DO:
Spend money on a good pair of jeans that fit really well. Plan on spending more than $100. A proper jeans fit shows off
your backside. Not tight, but fitted; a baggy butt makes you look like you have a full diaper. You may need two pairs; one
that is looser through the leg, and possibly in a lighter wash, to wear casually with sweaters.
When wearing with a blazer (and you should), jeans should be more fitted – that is, straight -- through the leg and in a
darker rinse; a bit more formal and very polished– this look will take you almost anywhere.
If your top/jacket is loose (like a blazer) then you want a more tailored bottom.
Match your socks to your pants. As Gus Isaacson of Shirts on Sheffield in Chicago says, “You want your pants to look
longer, not your shoes to look taller”.
Stop wearing the baggy old sweatpants with the puffed elastic on the bottoms. Target makes great contemporary work
out wear that won’t make you look, well, like the Michelin Man.
Buck up and get a pedicure (and maybe even a manicure). Don’t worry; no one polishes anything (unless you want
them to...). Women think well manicured hands and feet are very sexy. When you call to make an appointment, you will
want a “sport pedicure”.
DON’T:
Don’t pair a baggy bottom with a baggy top. It will make you look fat. Period. Don’t pair a tight top and tight bottom will
make you look 1960’s Italian film star (not in a good way). Go for balance; slim top, relaxed bottom, and vice versa.
Don’t think that your scuffed shoes aren’t being noticed. They are. I noticed! Become acquainted with a real shoeshine
kit, not that cheap silicone in a sponge.
Don’t think you only need to wear nice clothes for work. To paraphrase Coco Chanel, “You never know when you’ll have
a date with destiny, so be sure to be dressed for it”.
Don’t think just because you’re going to a ball game, you have to wear a baseball hat. Why? Unless you have
something to hide under the hat, go without.
Don’t wear double-breasted suits. For one, they are out of style for almost every situation. Second, they add bulk to
your middle (that is a fancy way of saying they make you look fat).
Finally, get away from pants with pleats in the front. No one (and I mean no one) looks 'ok' in these. In my opinion,
these are the male version of the "Mom Jean"...the kind that are too high waisted (under your armpits) and have front-
butt (too poofy in the front).
Spend money on a good pair of jeans that fit really well. Plan on spending more than $100. A proper jeans fit shows off
your backside. Not tight, but fitted; a baggy butt makes you look like you have a full diaper. You may need two pairs; one
that is looser through the leg, and possibly in a lighter wash, to wear casually with sweaters.
When wearing with a blazer (and you should), jeans should be more fitted – that is, straight -- through the leg and in a
darker rinse; a bit more formal and very polished– this look will take you almost anywhere.
If your top/jacket is loose (like a blazer) then you want a more tailored bottom.
Match your socks to your pants. As Gus Isaacson of Shirts on Sheffield in Chicago says, “You want your pants to look
longer, not your shoes to look taller”.
Stop wearing the baggy old sweatpants with the puffed elastic on the bottoms. Target makes great contemporary work
out wear that won’t make you look, well, like the Michelin Man.
Buck up and get a pedicure (and maybe even a manicure). Don’t worry; no one polishes anything (unless you want
them to...). Women think well manicured hands and feet are very sexy. When you call to make an appointment, you will
want a “sport pedicure”.
DON’T:
Don’t pair a baggy bottom with a baggy top. It will make you look fat. Period. Don’t pair a tight top and tight bottom will
make you look 1960’s Italian film star (not in a good way). Go for balance; slim top, relaxed bottom, and vice versa.
Don’t think that your scuffed shoes aren’t being noticed. They are. I noticed! Become acquainted with a real shoeshine
kit, not that cheap silicone in a sponge.
Don’t think you only need to wear nice clothes for work. To paraphrase Coco Chanel, “You never know when you’ll have
a date with destiny, so be sure to be dressed for it”.
Don’t think just because you’re going to a ball game, you have to wear a baseball hat. Why? Unless you have
something to hide under the hat, go without.
Don’t wear double-breasted suits. For one, they are out of style for almost every situation. Second, they add bulk to
your middle (that is a fancy way of saying they make you look fat).
Finally, get away from pants with pleats in the front. No one (and I mean no one) looks 'ok' in these. In my opinion,
these are the male version of the "Mom Jean"...the kind that are too high waisted (under your armpits) and have front-
butt (too poofy in the front).
Men's fit tips...
 | |  | |  | |  | |  | |  | |  | |  |