Only A Hopeless Romantic Can Name 100% Of These Movies

While romantic comedies may have peaked back in the 1990s, they seem to be making a comeback. I mean come on, the romantic comedy is a staple genre in the film industry and for good reason. People love to watch a story about two unlikely strangers meeting and then falling in love.

Despite being wronged by people in our own lives, it still gives us all hope after watching a film about two people who can love one another despite all the obstacles they may face in pursuit of that love. However, there does seem to be a specific formula when it comes to making the perfect romantic comedy. Just go with me on this one. It seems that to have a hit romantic comedy, you need either Julia Roberts, Hugh Grant, or simply both Julia Roberts and Hugh Grant.

From falling in love online with a person you dislike in real life, to reflecting on where things went wrong in a previous relationship, to falling in love with someone who is already married, there are romantic comedies for every and all situations. Good luck trying to guess all of these romantic comedies. It is not going to be easy.

Question 1

What Is This Movie?

When it comes to romantic comedies, this movie really does have it all. It has love and heartbreak and it has Hugh Grant, Liam Neeson, Keira Knightley, Emma Thompson, and Andrew Lincoln, just to name a few… This film follows the intertwined stories of a group of characters during Christmas time. These intertwined stories all come together to deal with the one thing that brings us all together, which is love. And let’s not forget the amazing cameo by the great Rowan Atkinson who plays the sales associate in the jewelry department. “But you asked for it to be gift wrapped…”

Question 2

What Is This Movie?

This next film stars Julia Roberts and Dermot Mulroney, who have both made a pact that they will marry each other if they are still single by the time they’re 28. I don’t think that this movie aged too well in terms of thinking your life is over if you don’t get married by 28. Nevertheless, when Mulroney’s character calls up Roberts, days before her 28th birthday, he tells her that he is getting married. The only problem is that now Roberts starts to realize that she is in love with him and decides that she has to stop the wedding.

Question 3

What Is This Movie?

Will Smith stars in this next romantic comedy as dating expert Alex Hitchens. When the clumsy and love-struck Albert Brennaman, played by the always funny Kevin James, hires Alex Hitchens to help him learn how to woo the seemingly unattainable Allegra Cole, played by Amber Valletta, Albert is actually able to make quite the progress. However, as Albert is succeeding in his attempt, Hitchens is having a hard time trying to win over Sara Melas, a gossip reporter, played be Eva Mendes. When Melas discovers that Brennaman hired Hitchens to help him, it not only threatens his relationship with Allegra, but it also threatens Melas’ relationship with Hitchens.

Question 4

What Is This Movie?

This next film was directed by Rob Reiner and is an absolute classic. The film stars Meg Ryan and Billy Crystal as recent college grads who take a road trip to New York from Chicago, and along the way, they contemplate as to whether or not men and women can be actual platonic friends. The film then picks up ten years later when these two characters meet again in a bookstore. The main obstacle these two now face is whether or not they can try to stay friends without any sparks coming between them. Think you know which romantic comedy this film is?

Question 5

What Is This Movie?

This next rom com stars Jennifer Lopez as Mary Fiore, San Francisco’s hardest working, most organized, wedding consultant. After securing the biggest account ever, the wedding of an internet mogul, played by Bridgette Wilson-Sampras, she can’t help but celebrate. While celebrating, Lopez is almost in a pretty bad accident with a runaway dumpster but is saved in the nick of time by a pediatrician, played by Matthew McConaughey. Lopez thinks that she has finally found the love of her life. However, the only problem is that McConaughey’s character is actually the fiancé of the internet mogul that Lopez was paid to be the planner of their wedding.

Question 6

What Is This Movie?

Renee Zellweger’s character’s life in this next film isn’t going as she hoped it would be. She feels like she’s getting older, she struggles with her image and her job. However, her New Year’s Resolution is to finally get her life back in order. And this means that she will keep a diary of her life where she has to tell the complete truth. Very soon after, her boss, played by Hugh Grant, starts to take a romantic interest in her, Zellweger decides to just go for it. At the same time, she keeps running into a lawyer who has known her since she was a child, who now seems to take an interest in her as well.

