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How to copy Adam Sandler outfits from the 90s? (Get these easy tips for that retro look today!)

How to copy Adam Sandler outfits from the 90s? (Get these easy tips for that retro look today!)

Okay so last weekend I was scrolling through old movies and saw “Happy Gilmore” again. Adam Sandler’s style in the 90s hit me hard – so sloppy but so iconic. I thought “Man, I need that look for a party next week.” So I went full detective mode to copy it.

Digging Up Adam’s Vintage Vibe

First I binged his 90s flicks like “Billy Madison” and “The Waterboy”. Paused every time dude appeared on screen. Noticed three key things:

Realized you gotta look like you grabbed clothes from a dumpster after a flood. Perfect.

Thrift Store Treasure Hunt

Hit three thrift shops downtown. Dug through racks like a raccoon in trash cans. Found:

Almost bought a fedora but remembered Adam only does baseball caps. Got a faded blue one instead.

Home Try-On Comedy

Put everything on and my wife laughed till she cried. Shirt sleeves hung past my knuckles. Shorts sagged like a falling tent. But the shoes? Magical. Scuffed the sneakers more with sandpaper for that “walked through mud” look.

Final Touches & Party Test

Stuffed my pockets with random junk to make them bulge. Practiced slouching like my spine was broken. Went to Dave’s BBQ like this. Got:

Total win. The outfit felt stupidly comfy too. Like wearing pajamas to Walmart but intentionally. Pro tip: thrift stores are gold for this lazy retro style.

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