{"id":190343,"date":"2025-08-04T10:18:56","date_gmt":"2025-08-04T15:18:56","guid":{"rendered":"https:\/\/www.artofmanliness.com\/?p=190343"},"modified":"2025-08-04T10:18:56","modified_gmt":"2025-08-04T15:18:56","slug":"men-don-t-dress-like-boys","status":"publish","type":"post","link":"https:\/\/www.artofmanliness.com\/style\/clothing\/men-don-t-dress-like-boys\/","title":{"rendered":"Men Don&#8217;t Dress Like Boys"},"content":{"rendered":"<p><img loading=\"lazy\" decoding=\"async\" class=\"aligncenter size-full wp-image-190344\" src=\"https:\/\/content.artofmanliness.com\/uploads\/2025\/07\/dress1.jpg\" alt=\"A man in classic men\u2019s style and a young boy look under the hood of a car parked in a driveway. The man stands while the boy stands on the fender, both focused on the engine.\" width=\"485\" height=\"625\" srcset=\"https:\/\/content.artofmanliness.com\/uploads\/2025\/07\/dress1.jpg 485w, https:\/\/content.artofmanliness.com\/uploads\/2025\/07\/dress1-320x412.jpg 320w\" sizes=\"auto, (max-width: 485px) 100vw, 485px\" \/><\/p>\n<p>I\u2019ve noticed something you\u2019ve probably noticed too.<\/p>\n<p>Grown men dressing like boys.<\/p>\n<p>In a typical American restaurant, you\u2019ll find 30- and 40-something men dressed like their pre-teen or teenage sons: Air Jordans, a graphic tee, and an oversized flat-brimmed ballcap.<\/p>\n<p>The puerility of men\u2019s clothing is on full display at an American airport. You\u2019ll see men my age shuffle toward TSA in elastic-waist joggers, video game t-shirts, and Crocs. Their kids are wearing nearly identical outfits.<\/p>\n<p>I make the <a href=\"https:\/\/tenor.com\/view\/clint-eastwood-gran-torino-eww-ugh-yikes-gif-11004861\">Clint Eastwood <\/a><em><a href=\"https:\/\/tenor.com\/view\/clint-eastwood-gran-torino-eww-ugh-yikes-gif-11004861\">Gran Torino<\/a><\/em><a href=\"https:\/\/tenor.com\/view\/clint-eastwood-gran-torino-eww-ugh-yikes-gif-11004861\">&nbsp;grimace<\/a>&nbsp;at the sight.<\/p>\n<p>Before you peg me as a middle-aged curmudgeon, my 14-year-old son notices the sad state of American grown-man style too: \u201cHey, Dad,\u201d he\u2019ll say, \u201cthat guy over there dresses like I did in 6th grade. He does not mean business.\u201d<\/p>\n<p>Are we just uptight squares who can\u2019t let people enjoy themselves?<\/p>\n<p>Maybe.<\/p>\n<p>But I also think there\u2019s a visceral recognition in both of us that your exterior appearance often reflects the state of your interior character. When a man dresses like a boy on the outside, there\u2019s a chance there\u2019s some stunted development on the inside.<\/p>\n<p>Until very recently, cultures across the world \u2014 from sophisticated civilizations to remote tribes \u2014 connected a man\u2019s dress to his development into maturity, sometimes even making a wardrobe change a rite of passage into manhood.<\/p>\n<p>In ancient Rome, for example, where the toga was the common form of dress, there was a difference between a boy\u2019s toga and a man\u2019s toga.<\/p>\n<p>At around 16, Roman boys swapped their purple-trimmed <em>toga praetexta<\/em>&nbsp;for the plain white <em>toga virilis<\/em>&nbsp;in a public rite of passage that marked their entry into manhood. The father led the boy to the Forum to register as a citizen and make sacrifices. Back at home, the boy dedicated his toys and protective amulet to the household gods. He was now a man.<\/p>\n<p>Past cultures understood something we\u2019ve forgotten: that how a man dresses shapes how he sees himself, how he acts, and how others treat him, and these dynamics in turn influence the culture at large.<\/p>\n<p>So let\u2019s take a look at the history of the distinction between boyswear and menswear, why it vanished, and why it\u2019s worth reviving.