Question 7

What Is This Movie?

This next rom com stars Matthew McConaughey as a successful ad executive who is on the verge of landing a huge account. The only problem is that McConaughey’s boss think that it would be better suited for one of the women execs. McConaughey decides to bet his female coworkers that he can make any woman fall in love with him and if he is able to, he gets the big account. The women choose Kate Hudson’s character as the target, and she just so happens to be a writer writing an article about how to get a guy to leave you very quickly. Will McConaughey be able to pull it off?

Question 8

What Is This Movie?

This next rom-com has me totally buggin’! This film stars Alicia Silverstone and Stacey Dash as two rich, popular students who are at the top of their high school’s social hierarchy. After playing matchmaker to two of the school’s teachers, Silverstone tries to give the new kid at school, played by Brittany Murphy, a makeover. However, when this new student starts to become more popular than her, Silverstone starts to realize just how misguided she has been. Oh yeah, and did I forget to mention that Silverstone’s character ends up falling for her step brother? Because, yeah, that actually happens.

Question 9

What Is This Movie?

If you have only heard of this next film, it’s probably not what you think it’s about because the title can be a little misleading. Joseph Gordon-Levitt stars in this next romantic comedy as a greeting card writer who is blindsided when his girlfriend, played by Zooey Deschanel, dumps him. After this overwhelming breakup, Levitt looks back on the time they spent together and tries to figure what went wrong in their relationship. And in his attempt to figure where their love went wrong, Levitt is able to discover what his real passions are. Think you know the name of this film?

Question 10

What Is This Movie?

Jason Segel stars as Peter Bretter, who is struggling musician currently working on his puppet/Dracula musical. However, Peter Bretter is known more for having a TV star girlfriend, than from any of his music. When his TV star girlfriend dumps him, Bretter has a hard time trying to cope with it until he eventually decides to finally get over her by taking a solo trip to Hawaii. However, the only problem is that when Bretter gets to Hawaii, he discovers that his ex is staying at the same hotel as him, along with her new rock star boyfriend, played by Russell Brand.

Question 11

What Is This Movie?

When Ted, played by Ben Stiller, finally gets the attention of the most popular girl in school, played by Cameron Diaz, she agrees to go to the prom with him. However, this prom date never comes to fruition as a result of one of the most embarrassing mishaps seen in film. After the years go by, Ted decides to finally track down his old high school sweetheart with the help of a claims investigator, Pat Healy, played by Matt Dillon. The only problem is when Healy tracks her down, he ends up falling in love with her too. Ted now has to navigate all of the people who have fallen in love with her in order to win back his high school sweetheart.

Question 12

What Is This Movie?

This next romantic comedy features an all-star cast of Steve Carell, Julianne Moore, Ryan Gosling, Emma Stone, and a cameo by Kevin Bacon. In it, Steve Carell’s life is thrown upside when his wife decides to file for divorce. Not knowing how to handle himself, Carell seeks the help of his new friend and ladies man, played by Gosling. Gosling helps Carell get over his divorce by giving him a much needed makeover and teaches him how to pick up women at bars. However, all why this is happening, Carell’s son is struggling with this own girl problems, having fallen for the older babysitter who has a crush on Carell.

Question 13

What Is This Movie?

I’m sure as you all know, Junior High can be tough. So what do you do when you’re socially awkward in junior high with no boyfriend? Well if you’re like our teenager Jenna in this next film, played by Christa Allen, you simply get trapped in a closet and then become a grown-up overnight. Yeah, you heard right. When Jenna is unable to find a boyfriend, she imagines herself as being an adult. However, just as luck would have it, her dreams become reality and she is transformed into a 30 year old, now played by Jennifer Garner. And if she thought being a teen was bad, being an adult is even harder.

Question 14

What Is This Movie?

