back to top

Movie Date: 2000s Edition (Part 1) – Swoonworthy Romances to Rewatch Again and Again

-

Looking for the perfect movie to set the mood for your next movie date? Whether you’re enjoying a quiet night in or trying to impress your date with a cozy film marathon, these 2000s classics are guaranteed to deliver all the feels. From heartwarming romance to laugh-out-loud moments, here’s a fun guide to some of the best picks for your next movie date. Let’s get to it!


Love & Basketball (2000)

Vibe: Love + Sports + Childhood Friendship

Monica and Quincy have been childhood friends, bound by a shared love for basketball. As they grow older, their friendship transforms into something deeper, as they navigate the challenges of love, career, and ambition. This movie blends passion for the sport with a powerful love story, making it a perfect pick for anyone who appreciates the beauty of both love and competition.

Bridget Jones’s Diary (2001)

Vibe: Self-Discovery + Awkward Romance + Humor

Bridget is a single woman in her 30s trying to figure out her life, love, and career, all while documenting every awkward moment in her trusty diary. It’s a hilarious and relatable rom-com that shows how imperfect yet lovable she is. Watching Bridget navigate her love life will make you laugh, cringe, and maybe even see a little bit of yourself in her.

The Wedding Planner (2001)

Vibe: Weddings + Love Triangle + Feel-Good Romance

Mary is a successful wedding planner who prides herself on making every wedding a dream come true. But when she falls for Steve, the groom of the high-profile wedding she’s organizing, everything gets complicated. It’s a classic rom-com that mixes the stress of wedding planning with the thrill of unexpected love. The chemistry between Jennifer Lopez and Matthew McConaughey makes it a must-watch.

Maid in Manhattan (2002)

Vibe: Romance + Mistaken Identity + Cinderella Story

Marisa, a humble hotel maid, gets mistaken for a wealthy socialite by Chris, the son of a senator. As the two get to know each other, a sweet romance blooms, but the truth about her real identity could ruin everything. With a Cinderella twist and plenty of charm, this movie is perfect for anyone who loves a little bit of mistaken identity and true love.

My Big Fat Greek Wedding (2002)

Vibe: Family Drama + Culture Clash + Feel-Good Laughter

If you love watching awkward family dynamics and cultural differences collide in the best way possible, then My Big Fat Greek Wedding is the movie for you. Toula, a Greek-American woman, falls in love with Ian, a non-Greek man, but her over-the-top Greek family isn’t exactly thrilled about it. Packed with humor and heart, this film celebrates the importance of family, culture, and finding love in unexpected places.

Love Actually (2003)

Vibe: Love + Christmas Spirits + Multiple Storylines

Love Actually is the ultimate Christmas rom-com with several interwoven love stories that will have you feeling all sorts of emotions. Whether it’s the shy love-struck office worker, the heartbroken stepfather, or the quirky rock star, each story brings a different layer to the meaning of love. Set during the holidays, this movie is the perfect mix of heartwarming and funny!

How to Lose a Guy in 10 Days (2003)

Vibe: Love Games + Comedy + Sweet Romance

If you like your rom-coms with a bit of a twist, How to Lose a Guy in 10 Days should be on your list. Andie, a journalist, needs to make Ben fall in love with her and then push him away to write her article. But Ben’s got his own game to play – he’s trying to make Andie fall for him to win a high-stakes advertising campaign. It’s a hilarious battle of love and wits!

13 Going on 30 (2004)

Vibe: Time Travel + Self-Discovery + Childhood Dreams

Who hasn’t dreamt of jumping forward in time to see where life leads? 13 Going on 30 is a whimsical and heartfelt movie about a 13-year-old girl named Jenna who wakes up as a 30-year-old woman. As she navigates her new life, she learns important lessons about love, friendships, and the person she wants to become. A perfect blend of nostalgia and self-growth!

50 First Dates (2004)

Vibe: Love Beyond Memory + Sweet and Creative Dates

Can you imagine falling in love every single day? 50 First Dates brings us the adorable story of Henry, who falls for Lucy, a woman with short-term memory loss. Every day, she forgets him, so Henry has to come up with creative ways to make her fall in love with him all over again. It’s a sweet, emotional, and surprisingly funny love story that’ll make you believe in second chances.

The Princess Diaries (2001)

Vibe: Royalty + Transformation + Awkward Romance

From geeky girl to princess, The Princess Diaries is the ultimate transformation story. Mia discovers she’s the heir to the throne of a small European country, and her world is turned upside down. Amid the royal makeover and new responsibilities, she also starts to develop feelings for her best friend’s older brother, Michael. It’s a fun, magical journey full of charm and romance.

A Cinderella Story (2004)

Vibe: Fairytale Romance + High School Drama

If you love modern-day fairytales, A Cinderella Story is your ticket to fantasy and fun. Sam, a high school student with a tough life, falls for Austin, a popular jock, at a Halloween dance. As they navigate their different worlds, the timeless elements of Cinderella unfold in a fresh and exciting way. Classic high school romance with a sprinkle of magic!


So there you have it, a perfect 2000s movie marathon that’ll keep you entertained, laughing, and maybe even shedding a tear or two. Whether you’re in the mood for something funny, romantic, or heartwarming, these films will take you on a nostalgic journey you won’t want to miss! 

Stay tuned for part two and meanwhile, happy watching with the partner of your life’s romcom!

Loved this? Stay updated with more stories that celebrate beauty, culture, and everything in between – only on Vie Asia. Check out our Instagram and TikTok too, for all the latest Trends and Happenings!

[Written By Nabila Safarina Bhagia]

Gemma Tan
Gemma Tan
A content creator by day, performing artist at heart. She grew up living and breathing the arts– from dancing and singing to acting, drawing, and scribbling stories in notebooks. Now she mixes all that creative chaos into content. When not working on creating content, she’s probably playing video games with her best friends and screaming through the chaos.

Share this article

Other Articles