How should a man in his 40's dress?

Nothing to worry about -- basements generally don't have a dress code.

For casual wear I see nothing wrong with that as long as its not clothes from AE or Buckle/Afflication and Hurley.

For work on casual days I will wear that or a nice button up with dark jeans

Yea, kill the skinny jeans, they are for gay guys anyways.

Modern fitting clothes that are more conservative than trendy. Don't look like you are stuck in a past decade. Slim fit is good, but skinny fit. No logos of brands that teens and 20 somethings tend to wear.

Banana Republic, Levi's slim straight jeans, stuff you see at Macy's with solid colors is a good direction to look.

Meant to say "but not skinny fit"

Like another poster said, I honestly don't see anything wrong with that stuff. I'm in my mid 30's and still wear Skinny-ish Levis, Vans, and a slim fitting t-shirt, button-down oxford, or hoodie depending on the season/setting. One thing that I think can make middle age+ guys look stupid is wearing stuff with like huge logos on their clothes, so I would stay away from that.

If you're a fit guy (this is key), I think jeans and a slim fitting tshirt or casual long-sleeve button down is one of the best looks you can sport, and women have repeatedly told me this as well. Some of the saddest/over-compensating looks I see (from guys of any age) is when they are incredibly out of shape and generally look like crap, yet they spent tons of money on flashy brand name sneakers and clothes with huge logos like that is somehow going to make them the man. It doesn't, and women can sense that crap from a mile away.

If you are a fit person then there is no harm in wearing pants that are slimmer than not.

As an alternative to sneakers you might look at some sort of derby, boat/blucher shoes, maybe something like the red wing postman, or - for the most attractive option in my opinion - get some quality boots.

If by 'plaid shirts that hipsters wear' you mean regular flannel shirts that those are not a problem. For something different maybe look at some more conservative patterns (if you current shirts are out there) and tuck them in or whatever.

Instead of hoodies maybe look for some knit sweaters, more comfortable in my opinion.

Most important is probably management of color and fit. Depending on what you do it may be better to err on the conservative side here. If by 'country club' you mean you don't want to overload on the pastels then wear similar items of clothing but in muted tones.

Thanks for the tips.

As for jeans...I have Levi's 513...but I have larger quads so they look sort of skinny on me.

http://www.levi.com/US/en_US/levi-sale/p/085130764?camp=CAGPLA_DF:08513076403132:LEVI

I think a haircut is important too - man buns and those high and tight cuts with the long hair on top aren't a good look for a guy approaching 40.

Also, ditching flat-brimmed hats (I've never bought or worn one) is a good idea at my age.

Yep basically stay away from logos. Those 30 year or older guys were Hollister, AE, Buckle shirts with the logo splattered across Iwant to trip and kick them down the stairs. Doesn't even look good for teens.

I like the dark Levi 514 my calves are too big to do skinny or id give it a shot since I'm only 5'5.

A man should dress however he wants/feels comfortable. Are you trying to please someone? If you're a fit confident man you'll rock any look.

Dress codes are a poisonous thing to begin with. You coming here seeking approval already tells me a lot about where you stand as a "man".

Just invest in a dozen or so pieces from Walmart and a dik ring and everything will be absolutely fine.

Definitely avoid a baseball cap unless you're bald.

Wally here wrote:

and a dik ring

What about a pegging apparatus?

One word: Costco

hey wally wrote:

Wally here wrote:

and a dik ring

What about a pegging apparatus?

Who doesn't enjoy a good prostate massage?

Lucky Brand, not bad. The casual yet sexy look. Just saying.

Holaishus wrote:

hey wally wrote:

What about a pegging apparatus?

Who doesn't enjoy a good prostate massage?

Most women.

Haircut is HUGE. However, much like with the clothes, if you like a style and it suits you then you can probably pull it off as long as it isn't ridiculous.

And personally I think that while yes, you should stay away from the flat-brimmed hats, there is nothing wrong with a 'baseball-style' cap if you like hats. And a knit cap is great in the winter, as well as being practical (and caps are obviously practical as well). Indeed, if you are shooting for casual and are in a place where hats are acceptable than a cap is fine.

You must not be quite there yet but one nice thing about getting old is that you don't give a damn what others think. Hoodies, Vans, and even AE logos are all in my wardrobe. Comfort rules.

I'm certain the younger folks laugh at me. I hope they do if it makes them happy.

Dorky old man wrote:

You must not be quite there yet but one nice thing about getting old is that you don't give a damn what others think. Hoodies, Vans, and even AE logos are all in my wardrobe. Comfort rules.

I'm certain the younger folks laugh at me. I hope they do if it makes them happy.

Just heads up to anyone who cares, you do not have to sacrifice style for comfort.

You can want to be comfortable and not care about style, that is fine.

But don't blame comfort for not dressing well.