While this next film came out in 1998, it actually takes places in the 80s, as evidenced by the big hair and crazy clothes. Adam Sandler stars as Robbie Hart, a wannabe rock star who makes a living performing at weddings. When Robbie is set to marry his fiancé, Linda, she leaves him at the altar, which causes Robbie to lose all faith in love. When Julia, played by Drew Barrymore, asks Robbie to help plan her wedding, he falls in love with her and attempts to stop her wedding by hopping on a plane and serenading her with the help of Billy Idol.

Question 15

What Is This Movie?

Show of hands, has anyone here ever been a bridesmaid? If so, you can probably relate a lot to this next romantic comedy. Katherine Heigl stars as Jane, a woman who has been a bridesmaid a whopping 27 times. Before I go any further, that would mean that she has 27 friends that she’s close enough with that would want her to be a bridesmaid. That’s probably the craziest thing in this movie. However, when Jane’s sister is set to marry the man that Jane secretly loves, she finds herself unsure of being a bridesmaid for the first time. At the same time, a reporter thinks Jane’s unusual story will make a great article.

Question 16

What Is This Movie?

Would you look at that, another Adam Sandler movie. Something tells me that this guy is good when it comes to comedy. In this next film, Sandler stars as Danny Maccabee, a plastic surgeon who uses an old wedding ring to help pick up women. His constant lying eventually backfires when he ends up falling for Palmer, played by Brooklyn Decker. Instead of just telling Palmer the truth, that he’s not really married, Danny gets his assistant Katherine, played by Jennifer Aniston, to pose as his wife, or soon to be ex-wife. However, as you have probably guessed, this only causes more problems.

Question 17

What Is This Movie?

Drew Barrymore stars in this next rom com as Josie Geller, a copywriter at a newspaper company. Being the babyface that she is, Josie is tasked with posing as a high school student at her former school in order to learn as much as she can about the current teenage subculture. Thanks to the help of her brother, played by David Arquette, Josie is able to infiltrate the clique of the most popular kids in school. However, things don’t always go as planned. While dealing with her own failed botched life, Josie also falls for one of the teachers in the school.

Question 18

What Is This Movie?

Look, I wish I had more time to tell you about this next romantic comedy, but I really don’t have the time. I have to get out of here quickly. I have a stage five clinger. This next rom com stars Vince Vaughn and Owen Wilson as divorce mediators who like to spend their free time doing constructive things. And by that, I mean going to weddings that they weren’t invited to. When the wedding of the daughter of the Secretary of the Treasury is announced, Vaughn and Wilson see this as the biggest event of the year. After sneaking into the wedding, their plan gets derailed when Wilson ends up falling for one of the bridesmaids.

Question 19

What Is This Movie?

Judd Apatow directed, and Amy Schumer starred in this next romantic comedy. In it, Amy Schumer plays a writer for a prominent magazine who believes that it is not possible or practical to be monogamous, thanks in part from her father’s teachings. After being assigned to write about a prominent sports doctor, played by Bill Hader, Schumer finds herself falling in love. And Hader just so happens to love her back. So what’s the problem? Well, Schumer starts to fall back into her old ways, and she begins to wonder if she can finally get her life back in order.

Question 20

What Is This Movie?

This next rom com is a big shout out to everyone who has ever been put in the friendzone and managed to find their way out of it. When Ryan Reynolds finally confesses his love to his high school best friend, played by Amy Smart, she responds that he’s like a brother to her. Distraught, Reynolds leaves town for good. Fast forward ten years later and Reynolds is a handsome, thin, big time music executive who has a fling with a pop star, played by Anna Faris. However, Reynolds still longs for his high school bestie and when a plane incident causes him to land back in his hometown, he tries to win her back.

Question 21

What Is This Movie?

This next rom com is a John Hughes classic. Molly Ringwald stars as Samantha Baker who is dreading her upcoming sixteenth birthday. Not to mention the fact that her family is much more preoccupied with her older sister’s upcoming wedding. Ringwald has a huge crush on high school senior Jake, played by Michael Schoeffling, but is worried that her inexperience will be a deal breaker for him. While all this is happening, Ringwald also has to deal with the constant attention she gets from Ted, the geeky kid in school, who seems to be the only one interested in her.