<\/p>\n<h2>What Happened to the Tradition of Men Dressing Differently From Boys?<\/h2>\n<p><img loading=\"lazy\" decoding=\"async\" class=\"size-full wp-image-190345 aligncenter\" src=\"https:\/\/content.artofmanliness.com\/uploads\/2025\/07\/dress2.jpg\" alt=\"Three males from different generations pose for a formal portrait, showcasing timeless men's style; a young boy in a sailor suit stands between two men in suits and hats, one older with a cane.\" width=\"424\" height=\"594\" srcset=\"https:\/\/content.artofmanliness.com\/uploads\/2025\/07\/dress2.jpg 424w, https:\/\/content.artofmanliness.com\/uploads\/2025\/07\/dress2-320x448.jpg 320w\" sizes=\"auto, (max-width: 424px) 100vw, 424px\" \/><\/p>\n<p>Across the last two centuries of Western male dress, boys\u2019 clothing tended to be looser, brighter, and more utilitarian \u2014 made for getting dirty and handling rough-and-tumble play. Men\u2019s attire, by contrast, was more tailored, sober, and symbolic of dignity and responsibility.<\/p>\n<p>From the 1800s through the 1940s in the West, boys typically wore short pants with knee socks, paired with buttoned jackets or tunics in the late 19th century, and with blazers or pullover sweaters in the early 20th. White-collar men, on the other hand, wore full, formal suits. Short pants signaled boyhood; full-length trousers signaled manhood. When boys got their first long trousers \u2014 or received a watch or tie as a gift \u2014 these were signals that the young lad was joining the ranks of the men.<\/p>\n<p>Headwear also marked the age divide during these eras: in the 19th century, boys wore flat caps, while adult men wore top hats or bowlers; by the early 20th century, men had shifted to fedoras, trilbies, or homburgs.<\/p>\n<p>By the 1950s, boys began wearing jeans, t-shirts, baseball jackets, and Chuck Taylors for play, while still dressing in nicer trousers and button-down shirts for school. Adult men might throw on a GI-issue undershirt for chores around the house, but they didn\u2019t wear t-shirts in public. During their leisure time, they opted for sport shirts, chinos, and cardigans, which were casual but still distinctly grown-up in cut, fabric, and styling.<\/p>\n<p>The distinction between boyswear and menswear began to erode in the 1960s. The counterculture rejected the older generation\u2019s values, including their fashion mores. Youth culture became the ideal. \u201cDon\u2019t trust anyone over thirty,\u201d they said. And the subtext wasn\u2019t subtle: \u201cDon\u2019t act like anyone over thirty. And definitely don\u2019t dress like them. What are you? Your old man, man?\u201d<\/p>\n<p>Sociologists see this moment as the start of a broader shift in American culture. The idea that age brings dignity felt outdated. It became less desirable to seem respectable than cool, and grown men began to dress more like those who represented the locus of cool \u2014 the young.<\/p>\n<p>Accelerating this shift was the growing casualness of culture overall. Dress codes loosened in workplaces and schools, and the expectation that you would, say, wear a button-down shirt and tie to a baseball game fell to the wayside. And it\u2019s a lot easier to build generation-signaling style distinctions into more structured clothing than it is leisurewear; a t-shirt is a t-shirt.<\/p>\n<p>Nonetheless, up through the 90s, boys and men still looked at least a little different \u2014 even when they wore similar things. There were Dad jeans and boy jeans. Dad sneakers and boy sneakers. Dad was more likely to be in a polo, his son in a tee.