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Top 10 TV Characters That Should Have Ended Up Together

VO: Emily Brayton
Script written by Savannah Sher These couples clearly had chemistry on screen so we were a bit disappointed that these couple never ended up together. Couples like Kelso & Jackie from That 70’s Show, Shawn & Angela from Boy Meets World, Klaus & Caroline from The Vampire Diaries, Nat & Serena from Gossip Girl, and Joey Tribbiani & Phoebe Buffay!
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Top 10 TV Characters That Should Have Ended Up Together

We aren’t trying to re-write history, but these characters definitely deserved better! Welcome to MsMojo, and today we’ll be counting down our picks for the Top 10 TV Characters That Should Have Ended Up Together.
For this list, we’re looking at both characters that never got together at all and those that may have dated at some point during their respective shows, but didn’t ultimately live happily ever after. We’re only looking at shows that have come to an end as of October 2017 however, as it’s entirely possible that shows that are still on the air could surprise us!

#10: Nick Andopolis & Lindsay Weir
“Freaks and Geeks” (1999-2000)

While there are some who will claim that Lindsay would have ended up with Daniel had “Freaks and Geeks” been renewed for a second season, we are firmly entrenched in camp Nick. A total sweetheart played by a very young Jason Segel… what’s not to like? Sure his advances might have been a little over the top, but Lindsay was his first love. And honestly, who didn’t make a fool of themselves in high school? It’s a shame this couple wasn’t given more time to move forward on their relationship, but alas, it wasn’t meant to be. Or the show got canceled. Either way, it’s a total bummer Lindsay and Nick couldn’t make it work.

#9: Special Agent Dale Cooper & Audrey Horne
“Twin Peaks” (1990-91)

David Lynch’s seminal TV series about a murder in small town America didn’t fare well during its initial release, but has since developed a cult following. So much so, the show was revived in 2017. One of the pillars of the original series was the relationship between FBI agent Dale Cooper and eighteen-year-old Audrey. While the two were never officially a couple, you’d be hard pressed to argue against their obvious chemistry. Ironically, the two were supposed to end up together, but Kyle MacLachlan vetoed the idea, claiming Cooper would never date a teenager. Too bad, these two would have made one hell of a duo!

#8: Michael Kelso & Jackie Burkhart
“That ‘70s Show” (1998-2006)

We super wish these two had found a way to make it work. Jackie and Kelso were perfect for each other. They were both self-obsessed space cadets who planned on coasting through life on their looks . . . why couldn’t they have just done it together?! Heck, even their real life counterparts got hitched. Unfortunately Jackie and Kelso couldn’t make it work, which is a real shame because they were two of the show’s most lovable and entertaining characters. Instead we got a storyline where Jackie and Fez becomes a couple. Not much of a consolation prize.

#7: Jeff Winger & Britta Perry
“Community” (2009-15)

How these two didn’t end up together we’ll never know. From the very first episode of “Community,” it was made abundantly clear that Jeff had the hots for Britta; that is, until he started to see Annie in a new light. The show’s first season ended in a three-way “will they won’t they scenario” between the characters, with Jeff ultimately choosing Annie. However, in a show as layered as this one, that relationship didn’t exactly go off without a hitch. It’s a shame Jeff and Britta never made it work, as they really are cut from the same cloth.

#6: Freddie Benson & Carly Shay
“iCarly” (2007-12)

“iCarly” is about three teenage friends whose web show becomes an overnight sensation. Starring Miranda Cosgrove and Nathan Kress as Carly and Freddie, the show touched upon their feelings for one another numerous times throughout its multiple season run. In fact, the characters did briefly date after Freddie saved Carly from getting hit by a taco truck. Carly later tells Freddie she loves him, but nothing comes of it, as Freddie is worried that she is only into him because he saved her. While the show teases a relationship between the characters in the final episode, even going so far as to show them kissing, it remains unclear whether or not they ended up together.

#5: Shawn Hunter & Angela Moore
“Boy Meets World” (1993-2000)

Poor Shawn. For seven seasons, he served as Cory’s best friend and confidant, and together they navigated the troubled waters of being a teenager. While Shawn has plenty of girlfriends throughout the show’s run, he envies the fact that Cory and Topanga are in a loving, long-term relationship. Enter Angela. Introduced in season five, she would prove to be Shawn’s primary love interest for the better part of two seasons. The two had much in common, including the unfortunate fact that both came from broken homes. Sadly, this plays into why Angela ultimately breaks things off with him, claiming she’s scared that she will inevitably hurt him. Cue the waterworks.

#4: Barney Stinson & Robin Scherbatsky
“How I Met Your Mother” (2005-14)

From the very first episode “How I Met You Mother” made it clear that Robin and Ted would not end up together; and honestly, we couldn’t have been happier. The two simply weren’t right for each other. But you know who were: Robin and Barney. While they may have started off heading in different directions, their love for one another made everything else in their lives pale in comparison. Sure they were a little offbeat, but all the best couples are. Just look at how crazy Marshall and Lily were! But no, they had to get divorced. Seeing as how the final season is one giant lead-up to their wedding, this one was a major letdown.

#3: Klaus Mikaelson & Caroline Forbes
“The Vampire Diaries” (2009-17)

Finding a single vampire these days can be tough. But you don’t have to tell these two characters that! Okay, so we get that Klaus is a ruthless killer, but that doesn’t mean he deserves to be alone. While it’s rare to see him display any positive emotions, he occasionally does so in the presence of Caroline, the object of his affection. While the two share a number of tender moments together, including a one-night stand, their relationship never amounts to anything substantial. Which “sucks,” because they would have made one sexy couple!

#2: Nate Archibald & Serena van der Woodsen
“Gossip Girl” (2007-12)

Talk about a tumultuous relationship! The union between these two had more twists and turns than a roller coaster! Nate and Serena would forever be linked after it was revealed that she took his virginity prior to the events of the show’s first season. While they would remain friends for much of the show – not to mention the fact that they hooked up on a semi-regular basis – they didn’t exactly stand the test of time. And while Serena lands a solid catch in Dan, one can’t help but wonder what a marriage between Nate and Serena would have been like. We’re thinking it would have been pretty hot.

Before we unveil our top picks, here are a few honorable mentions:


Lee ‘Apollo’ Adama & Kara ‘Starbuck’ Thrace

Roger Sterling & Joan Harris

Shane McCutcheon & Carmen de la Pica Morales


#1: Joey Tribbiani & Phoebe Buffay
“Friends” (1994-04)

Okay, we get that these two were never actually in a relationship, but that just makes us crave a Joey/Phoebe union even more! These two characters were the only members of the show’s core cast that didn’t end up together, but honestly, they were probably the best match of the bunch. Their chemistry throughout the show’s ten seasons was off the charts; and we even got to see what a kiss between them would look like when Joey surprises Phoebe in the season seven episode “The One Where They All Turn Thirty”. It was a steamy moment between two fan favorites that should have been explored further!
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