30+ year olds that dress and act like teenagers

You shouldn’t be dressing in The Supremes’ clothes anyway. That’s kind of weird.

OP must have been quite the sight skateboarding in an ensemble like this.

Did your wig hat ever come off?

I’m a very old man but still young at heart

I said I know longer wear Supreme since turning 30. I do have a great single stitch vintage tee collection that I wear beachside it’s one of a kind and unique- I somewhat work in fashion. I do not wear any supreme any more. I like unbranded, or lightly branded like Stone Island APC or Saturdays.

No my wig never fell off r2 (have a shaved head). No ensemble either. Usually skate shirtless. Not everyone is an Eldergay or black woman in the group The Supremes 🤣

Here’s OP in his off-stage look.

For reals...

To be specific this is who makes me cringe

R8, that truly is cringeworthy

[quote]I do have a unique tee shirt collection

[quote]I do have a great single stitch vintage tee collection that I wear beachside it’s one of a kind and unique- I somewhat work in fashion

You are exactly what you're complaining about, OP.

Well I’m not cringe. So it is a difference. And vintage is curated not thrown together to look like a clown

[quote] And vintage is curated not thrown together to look like a clown

Depends, OP, depends.

OP wears Depends

Great fashion, like GAP, never goes out of style!

Keep wearing the beach and skater fashions, OP!

I'm there with ya!

#GiveGap

Never give up being your youthful self, OP!

R14 May I ask a personal question? Are you on the spectrum?

Live every day as if it were 1993!

#EveryGiftOnlyGap

Is R17 young James Marsden? Woof.

Fuck mid 90s fashion from the gap looks better than todays style. Unbranded vintage gap holds up

OP, there are plenty of GAP fashions online for all your cool skater dude needs!

Just search "GAP Men Skater 1999" and you will find your entire Summer wardrobe!

1999 fashion was my favorite. So pure

1999 and Khaki-A-Go-Go at GAP!

R20, I had that hairstyle some time that year.

1999 and Khaki Country at GAP!

Oops! Here's 1999's Khaki Country at GAP!

Khaki Soul at Gap in 1999!

#RIPBillWithers

OP why are you concerned about what other people wear? It’s none of your business. I’m more concerned about people acting their age rather than dressing their age.

This thread is a steaming pile of shit so of course GAP playlist troll appears.

The Gap is for basic bitches.

The GapPlaylistGuy is on a hypomaniacal tear because he didn’t take his meds.

Bad Aspie!

Hijacked. Yes that insta was cringe. I agree how you act is more important, but your style should match your personality. If your personality is cringe your style will be too. So just don’t be a cringe-y person

I still have no clue what "I no longer wear Supreme" means.

Supreme is one giant Ponzi scheme.

OP sounds like a sour, starchy judgmental killjoy. Who are you to judge how others dress. Chill, dude.

R31, me either!

Diana Ross.

R3 HAS to be a DL denizen ! "Im 63 but look 23!"

Once the GapPlaylistsGuy troll invades a thread, it's time to abandon it.

You can never outgrow timeless decor, OP!

I've seen a dude in his 40s whose online handle is a combination of his university acronym (which he attended over 20 years ago) and the word "boy". And no, he can't pass for being in his 20s (or his 30s).

What are Zara pants?

Pants from Zara.

I see the saddest example of this phenomenon at the gym, gay men in their 40s and 50s dressing in all of the hot teen brands often with dyed hair and facial hair, or even hairpieces. A cautionary tale for me.

I enjoy the look on German-looking guys, or actual Germans, with huge cocks.

Guys, “cringe” is a verb, not an adjective.

OP

OP, I know you don’t wear Supremes clothes anymore but I hope you didn’t throw anything like this out.

It’s timeless.

I say wear what you want. Be true to yourself and your own style. The only thing that I find butt clenchingly nauseating are people like Madonna, who are afraid of being old, so they dress in stuff that they do not have the self confidence to wear. Hanging out with guys less than half her age and getting butt implants isn’t making her look younger. Just makes her look like a tired old fool.

Is this what we need to avoid?

Cringe

[Quote] No more Supreme clothes

Nah. Those ensembles are timeless.

