Disney Princess With Princes That Were Walking Red Flags

Rachel Thompson
By Rachel Thompson

September 11, 2025   •   Fact checked by Dumb Little Man

When you think of a Disney princess with princes, the first thing that comes to mind is usually sparkles, castles, and a happily-ever-after ending with fireworks over the Magic Kingdom. But if you look a little closer, some of these so-called “dream men” are actually walking red flags dressed up in royal outfits. Sure, they might be handsome, charming, and heroic on the surface, but dig deeper and you’ll notice that not all of them were exactly prince material.

The Disney princess franchise has given us legendary characters, timeless songs, and plenty of swoon-worthy moments. Still, let’s not forget that the Disney princesses were often carrying the whole story while their princes barely showed up for more than a song or two. Many of these Disney princes weren’t even the main protagonist of their films. They were background accessories—sometimes useful, sometimes questionable, and sometimes just plain problematic.

I’ve spent years rewatching the Disney princess line, and I can confidently say this: we were taught to adore some princes who, in real life, would have been serious relationship disasters. From clueless charmers to compulsive liars to men who needed a magic spell just to behave decently, these guys were not always the fairy tale partners the princess characters deserved. And honey, today we’re going to talk about exactly which princes raised my eyebrows—and why.

Snow White and Prince Florian: A Kiss Too Soon

Let’s start where it all began—with Snow White, the first film in the Disney princess franchise. Everyone remembers the sweet girl with a voice like a songbird, her adorable time with the Seven Dwarfs, and her dream of true love. But let’s pause and shine the spotlight on her prince—Prince Florian. Now, this man saw Snow White once, sang a little tune, and then disappeared until the end of the film. And when he came back? He didn’t ask questions, he didn’t investigate, he just went straight in for a kiss while she was literally lying lifeless in a glass coffin. No consent, no conversation, no buildup. Just lips first, logic later.

Yes, I know people argue that it was “true love’s kiss.” But let’s get real here: how does one kiss from a man who barely knows her count as true love? Snow White was practically a child compared to him, and the relationship never developed beyond her singing “Someday my Prince will come.” The whole thing feels rushed, awkward, and just plain creepy.

Prince Florian might be considered the original Disney prince, but he set the tone for a lot of problematic behavior that followed. Snow White deserved a partner who respected her agency, not someone who assumed a single smooch solved everything. For me, Florian will always be the textbook example of how early Disney princes were more props than partners.

Cinderella and Prince Charming: More Like Prince Clueless

Ah, Cinderella. The glass slipper, the pumpkin carriage, the palace ball—it’s a story that practically defines the Disney princess franchise. And yet, Prince Charming is easily one of the most forgettable Disney princes in history. Let’s break it down. He meets Cinderella at the palace, dances with her all night, and claims he’s completely in love. But when she leaves at midnight, he somehow can’t remember her face. Instead, he orders the kingdom to try a shoe on every girl until the right one shows up. Seriously? That’s royalty for you?

Here’s the problem: Cinderella did all the work in her own film. She handled her cruel stepmother and stepsisters, leaned on the magic of her fairy godmother, and showed courage and patience through it all. Prince Charming barely had any lines. In fact, in the original work animated films, he was practically invisible. Yet at the end, he gets the credit for “saving” her. Please. The fairy godmother saved her more than he did.

What really gets me is how passive Prince Charming was. He let his father, the king, do most of the pushing to find Cinderella. He didn’t take much initiative, and his entire romance with her was built on one night of dancing. Yes, it’s romantic in a fairy tale kind of way, but if we put it under modern eyes, this man was clueless. Cinderella deserved someone who actually remembered her beyond her shoe size.

Aurora and Prince Phillip: Brave or Borderline?

Sleeping Beauty gave us Aurora, one of the quietest princesses in Disney princess films, and Prince Phillip, one of the more action-driven princes. Now, Phillip (often spelled Philip, because Disney couldn’t make up its mind) was bold. He fought Maleficent in dragon form, braved dangerous obstacles, and even wielded a sword blessed with magic. Sounds heroic, right? Well, kind of. Because just like Prince Florian, Phillip went right in for a kiss while Aurora was in a cursed sleep. She didn’t consent. She didn’t even know him that well beyond a chance meeting in the woods. And yet, here comes Phillip, lips ready to save the day.

