Clothes that don’t fit – Overly baggy clothes will make you look you’re wearing sloppy hand-me-downs. If your body type makes it hard to find well-fitting clothes off the rack, make your tailor your best friend.
Wearing a short sleeve shirt with a tie – Unless you work for a fast-food joint – where sleeves get dirty making sandwiches – avoid wearing a short sleeve shirt with a tie. They are generally perceived as lower class apparel. If you want to stay looking professional and confident, stick to long-sleeve shirts when wearing ties.
Improper pants length – Don’t fold up your jeans or your chinos unless it’s an intentional fashion statement that you’re making. Your pants can come down to the bottom of your shoes but make sure they come just above the floor to avoid any unwanted fraying. Also, you only need a slight break, or crease, in the pants leg. Don’t be the guy who has his feet swimming in a bunch of extra fabric. All it takes is a simple trip to the tailor to get them hemmed.
Wrong socks with a suit – When you’re wearing a suit, match your sock color to your pants, not your shoes (for professional and formal occasions). This is the same as mismatching your suit pants to your jacket. If you’re wearing a navy suit with black shoes, reach for navy socks. And when wearing a light suit, make sure the socks are darker than the suit but a shade or so lighter than the shoes. This rule of course can be broken if done deliberately for your style’s sake.
Improper tie length – A man’s tie should always end at the center of his belt buckle. A simple touch overlooked by many. Having a tie that’s too short or too long, can make a man look incompetent.
Socks and sandals – Have you seen anyone ever pull this off, and look sexy? Case closed.
Dress socks that aren’t long enough – When wearing a suit, your socks should come up to your calves, and stay there. When you cross your legs, you shouldn’t be showing any part of your legs. Isn’t it lovely when you see a man’s hairy leg peeking over his socks? But when dressed casual, it’s a great idea to go short on the socks or go completely sockless. So fully covered for professional wear, or try the sockless look if you’re out for a casual occasion.
Wearing the wrong colors – It’s important to match the color of your clothes to your skin tone. You want the focus to be on you, not the overwhelming color of your shirt. If you have dark skin, you can either wear dark colors or bright colors that match the strength of your skin color. If you have very fair skin, lighter colors are most flattering on you – like soft pastels or icy colors.
Comb-overs – Your not fooling anyone by covering up your bald spot – you’ll look so much better if you keep it short and neat. (See Bruce Willis or Tom Ford). It makes you look a lot more sharp and healthy.
Tucking T-shirts in – Tucking in polo shirts is acceptable, but t-shirts should be kept casual. If your t-shirt is too long then it’s probably too big on you.
Wearing a crew neck tee under a dress shirt – Pick up a v-neck undershirt and you’ll look much more laid-back showing some skin underneath.
Clipping your cell phone to your belt – This is as attractive as using a Bluetooth headset as a fashion accessory. Keep your cellphone in your pocket.
Clunky square toe shoes – Popular in the 1990s, fashion has now strayed far away from this non-classic look. They’ll probably never come back into fashion so lose them and get some slimmer and much more attractive shoes.
Bulky pockets – I see a lot of guys walking around with bulging pockets. If it’s your wallet that’s creating that bulge, spend some time taking out all those old receipts or business cards. If you need to hold on to them, keep them in a safe place and take them out when you need them. Get a slimmer wallet or a money clip to save space.
Dirty nails – Some men just don’t take proper care of their hands. Sometimes it’s cracked cuticles and other times it’s just dirty fingernails. If you work outdoors or lift weights, wear gloves, and use lotion on your hand whenever you can. Keep your fingernails trim, and free of hangnails, cracked cuticles, and dirt.
Keep your facial hair well groomed – The hair on your face should be orderly. Your face is the first thing noticed, and so maintaining your facial hair is important if you want to look sharp. Either keep a cleanly shaved face, or keep your beard trim. There should absolutely be no hair underneath your chin on your neck area.
Not tucking in dress shirts – If your dress shirt is long enough to cover your butt, it’s meant to be tucked in. The shirt is made longer so that when you sit down, with your shirt under your butt, your shirt doesn’t annoyingly lift out of your pants. If you’re someone who hates tucking in at casual settings, than make sure the dress shirts you wear are tailored shorter to come just above the halfway point of your gluteus maximus.
Not taking care of that unibrow – Keeping your eyebrows groomed is just as important as the hair on top of your head. Use a tweezer and pluck any hair above the nose.
Wearing athletic socks, for non athletic occasions – Keep the white athletic socks for the gym or when you’re out playing sports and stick to navy or black casual socks instead. They always look more stylish than white.