Let’s All Drink to '90's Teen Rom-Coms (Slideshow)

Nostalgic for some silly, Clinton-era fun in your grown-up life? Let’s go old school

She's All That

The Movie:

Freddie Prinze Junior vows to heal his broken heart by pygmalioning bespectacled art geek Laney Boggs into Prom Queen. Sidenote: if you saw this movie before you were a feminist, it's totally grandfathered in to your cultural unconscious and completely okay to watch in your post-women's lit life. 

She's All That

The Drink:

Freddie P. shows up to Laney's humble "middle class" house (an adorable two story bungalow in L.A., but whatever) with the JV soccer team/professional cleaning crew so Laney will pluck her eyebrows and go on a date with him. Laney's brother Simon —tiny little baby Kieran Culkin, Hay Precious — mixes rum, orange juice, cranberry juice, and limeade, with a dash of cola and serves it to Freddie in a margarita glass. "Are you sure this is a margarita?" Freddie P.J. says with a raised-eyebrowed smirk. Then we all melt into a puddle on our living room floors. 

She's All That

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She's All That

Serve When:

Your button-down office friends show up to party with your decidedly button-less after work friends. The tart cranberries offset the sweetness of the juice, and this cheerful pink concoction will have even your pickiest guests dancing a choreographed Fatboy Slim number.  

She's All That

Serve In:

Mismatched vintage thrift store glasses to show there ain't no shame in your art school game. 

She's All That

Tastes Like: 

Brock Hudson picking you up after school in his sweet-ass Corvette. 

10 Things I Hate About You

The Movie: 

Teen queen Bianca is all ready to get jiggy in Andrew Keegan's dope ride but can’t date until her Ani Difranco-loving sister, Kat, agrees to go out with Heath Ledger. How is this movie not two minutes long? Anyway, poetry and weeping ensue. 

10 Things I Hate About You

The Drink: 

To prove to selfish Bianca that she's capable of having a good time, Kat pounds back tequila and does a sexay table dance to Biggie Smalls' classic, "Hypnotize."

10 Things I Hate About You

Meanwhile:

Bianca sips Budweiser like a lady and decides she'd rather hook up with Joseph Gordon-Levitt (good call). 

10 Things I Hate About You

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10 Things I Hate About You

Serve When:

Your boring grown-up friends want to drink craft beer and talk about health care reform in front of a fire, but you want to dance. If the combination of beeritas and The Notorious B.I.G. doesn’t get them shaking it, you need new friends. 

10 Things I Hate About You

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Serve In:

Chilled margarita glasses with salted rims. Garnish with a lime if you’re sassy like Kat, orange if you’re sweet like Bianca, both if you’re a badass with a heart of gold like Heath. 

10 Things I Hate About You

Tastes Like:

Spending a day playing paintball with a superfine Australian.

Never Been Kissed

The Movie:

The fairytale begins when twenty-four-year-old copywriter Drew Barrymore has her own office and a salary that can swing a Buick LeSabre and continues as she’s sent back to high school to shake her "Josie Grossy" past and put the moves on her hot teacher. Warning: This movie is super creepy when viewed as an adult. 

Never Been Kissed

The Drink:

For plot and casting reasons, David Arquette shows up mid-movie and eats a lot of cole slaw, thus becoming Prom Court material. He takes a teenage gymnast, whose parents have failed to become alarmed when a pantless thirty-year-old shows up with a corsage for their sixteen-year-old daughter, to prom. She gets drunk on champagne and offers up her contortionist virginity, which old man Arquette politely declines. 

Never Been Kissed

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Never Been Kissed

Serve When:

Your big brother brings his undergrad girlfriend around for the first time. Note: This is a social lubricant, not an excuse to get liquored up and tell him he needs to get his life together and get back with Karen, even though he totally should. Card the girlfriend before you serve her the drink. 

Never Been Kissed

Serve In:

Those swank verve flutes you bought when you finally realized that serving champagne in jelly jars was more hobo than boho. 

Never Been Kissed

Tastes Like:

Kirsten tripping on her Barbie heels and you winning Prom Queen.