Question 22

What Is This Movie?

Long before they starred on Sabrina the Teenage Witch and Entourage, Melissa Joan Hart and Adrian Grenier starred in this next rom com. In it, Hart and Grenier star as Nicole and Chase who are neighbors, but couldn’t be farther away from each other in terms of personality. However, when Nicole and Chase both have their eyes set on separate people, they decide to begin dating each other in order to make those people jealous. What could possibly go wrong? Well, in their attempt to make those other people jealous, they begin to realize that they have strong feelings for each other.

Question 23

What Is This Movie?

Tom Hanks and Meg Ryan star in this next classic romantic comedy directed by Nora Ephron. In it, Meg Ryan plays Kathleen Kelly, the owner of a struggling independent bookstore. Tom Hanks plays Joe Fox, the owner of a huge corporate chain of bookstores that just opened up across the street from Kelly’s small bookstore. As you have probably already guessed, these two do not like each other at all. However, when they two start chatting anonymously online, they quickly fall in love with each other. Joe eventually discovers that he is talking online to Kelly and must try to get over his dislike of her with the online love for her he’s had.

Question 24

What Is This Movie?

This next romantic comedy is nothing if not iconic. From the star of it, Audrey Hepburn, to the dialogue, to the classic looks in it, this film is amazing. Audrey Hepburn plays Holly Golightly, a New York socialite, who becomes infatuated with the new man, played by George Peppard, who recently moved into her apartment building. After moving in, Hepburn and Peppard become fast friends. However, Peppard’s character soon starts to fall in love with Hepburn. Will Hepburn be able to reciprocate the same feelings? That’s for you to find out. Think you know which romantic comedy this film is?

Question 25

What Is This Movie?

Ryan Reynolds stars in this next romantic comedy as Will Hayes, who is currently in the midst of a divorce. Will’s daughter Maya, played by Abigail Breslin, decided to ask her dad one day about what his life was life like before he ever married her mom, and how he would eventually meet her and would later go on to fall in love with her. While telling her the story, Will tells Maya about his time with three different women. However, Will would change all of their names so that Maya would have to guess as to which woman was actually her mother.

Question 26

What Is This Movie?

This next rom com is arguably one of the best depictions of mental illness in film. After spending some time in a mental institution, Pat Solitano, played by Bradley Cooper, moves back home to live with his mom and dad in order to try to fix his life, get everything back in order and to try to patch things up with his ex-wife. However, things soon get a little complicated when Pat encounters Tiffany, played by Jennifer Lawrence. Tiffany offers to help Pat with his ex-wife, that is, if he will help her with something in exchange. Think you know which romantic comedy this film is?

Question 27

What Is This Movie?

If you don’t say that this next rom com is hysterical, I might have to give you a lie detector test. Furthermore, I may just have to take you out of my circle of trust. This next film stars Ben Stiller as Greg Focker, a man who is visiting his girlfriend’s parents for the first time. He is hoping to win their approval so that he can finally pop the question to her. However, as hopeful as he anticipated the visit to be, it turns out that everything goes about as wrong as things can possibly go. So much for trying to impress her parents.

Question 28

What Is This Movie?

Ah, the dreaded mother in law. They can’t all be bad, right? Well, if you have seen this next romantic comedy, you know that this next mother in law is about as bad as they can get. When Charlotte, played by Jennifer Lopez, meets Dr. Kevin Fields, played by Michael Vartan, she instantly falls for him. And when Kevin eventually proposes to her, Charlotte is ecstatic. However, Charlotte soon learns that her future mother in law Viola, played by Jane Fonda, isn’t so happy to welcome her to the family. Viola recently lost her job and is afraid to lose Kevin too, so now she will do whatever it takes to stop the wedding.

Question 29

What Is This Movie?