On one point, yes, Phillip deserves some credit for not being passive. He was proactive, unlike Prince Charming, and he actually fought for Aurora’s life. That’s a big plus. But on another point, the pattern of early Disney princes taking liberties with unconscious princesses is hard to ignore. Why couldn’t they wait for a spell-breaking solution that didn’t involve bypassing personal boundaries?

Aurora, sadly, barely had screen time compared to her prince. The whole film revolved more around Maleficent and Phillip than Aurora herself. And while Phillip may look like a hero in chronological order, he still carries the same red flag energy as Florian—assuming physical affection is the ultimate solution. It’s brave on paper but borderline questionable in reality. Aurora deserved more than a man who made assumptions about her happily-ever-after.

Ariel and Prince Eric: Love at First Shipwreck

The Little Mermaid was a game-changer for the Disney princess line. Ariel was rebellious, adventurous, and willing to risk everything for love. Prince Eric was dashing, beachy, and had the kind of blue eyes that make people swoon. But let’s not pretend Eric was flawless. Ariel literally saved his life, sang to him, and made a huge sacrifice by leaving the ocean behind. And how did Eric repay her? By getting tricked by Ursula in human form and almost marrying the wrong woman.

Now, to be fair, Ursula’s magic was strong. But still, Eric’s entire obsession with Ariel was built around her voice. When she lost it, he couldn’t even recognize her as the same girl who rescued him. That says a lot about how shallow his love was at the start. Imagine giving up your mermaid life, your father’s trust, and your kingdom just for a prince who doesn’t see beyond your singing voice. Yikes.

Prince Eric did redeem himself when he took control of the ship and rammed it into Ursula. That was brave, and it made him one of the stronger Disney princes in the end. But let’s be real—Ariel deserved someone who saw her worth beyond her looks and her voice. The original film wrapped everything neatly, but if we think critically, Eric was as much of a red flag as he was a hero.

Belle and the Beast: Beauty or Toxic?

Beauty and the Beast is one of the most layered Disney princess films, but Belle’s romance with the Beast is controversial. On the surface, it’s a tale about looking beyond appearances and seeing the beauty within. But dig deeper, and you realize Belle was literally trapped in a palace with a man who started as her captor. The Beast was selfish, hot-tempered, and often cruel. Red flag alert!

Of course, the film shows his transformation. Belle’s kindness teaches him empathy, patience, and love. Over time, he becomes a better man, and their relationship grows. That part is beautiful, and I get why people swoon over their love story. But we can’t ignore that Belle endured a toxic start. He roared at her, imprisoned her father, and forced her into his world. If that’s not problematic, I don’t know what is.

The Beast represents the idea that people can change, which is a hopeful story. But in real life, relationships built on fear and captivity rarely lead to healthy love. Belle is one of the smartest Disney princesses, and she deserved a partner who treated her with respect from the beginning. Yes, the magic palace and enchanted characters made the story enchanting, but it doesn’t erase the red flag energy of the Beast’s early behavior.

Jasmine and Aladdin: Lies in the Palace

Aladdin is one of my favorite Disney movies, and Jasmine is easily one of the boldest princess characters. She wanted freedom, choice, and adventure outside of the palace walls. Then comes Aladdin, a street thief who transforms into “Prince Ali” with the help of a genie. Sounds romantic and exciting, right? Except their whole relationship was built on deception. Aladdin lied to her from the start, pretending to be royalty just to impress her.

Now, I love Aladdin as a character—he’s witty, adventurous, and has a good heart. But lying to Jasmine repeatedly was a massive red flag. Trust is everything, and Jasmine had to figure out the truth on her own. She didn’t deserve a partner who made her second-guess his entire identity. Yes, Aladdin eventually came clean and proved himself by defeating Jafar, but it took a lot of drama to get there.

Jasmine, being the queen-in-the-making that she was, saw through his charm eventually. She wanted honesty, not just magic tricks and flashy parades. Aladdin may have been brave, but he also showed that love built on lies is shaky at best. Sometimes, a magic carpet ride hides the reality of who’s steering it. And in this case, Prince Ali was charming—but still a walking red flag.

