🚨Warning: Spoilers ahead!🚨 1. Annie Edison and Jeff Winger from Community "Their whole dynamic was so good, despite their age differences. Annie always brought out the human in Jeff and Jeff knew how to help Annie loosen up. They were so mature and perfect for each other!"
—nelly678
NBC 2. Andy Bernard and Kelly Kapoor from The Office "They were both really into pop culture and were both dramatic. They could've had a lot of fun together and tolerated each other's wild energy."
—ajmccullor
NBC 3. Brienne of Tarth and Tormund Giantsbane from Game of Thrones "Tormund wouldn't have broken her heart like Jaime did. He would have treated her like the Queen of Knights that she is!"
—misskatie
HBO 4. Stiles Stilinski and Derek Hale from Teen Wolf "The way the writers teased fans about it for years and never went through with it was the worst."
—andyc4787e0ccb
"They seemed like they would be really good together. And they follow the enemies to lovers trope, which is one I personally love."
—lupe28
MTV 5. Zuko and Katara from Avatar: The Last Airbender "They would have been the sort of epic romance that gets referenced for decades. Although, after seeing how the writers handled Katara and Aang's relationship in the series and post-series canon, maybe I should just be grateful for the amazing Zutara fanfic and art that exist. Bryan Konietzko and Michael DiMartino are terrible at writing romance and they should stop trying."
—ladidadi
Nickelodeon 6. Dean Winchester and Castiel from Supernatural "Over 15 seasons, there were so many moments of them pining over each other!"
—cookie17
The WB / The CW 7. Paris Geller and Jess Mariano from Gilmore Girls "They both have great banter and their big personalities would meld together. In the end, it would've helped Paris loosen up and get Jess's act together!"
—lisar41efdf8af
The WB / The CW 8. Elena Gilbert and Elijah Mikaelson from The Vampire Diaries "I know that Elena had enough going on romantically with Stefan and Damon, but honestly she had some serious chemistry with Elijah and it would’ve been great to see something come of it. The Vampire Diaries did kind of address it by having Elijah and Katherine together for a short time but I think Elena and Elijah have similar principles and could’ve been interesting together."
—courtneyc4fa30a7b5
The CW 9. Tori Vega and Beck Oliver from Victorious "They had that episode where they went on an 'opposite date,' but I feel like they were my first OTP."
—aoifecbkenny
Nickelodeon 10. Brandon Walsh and Andrea Zuckerman from Beverly Hills, 90210 "They were so close to getting together but their timing sucked. They had good chemistry though. He’d probably have good chemistry with a sock IMO."
—tracy110302
Fox 11. Sam Evans and Kurt Hummel from Glee "The show's original plan was to make them a couple but the writers chose not to go with it because of Chord and Dianna's chemistry (but then Sam and Quinn only dated for like four episodes). Darren was quickly cast as Blaine to be Kurt's love interest. It would've been so interesting to see Sam and Kurt's dynamic and I think they would've paired better together than Klaine."
—funpuppy725
Fox 12. Sam Evans and Rachel Berry from Glee "I feel like those two would have worked out really well. I mean, they even sort of teased it in Seasons 5 and 6. Despite Sam being brainwashed by Sue into falling in love with Rachel, he did end up having feelings for her. Those two would have been really great if they had ended up together rather than Rachel ending up with Jesse."
—rv385354
Fox 13. Adrian Lee and Grace Bowman from The Secret Life of the American Teenager "Besides the whole opposites attract thing they’ve got going on, it was obvious that these two really cared about each other. When they kissed in Season 4, my heart melted but I wish something more could’ve come of them."
—bookworm013
Freeform 14. Pat Schneider and Penelope Alvarez from One Day at a Time "They would legit be the perfect couple. As much as I love and support healthy female-male friendships, they’re both each other’s rocks and support each other so much. Their relationship would be really healthy and cute, and I’m stanning for life."
—nosveremosenlostribunales
Netflix 15. Phoebe Buffay and Joey Tribbiani from Friends "They had so much chemistry. I’d be more interested in them than Monica and Chandler!"
