30yo m here. I am blessed to have a few women in my life that do shop for me. It started with my mother and sister( mainly sister has the eye for fashion) I can usually count on a birthday or Christmas present that is a new fashion cut or look to try. If it doesn’t fit my look which has only slightly changed over the last 10 years I’ll give it right back or give it a try. So it’s nice to have a person who may pick something out for you that you would never try. The key is I know right away weather iam willing to give it a go or not. Have lines I don’t cross tho ( skinny jeans, deep vs, decals or jewels jeans of any kind, flashy colors) I like cool colors so my entire wardrobe works together and don’t cause a great deal of attention to the item I am wearing.

The best comment is you look handsome, nice, good or w/e. The worst comment is I like that shirt on you. Because the attention is on your clothes and not you.

I am black so I keep a good relationship with my barber. ( I envy white guys that just roll into sports clips or some other gimmick sans appointment and get a beer and hot towel rub from some chick all for $15) 30$ bucks a pop including tip for my barber. Guys remember the Eric Hosmer haircut of the Royals World Series team? That’s my barber. I often have to change my standing appointment so he can take care of the Chiefs or Royals. It used to piss me off so I went to find another barber. I’m back now and will never leave. His cuts are flawless. I’ve had clients or just some guy at the gas station come ask me where I get cut.

Business attire is expensive and is a area of struggle for me because money is tight. So I advise a slow plan to build. Going with shirts that don’t call a lot of attention so they can be worn again in shorter periods. The trick is to look like you have an endless closet when in fact you have a minimal amount of stuff you switch around and no one remembers. Always, a trip to the tailor with every single purchase. It’s expensive but your clothes will last longer you will look a million times more put together which builds trust in the workplace. I’ve gotten picked to get the account or made the shortlist on my merits of course but I have been told in confidence by many managers that I just present better for a particular type of client. Spend money to make money boys.If you can pull of wearing a few items of an outfit twice then you are there. Afte you have plenty basic clothes you can start branching out but understand a neon green button up can probably only be worn once or twice in a months without people secretly noticing. So be cautious.

I tend to add my flair with socks and watches. I like crazy socks with neat patterns and colors. The error I see guys makes is they think just because they went out and bought some Batman or hotdog socks they are cool. NO that’s tacky. Your socks need to match at least on color in your outfit. If you are wearing all neutral colors you have a bit more freedom but don’t go buys beer socks or star trek or anything like that because they are taking away from your outfit. I look at peoples socks a lot and notice this f-up a lot of guys make. Story; we are at a party with my wife’s close coworker friends. Alcohol is flowing and we are playing an adult game divulging secretes anonymously. I say that so you know everyone is feeling very open. At some point my socks come up and the hostess says “a man that can weary crazy socks is a sign of intelligence” I was flattered then her husband lifts his pant leg and says me too. She quickly replies “ yea but his match and yours don’t so...” as she shrugged. People especially woman notice all this little shit and use it to fill in the blanks on people when they first meet.

Quality. People who like quality recognize quality not logos. Fuck logos. You can scoop a polo from the 1/2 n 1/2 store for $5 that will fall apart in no time. For that reason alone I tend to shy away from polo. But it’s a good brand and I can get away with a polo T-shirt at places were I probably should be weary T and the collard shirt is accepted in every work dress code so I have a few that serve as a utility but $70 bucks a pop is tooo much.

I am married now so my wife shops certain items for me. She has a standing kill order for crazy socks that look different classy and good. She is good at that. I can shop for myself but as head of my house I don’t take the time to go out and spend money on my clothing as much as I did before. I go shopping maybe once or twice a year for specific items. In and out. And I tend to like stores with a competent female attendant. I like to see her reaction to items and maybe make suggestions. Come one fellas we dress for the opposite sex so it helps to have one close by. Again females are good for trying to get you to branch out to new fashion trends and sometimes it works and sometimes I reject it.

My weekend look is simple, high quality T-shirt with no words or images just blank and maybe a small logo but I prefer against. I will go with different colors for variety and I’ll get bright in the summer. I have one pink shirt. One. It’s a polo and I am wearing it now underneath a pullover. I would never lead with that shit unless iam on a beach or something. Blue jeans I play around with different shades of jeans but nothing crazy. Airmax 95’s in a cool color that matches most of my closet( tan grey black or white sometimes navy). This look is easy for a woman to shop because she doesn’t really have to make big decisions. My wife determines if it fits my perimeters then makes the purchase. If I don’t like it I put it right back in those bag and tell her tor get her money back. If it’s something she is insistent on me trying I put it in my closet and there it sits until iam feeling adventurous. MY TASTE not hers.

Lady’s and gentlemen can tell quality and simple style and if you haven’t had a woman give you a hug and linger then comment in how nice your shirt feels or how fresh you smell then you are missing the joys of life.