Supreme yo

WEAR WHAT "YOU" FEEL! IT TOOK ME "MANY" YEARS TO GET "THE COURAGE TO BUY MY POWDER "BLUE" CLAM DIGGERS "AND IM GLAD I DID!! BLESS, BILL TAYLOR

Some of it isn’t people trying to dress too young. Some of it is people who got their style at age twenty, and keep that style from then on. As time goes on, it gets more and more outdated or inappropriate for their age, because they’re not twenty any more. Madonna’s doing that.

We see it as cringe today, but in a way people were always doing a version of this. The difference is, in the old days, older generations came from a time when people dressed more conservatively and older than their age. If you were young in the 1940s-50s, you were dressing like a forty year old anyway. So if you kept that style it wasn’t too out of place, just old school.

Now if you are around forty or even fifty, you come from a time when young people dressed pretty childishly, so wearing your young clothes at age fifty looks ridiculous.

But the idea of wearing the clothes of your youth and never changing isn’t new. Here’s a perfect example. Everyone is wearing “modern” clothes except for Violet Crowley & Mrs Hughes, who are old fashioned and traditional. Everyone else moved on.

That used to be really common in that era, because a lot of old ladies were raised not to show their ankles. There’s a lot of old pictures of old ladies in the twenties and thirties wearing long dresses, while other women are wearing short flapper outfits in the same picture.

People are sort of doing that now. They’re still wearing their young clothes, but their young clothes were childish and garish, and they never grew out of that style.

“Who”, not “that”, OP.

I worked out a style rule when I worked on Wall Street in the 80s. I decided white bucks in the summer had to be strictly limited to a few wearings, and needed to disappear completely before 30. Never to appear again. Bow ties and colorful suspenders could be worn up to 29, and then reappear after age 55. I don't mind old people who dress young, in fact I get a kick out of it.

I suppose nobody wears suspenders now so that rule isn't very interesting.

I would say a new rule is that young men must stop going sockless in a professional setting or a semi-important social affair - before 25.

It was ridiculous to see celebrity men in the last few years showing up on talk shows jammed into their skinny suits, an no socks. 40 year old men. No.

Only dress your age if you look your age.

Examples??

Dress in what makes you comfortable. When older people (50+years old) start having bad plastic surgery and try to look 20. It really looks awful. See Madonna for an example.

Madonna has had bad work done but she wears a variety of clothing.

Jonah Hill made a movie called Mid90s.

The way everyone acts like it was so long ago, might as well call it the Mid40s.

R52 = Aaron Schock

And OP is just another annoying hipster homo with a "carefully curated selection of single thread vintage t-shirts" like a character from a Nick Hornby novel.

Instead of a personality, he has a collection of t-shirts

R58, but when’s the last time you saw Madonna wearing a suit or dress suitable to her age?

She went through a phase around when she did Evita, and when she lived in England with Guy Ritchie, when she wore nice clothes that suited her age. Then she stopped and went back to wearing her typical “look at me! Aren’t I shocking?” style she’s had since she first came on the scene. If she was still wearing her British rich lady style, she’d look great at her age now.

r62

I don't follow Madonna closely but I recall a thread here when she appeared on Regis (or whoever it is) and Kelly. She looked quite mumsy in a long, I think, pink dress. The dress wasn't even especially tight but Madonna was thicker. She didn't look like she thought she was 25. No comment on the face.

The appearance was after she'd moved to Portugal.

R63, this?

Yeah. That dress says "wacky mother" to me.

It can be hot on the right guy, but those guys tend to be losers. But hot losers you want to fuck, slumming around in track pants and wifebeaters and baseball caps.

It says “chav” to me.

30 is close to 18 than 50.

I don't understand the question, and I won't respond to it.

I'm 67 and wear Denizen slim fit jeans. I have no ass to speak of, and if I wear regular fit jeans, they fall off too easily. I can see your point, tho, as we have a lot of 60+ Polish guys in the neighborhood who try and dress like thugs. Kinda funny.

I dress ONLY to please OP! He'd better think what I'm wearing is age-appropriate, or I'll have to CHANGE to suit him!

My next door neighbor must be pushing 35, straight, and dresses like a 22 year old skateboarder. He might be able to make it work if he had one iota of personality, but I just can’t take him seriously with his backward baseball cap.

Backwards baseball caps come into play for the balding, though, right?

Ryan S. Is so cringe @ r65. I felt second hand shame. Ugh.

Madonna is goalz

I hate hate hate hate grown men that wear bow ties. I fucking hate bow ties as much as Madonna hates carnation flowers!

