Valentine’s Day is a good time to remember the stories that actually shaped us. Long before we were navigating the “swirl” of adulthood, we were wandering the aisles of Blockbuster looking for these exact scenes.
We’ve skipped the modern stuff for the legends of the 80s, 90s, and 2000s—the movies that understood fate, timing, and the messiness of the heart long before we did. Find your romcom match below!
The Best Classic RomCom for Your Zodiac Sign
Aries: 10 Things I Hate About You (1999)
Aries are the boldest jokers of the zodiac—raunchy, competitive, and ruled by Mars. You need a movie with some “bite.” Kat Stratford’s fiery independence and her verbal sparring with Patrick Verona capture that aggressive-yet-passionate Aries energy perfectly.
Taurus: Pretty Woman (1990)
Taureans are all about luxury, and the idea of a “rags-to-riches” transformation is right up your alley. Ruled by Venus, you appreciate the finer things—like a shopping spree on Rodeo Drive—and the security of a powerhouse partner who truly recognizes your value.
Gemini: Clueless (1995)
Iconic much? Geminis are the social butterflies of the zodiac, and Cher Horowitz is your spiritual twin. You’ll love the fast-paced wit, the constant chatter, and the way the film balances being a little bit “airhead-y” with having a massive heart and a sharp mind.
Cancer: Sleepless in Seattle (1993)
When it comes to movies that pull at the heartstrings, Cancers need a story about soulmates and “the one.” Since you’re a sign that often looks to the past and values home, this nostalgic tale of destiny and emotional connection will feel like a warm hug.
Leo: How to Lose a Guy in 10 Days (2003)
Leos are all about power, drama, and main character energy. You’ll relate to the high-stakes rivalry between two people who are both trying to be the “boss” of the relationship. It’s bold, it’s stylish, and it ends in a true power couple—exactly what a Leo craves.
Virgo: The Wedding Singer (1998)
Virgos are givers, planners, and nurturers who appreciate a love that is grounded and sweet. In this quirky 80s throwback, the leads find that they belong together because they actually care for one another’s souls. It’s practical, kind, and proves that being “quirky” is a superpower.
Libra: When Harry Met Sally… (1989)
Libras believe in the beauty of partnership and the balance of a great conversation. This classic explores the intellectual side of romance and the “friends-to-lovers” journey. You’ll love the analytical banter and the quest to find a person who truly matches your vibration.
Scorpio: Mean Girls (2004)
Scorpios love the “burn book,” the secret plots, and the social intensity. While it’s a comedy, the underlying themes of loyalty, betrayal, and ultimate redemption speak to your deep, observant nature. You’ll appreciate the “sting” of the sass and the powerful comeback at the end.
Sagittarius: Miss Congeniality (2000)
Quirky, sassy, and entirely free-spirited, Sagittarius is the fearless traveler of the zodiac. You’ll love watching a rough-around-the-edges protagonist go on a wild adventure where she has to be someone else—only to find that her true, authentic self is exactly what wins the day (and the guy).
Capricorn: You’ve Got Mail (1998)
Capricorns are the CEOs of the zodiac, so you appreciate a story involving business, hard work, and legacy. The clash between an independent bookstore owner and a corporate mogul is a dynamic you respect, and the slow, intellectual build-up of their romance is perfectly suited to your patient nature.
Aquarius: Say Anything… (1989)
Aquarians are the rebels who march to the beat of their own drum. You’ll resonate with Lloyd Dobler—the ultimate non-conformist who doesn’t care about a “traditional” career path. You value authenticity and unique gestures, and that iconic boombox scene is as Aquarius as it gets.
Pisces: Serendipity (2001)
Dreamy and sensitive, Pisceans believe in magic and the “signs” the universe sends us. This film is a masterpiece of beauty and fate, centered on the idea that if two people are meant to be, the world will conspire to bring them back together. It’s the ultimate romantic fantasy for the zodiac’s biggest dreamer.
Friday night wine and a romcom marathon is a classic vibe, but your love life deserves more than a scripted fantasy. Don’t waste your time on a plot that isn’t going anywhere. Talk to a Keen Love advisor for the confirmation you need to write your own happy ending.