Pocahontas and John Smith: Culture Clash Disaster

Pocahontas is one of the most spiritual and brave Disney princesses, deeply connected to nature and her people. But John Smith? That’s where things get messy. He wasn’t just another Disney prince; he was a colonizer who came with a crew to claim land, fight Pocahontas’s father, and start trouble. Their romance looked passionate on screen, but let’s be real—it was a cultural clash disaster.

On one side, John Smith admired Pocahontas’s world. He listened, he learned, and he clearly cared for her. But on the other side, his presence brought war, destruction, and pain. Pocahontas risked everything for a man whose people were threatening her family and her entire village. That’s not romance—that’s danger disguised as adventure.

In the end, John Smith left, proving he was never meant to stay by her side. The film glosses over the harsher truths of the original stories, but even in the Disney version, it’s clear their love was doomed from the start. Pocahontas is one of the strongest Disney princesses, but she deserved a partner who wasn’t tied to violence and colonization. John Smith may have been handsome, but as a Disney prince, he was a walking contradiction—and definitely a red flag.

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Mulan and Li Shang: Training Camp or Romance?

Mulan is one of the most iconic Disney princesses who might not need a prince—even though she isn’t technically royalty until later in the Disney princess line. She disguised herself to join the Chinese army, risked her life for her father, and became one of the bravest female characters in Disney history. But her relationship with Captain Li Shang? Let’s talk about it.

First off, their connection started in a very strange way. Li Shang was her commanding officer while she was pretending to be a man. He respected her skill, sure, but he also barked orders and pushed her to the limit. That’s not exactly the most romantic foundation for a fairy tale. Once he discovered she was actually a girl, the story shifted, but the lines between mentor, soldier, and love interest got blurry.

To be fair, Shang wasn’t the worst Disney prince figure out there. He didn’t lie to her or try to control her, and his respect for Mulan grew as the film went on. But still, the fact that their relationship grew out of a lie about her identity is a red flag worth noting. Mulan deserved someone who saw her strength from the beginning, not just after she saved all of China. Their romance works on screen, but if you think about it in real life? That relationship would’ve raised some serious eyebrows.

Tiana and Prince Naveen: Love or Lesson?

Now let’s talk about The Princess and the Frog, one of the newer Disney princess films in the line up. Tiana is hardworking, ambitious, and all about building her own restaurant. Prince Naveen? Oh boy. This man was lazy, spoiled, and the exact opposite of Tiana in every way. Red flag number one: he had no money, no ambition, and no plan beyond living off his charm.

The twist is that Naveen got turned into a frog, and so did Tiana. Their entire romance unfolded in the bayou, hopping around and trying to break the curse. Along the way, Naveen did grow. He learned responsibility, the value of work, and how to actually be a partner. But at the start? Yikes. He was basically the poster child for a “walking red flag prince.”

What makes their story work is Tiana’s influence. She didn’t just fall for him instantly—she challenged him, pushed him, and made him realize that love and life require effort. In the end, they balanced each other out. Still, the lesson stands: if your man starts out with no ambition and expects you to carry the load, that’s not romance—it’s unpaid emotional labor. Prince Naveen may have turned into a better man, but he definitely started out as a warning sign.

Rapunzel and Flynn Rider: Charm or Chaos?

Tangled gave us one of the funniest love stories in the Disney princess franchise with a “prince” like Flynn. Rapunzel was locked away for most of her life, dreaming of freedom, lanterns, and adventure. Enter Flynn Rider—a thief, a liar, and a man who literally broke into her tower. That’s not exactly the best meet-cute scenario.

Flynn was charming, witty, and undeniably good-looking. But let’s not ignore the facts: he was a criminal running from guards, using fake names, and constantly thinking about gold instead of people’s feelings. Red flag? Absolutely. Rapunzel was innocent, curious, and just starting to experience the world. Pairing her with a con artist sounds more like trouble than true love.

Of course, Flynn had a redemption arc. He sacrificed himself for Rapunzel, proved his loyalty, and eventually became a hero. Their romance is fun and lighthearted, and Flynn is one of the more likable Disney princes. But still, the foundation of their relationship was built on lies and chaos. Rapunzel deserved someone steady, not someone who needed to abandon his entire “bad boy” identity to become relationship-ready. Flynn Rider was adorable, yes—but also a red flag waving a frying pan.

Anna and Kristoff: True Love or Goofy Mess?