<\/p>\n<p>But even those subtle distinctions faded in the 2000s. A lot of why men had continued to look different from boys is that they had to dress up and wear a different kind of clothing to work. But now offices further loosened their dress codes, and hoodie-clad Silicon Valley entrepreneurs became the new models to emulate. Then, when remote work exploded during the pandemic, men had even fewer reasons to even own anything but the most casual clothes \u2014 the kind least distinguishable from what young people already wore.<\/p>\n<p>Add in the rise of athleisure \u2014 clothing least suited to signaling any age-based distinctions \u2014 and the result is this: boys and men alike now spend most of their time in joggers, sneakers, and t-shirts and look very much the same.<\/p>\n<h2 id=\"h.y6m6im6si61t\"><strong>The Cultural Cost of the Flattened Age of Dressing<\/strong><\/h2>\n<p>While changing style mores might be chalked up as a neutral, inevitable cultural evolution, there is a cost both to individuals and society as a whole when the sartorial line between boys and men is erased:<\/p>\n<p><strong>Men take themselves less seriously. <\/strong>Even when a culture\u2019s formal rites of passage didn\u2019t involve a wardrobe change, simply beginning to wear grownup clothes helped young men psychologically transition into manhood. Wearing clothes associated with being a mature man helped shift their mindset into the role they were stepping into.<\/p>\n<p>A large body of <a href=\"https:\/\/fashionandtextiles.springeropen.com\/articles\/10.1186\/s40691-014-0020-7?utm_source=chatgpt.com\">research<\/a>&nbsp;has shown that clothing impacts not just performance but also self-esteem, confidence, and mood. People wearing formal or \u201cprofessional\u201d attire report feeling more competent and authoritative. Those in casual or athletic wear tend to describe themselves as less assertive.<\/p>\n<p>If people worry that men don\u2019t seem very mature anymore \u2014 that men don\u2019t act like men \u2014 at least part of the reason may be that they no longer dress like men. When men spend most of their time in sweatpants and t-shirts, in clothes that are indistinguishable from what their children wear, they may take themselves a little less seriously, have less of a sense that they really have arrived firmly in adulthood and need to find the solid traction attendant to that stage, and have less confidence in what they\u2019re capable of.<\/p>\n<p>When men are wearing the same clothes at 35 that they wore at 15, it may add to a feeling of being in developmental limbo and of all the life stages running together.<\/p>\n<p><strong>People take men less seriously.<\/strong>&nbsp;Research also shows that how you dress influences how other people perceive you. For example, job interview <a href=\"https:\/\/www.researchgate.net\/publication\/229442723_Effect_of_Applicant%27s_Clothing_on_Interviewer%27s_Decision_to_Hire\">studies<\/a>&nbsp;show that applicants in adult-coded attire \u2014 dress shirt, well-fitted trousers \u2014 score higher on perceived competence than equally qualified peers in casual gear. Teaching assistants earn more authority points with students when wearing a tie. When you look like the grown man in the room, people treat you like a grown man.<\/p>\n<p>It\u2019s hard to take a 40-year-old guy in Nike hi-tops and a flat-billed ball cap very seriously, and when men dress like boys, they may diminish their influence.<\/p>\n<p>As a WFH dad who dresses most days in jogger pants and a t-shirt, I do wonder sometimes if my getup diminishes my sense of authority with my kids and the level of respect they have for me. Certainly, for better and worse, they bring a much greater level of casual familiarity to our interactions than I ever did with my parents, and how I dress is likely one reason for that.