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TV Matchmaker: Characters From Different TV Shows Who Should Date

TV Characters From Different TV Shows Who Should Date

TV Matchmaker: Characters From Different TV Shows Who Should Date

TV Characters From Different TV Shows Who Should Date

It's so fun to judge the love lives of TV characters. We've already weighed in on whether these couples should date, but now we want to suggest totally new TV couples — from different shows. That's right, we're opening up the dating pool to all current series to play matchmaker across shows. Here are the couples we'd put together from currently unattached characters.

Source: HBO, The CW

Regina and King Henry II

Regina and King Henry II
Image Sources: ABC and The CW
  • Her: Regina from Once Upon a Time
  • Him: King Henry II from Reign
  • Why they'd work: These two are power hungry to a fault, but if they combined their cunning, they could rule the universe. Regina seems pretty lonely without a soulmate, while Henry is certainly not lacking feminine attention. Perhaps if he met his true match, he'd stop straying.
1 / 9

Caroline and Zach

Caroline and Zach
Image Sources: CBS and The CW
  • Her: Caroline from The Vampire Diaries
  • Him: Zach from The Crazy Ones
  • Why they'd work: Caroline is in an adventurous phase of her love life now that she's single, and she needs a fun guy who knows how to treat ladies but won't get too attached. As for Zach? He's dated every kind of lady, but we doubt he's gone out with a vampire yet.
2 / 9

Olivia and Will

Olivia and Will
Image Sources: ABC and CBS
  • Her: Olivia from Scandal
  • Him: Will from The Good Wife
  • Why they'd work: These two are both so driven in their careers and would understand each others' schedules and independent streaks. In short, he could "handle" her.
3 / 9

Gina and Morgan

Gina and Morgan
Image Source: Fox
  • Her: Gina from Brooklyn Nine-Nine
  • Him: Morgan from The Mindy Project
  • Why they'd work: Not only are these two goofballs cut from the same cloth, they'd have so much fun gossiping about all their coworkers after work. They're so perfect for each other it's terrifying.
4 / 9

Donna and Schmidt

Donna and Schmidt
Image Sources: NBC and Fox
  • Her: Donna from Parks and Recreation
  • Him: Schmidt from New Girl
  • Why they'd work: These two are the barracudas of their dating pools, avid in testing out the merchandise, but neither has found the right person. To Donna and Schmidt we say: treat yourselves.
5 / 9

Sally and Warren

Sally and Warren
Image Sources: ABC and AMC
  • Her: Sally from Mad Men
  • Him: Warren from Trophy Wife
  • Why they'd work: This is the cute preteen match! Sally desperately needs someone innocent and normal — we know Warren's got his quirks, but he's so much more normal than most of the people in Sally's life.
6 / 9

Britta and Winston

Britta and Winston
Image Sources: NBC and Fox
  • Her: Britta from Community
  • Him: Winston from New Girl
  • Why they'd work: Not only are they in a similar place in their lives (trying to figure it out . . . still), they also have their odd but endearing mutual love of cats.
7 / 9

Shoshanna and Andrew

Shoshanna and Andrew
Image Sources: CBS and HBO
  • Her: Shoshanna from Girls
  • Him: Andrew from The Crazy Ones
  • Why they'd work: Shosh needs a nebbish charmer but one with a job, some life direction, and a more positive outlook. That's totally Andrew, who would be so into Shoshanna's cool hairstyles.
8 / 9

Daenerys and Klaus

Daenerys and Klaus
Image Sources: The CW and HBO
  • Her: Daenerys Targaryen from Game of Thrones
  • Him: Klaus from The Originals
  • Why they'd work: She's been single since her sun and stars passed on, and his true love is already on another TV show, so these two are primed for each other. Plus, they're both destined to rule their respective lands but could each use a little help (Marcel would totally fold at the sight of Khaleesi's dragons).
9 / 9
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