Frozen brought us Anna, the bubbly, optimistic younger sister who just wanted love and adventure. While Elsa was busy running a kingdom with her ice powers, Anna was busy falling headfirst into relationships. Let’s not forget—she almost married Hans, who turned out to be the main antagonist. Major red flag. But then came Kristoff, the ice harvester with a reindeer best friend.

Kristoff was funny, awkward, and down-to-earth. He wasn’t flashy like other Disney princes, but he also wasn’t perfect. At first, he was skeptical of Anna, teased her constantly, and made jokes at her expense. Their relationship started off more like a comedy duo than a romance. But as the film went on, Kristoff proved his loyalty, and their connection grew.

Still, let’s not forget Anna’s pattern of rushing into things. She was ready to marry a man after one day, and then she jumped into another romance without much hesitation. Kristoff is a good guy, but their story highlights how Anna’s naivety almost cost her everything. She’s one of the funniest and most relatable princesses, but her love life? Definitely full of red flag moments.

The Pattern of Early Princes: Why Were They So Bland?

If you look at the Disney princess films in chronological order, a pattern emerges. The earliest princes—Florian, Charming, and Phillip—were bland, underdeveloped, and often questionable in their actions. They weren’t really characters so much as plot devices.

Snow White carried her own story while Florian just showed up to kiss her. Cinderella fought her own battles while Prince Charming barely had lines. Aurora spent most of Sleeping Beauty asleep while Phillip fought her dragon. In all three cases, the princesses were stronger characters, but the films still gave the princes credit for the “happily ever after.”

This pattern shows how much Disney has evolved. The original work animated films reflected old fairy tale traditions, but newer stories pushed for more depth. Today, the Disney princess franchise highlights women like Mulan, Moana, and Elsa, who don’t need a bland prince to complete them. Looking back, the early princes were more red flags than romantic icons.

Why Modern Princesses Don’t Need Princes

The shift in the Disney princess line shows something clear: modern princesses don’t need princes. Moana, Merida, and Raya all proved this by thriving without romance. And even characters who did end up with partners, like Tiana and Rapunzel, were written with more balance and independence.

The old formula—princess waits, prince saves—doesn’t work anymore. Fans now want princesses who are leaders, adventurers, and queens of their own destiny. Sure, romance can still be part of the story, but it’s no longer the whole story. That’s why films like Brave, Moana, and Frozen hit so hard. They remind us that self-love, family, and purpose matter more than a random kiss.

This doesn’t erase the charm of older films, but it makes them look dated. And it definitely highlights how many princes were red flags. The modern Disney princess franchise is stronger, bolder, and way more fun without the baggage of bland princes.

The Princes Weren’t Always the Prize

At the end of the day, the Disney princess franchise gave us unforgettable films, songs, and characters. But the princes? Many of them were red flags in royal clothing. Snow White’s Florian kissed first and asked never. Prince Charming forgot Cinderella’s face. Prince Eric almost married Ursula. John Smith brought colonization to Pocahontas’s world. The list goes on.

The truth is, Disney princesses were always the stars. They were the ones with the courage, the songs, and the stories worth remembering. The Disney princes often lagged behind, either as bland side characters or as messy love interests. And honestly? That makes the princesses shine even brighter.

So next time you rewatch your favorite Disney princess films, look closely. You might find yourself laughing, cringing, or shaking your head at the princes who were supposed to be perfect. Because in the world of fairy tales and magic, not every prince was a dream come true. Some of them were just walking red flags—and the princesses deserved so much better.

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Rachel Thompson
Rachel Thompson

Rachel Thompson is a pop culture columnist and entertainment writer known for her spicy takes and sharp sense of humor. With a degree in communications and a decade of reporting experience, Rachel offers behind-the-scenes insight on celebrity news, reality TV scandals, and viral social media drama. Her writing is equal parts sass and substance—giving readers the lowdown on what happened, why it matters, and how it reflects today’s cultural shifts. She covers everything from red carpet controversies to influencer fallouts, always with a punchy, engaging tone that keeps readers hooked. Rachel has appeared on pop culture podcasts and has contributed to digital platforms that thrive on trending topics. When she’s not analyzing the latest celebrity beef, she’s deep-diving into nostalgic Y2K media or hosting binge-watch nights with her crew. Rachel’s content is for readers who want the tea, but also the context.

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