Holiday season is here again, and I don’t have a pair of shoes for dressy parties. My feet are of average size but a bit flat. I would love a pair of stylish shoes that won’t leave me soaking my sore feet for days after the event.
Dear Manolo, My engineer husband needs a new pair of shoes. He has had the same pair of black wingtips for the last 20 years, which he wears to every function that requires shoes more formal than sneakers. Can you suggest something brown?
Dear Manolo: I’m a junior in college, and for the past few weeks, I’ve been interning at a high school counseling office. The problem is that my supervisor just told me that I have to look like a “professional adult and not like a high school senior.”
Dear Manolo: Recently, I’ve seen a lot of young women wearing flannel shirts and short lace-up boots. I love this casual look. Do you think that a woman of a certain age (me, in this case) would be able to carry this off? —Amy