Grab the popcorn, clutch your heart, and fall in love with the nostalgia in these Rom Coms from the 90s. Here’s 6 Romantic Comedy films to add to your watchlist this weekend!
The Parent Trap (1998) – Disney+

My favorite film of all time, and the film that will always appear on my watchlist (I’ll always find someway to sneak this in). Twins separated at birth meet for the first time at a summer camp. They switch places and plan to bring their divorced parents back together.
Starring: Lindsay Lohan, Dennis Quaid, Natasha Richardson
Similar Flicks: It Takes Two (95′)
The Best Man (1999) – Rent on Prime Video

Harper’s (played by Taye Diggs) debut novel is about to be published at the same time he reunites with his college friends for a wedding. Trouble brews when his book (which loosely fictionalizes their shared past) reveals secrets that threaten to derail the wedding of his best friend. Have time for a binge? Follow this film with the sequel, The Best Man Holiday + The Best Man: The Final Chapters (Peacock)
Starring: Morris Chestnut, Sanaa Lathan, Nia Long, Taye Diggs, Regina Hall, Terrence Howard
Similar Flicks: The Wood (99‘) / Love Jones (97′)
Sleepless in Seattle (1993) – Pluto TV

My favorite on-screen duo in the 90s, Tom Hanks and Meg Ryan team up in this film as two individuals who spark up a connection via one’s heartfelt call to a radio show.
Starring: Tom Hanks, Meg Ryan
Similar Flicks: You’ve Got Mail (98′) / While You Were Sleeping (95′)
My Best Friend’s Wedding (1997) – Rent on Prime Video

The iconic Julia Roberts plays a woman who realizes she’s in love with her longtime best friend days before he’s set to marry someone else. She sets out to sabotage the wedding in hopes of winning him back.
Starring: Julia Roberts, Cameron Diaz, Dermot Mulroney
Similar Flicks: Pretty Woman (90′) / Notting Hill (99′) / Runaway Bride (99′)
Father of the Bride (1991) – Disney+

Steve Martin stars as a devoted father who spirals when his beloved daughter announces her sudden engagement.
Starring: Steve Martin, Kimberly Williams, Martin Short, Diane Keaton
Similar Flicks: Father of the Bridge Part II (95′) / One Fine Day (96′)
She’s All That (1999) – Paramount+

A cult-classic teen rom-com following a popular high school senior who bets he can turn any girl into prom queen. When the target of his challenge becomes loveable beyond her appearance, real feelings develop and things get complicated.
Starring: Freddie Prinze Jr., Rachael Leigh Cook
Similar Flicks: 10 Things I Hate About You (99‘) / Clueless (95′) / Never Been Kissed (99′)
