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I have several black cotton shirts. I try to keep them looking new, but every time I send a new shirt to the cleaner it is returned shiny at the corners of the collars and cuffs. Thinking this is the result of pressing, I've asked that the shirts be steamed only, assuming an iron will not press them on the outside and make them shine. They still come back shiny. What can I do?
Find a new cleaner. Black shirts are difficult. Send all shirts to the laundry for washing if you wish except the black ones. Get them dry-cleaned so they stay really black. A good dry cleaner should certainly be able to press your shirts without causing this shine. Your cleaner is pressing the hell out of them. Look for the best cleaner in town. Nothing quite beats washing your shirts at home by hand. They need delicate care.

I really like driving shoes because they are comfortable. Are there any rules about when and where you can wear them? I know they are not right for a black tie.
It's OK to wear them if you're driving in a black tie, but once you arrive at the event do change into formal footwear. Driving shoes such as Tod's— soft loafers with little rubber bumps for soles—are certainly comfortable, but they are aggressively leisurely. They're fine with jeans and casual slacks, but don't let their comfort drive you to wearing them with a suit.

I’m losing the battle against static cling. Short of my purchasing every can of Static Guard I can buy when i go abroad or putting multiple fabric softeners in the dryer, can you think of any method to keep me from turning into Mr. Electricity? (By the way, I wear knee-high socks, which probably makes things worse.)
Static cling can be an embarrassing problem and to totally avoid it wear natural fibres. It's a climate problem which causes fabrics to rub against each other in an overly dry atmosphere. If you don't want to go through all that Static Guard, which is probably not so great for the old ozone layer, you could get a misting spray bottle, fill it with water, set the nozzle to "fine" and mist your clothes. You'll find humidifying your trousers works just as well as the dificult-to-find Static Guard spray.

Is there a difference between a tie clip and a tie clasp? Also, I've been told that you should not wear a tie clip straight across the tie but at a fortyfive- degree angle. If that is the case, should the tip point up or down?
I have been getting into tie bars lately. I don't know why. Maybe it's just that they were out of style for so long that they are now in by default. If a clip has a simple design, it can look good and add a little dash. Avoid heavy jewellery. As for the angle, you can wear it straight across, but if you have a rakish personality you may want to set the bar at an angle. Forty-five degrees seems a little steep, but it all depends on how rakish you feel. A nice eight-degree-up slant is probably the elegant choice. The important thing about a tie bar or clasp is it shouldn't be worn too high up on the tie—unless you want to look like a rakish nerd. But honestly tie clasps are really oldfashioned and sholud not be worn.

I will be attending a black-tie wedding soon. I own a very nice black suit. Is it acceptable to wear it with a black tie?
It is perfectly acceptable to wear a good black suit you already own that fits you elegantly than to rent a tux (which is difficult) or pay a designer a fortune for making a tuxedo that you may wear twice in a lifetime. All you’re missing, really, is stripes on the sides of your trousers and satin on your lapels. We suggest, however, that you wear a shirt with a placket covering the buttons, especially if you wear a bow tie. It will give your look a dressier air.

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