<\/p>\n<p><strong>Culture loses its grown-ups<\/strong>. If the erasure of the line between boyswear and menswear makes men feel less secure in their status as adults and diminishes their influence, that not only affects them as individuals but impacts the culture as well. Sociologists note that <a href=\"https:\/\/www.artofmanliness.com\/character\/advice\/coming-of-age-the-importance-of-male-rites-of-passage\/\">rites of passage<\/a>&nbsp;serve both the initiate and the tribe; the individual receives clarity about identity: <em>I was X; now I am Y.<\/em>&nbsp;The tribe gains reliability \u2014 <em>We know what to expect from Y.<\/em>&nbsp;When rites disappear, both parties drift.<\/p>\n<p>In a society where men never stop dressing like they did in high school, they may lack the confidence to step into leadership roles. And when men don\u2019t <em>look<\/em>&nbsp;like leaders, it further erodes public trust in the institutions they\u2019re supposed to represent.<\/p>\n<p>Young people also miss out on the comfort and ballast that comes with entering the orbit of a man who seems grounded and mature \u2014 someone who signals, even without saying much, that adulthood is a real, distinct territory, and it\u2019s worth arriving there. Youth crave contact with adults who carry gravitas \u2014 who are accessible but exude stability, wisdom, and welcome authority. But it\u2019s harder for young adults to lend trust to would-be mentors when they\u2019re dressed identically to their peers.<\/p>\n<h2 id=\"h.yvfa1grukyiw\">Why Men Should Dress (at Least a Little) Differently Than Boys<\/h2>\n<p>Despite the sweeping arguments above, I\u2019m not advocating for men to return to wearing three-piece suits on the daily. I don\u2019t even live out the \u201cmen don\u2019t dress like boys\u201d maxim very strictly myself. As mentioned, most days, you\u2019ll find me wearing jogger pants and a t-shirt while working from home or running errands.<\/p>\n<p>But, I do always try to dress a little nicer \u2014 and a little more maturely \u2014 any time I\u2019m doing something that rises above grabbing groceries. And I do think it would benefit individual men, and the culture as a whole, if men dressed differently than boys \u2014 even just a little.<\/p>\n<p>I\u2019m envisioning a world where Dad\u2019s clothes are just a bit more tailored and structured than Junior\u2019s. Where, even in casual settings, a man is more likely to wear jeans than sweatpants, more apt to reach for <a href=\"https:\/\/www.artofmanliness.com\/style\/clothing\/how-to-wear-a-polo-shirt\/\">polos<\/a>, <a href=\"https:\/\/www.artofmanliness.com\/style\/clothing\/the-camp-collar-shirt\/\">camp shirts<\/a>, and <a href=\"https:\/\/www.artofmanliness.com\/style\/clothing\/a-mans-guide-to-the-oxford-shirt\/\">Oxford button-downs<\/a>&nbsp;than t-shirts. And when he does <a href=\"https:\/\/www.artofmanliness.com\/style\/clothing\/the-best-damn-guide-to-mens-t-shirts-on-the-internet\/\">wear a t-shirt,<\/a>&nbsp;it\u2019s a solid-color, classic-looking one. In nicer settings, where he can get away with putting his toddler in a polo, he still wears a suit himself. He doesn\u2019t wear Air Jordans or flip-flops past age twenty-five. He finds subtle ways to signal that manhood is a different stage of life than boyhood \u2014 and that he\u2019s entered into it.<\/p>\n<p>For help dressing like a grown man \u2014 without having to don a top hat \u2014 check out our decade-by-decade style guides in the AoM archives:<\/p>\n<ul>\n<li><a href=\"https:\/\/www.artofmanliness.com\/style\/outfit-guide\/mans-guide-dressing-sharp-casual-20s\/\">A Man\u2019s Guide to Dressing Sharp and Casual in His 20s<\/a><\/li>\n<li><a href=\"https:\/\/www.artofmanliness.com\/style\/outfit-guide\/mans-guide-dressing-sharp-casual-30s\/\">A Man\u2019s Guide to Dressing Sharp and Casual in His 30s<\/a><\/li>\n<li><a href=\"https:\/\/www.artofmanliness.com\/style\/outfit-guide\/mans-guide-dressing-sharp-casual-40s\/\">A