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Hipster Halloween costumes

Bert and Ernie, yes, this Halloween; blackface, nope

Dear Hipster:

Got any suggestions for good Halloween costumes? I like to start early with the planning, decoration, and execution of epic Halloween shenanigans.

— Matty

There are a few costumes I’d like to see someone do well, but Bert and Ernie from Sesame Street tops the list. For some reason, it always comes out super creepy. A Reader T-shirt to anybody who can show me a noncreepy Bert and Ernie this Halloween season!

Otherwise, hipster Halloween costumes usually fit into one of the following camps:

The Ironic Non-Costume

Like when you stop shaving your upper lip for two days and wear a bathrobe so you can claim to be “Hipster Hugh Hefner.” This minimal effort indicates the hipster in question considers himself too cool for conventional celebration, yet wishes to be commended for his cleverness, usually by the people with whom he shares weed or beer. Roughly equivalent to traditional “sexy cat ears,” this half-hearted ambivalence toward anything and everything perfectly captures what most people see as the worst side of hipster culture.

The Elaborate Obscurity

Creative hipsters spend obscene amounts of time fashioning the counterpoint to the Ironic Non-Costume. Just like it sounds, this labor-intensive work of art disguises the wearer as something that requires explanation to a significant majority of Halloween partygoers. I overheard one hipster couple explain, “We’re Tubbs and Edward, from the League of Gentlemen,” over and over again at one party, and what a Tubbs and Edward they made! Who cares if nobody gets it. By paying homage to often underappreciated history and pop-culture, giving new life to old ideas, and flexing their creative muscles in the process, hipsters in these costumes showcase the best aspects of hipster culture.

The Just Plain Inappropriate

No. You can’t do blackface “ironically” with your white hipster friends. Nope, nope, nope. So much nope!

The Just Plain Awesome

You know it when you see it. Not restricted to hipsters, by any means, but also not closed to them.

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Dear Hipster:

Got any suggestions for good Halloween costumes? I like to start early with the planning, decoration, and execution of epic Halloween shenanigans.

— Matty

There are a few costumes I’d like to see someone do well, but Bert and Ernie from Sesame Street tops the list. For some reason, it always comes out super creepy. A Reader T-shirt to anybody who can show me a noncreepy Bert and Ernie this Halloween season!

Otherwise, hipster Halloween costumes usually fit into one of the following camps:

The Ironic Non-Costume

Like when you stop shaving your upper lip for two days and wear a bathrobe so you can claim to be “Hipster Hugh Hefner.” This minimal effort indicates the hipster in question considers himself too cool for conventional celebration, yet wishes to be commended for his cleverness, usually by the people with whom he shares weed or beer. Roughly equivalent to traditional “sexy cat ears,” this half-hearted ambivalence toward anything and everything perfectly captures what most people see as the worst side of hipster culture.

The Elaborate Obscurity

Creative hipsters spend obscene amounts of time fashioning the counterpoint to the Ironic Non-Costume. Just like it sounds, this labor-intensive work of art disguises the wearer as something that requires explanation to a significant majority of Halloween partygoers. I overheard one hipster couple explain, “We’re Tubbs and Edward, from the League of Gentlemen,” over and over again at one party, and what a Tubbs and Edward they made! Who cares if nobody gets it. By paying homage to often underappreciated history and pop-culture, giving new life to old ideas, and flexing their creative muscles in the process, hipsters in these costumes showcase the best aspects of hipster culture.

The Just Plain Inappropriate

No. You can’t do blackface “ironically” with your white hipster friends. Nope, nope, nope. So much nope!

The Just Plain Awesome

You know it when you see it. Not restricted to hipsters, by any means, but also not closed to them.

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4S Ranch Allied Gardens Alpine Baja Balboa Park Bankers Hill Barrio Logan Bay Ho Bay Park Black Mountain Ranch Blossom Valley Bonita Bonsall Borrego Springs Boulevard Campo Cardiff-by-the-Sea Carlsbad Carmel Mountain Carmel Valley Chollas View Chula Vista City College City Heights Clairemont College Area Coronado CSU San Marcos Cuyamaca College Del Cerro Del Mar Descanso Downtown San Diego Eastlake East Village El Cajon Emerald Hills Encanto Encinitas Escondido Fallbrook Fletcher Hills Golden Hill Grant Hill Grantville Grossmont College Guatay Harbor Island Hillcrest Imperial Beach Imperial Valley Jacumba Jamacha-Lomita Jamul Julian Kearny Mesa Kensington La Jolla Lakeside La Mesa Lemon Grove Leucadia Liberty Station Lincoln Acres Lincoln Park Linda Vista Little Italy Logan Heights Mesa College Midway District MiraCosta College Miramar Miramar College Mira Mesa Mission Beach Mission Hills Mission Valley Mountain View Mount Hope Mount Laguna National City Nestor Normal Heights North Park Oak Park Ocean Beach Oceanside Old Town Otay Mesa Pacific Beach Pala Palomar College Palomar Mountain Paradise Hills Pauma Valley Pine Valley Point Loma Point Loma Nazarene Potrero Poway Rainbow Ramona Rancho Bernardo Rancho Penasquitos Rancho San Diego Rancho Santa Fe Rolando San Carlos San Marcos San Onofre Santa Ysabel Santee San Ysidro Scripps Ranch SDSU Serra Mesa Shelltown Shelter Island Sherman Heights Skyline Solana Beach Sorrento Valley Southcrest South Park Southwestern College Spring Valley Stockton Talmadge Temecula Tierrasanta Tijuana UCSD University City University Heights USD Valencia Park Valley Center Vista Warner Springs
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