17 Must-See Movies to Watch with Your Boyfriend/Man

Here’s a list of the best when it comes to movies to watch with your boyfriend. They’ll rekindle your love and remind him why he chose you.

It’s not a big surprise that if Hollywood wants to earn big bucks easy they make romantic movies. After all, such movies are devoured by audiences, especially love-hungry and love-drunk women. However, there are the run-of-the-mill romantic movies, and those sear you and pull at your heartstrings forever. But that’s not why we wrote this. We lined up some of the best and easy-to-watch romantic movies to watch with your boyfriend.

No sappy tearjerkers, no drama, only fun and fast plots that even your boyfriend will not tire of re-watching.

17 Romantic movies to watch with your boyfriend

Visit a Redbox, buy it on iTunes, or check Netflix or Hulu to find our list of movies to watch with your boyfriend.

#1 When in Rome. If you believe in destiny and your boyfriend doesn’t, then watch this movie together. While this may probably still makes him think destiny  is cheesy and not for guys like him, at least you showed him what could happen if you believe in it.

If that still won’t cut it, at least you get to watch Josh Duhamel being his hunky self. You’ll hope your boyfriend gets the drift to be romantic, even if he doesn’t believe in love spells. 

#2 50 First Dates. So your boyfriend keeps telling you you’re so forgetful? Then hit the couch together, grab some popcorn, and watch this Adam Sandler flick. Enjoy the laughs you share, especially with the ever-present Rob Schneider in the cast.

This flick is about a playboy who falls in love with a girl with no short-term memory due to an accident. Now, it’s up to the guy to make the girl fall in love with him every day—just like what you want your boyfriend to do with you.

#3 Along Came Polly. A perfect mix of quirky, funny, and unpredictability *well, sort of* from an unlikely pair: hot Jennifer Aniston and the comic Ben Stiller. This romantic comedy helps ease you into the many discomforts you go through early in the relationship. This movie shows how two very opposite people can still be attracted to each other and make things work. 

#4 Slumdog Millionaire. This movie is an undying testament to how game shows like Who Wants to be a Millionaire can change your life. Well, no. Seriously, this movie is one of those intelligently done films that breaks the mold with their casting choices.

This story shows a boy in the slums and his journey to being part of the infamous game show, surprisingly winning it, and winning his beloved’s heart. Overall, a great movie if you and your boyfriend want to also have intelligent conversations on socioeconomic issues and Hollywood.

#5 Love and Basketball. If your guy is a basketball fan, then he’d probably not whine if you make him watch this. Or at least, he’ll try to be interested. The underlying sports theme is actually pretty decent when it comes to enticing the males, plus the movie is sweet and mushy enough for the ladies, making this flick a win-win.

#6 The Tourist. If he’s not into cheesy, predictable rom-coms, he’ll like the guesswork in The Tourist. This cat-and-mouse tale puts a mystery woman played by Angelina Jolie in the middle, as she appears to be leading on not only Johnny Depp’s character, but the authorities on the chase. Plus, the locations, Venice and Paris, are just so amazing and romantic.

#7 Confessions of a Shopaholic. If you want your guy to understand how you blew your credit card over a pair of boots, make him watch this movie. Based on the Shopaholic series by Sophie Kinsella, this movie follows a shopping addict who tries to stay afloat and achieve her dreams of becoming a writer for a famous fashion magazine. But all the while a ruthless debt collector is hot on her heels.

Unlike other damsel-in-distress types, the protagonist gets herself out of trouble and in the end bags her prince charming.

#8 How to Lose a Guy in 10 Days. With the charming and ageless Kate Hudson paired up with hunky fellow A-lister Matthew McConaughey, the result is a movie worth watching many times. Hudson just glows and McConaughey is every man’s man, making this flick really work. Despite all the mind games, trickery, and battle of wills from both endearing characters, they prove love can also happen in just 10 days!

#9 Pretty Woman. Playboy billionaire who won’t commit meets southern belle-turned street hooker. An unlikely pair, alright, but it works! This classic romantic movie, stars Julia Roberts and Richard Gere and explores how love blossoms in the most outrageous setups and in the most unlikely couple. And if your guy wouldn’t take you on a shopping spree the way Gere’s character did for Roberts’ then your guy should better think again.

#10 My Best Friend’s Wedding. Another of the best performances of Julia Roberts, this movie actualizes the belief that there really is no such thing as friendship between men and women because, eventually, one falls for the other. And one did in this movie—and it was almost too late.

Amidst all the kerfuffle for what would have been a beautiful wedding and a lovely couple, Roberts’ character comes into the picture, intent on sabotaging the wedding. All her scheming proved futile though. A testament that true love also develops even after just a short while.

#11 Flipped. Ah, the beauty of young love. Revisit that again in this movie, directed by Rob Reiner, the same director behind The Bucket List and When Harry Met Sally. This endearing movie is about the playful, giggly, innocent love between two 14-year olds, Bryce and Juli. When they met each other in second grade, Juli instantly knew it was love, but Bryce wasn’t sure. Over the years, it’s a chaos of hormones and teen melodrama, but in the end love wins. 

#12 Hitch. A little run-of-the-mill rom-com, this movie stars Will Smith in the lead role. He helps guys get their moves on and snag the girls of their dreams. However, Smith himself is a far-cry from smooth and suave as he tries to woo Eva Mendes. If you want to teach your guy some pointers on how to win your heart, then this is a movie to watch.

#13 Moulin Rouge. This movie is about truth, beauty, freedom, and love—above all else, love. It starts spectacularly with all the works—the music, the women, the costumes, and all the sparkles. However, underneath all these is a dark undertone, the inescapable grasp of death, which is the only powerful force pulling apart any strong love.

#14 Serendipity. If your guy doesn’t believe in fate, then maybe this movie will make him think. Helmed by lovely Kate Beckinsale and John Cusack, this movie is a spectacle. It tells the story of two people brought together by amazing coincidences, making you believe there really is such a thing as soulmates. 

#15 Love, Actually. This is a Christmas-time classic. If after watching this, you and your guy don’t have a tradition of watching this every yuletide season, then you may just not be meant to be. This movie is a star-studded showcase of how love manifests itself in many ways, through the lives of eight couples. It’s a blend of witty, sappy, touching, funny, sad, and infectious. It’s impossible to watch this without falling in love once again.

#16 Titanic. Of course, a classic. Directed by James Cameron, this movie doesn’t even have to try to be part of the list. It’s just a beautiful, heart-warming-and-then-heart-crushing tale of two strangers of different social classes who meet in a grand ship, only to be pulled apart by tragedy.

Excellently crafted, with plenty of unforgettable scenes, such as when Leonardo DiCaprio’s character, Jack, draws Rose, played by Kate Winslet. Surely, your boyfriend would love to watch the movie a few more times just for this scene.

#17 Alfie. This is an unlikely movie to be on the list, but if you’re going to watch a movie with your guy, this is one you shouldn’t miss. Starring Jude Law in his heyday as a hot celebrity, this movie about Alfie, a modern-day Cassanova who learns his lessons the hard way. It is as good as telling your boyfriend to not even think about womanizing!

Of course, there are other great movies to watch aside from these, but if you’re clueless about what to watch with your beau, this is a great list! Enjoy!