I read somewhere that Madonna’s “roots” are actually gray or white hair dyed black to look like roots. Then blonde dyed down from there. How she’s not bald I don’t know. Wigs?

If you’re over the age of 18- which is already pushing it- and still wearing Supreme then you need to check yourself.

I think people should dress how they feel, unless time has been egregiously harsh (e.g. Madonna).

Madonna never really could pull off the tweedy/horsey/countryside look, especially being 5'4" or whatever and caked in gaudy makeup (with that pallid skin underneath).

Were those 'FCUK' (no typo--French Connection UK) sweatshirts and hoodies popular in the US around 15-20 years ago? They were, unfortunately, ubiquitous in Europe at the time. I was working in the Netherlands back in 2003, and my manager was a balding fortysomething then who would routinely receive clients wearing his "kidult" outfits, including those FCUK hoodies.

That's true. Never thought about it like that but I did have more respect when she dressed like an upper crust Brit instead of a hip hop wannabe.

OP I don’t know about that; I feel like most Millennials I know and see out in the wild tend to stay in their own hipstery lane.

Take manic ex-child actor Devon Werkheiser (as an off-the-cuff example I was just watching), who has taken to wearing ‘prayer shawl’ ascots everywhere he goes as a gimmick/plug for his post-fame workplace. He puts them on loosely as a pendant, typically paired with a safari shirt, a grey marl tee, black skinny jeans and a trimmed beard I.e. ageing-toward-40 Barista/Whole Foods customer chic. Lucky for him he’s very cute and charismatic.

It’s like getting a hipster IV watching him flirt and flail all over former Youtube sensation Anthony Padilla, who I can only describe as an Orlando Bloom knockoff clad in a fetching H&M vintage palm-print shirt. And this is only normcore, low-dB civilian hipsterism. But they aren’t hypebeasting.

Are those guys pushing 40?

R84 no, they’re only just 30/early ‘30s per the thread topic. They’re just dressed in older more outdated styles, as an counterpoint to OP’s original statement. I don’t know where all these covert Millennials dressed as Zoomers hang out.

I am in my late 50s. There have ALWAYS been a number of men who hang onto their college styles or young man styles into their 30s and beyond. Gay men. Straight men. Working class, professional.

I always got a kick out of ghetto-y gays who hung onto their trash 20yo stylings at 40. Same for aging straight chavs. I think its kind of hilarious and pitiable. If additionally they are a different culture than I am, I can find it sexy. You can run into the gay types in trash resorts like Sitges or Mykonos. There are a lot of gone to seed Germans in the Canaries, 50 years old, still slimish, flasque of tone, huge pendulous cocks, still styled like its Stuttgart 1990 and they are the belle of the ball.

What should people aged 39 be wearing?

Oh, guess what? I don't care because I don't like Nazi fashion dictators controlling my life.

Deal with it.

Deal👏 with 👏it!👏

Wouldn’t Tony Hawk be the standard bearer for this? Hasn’t he maintained the same style throughout his life? If he says it’s OK, then I’m cool with it.

I know this isn’t the Supreme thread, but since it veered off it to it at one point and that other one that was supposed to be about one of the backup singers, but became all about Miss Ross has brought up a question. I’m realizing now that they are wearing wigs in what looks like all their pictures. How did they never get it together to just use their own hair for a change? I get Tina Turner needing wigs because she has alopecia, or didn’t want to give Ike anything to pull and grab her by, but were those bitches just too lazy to go to the hair salon and have their hair done or what?

Regardless of age, I ask every non-essential to please try on everything in their wardrobe - ALL FOUR SEASONS- and photograph themselves from the BACK. Donate anything that accentuates the back fat.

You have the right to wear whatever. Just leave those hovering blobs of lard covered Loosely.

R50. That was a joke on a play on Supreme the clothing brand. It was to make a point that all the old gays on datalounge don’t know what Supreme is, only the singing group.

Proved the point

Every one in the 60s wore wigs.

See? Wigs.

Wtf. Elder gay. Supreme clothing! Not wigs! Not Dione Warwick!

Younger gay, learn respect for your elders. You will need respect when you get old too.

Fuck you old gay!

OP, Vision Street Wear presented by EMF's Unbelievable

Dr. Phil's wife looks like she shops at Forever 21.