
CHARACTERS
Fictional boys and young men who apply to the aesthetic.
Reese Wilkerson (Malcolm in the Middle) - Your typical 90s bad boy / rascal, Reese is an impulsive, often idiotic young man who is also capable of coming up with surprisingly devilish plans when he wants to. Reese suits the aesthetic as he taps into a raw, unfiltred aspect of 2000s adolescence and follows hypermasculine ideals almost to a T, frequently harrassing other kids, taunting his brothers for their perceived weaknesses, and defaulting to aggression when provoked. The frosted tips, love of
horror movies ,
heavy metal, and
porn also help.
Derek Venturi (Life With Derek) - In typical older brother fashion, Derek is a rebel; he doesn't listen to what most people say, and doesn't care, either. When he finds himself in situations that could be hard for him to handle, he prefers to find the easy way out instead of asking for help. Although Derek often gets what he wants at home and at school, he never does what he is supposed to. He enjoys pranking and causing trouble. Derek is also arrogant, laid-back, and very witty. He's also a great hockey player and a serial womanizer who gets a kick out of terrorizing his new sister, Casey.
Craig Jones (Friday) - Less rambunctious and outwardly aggressive than his former two counterparts, Craig still applies to the aesthetic due to his love of weed and Hip Hop, as well as his penchant for popular streetwear. He's also a huge slacker, who loves hanging out with his friends and fulfills the reluctanct protector role that Reese and Derek do with their own siblings.
Steve Stifler (American Pie) - Known as the hyperconfident party animal and mild scourge on his friendgroup, Stifler applies to the aesthetic by being your average sex obsessed, crass. devil may care suburban jock with a fondness for underage drinking and porn, who frequently bullies his friends and younger brother.
AJ Soprano - (The Sopranos) - A bit of a subversion of the trope as AJ is a younger brother whose slacker / underachiever tendencies stem from struggling to form an identity in a mob family and grappling with neurodivergence in a culture and time period that doesn't even know what that is and refuses to find out. However, the angst that stems from this, along with his snarkiness towards his parents in his teen years, his inclinations to act without thinking, fondness for weed paraphernilia, and his love of all things
Heavy Metal and
Hip Hop. still make him a big contender for the aesthetic.
Kale Brecht (Disturbia) - Kale is an edgy, hot-tempered and stubborn young men who is stuck on house arrest after his father's passing causes him to violently lash out at a teacher in a moment of depression and grief. As a young man who is frustrated when his mother relinquishes his Xbox Live privileges for his behavior, sticks Guitar Hero stickers to his house arrest monitor, and spends the majority of his house arrest time spying on attractive girls and telling the younger, local neighbor kids to fuck off, I'd say he embodies the aesthetic of suburban angst and teen edge perfectly.
Sam Witicky (Transformers) - Sam is a sarcastic, brave, charming, and witty teenage boy constantly waged between wars between intergalactic robots that turn into cars and trucks. He has a fiery temper, loves cars, and spends the majority of the first film trying to win the heart of Megan Fox. He is every teenage boy's ideal self, thus fitting the aesthetic.
Daniel Matthews (Saw 2) - A rebellious petty criminal with daddy issues, Daniel Matthews applies to the aesthetic because of his "reluctant do gooder" role, his angst, and his affinity for skateboarding and rock music.
Trent Lane (Daria) - More tame than some of his other, suburban male counterparts, Trent is another slacker with an afinity for rock music and spiky hair and a disdain for all things corporate and abiding by systems (IE high school and its weird social hierarchies.)
Matt Jensen (Grind) - An eccentric slacker who's fiercely loyal to his friends, his unkempt wardrobe and passion for skateboarding show all the markers for being an older brother core icon.
Simon Kemplar / "Bladezz" (The Guild) - Another douchey, slacker character, Bladezz applies to the aesthetic by being a World of Warcraft addict who will hit on anything in a skirt. He, like many teenage boys, thinks of himself as god's gift to women, despite his lack of sexual experience and his tendencies to react perceived slights against him without thinking things through. He also owns an Xbox, is fairly tech savvy, frequently wears tribal shirts and checkered patterned jackets, borrows quite a few of his manly, hardcore in game aesthetics from Hair and Thrash Metal music videos, and has a younger sister that he frequently teases and yells at to leave him alone while he games.
Despite his popularity and common association with the aesthetic, I do not consider Rodrick Heffley to be a contender for it. Not only is he from a book for a target audience of 7-13 year olds (not older brother age at all), but he's also not applicable to the era being described here.
INTERNET CULTURE
Websites, creators, and webseries that drew in a largely male audience back in the day.
