What age will you start wearing “old men clothes?”

Old men clothes : Wears a suit or something business non-casual all the time. Always wears a vest. Always wearing dress shoes. Always dressed for the office even though they're just going to lunch.

Not old men clothes : Goes to work and has a desk job in jeans and a hoodie.

You mean like this?

He may be old but he's REDdy for the world.

This guy is young but would you really dress like this?

r3, the outfit is fine, but his reds are clashing.

Does the guy at R4 want to be beaten up or alienated by his coworkers?

Too old looking, R5.

Typical old man look.

Older man looking better than many younger men.

Colton Ford was hot when he did porn. I remember him being fucked while fucking another guy, specifically. Still hot.

I've dressed basically the same way my whole like. It's called personal style.

I don't see changing it.

Older, dressed to the hilt, and looking for attention.

I love his rabbit-head cane.

R4 I was a elegant/silly dandy until my mid-30's and got a LOT of action. That's because skinny, tall and good looking can wear anything and it looks good.

You can still be bold!

Old and a tad overdressed.

Sunglasses needed when looking at him.

I don't care for old dandies if they are American. Except old African American dandies are cool. I don't mind old dandies if they are celebrities of some sort, or college professors, or Latin. When I was in my 20's I had a 60 yo trim Spanish dandy fuck bud, leathery skin, French and English tailoring, huge horse cock.

Old Japanese dandies are cool, too.

I’ve worn old men clothes since I was like 25.

I'm ready!

I would love to find some nice casual long-sleeved shirts that aren't so tapered in the waist. Why do all these brands like Gap, JCrew and Banana Republic insist on doing that to all their shirts, even those they label as classic fit?

Are there really so many millions of size 28 waists for those brands?

Can anyone recommend a good brand that doesn't do this? Must I resort to LL Bean and Lands End??

But r5, it’s very hard to match colors exactly unless you dye to match.

[quote]Are there really so many millions of size 28 waists for those brands?

That's just what goes unsold.

LOL, OP!! My grandfather is 75 and he has a beige windbreaker. He also has a hat which he wears ALL the time unless he's indoors.

R15 is what the eldergays insist people should dress like.

Normal dudes just wear what is comfortable because clothing doesn't dictate skills as much as it dictates skills that you "purport" to have.

What happened to earrings, caftans?

Older man making a political statement.

Never!

Doing the catwalk.

The dude @ R27 is Allan Bradbury. He favors Vivienne Westwood designs.

Gorgeous.

Happy but the colours clash.

You're never too old to rock out with your titties and bits out.

I get all of my really fab clothes from BLAIR.com

Once you reach 40 years of age, you should stop wearing jeans, especially denim blue jeans. Jeans are designed, and cut to have attention brought to your crotch and ass, and there is a certain time in one's life, when you have to stop foisting your saggy old body on the public, seeking attention. No one wants to see THAT!

How about never. You'll pry my jeans and t-shirts away from my cold, dead hands.

The idea that comfortable equals dressing like a slob is really only subscribed to by the lower classes tbh. There's nothing better than a really well dressed older man if you ask me. Style has nothing to do with age. You either have it or you don't. I just saw a FB photo of a group of Americans on vacation, all 50+. Ugly sneakers, bad shorts, athletic socks, t-shirts and stupid baseball caps on all of them, men and woman. They looked like trash.

I just turned fifty and I have a look of a collared shirt, jeans and a cardigan. I’m sure I don’t look stylish, but I prefer the anonymity of looking like this

OMG R32, that can't be unseen. And a woman is seen in public with him. Gag

I love it

According to the Internets, this elderly gent is 104 years old.

Dapper

I'm in my 50s and still wear shirts that I wore in college. I think most of my clothes are classic in style, so are still wearable for decades.

R41

Yes, it's been my personal ambition to try my darndest to resemble Wilfrid Hyde White as soon as possible.

Who is that at R12? Now there's a gentleman whose arm I would gladly decorate

This is me at 12.

R39 - Attention whores at any age are insufferable.

I'm with r11. I'll keep dressing in my personal style.

Everyone should wear what they are comfortable in except sports jerseys. The sports casual wear that guys dress in shouldn't happen in the first place.

Start? I've been wearing old man clothes since I was in lederhosen.

R20, there's Brooks Brothers. Their Traditional Fit dress shirts come in patterns that can certainly serve as casual shirts. They're more expensive than the brands you named, obviously.

Otherwise, yes, I'm afraid it's LLBean and Lands End. I'm not sure why you object to them vs. J Crew et al. A long-sleeved plaid shirt is a long-sleeved plaid shirt, and the quality is about the same. Are you saying these brands have an old-man association? If so, remember that no one can see the label when you're wearing the shirt.

Anyway, one of the gifts of maturity is not caring what other people think about this kind of superficial thing.

R8 knows some stylish geezers

Only on DL would the guy at R9 (who is likely early 40s) be called an "old man" Ditto the "gorgeous" (such a gay word) guy at R30 who is also likely early 40s at most

Does R34 really believe that everyone over the age of 40 has a "saggy ass" (and that people under 40 don't)?