Man\u2019s Guide to Dressing Sharp and Casual in His 40s<\/a><\/li>\n<li><a href=\"https:\/\/www.artofmanliness.com\/style\/outfit-guide\/mans-guide-dressing-sharp-casual-50s\/\">A Man\u2019s Guide to Dressing Sharp and Casual in His 50s<\/a><\/li>\n<\/ul>\n<p>For even more age-appropriate, casual style inspo that doesn\u2019t involve elastic pants and Crocs, also take a gander at our smart casual dressing guides:<\/p>\n<ul>\n<li><a href=\"https:\/\/www.artofmanliness.com\/style\/outfit-guide\/a-mans-guide-to-smart-casual\/\">A Man\u2019s Guide to Smart Casual<\/a><\/li>\n<li><a href=\"https:\/\/www.artofmanliness.com\/style\/outfit-guide\/summer-smart-casual-for-men\/\">Summer Smart Casual: 3 Getup Ideas for the Office, Date Night, and Weddings<\/a><\/li>\n<\/ul>\n<p>Clothing has always been part of the way young men have made the transition into manhood. <a href=\"https:\/\/www.artofmanliness.com\/character\/behavior\/want-to-feel-like-a-man-then-act-like-one\/\">When you act like a man, you feel like one.<\/a>&nbsp;When you dress like a man, people treat you as such. And when enough men do both, the culture benefits from having a few more adults in the room.<\/p>\n","protected":false},"excerpt":{"rendered":"<p>I\u2019ve noticed something you\u2019ve probably noticed too. Grown men dressing like boys. In a typical American restaurant, you\u2019ll find 30- and 40-something men dressed like their pre-teen or teenage sons: Air Jordans, a graphic tee, and an oversized flat-brimmed ballcap. The puerility of men\u2019s clothing is on full display at an American airport. You\u2019ll see [&hellip;]<\/p>\n","protected":false},"author":1,"featured_media":190346,"comment_status":"closed","ping_status":"closed","sticky":false,"template":"","format":"standard","meta":{"activitypub_content_warning":"","activitypub_content_visibility":"","activitypub_max_image_attachments":3,"activitypub_interaction_policy_quote":"","activitypub_status":"federated","footnotes":""},"categories":[42301,227],"tags":[],"class_list":["post-190343","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-clothing","category-style"],"featured_image_urls":{"aom":"https:\/\/content.artofmanliness.com\/uploads\/2025\/07\/dress1-1-372x230.jpg","reactor-320":"https:\/\/content.artofmanliness.com\/uploads\/2025\/07\/dress1-1-320x171.jpg"},"yoast_head":"<!-- This site is optimized with the Yoast SEO Premium plugin v26.6 (Yoast SEO v26.6) - https:\/\/yoast.com\/wordpress\/plugins\/seo\/ -->\n<title>Men Don&#039;t Dress Like Boys | The Art of Manliness<\/title>\n<meta name=\"robots\" content=\"index, follow, max-snippet:-1, max-image-preview:large, max-video-preview:-1\" \/>\n<link rel=\"canonical\" href=\"https:\/\/www.artofmanliness.com\/style\/clothing\/men-don-t-dress-like-boys\/\" \/>\n<meta property=\"og:locale\" content=\"en_US\" \/>\n<meta property=\"og:type\" content=\"article\" \/>\n<meta property=\"og:title\" content=\"Men Don&#039;t Dress Like Boys | The Art of Manliness\" \/>\n<meta property=\"og:description\" content=\"I\u2019ve noticed something you\u2019ve probably noticed too. Grown men dressing like boys. In a typical American restaurant, you\u2019ll find 30- and 40-something men dressed like their pre-teen or teenage sons: Air Jordans, a graphic tee, and an oversized flat-brimmed ballcap. The puerility of men\u2019s clothing is on full display at an American airport. 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Grown men dressing like boys. In a typical American restaurant, you\u2019ll find 30- and 40-something men dressed like their pre-teen or teenage sons: Air Jordans, a graphic tee, and an oversized flat-brimmed ballcap. The puerility of men\u2019s clothing is on full display at an American airport. 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