I know that when it comes to Las Vegas, you’re not supposed to talk about it. Nevertheless, in this next romantic comedy, Ashton Kutcher and Cameron Diaz star as Jack Fuller and Joy McNally. Jack is a confirmed bachelor and Joy is a businesswoman. While on vacation in Vegas, Joy and Jack have a wild night together and end up getting married. While that might seem like their biggest problem, it’s not even close. One of them wins a huge jackpot after using the other’s quarter. After a judge puts a hold on their money and denies their request for an annulment, they two to sabotage each other to claim the money.

Question 30

What Is This Movie?

You want to hear about this next romantic comedy? “As you wish.” There are so many famous lines from this movie that I could do this for days. This classic rom com starts out with a grandfather, played by Peter Falk, reading a fairy tale to his sick grandson, played by Fred Savage. As the grandfather reads the book, the story comes alive. The story that unfolds is a classic tale of love and adventure with the gorgeous Buttercup set to marry Prince Humperdinck. However, it is up to Buttercups old love, Westley, to save her. On his journey, he meets a great swordsman and a giant, who will help him on his quest.

Question 31

What Is This Movie?

Tom Hanks and Meg Ryan team up for a second time in this next romantic comedy. In this film, a recently widowed man, Sam Baldwin, played by Hanks, has a hard time thinking about seeing other women. When his son sees his dad so down, he makes a call into a radio program to help find a new wife for him. When Sam reluctantly gets on the phone to talk about his feelings, Annie Reed, played by Meg Ryan, hears him and begins to fall for him. The only problem is that Annie is engaged. While unsure about getting married, she writes to Sam asking to finally meet him on Valentine’s Day.

Question 32

What Is This Movie?

This next movie is your typical rom com. Girl sees boy. Girl falls in love. Girl saves boy from oncoming train. Boy goes into a coma. Boy’s family thinks girl is actually fiancé. Well, then again, maybe it’s not your typical rom com. Anyway, Sandra Bullock plays Lucy, a transit worker who has a crush on a commuter whose life she ultimately saves. When at the hospital, the doctor informs her that he is in a coma, and a misunderstanding leads his family to believe that Lucy is his fiancé. However, more complications arise when Lucy begins to fall for the man’s brother.

Question 33

What Is This Movie?

This next romantic comedy stars Ashton Kutcher and Brittany Murphy as Tom and Sarah, two lovers from very different backgrounds. Tom is a charming, goofy, and somewhat poor guy, while on the other hand, Sarah is a writer who comes from a very wealthy background. Nevertheless, the two still end up getting married, despite the wishes of Sarah’s friends and family. However, their honeymoon in Italy doesn’t exactly go as planned. And that’s putting it lightly. Once in Italy, Sarah’s ex-boyfriend Peter Prentiss, played by Christian Kane, just so happens to show up and he almost succeeds in breaking up their marriage.

Question 34

What Is This Movie?

Jimmy Fallon stars in this next rom com as Ben Wrightman, a charming math teacher who meets non-stop worker Lindsey Meeks, played by Drew Barrymore. While the two may not have a lot in common, they begin dating and soon enough, they fall in love. Everything seems to be going perfectly, so what could go wrong? Well, it turns out that everything was going well because it wasn’t baseball season. Ben is actually obsessed with baseball, specifically the Red Sox. So once baseball season starts, their relationship begins to take a sour turn. Think you know which romantic comedy this film is?

Question 35

What Is This Movie?

If you want the answer to this next film, all I need you to do is, show me the money! Show me the money! Cameron Crowe and Tom Cruise team up for this next rom com in which Cruise plays the titular sports agent who writes a company memo that causes him to get fired. While wanting to keep the current athletes that he represents, Cruise decides to start his own agency with just one other employee, who is played by Renee Zellweger. After putting everything he has into his sole client, Rod Tidwell, played by Cuba Gooding Jr, Cruise and Zellweger fall in love while trying to make their new company succeed.

Question 36

What Is This Movie?

Amy Adams stars in this next romantic comedy as Anna, a woman who has been waiting years for her boyfriend to pop the question. So when another year passes, and there is still no proposal in sight, Anna decides to take matters into her own hands. Anna comes up with the plan to propose to her boyfriend on February 29th, which is an Irish tradition every four years that allows women to propose. However, this plan of hers faces significant challenges when bad weather almost stops her from getting to Dublin. Nevertheless, once there, her adventure to popping the question is just getting started.

