News Pop Culture and Entertainment The Best '90s Movies to Watch When You Need a Good Laugh or Cry Every. Damn. Time. By Tessa Petak Tessa Petak Instagram Tessa is a New York City based writer, originally from Pittsburgh, Pennsylvania. After graduating from Penn State in 2019, Tessa moved to the Big Apple to pursue her dreams. She loves a good Netflix binge, listening to music, and spending time with friends and family. And there's nothing like the rush of a good sale. Tessa is a Staff Writer on the News Team at InStyle.com, and she's obsessed with all things pop-culture. Stay up to date with her latest stories here or by following her on the 'Gram. InStyle's editorial guidelines Published on September 30, 2021 Pin Share Tweet Email Photo: Getty Images/InStyle The world is currently living in a constant state of nostalgia — from our fashion choices (hello, skirts over jeans) to our favorite on-again couple from the early aughts: Bennifer. As a society, we cannot seem to stop living in the past. Perhaps it's because we're reminiscing about easier times — sans COVID-19 and anti-vaxxers, widespread wildfires, mass flooding, the list could go on. But whatever the reason is, we could all use a little escapism. So, we've rounded up the best eight '90s movies that put us in our feels every single time. Be prepared to laugh, cry, and swoon to the best of the '90s. Clueless Getty Images A true classic with phenomenal fashion (that's also very "in" right now), makeovers, a budding romance, and a young Paul Rudd ('nough said). Quintessential popular girl Cher (Alicia Silverstone) starts to question her ways when she starts to fall for her ex-stepbrother Josh (Rudd). As if! The 15 Best '90s Rom-Coms to Watch On Repeat Pretty Woman Getty Images When über-successful businessman Edward (Richard Gere) hires escort Vivian (Julia Roberts) to keep him company one weekend, the two start actually start to catch the feels. Given their very different lifestyles, the new couple run into some difficulty when trying to mesh their worlds. Romeo + Juliet Getty Images Leonardo DiCaprio and Claire Danes star in this modern twist on the Shakespeare classic. The star-crossed lovers meet at Juliet's family party and quickly fall in love, despite the fact that their families are rival gangs. Titanic Getty Images Near, far, wherever you are, this one is a must-see. The romance starring a young Leonardo DiCaprio and Kate Winslet is simultaneously dreamy and gut-wrenching. Throw it on when you need to feel like you're king (or queen) of the world or if you just need a good cry. Forrest Gump Getty Images Tom Hanks stars as Forrest Gump in the six-time Oscar-winning film that is both heart-warming and tear-jerking. An exceptional runner, Forrest explores different avenues from playing football to serving in Vietnam. But the one thing that matters most to him is his childhood love, Jenny. 10 Things I Hate About You Getty Images Kat (Julia Stiles) isn't a big dater, but per their household rules, her younger sister Bianca (Larisa Oleynik) must wait to date until Kat has a boyfriend. Enter the oh-so-charming Patrick (Heath Ledger), whom Bianca tries to set up with Kat. And you guessed it — feelings start to be had. The Parent Trap Amazon Prime Video Annie and Hallie (both played by Lindsay Lohan) are twins separated at birth, living on opposite sides of the world, one with each parent. When the two girls meet for the the first time at camp, they divulge a plan to secretly swap places to spend time with the other parent and, perhaps, reunite the family. Death, Disease, and Corsets: 20 Years Later, Moulin Rouge! Is More Relevant Than Ever Never Been Kissed Getty Images Young journalist Josie (Drew Barrymore) receives an assignment to go undercover as a high school student in the name of research for a project. Things start to derail when she falls for the English teacher, Sam Coulson (Michael Vartan). Was this page helpful? Thanks for your feedback! Tell us why! Other Submit