When Harry Met Sally
You've got to start with the classics. When Harry Met Sally is a 1989 American rom-com written by Nora Ephron, and is by far one of the best of all time (no question). It stars Billy Crystal as Harry and Meg Ryan as Sally, with the story following the two characters from the time they meet just before sharing a cross-country drive, through twelve years of chance encounters in New York City.
Prepare for a few Julia Roberts classics in this list (we're not even sorry). Notting Hill is a classic rom-com, starring Roberts alongside Hugh Grant as a London bookseller. While the movie has always was - and always will be - a classic, its storyline of wanting to cosy up inside and enjoy the simple things as a couple is even more poignant than ever before.
How To Lose A Guy In 10 Days
While also bringing us the iconic phrase, 'Frost Yourselves', Kate Hudson and Matthew McConaughey bring us the ultimate duo in this early noughties classic. From the hilarious game of bullshit to *that* yellow dress, this movie speaks for itself.
A Cinderella Story
Chad Michael Murray and Hilary Duff forever. After you and your date watch the modern (well, modern in 2004) remake of the original Disney movie, you two can reenact the romantic kiss in the rain at the football game that you tragically missed out on in high school.
Never Been Kissed
A '90s must-watch, Never Been Kissed was directed by Raja Gosnell and stars Drew Barrymore as a wannabe investigative reporter going undercover to see what high-school students are really talking about. Featuring David Arquette, a young Jessica Alba, John C. Reilly and James Franco, just try watch this without reaching for the tissues.
She's All That
A jock bets his friends that he can turn any girl into the prom queen and they choose the ultimate challenge: Rachel Leigh Cook with glasses and paint on her clothes. Problematic teen comedy tropes aside, it's a quintessentially '90s rom-com.
There's Something About Mary
You can't turn down a Cameron Diaz classic. In this 1998 comedy, four men (including Ben Stiller and Matt Dillon) are all in love with Mary (Diaz) and vying for her affections. Of course, hilarity ensues.
It wouldn't be a list of the best rom-coms of all time without Pretty Woman. While you've probably seen this a million times, the 1990 film follows down-on-her-luck Hollywood sex worker Vivian (Julia Roberts) who is hired by wealthy businessman Edward Lewis (Richard Gere) to be his escort for several social functions and their developing relationship.
The Wedding Singer
Adam Sandler and Drew Barrymore play a waitress and a wedding singer in this 1998 film, who are engaged to the wrong people until they have the good fortune to meet each other.
Olivia Newton-John and John Travolta? What more could you ask for in a rom-com? Plus, this cult classic will be a hit watching virtually - you and the gals can even sing along together.
Dubbed as a "love story mystery," this sweet rom-com about a guy (Ryan Reynolds) telling his daughter (Abigail Breslin) the stories of the three biggest loves of his life (with names changed so she doesn't know which is her mother) is adorable and original and it tugs at all the right heartstrings. Tissues at the ready for this one.
The majestically warped, tragic romance that is Cruel Intentions came out in 1999 and is based on the French novel Les Liaisons Dangereuses by Pierre Choderlos de Laclos. While some could argue this is by no means a comedy, it is one of the most iconic romance films of all time so rightfully deserves a spot on any list.
When a film stars a teen Britany Spears it can only be categorised as a quintessential '00s classic. The film centres on three teenage girls (Spears, Zoe Saldana and Taryn Manning) as they take a cross-country road trip, finding themselves and their friendship in the process.
Win a Date with Tad Hamilton!
What happens when you land a date with your Hollywood crush? That's what Rosalee (Kate Bosworth) looks to discover in this 2004 rom-com, also starring Josh Duhamel and Topher Grace.
Come for the gorgeous dresses, stay for the "Bennie and the Jets" bar duet between Katherine Heigl and James Marsden. For anybody out there who feels like a forever bridesmaid, this 2008 movie will have you laughing and crying all at once.
Bridget Jones' Diary
The hilarious and uncensored Bridget Jones (played by Hollywood icon Renée Zellweger) will forever bring us solace. Jones, a news anchor, is caught in a love triangle with her boss and her family friend Mr Mark Darcy. The British humour is pitch-perfect and glorifies the idea of being unapologetically yourself, flaws and all.
My Best Friend's Wedding
Starring '90s screen queens Cameron Diaz and Julia Roberts, this sublime rom-com follows a 27-year-old food critic (Roberts) who realises she's in love with her best friend (Dermot Mulroney). When he announces he's getting married to a college-age student (Diaz), she decides to sabotage the big day.
Although an odd choice among Amanda Bynes rom-coms, this 2003 hit had me and my girlfriends in stitches when we decided to give it a rewatch. Bynes stars as a love-struck megafan who gets stranded on a beach in the Caribbean with her rockstar crush (Chris Carmack).