The Guild (2007-2013) - A mildly popular webseries by Felicia Day about a group of socially maladjusted World of Warcraft addicts who begrudgingly meet up in real life and experience zany misadventures, from dating, to vlogging, entering the workforce, and going to comic cons, this show was a true love letter to nerd subculture and everyone in it. It started as a Youtube series but was eventually a big enough deal to get deals with Xbox Live and Zune to be hosted on their marketplaces.
Dick Figures (2010 -2014) - A popular web series about two 20 something aged friends (party loving, reckless, sex obsessed Red and level headed, responsible, sweet natured Blue) who get into wild and violent situations on a weekly basis. Perfect for that nerdy college guy demographic that this aesthetic somewhat romanticizes.
Red vs. Blue (2003 - 2024) - A roosterteeth production about two opposing factions during a civil war with the backdrop of a science fiction setting. Heavily inspired by Halo, it's a parody of FPS style games, military life/culture, and science fiction films. As you can imagine, it was extremely popular with the 16-25 year old demographic.
Homestar Runner (2000-2010) - A surreal satire series that was essential to tech savvy nerds and video game culture until about 2009. It occupies the same space as MLG did in the early 2010s.
Collegehumor (1999-2007) While eventually graduating into shorts and sketches about general adult life and the workforce before eventually ending and fully rebranding altogether, the original Collegehumor run was rooted around, well, college humor; frat life. sketches about alcohol and failed romantic endeavors, and "Robot Chicken esque" parodies of various children's cartoons ruled their platform for a while.
Smosh (2005-current) - A sketch / improv comedy Youtube channel that was known for its edgy humor, parody content, and homemade music videos that occassionally collabed with popular emo musicians such as
I Set My Friends On Fire, and interviews with emo musicians from the bands From First to Last, Underoath, and Silverstein, all of which put them in the good graces of the emo community.
I'm Enjoying a Treat, Derrick! (2009)
eBaum's World (2001-current) - An entertainment website that hosts memes, viral videos, and images.
9GAG (2008-current) - Another online platform for entertainment purposes, hosting memes and viral images.
Newgrounds (1995-current) - A site for hosting games, artwork, videos, music, and artwork, extremely popular with boys and young men as it was a safe and free space for artists and aspiring game designers to cut their teeth in the world of indie animation, comics, and gaming to a small, intimate audience of other gamers.
4chan (2003-current) - An anonymous message/imageboard site that was and still is home to many controversies. Before it became the alt right cesspit it is today, however, it was once a place where young men gathered to talk about music, video games, coding, and to share memes amongst each other.
Myspace (2003-2010) - A social media platform that had significant influence on Pop culture, technology, and music. It was extremely popular amongst teenagers for being the first social media service; it made communication easier, and it actively encouraged users to talk about their daily lives, post their faces, and make friends with other teenagers to gain your social standing on the website (the "top 8" function caused many'a friend dramas.) Moreover, it was also a hub that was essential to the development of burgeoning emo and scene subcultures across the globe, with many bands like Hollywood Undead and Emmure garnering large, passionate fanbases of young men. It's technically still around today, but it's no longer in its hayday, peaking around the early 2010s due to the newfound popularity of Facebook.
Rotten.com (1996-2012) - (CW: gore, extreme violence, blood, death) an extremely popular shock site known for promoting death and violence, it's hard not to find a Millenial aged man who wasn't either being forced to watch this shit or actively seeking it out to prove his masculinity and toughness to himself and his friends.
Meatspin (2005-current) - (CW: NSFW) a shock site shared among teenage boys as a sort of "haha you're gay" gag that featured adult film star Bailey Jay taking it up the ass while You Spin Me Right Around by Dead or Alive played in the background as her junk rotated like a sexy clock. Yummy stuff.
Bestgore (2008-2020) (CW: gore, death, extreme violence, suicide) another shock site highly violent real-life news, photos and videos of suicides, tortures, open surgeries, car collisions, and all sorts of other horrific and depressing topics.
WorldstarHipHop (2005-current) (CW: NSFW, extreme violence, death, gangstalking) - A content aggregating video blog platform / shock site that I honest to god think is a CIA asset to make black men appear to the world as uniquely violent perverted animals via vouyeristic feedback loop. It's known for hosting Hip Hop news and interviews, but realistically it's mostly known and used for horrible fight videos and pornography.
2girls1cup (2007-current) (CW: NSFW content, really fucking gross shit) - a Brazilian scat porn video that went viral for the sheer grotesquerie of it. What 19 year old boy
wouldn't wanna take time of of his day to watch two chicks crap and vomit all over each other for five minutes. Eugh.
Liveleak (2006-2021) - (CW: death, extreme violence, gore) another shock site that claims to be investigative / citizen journalism but is really just another excuse to post fucked up, ugly shit happening to people in the 3rd world and in the bowels of humanity's soft white underbelly. I'm pretty sure I got shown an Al Qaeda beheading video during my lunch period in 4th grade on this site back in '08.