’90s Films That Can Make (or Break) Your Hearts

Ever notice how romantics in their mid-20s to mid-30s have such high expectations of grand gestures of love? With Valentine’s just around the corner, these movies have in a way set the standard (or brainwashed) many into believing that these actions define love. In the spirit of the holiday of “Be Mines”, flowers, and chocolates here’s a list of the movies with the greatest examples of people going out of their way to express their feelings to the ones they care most about. If you’re too shy to actually commit to a display of affection then why not watch some of these movies with someone you care about.

1. Pretty Woman

Edward (Richard Gere) shows no expense is too great and showers prostitute Vivian (Julia Roberts) with anything and everything money could buy to turn her life around. This reinterpretation of My Fair Lady directed by Gary Marshall turns Gere into a knight in shining limousine.

Watch Trailer Here.


2. Before Sunrise

Sometimes people find love on a train.

Watch trailer here.


3. City of Angels

This is a roller coaster ride on a bike.

Watch Trailer Here.


4. Sliding Doors

This British-American romantic comedy-drama film remains a classic. Love can be as tricky as, well, sliding doors.

Watch Trailer Here.


5. Romeo and Juliet

Remember that aquarium scene? That did it for me from this one.

Watch Trailer Here.


6. Clueless

Loosely based on Jane Austen’s Emma, it-girl Cher (Alicia Silverstone) believes she knows everything there is to love and plays matchmaker with her friends and teachers until she realizes that when it comes to her own feelings she has no idea what to do and where to begin.

Watch Trailer Here.


7. Ghost


Watch Trailer Here.


8. Sabrina

If you wish for the unlikely and dream of the impossible, this one’s for you. Heart wrenchingly good.

(Wrenchingly – that’s not a word by the way).

Watch Trailer Here.


9. The Truman Show

You might think you’re delusional about love but it could be reality says otherwise.

Watch Trailer Here.


10. As Good As It Gets

You’d think Jack Nicholson would make an awkward romantic but wait til you watch this!

Watch Trailer Here.


11. 10 Things I Hate About You

Adapted from Shakespeare’s the Taming of the Shrew, new student Cameron (Joseph Gordon-Levitt) has his eye on Bianca (Larisa Oleynik) and hires Patrick (Heath Ledger) to date the much feared older sister Kat (Julia Stiles). Apparently trickery will get you far until it blows up in your face, then it’s time to pull out all the stops to apologize and prove your true feelings.

Watch Trailer Here.


12. Cry Baby

Rebel love at its finest.

Watch Trailer Here.


13. Cutting Edge

This one is for the sports fans who want a little romance in their game time.

Watch Trailer Here.


14. Chasing Amy

This is like a breath of fresh air after a long day.

Watch Trailer Here.


15. She’s All That

My Fair Lady in high school politics. Mr. popular Zack (Freddie Prinze Jr.) enters into a bet with his friends to prove that he can turn social pariah Laney (Rachel Lei Cook) into the next prom queen.

Watch Trailer Here.


16. Forrest Gump

A love story within a love story, not to mention something about chocolates.

Watch Trailer Here.


17. Edward Scissorhands

Some of you might consider this a fantasy movie but the love is palpable as the snow falls.

Watch Trailer Here.


18. Never Been Kissed

Jossie Grossie (Drew Barrymore) gets a chance at redemption by going undercover and reliving high school thinking that she can turn things around, be one of the popular girls and get her first real kiss. Watch Trailer Here.


19. There’s Something About Mary

Ted (Ben Stiller) just never got over his high school crush Mary (Cameron Diaz) and does everything he can to win her back. Unfortunately, he’s not the only one who’s got their hearts set on her.

Watch Trailer Here.


20. You’ve Got Mail

After you watch Tom and Meg launch e-mails back and forth, you’ll be left with teary eyes and a wistful smile;

romantic comedy at its best.

Watch Trailer Here.


21. Jerry Maguire

For those who missed out on the 90s, yep! Tom Cruise did cast as a lover and not a fighter back in the day.

Watch Trailer Here.


22. While You Were Sleeping

Ironic as it may seem, this movie could give you insomnia simply because you’ll stay up having late nights watching this lovey dovey flick over and over again.

Watch Trailer Here.


23. Benny and Joon

Love is crazy, literally when Joon (Mary Stewart Masterson) meets Sam (Johnny Depp) giving her brother Benny (Aiden Quinn) at a chance of a more normal life instead of it being centered on his eccentric sister.

Watch Trailer Here.


24. One Fine Day

We all wish we had that walk or that talk or that kiss…sigh.

Watch Trailer Here.


25. That Thing You Do!

An unsuspecting love story that musically blows your mind out.

Watch Trailer Here.


26. Can’t Hardly Wait

A High school graduation party and several individuals all have plans and expectations for the night. Will Preston (Ethan Embry) really get to proclaim his love to four-year crush Amanda (Jennifer Love-Hewitt) and will Kenny (Seth Green) lose his virginity? Watch Trailer Here.


27. Cruel Intentions

This dark tale of love could leave you heart broken but it’s still a great watch.

Watch Trailer Here.


28. It Could Happen To You

After you watch this one, you’ll never want Nick Cage to ever change. Not to mention Bridget Fonda…Oh la la.

Watch Trailer Here.


29. Father of the Bride

This movie pulls your heart strings and tickles your funny bone.

Watch Trailer Here.


30. The Last of the Mohicans

That line “no matter how long it takes, no matter how far, I will find you.” That line…

Watch Trailer Here.


31. The Runaway Bride

See! Love and exercise do go together. The lovely duo, Richard and Julia do it again.

Watch Trailer Here.


32. Reality Bites

Young filmmaker Lalaina (Winona Ryder) gets involved with MTV producer Michael (Ben Stiller) never expecting that her coffee-house guitarist friend Troy (Ethan Hawke) may be the best/worst thing to ever happen to her.

Watch Trailer Here.


33. Only You

Fate isn’t all what it’s all made out to be. This movie is seriously romantic.

Watch Trailer Here.


34. Shakespeare in Love

Paltrow is once again stunning in this romantic flick that takes you back to ages past while still remaining romantically current.

Watch Trailer Here.


35. Sleepless in Seattle

Inspired by an Affair to Remember, recently-widowed Sam (Tom Hanks) is somewhat advertised by his son Jonah on a radio show. Annie (Meg Ryan) heard Jonah’s story and begins a correspondence with Hanks. Ryan takes a chance on a connection developed through letters and suggests meet at the top of the Empire State building on Valentine’s Day.

Watch Trailer Here.

36. Legends of the Fall

Brad Pitt. Need I say more?

Watch Trailer Here.

Please feel free to make suggestions on the comment box if you want us to add a movie on the list.


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