Question 37

What Is This Movie?

This next film was one of the biggest hits of all of 2018. Constance Wu stars a Rachel Chu, who, along with boyfriend Nick, played by Henry Golding, is set to attend the wedding of Nick’s best friend all the way in Singapore. Sounds pretty normal so far, right? Well, the surprise comes when Rachel finds out that not only is her boyfriend unfathomably wealthy, but Nick also just so happens to be one of the most sought-after bachelors. All of a sudden, Rachel is an overnight celebrity and has to now deal with other jealous women, and not to mention having to deal with Nick’s family.

Question 38

What Is This Movie?

This next romantic comedy stars Patrick Dempsey and Michelle Monaghan as Tom and Hannah. Tom and Hannah have been non-romantic friends for over a decade. While Tom is somewhat of a ladies man, Hannah is the type who has always wanted to settle down and now has finally found the one she wants to marry. However, this couldn’t have come at a worse time, because Tom now realizes that he actually has strong feelings for Hannah. When Hannah asks Tom to be a part of her bridal party, he agrees, just so that he can try to stop the wedding and win her love.

Question 39

What Is This Movie?

Get ready for a little fun fact about this next rom com. This film was written by Emily V. Gordon and Kumail Nanjiani. And it just so happens that Gordon and Nanjiani are real life husband and wife and that this film was actually loosely based on their real-life romance between them before they got married in 2007. Moreover, this film follows a Pakistani stand up comic who encounters a grad student who was in the audience for a show of his. As they begin a relationship, Nanjiani worries that his religious parents won’t be accepting of her and when she suddenly becomes ill, Nanjiani develops a strong bond with her parents.

Question 40

What Is This Movie?

Adam Sandler and Drew Barrymore team up once again for this next romantic comedy. Despite this being an Adam Sandler film, this film is actually quite touching and beautiful. Not to mention that it tackles the issue of dementia in a great way. Sandler stars as Henry Roth, a single guy living in Hawaii who sees tons of women. However, once he meets Lucy Whitmore, played by Barrymore, he immediately falls for her. The two spend time together and think that his could be the start of something serious. However, the next day, she doesn’t recognize him. I don’t want to give too much away, but Sandler does whatever it takes to make it work between them.

Question 41

What Is This Movie?

The Farrelly brothers directed this next hilarious rom com that stars Ben Stiller as Eddie, the owner of a sporting goods store who meets a gorgeous woman named Lila, played by Malin Akerman. After barely getting to know each other, Eddie decides to propose to Lila. What could possibly go wrong, right? Well, it turns out that Eddie probably should have waited to get to know Lila a little better because on their honeymoon, Eddie starts to see who Lila truly is and she’s a total shrew. Eddie soon meets Miranda, played by Michelle Monaghan, and thinks he has found his one and only. Now, Eddie has to romance Miranda while trying to break free from Lila.

Question 42

What Is This Movie?

This next film contains all the classic elements of a rom com. It has Julia Roberts and Hugh Grant. And those two are pretty much all you need for a film to be considered a romantic comedy. Nevertheless, there is still a plot, so let’s get into it. Hugh Grant is a bookstore owner in London, whose life takes a drastic turn when a famous actress, played by Julia Roberts, comes into his bookstore one day. This random encounter eventually leads to a kiss that soon blossoms into a full-blown tryst. However, as things get more and more serious, the two struggle with their very different lifestyles.

Question 43

What Is This Movie?

Well, well, well, what do we have here? Another Ben Stiller rom com. What are the odds? In this next film, Ben Stiller stars as Reuben Feffer. Reuben has finally found the woman he is going to spend the rest of his life with, who is Lisa Kramer, played by Debra Messing. However, as in love as he thinks they are, on their honeymoon, he finds her with the scuba instructor. When Reuben gets back home, he tries to get his life together and while at a party, meets an old friend, played by Jennifer Aniston. Reuben falls for her, but being the risk analyst he is, he keeps trying to calculate their relationship.

