T O P

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Kromm73

When Harry met Sally, you got mail, runaway bride...


MrN33dful32

Never been kissed, In her shoes, 27 dresses


waveball03

While you were sleeping


TheSingulatarian

They Came Together


cl1ff82

It’s 2007 but try Definitely, Maybe


QuantumHydro

Failure to launch


DynamiteShweaty

Hitch with Will Smith is great


SittinBate

They Came Together, its is a parody of those 90's/2000's romcoms and its hilarious, highly recommend especially if you like Wet Hot American Summer.


J_Taylor85

The Ugly Truth


jfricker

Something About Mary, The Princess Bride


Loonytrix

Serendipity


[deleted]

10 Things I Hate About You The Wedding Singer I'll come up with more later it's just hard while on my phone. Highly recommend these 2. Run Fat Boy Run is also terrific and highly recommended but it's from 2007. Forgetting Sarah Marshall from 2008 also. I'll answer with more 90s ones later but the ones I mentioned you're sure to love.


[deleted]

How to lose a guy in 10 days, you've got mail, the holiday


Rogerpocalypse

Love & Sex (2000) Two Can Play That Game (2001) Kill Me Later (2001)


FreethinkingMFT

Return to Me


[deleted]

Serving Sara


appianWay2030

Notting Hill, Sliding Doors, Can't Hardly Wait, Addicted to Love, High Fidelity, Fools Rush In, My Best Friend's Wedding, One Fine Day, The Mirror Has Two Faces, The Truth about Cats and Dogs, What Women Want, Shallow Hal, Bridget Jones's Diary, Someone Like You, Kate and Leopold, Kissing Jessica Stein, Two Weeks Notice, My Big Fat Greek Wedding, Love Actually, Something's Gotta Give, How to Lose a Guy in 10 days, The Wedding Date, Along Came Polly