—dapperdog
NBC 16. Lucas Scott and Haley James Scott from One Tree Hill "Don't get me wrong. Naley is my OTP for life but Lucas and Haley always had amazing chemistry and had each other's backs. It would've been fun seeing them explore that."
—woody98
The CW / The WB 17. Brooke Davis and Nathan Scott from One Tree Hill "Of course I love who they ended up with but I would’ve liked to see how that relationship would’ve worked."
—triciacareyy
The WB / The CW 18. Kurt Hummel and Sebastian Smythe from Glee "They could have had an interesting relationship. They both kept each other on their toes and with proper development it could've been great. I know it was toxic at first but it had potential...or maybe I like the enemy to lovers trope."
—weremulletproof
Fox 19. Sonny Carisi and Rafael Barba on Law & Order: SVU "They had the perfect setup for a frenemies-to-lovers relationship. Like, they checked every box and they had cute, snarky banter."
—nosveremosenlostribunales
NBC 20. Don Draper and Joan Harris from Mad Men "There were a few scenes that really showed their chemistry but it just never happened.
—amanda36
AMC 21. Bonnie Bennett and Damon Salvatore from The Vampire Diaries "They had wild chemistry, amazing character development through the last few seasons, and they were so loyal to each other that it even surprised them sometimes. Bamon forever."
—bblackberri35
The CW 22. Liam Dunbar and Theo Raeken from Teen Wolf "I reeeaaally thought that the writers were going that way in Season 6 but nope."
—hilly2000
MTV 23. Troy Barnes and Abed Nadir from Community "They cared for each other and their friendship was visibly deeper than any other friendship they had. You can’t tell me that nothing ever happened in that blanket fort."
—seasonofthewitch
NBC 24. Betty Suarez and Daniel Meade from Ugly Betty "They both showed so much character growth and whenever one of them was down, they were only ever truly comforted by the other. They had such a pure and supportive relationship. At least the finale kinda made them being together feel like a possibility ."
—strangerthanitseems
ABC 25. Sansa Stark and Theon Greyjoy from Game of Thrones "They had so much chemistry and he would’ve treated her right."
—jikkedepp
HBO 26. Phyllis Vance and Stanley Hudson from The Office "They had such good chemistry and shared a lot of characteristics. Even in a few episodes, you could see them laughing, dancing, or just chatting in the background. They're adorable!"
—rishibhak
NBC 27. Barney Stinson and Lily Aldrin from How I Met Your Mother "The chemistry between Lily and Barney was electric and I think the writers should’ve put Lily and Barney together in Season 4 rather than Robin and Barney."
—mercury7766
CBS 28. Rachel Berry and Quinn Fabray from Glee "There was so much tension between them but the show already had Santana and Brittany as a couple, so there was no way it was going to happen."
—emmah42c90562a
Fox 29. Tori Vega and André Harris from Victorious 30. Heather Davis and Valencia Perez from Crazy Ex-Girlfriend "They were very close friends and their behavior often came off as flirtatious. There was even one instance where Valencia seemed jealous of Heather's new boyfriend. In the end, Valencia came out as bi and was given a girlfriend, but it would've been nice to have the two preexisting characters get together."
—alexiaelena3
The CW 31. Andrea Zuckerman and Dylan McKay from Beverly Hills, 90210 "I actually always thought it would have been kind of cool if Dylan would have dated Andrea Zuckerman because he'd be choosing the smart, brainy girl, which would go against stereotypical teen drama tropes."
—mattyc3
Fox 32. Phoebe Halliwell and Dan Gordon from Charmed "When they introduced Dan and Jenny, it seemed set up that Phoebe would be with him and she was so good with Jenny. But no, there had to be a love triangle with Piper and Leo."
—michellec43fe901e5
The WB 33. Catherine Willows and Gil Grissom from CSI: Crime Scene Investigation "It's a wild choice but I always liked Catherine and Gil. I thought they clicked better than him and Sara."
—raquel2e
CBS 34. And lastly, Joyce Summers and Rupert Giles from Buffy the Vampire Slayer "They set it up more than once but never followed through with it."
—laurenc42f6bf37f
The WB / UPN Submissions have been edited for length and/or clarity.
What TV characters do you wish had dated? Let us know in the comments! View comments