Question 44

What Is This Movie?

Julia Louis-Dreyfus stars as Eva, a divorced and single parent who spends her days working as a masseuse. While Eva is generally upbeat, she is dreading her daughter’s inevitable departure for college. Eva soon meets Albert, played by James Gandolfini, a sweet and funny man who also faces an empty nest. Having a lot in common, the two soon begin a romance. Meanwhile, Eva begins a new friendship with a poet named Marianne, played by Catherine Keener. The only problem is that Albert is actually the ex-husband of Marianne. And while Marianne constantly bad mouths Albert to Eva, Eva begins to doubt her relationship with Albert.

Question 45

What Is This Movie?

This next romantic comedy just goes to show you that if a romantic comedy doesn’t star Hugh Grant, is it even a romantic comedy? I didn’t think so. Anywho, this film stars Hugh Grant as a carefree bachelor who, in trying to pick up women, creates a fake son and starts going to single parent gatherings. While carrying on this charade, Grant meets a 12 year old, Marcus, who is having problems at school. Grant and this kid quickly become good friends and while Grant teaches him how to be cooler, Marcus teaches him how to act like a grown up.

Question 46

What Is This Movie?

This next romantic comedy features quite the all-star cast. In this film, friends in their 20s and 30s are all trying to navigate through the ins and outs of modern dating and relationships. In one part, you have Jennifer Aniston and Ben Affleck. She wants to get married, while he doesn’t see the point in it. In another part, you have Ginnifer Goodwin, who is sick of waiting around for a phone call. And then you have Drew Barrymore, who has a ton of male friends who support her, but none of them are straight. And finally, you have Jennifer Connelly who is having problems trusting her husband, played by Bradley Cooper.

Question 47

What Is This Movie?

Would you look at that… It would appear that we have another romantic comedy about another unexpected pregnancy. Perhaps this is becoming the new norm in the category. Or maybe it’s just a coincidence. Either way, it makes for some great plot points. In this next film, Jenny Slate stars a Donna Stern, a twenty-something aspiring comedian. While Donna is not shy when it comes to her personal life on stage, after she unexpectedly ends up pregnant after a one night stand, she has a hard time facing reality. Donna’s inebriated rendezvous with a graduate student ends up becoming a journey of self-discovery.

Question 48

What Is This Movie?

Paul Rudd stars in this next romantic comedy as the real estate broker, Peter Klaven. Peter has it all. He has a gorgeous girlfriend, a good job, and a great home. However, after proposing to his girlfriend Zooey, played by Rashida Jones, Peter realizes that he is missing something. And what he is missing are friends. As his wedding day approaches, Peter is facing the pressure to find a best man. However, when Peter is finally able to find a friend in Sydney Fife, played by Jason Segel, their bromance begins to put a strain on his relationship with Zooey.

Question 49

What Is This Movie?

Jason Segel and Emily blunt star in our final rom com as Tom Solomon and Violet Barnes. Tom is a sous chef who, on their one-year anniversary together, was set on proposing to Violet. Despite preconceived notions of rom coms, the two do end up getting engaged, but the proposal doesn’t quite go as planned. This will ultimately set the stage for what is about to come with them. Every time Tom and Violet set a date for their wedding, they are faced with a new set of obstacles. These obstacles begin to make them think that maybe their wedding just isn’t meant to happen.

Question 50

What Is This Movie?

Woody Allen did it all in this next film. And by that, I mean he wrote, directed, and starred in this next romantic comedy. Allen stars as Alvy Singer, a neurotic stand up comedian, who examines his up and down relationship with a nightclub singer, played by Diane Keaton. Alvy goes on a journey through his memories of his and Keaton’s relationship, trying to figure out what caused them to breakup. Alvy breaks the fourth wall throughout the film, which basically means that he speaks directly to the camera. Additionally, he also enters other people’s stories and uses animation as well.

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