By Ellen Warren

Chicago Tribune

Dear Answer Angel Ellen: Can a woman wear knee-high boots with a jacketed cocktail dress to a small-town black tie event?

— Julie P.

Dear Julie: Yes you can. Knee-high boots (or ankle booties or over-the-knee boots) will work at a “small-town black tie event.” They’d be fine, too, at a big-city event, black tie or not. Obviously we’re not talking about heavy-duty boots. But boots, especially in suede, can go from day to evening and look stunning, as long as they don’t have clunky hardware or big industrial zippers. A heel makes boots dressier but is not essential. I would probably choose opaque tights in the same color as the boots to eliminate the bare look from the top of the knee to the hem of the dress.

Dear Answer Angel Ellen: My husband likes to wear his shirts untucked. For that reason, he wears mainly polo-type shirts, long- and short-sleeved, and has them shortened (he is 5 foot 6 inches, very broad shouldered and somewhat chubby — no slim fit for him!).

I’d like to see him wear a “dressier” shirt occasionally, and I know there is a shirt called Untuckit made to be worn out. I’ve looked at these, and the least expensive shirt on the website is $58 final sale (no returns). Most of the shirts run $78-$98. When I can get a Polo or Hilfiger shirt for much less money at Marshalls or T.J. Maxx, I just can’t rationalize this price. Do you know of any other men’s shirts made to be worn untucked? Can he have his Hilfiger shirts shortened? I appreciate any advice that will help “pep up” his wardrobe!

— Sandy

Dear Sandy: I’ve never been an Untuckit fan for the reason you point out (cost). Also, I really dislike the prominent triangle logo on the shirttail. I feel companies with big logos are using me as their free advertising billboard.

Anyhow … yes, you can have your husband’s traditional button-down shirts tailored so the shirttails are shorter, but you’re likely to have to spend more than you’d like. Not surprisingly, the popularity of the untucked shirt has prompted other manufacturers to go the Untuckit dress-shirt route, and you can now find shirts by Gap, Wrangler and others. As dressing for everyone gets ever more casual, you will see more untucked options in stores and online.

18622353