R36 suffers from classic DL Class Insecurity

I think of what my dad wore in his final decade when I think of old men clothes. But he died at 87 yo. He wore a lot of plaid shirts, polyester dressy stretch pants with suspenders (no ass), tennis shoes with velcro straps rather than laces, often a cowboy hat, occasionally cowboy boots, but not too often as he became unsteady on his feet, and a bolo tie if he was feeling the desire to be stylish. I don't plan on living that long, but I'm more likely to go with black t-shirts and jeans. (White t-shirts do nothing but accentuate that inevitable old man's little pot belly. ) My 90 yo uncle is a little more stylish and will dress up in a suit for a dinner out. Otherwise, he will wear tennis/golf (polo-type) shirts and a pair of khakis.

I define fashion surrender as men who, starting in their 40s dress 90% of the time in sweat pants, a t-shirt or a wife-beater, a sweat suit windbreaker or regular windbreaker and a baseball cap. Those are men who have given up, and that's a sad sight. Often excess weight is a factor in this fashion choice, but there are still alternatives.

As I approach my twilight years, I'm finding that the stretchy waist (that apparently all jeans now have) is not my friend. If I wear a pair of olds style 501 Levis that will stay on my flat ass, the pants will be cinched in so tightly at my waist that it's uncomfortable. If I buy a pair of jeans that has a stretchy waist, (which stretches out the first day after washing the jeans) the pants will fall down my ass unless I wear a belt and cinch the waist pretty tightly. But that cinching will create a little muffin top just above my belt, which otherwise would not be there. Not a problem in winter when I'm wearing a coat, but a big problem in summer. It's a fashion dilemma.

A lot of jeans have a low rise, which doesn't help...

When you enter phase 2 you start wearing the Veteran Cap.

Everywhere.

Can’t wait to wear my pants up to my nipples.

I think i'm too lazy for the old men's style, but i started to find interesting some perfumes that always considered "old man's perfumes" so all i can say is time is a bitch

I love this thread. How to dress as you age is an issue we all face. Flair might be OK, but age-appropriate is paramount if you don’t want to be judged pathetic. (See r16)

When can I start wearing black knee-high dress socks with my shorts and sandals, OP?

TIA!

What’s odd is this: you see an old man or an old lady wearing those frumpy old styles, or old biddy hairdos. You figure they’re maybe 75 to 80 years old. But then you realize that in the relatively modern 1980s, they were only fortyish. It’s not like they’re from the 1940s, like our grandparents or great-grandparents were.

At some point they just... turned.

LOL. If I start weargin running suits in public please euthanize me.

Yes R17, anything but a (white) American. Your troll is showing.

R51, nine months of the year, suspenders are your friends. Jeans are not your friends at any time if you have a flat ass and any extra weight at all around the waist

I have a flat ass, like you. I went through a phase of cinching the belt so tight I could barely breathe and a phase of constantly hauling my pants up. Now, I wear suspenders from fall through spring. I wear them over either a t-shirt or a dress shirt, depending on the occasion, and under either a sweater or a casual shirt, untucked, depending on the weather.

In summer, I have to do the cinched belt thing except when I'm driving or otherwise sitting down for long periods, when I loosen the belt.

Why can't you wear suspenders in summer?

Cause he’d look like Mork from Ork.

Dork from pork

[quote]I've dressed basically the same way my whole like. It's called personal style.

501's and a T. It's a timeless look. Works for me.

r16 Notice the ankle chain? This freak is a child pornographer.

[quote] It's a timeless look.

I guarantee you dude also has a "signature scent"

And is able to keep a straight face when he tells people "it's a timeless look"

(Okay, probably a gay face, but he's able to say it without smirking or laughing.)

What do you mean, “start?”

MY MOM SAYS I LOOK NICE IN MY MEMBERS ONLY JACKET AND PAJAMA JEANS.

I'm never going to look like I go to bed in a suit like someone's Italian grandpa who keeps talking about the "village" he came from.

Never.

R62, you can wear suspenders in the summer if you want to; it's a free country (sort of, for now). But: (1) if you wear them with shorts, you'll look like you're on your way to a yodeling contest; (2) if you're under 75, you'll look weird and creepy.

If you happen to be over 75, wear whatever the hell you want. Privilege of old age.

I love stretchy pants nowadays - surpremely comfortable.

r61, ...you and I need to start wearing these, they may help us keep our pants up.

R36 So...how DOES one dress comfortable yet not trashy?

R75 Iss not possible ..

my feet are fucked up, i wear teva sandals.

r77; 40 plus. tevas are hideous but helped my foot pain

I think that old gent in the red suit is fabulous ! I love when older people dress elegantly or with eccentricity . Ive always worn whatever the hell Ive wanted and dont plan to stop now at age 58. I must be doing something right as I get complimented all the time on how I look.

I will never ever dress in traditional old man clothes. I wear sneakers to the gym ONLY. Wouldn't be caught dead wearing them with jeans on the street. No sweatpants - EVER. No pajama pants in public EVER. 541 Levis fit me well right now so that is my go to trouser. I do like madras shorts in the summer but have to be in the right place to wear them - other than that khaki or navy shorts with driver shoes. I have reduced my wearing of flip flops unless I am at the beach.

[quote]I love stretchy pants nowadays - surpremely comfortable.

501 non shrink-to-fits now come with about 1-2% Spandex, making them ultra attractive on worked out older guys. I smell lightly of Pear's Soap, which is vaguely like patchouli, asshole R67.

Worse than "old men clothes" is old men wearing hoodies and sneakers.

I look forward to not giving a shit.