The Most Awkward Television Characters Of All Time


I am a big fan of awkward.

This is probably due to the fact that if someone were to write me into a television show, I’d like be that awkward sidekick. You know, the one who walks out of the airplane bathroom with toilet paper hanging out of her jeans, the ones who burns the side of her face with her curling iron, the one who sticks her bum through the back of a stranger’s wicker dining room chair, the one who is convinced that Johnny is told to “sweet the lick” and not “sweep the leg” in The Karate Kid.

Because, well, these things really *did* happen to me.

There is no shortage of wonderfully awkward characters on the big screen (see: Napoleon Dynamite) or on the small screen (see: Phil Dunphy on Modern Family), ranging from the adorkable to the downright uncomfortable to watch.

Brian Krakow, My So-Called Life 

 The Most Awkward Television Characters Of All Time

Is there anything not super cringe-worthy about the poor giant-haired boy who loved Angela Chase? The answer is no. There is not.

John Cage, Ally McBeal

 The Most Awkward Television Characters Of All Time

Between waddles and face bras and dancing babies, you’d think it would be hard to pick out the most awkward character on Ally McBeal, but you’d be wrong. Quirky John Cage takes the cake on this one, hands down. The odd little biscuit man is socially inept, and yet fantastic in the courtroom. Also, he has a frog named Stephan and prefers to shout Poughkeepsie instead of humming through his stutters. Fabulous.

Liz Lemon, 30 Rock

liz lemon awkward The Most Awkward Television Characters Of All Time

There is no one quite like Liz Lemon. She fully appreciates the importance of a good sandwich, a good Christopher Walken impression, a fake astronaut boyfriend, cheese, and dressing as Princess Leia to get out of jury duty. She is the expert conversation stopper with zingers like “One time I laughed at a blind guy eating spaghetti! Sometimes I pee in the shower if I’m really tired! I saw my grandparents making love once and I didn’t leave right away!” 

George Michael Bluth, Arrested Development 

 The Most Awkward Television Characters Of All Time

He loves his cousin. Need we say more?

Dr. Temperance Brennan, Bones

temperance brennan bones awkward The Most Awkward Television Characters Of All Time

Bones is notorious for completely missing every single joke, idiom, or pop culture reference. She thinks way too literally—when her partner tells her that if it looks like a duck and quacks like a duck, she wonders why he’s talking about ducks. She is infamous for answering back with “I don’t know what that means.” It’s funny, though, because her awkwardness in social situations only makes me (and Agent Booth) love her even more.

Leslie Knope, Parks & Recreation

 The Most Awkward Television Characters Of All Time

Like Michael Scott, Leslie Knope always has the best intentions, but her slight incompetence and awkwardness seem to make everything fall apart. But she’s just so damn likeable and optimistic that it almost doesn’t matter. And she loves waffles. “I mean, that’s why people respect Hilary Clinton so much, because nobody takes a punch like her. She’s the strongest, smartest punching bag in the world.”

Abed Nadir, Community 

 The Most Awkward Television Characters Of All Time

At first glance, Abed is just a wee bit exactly like, well, me. He’s an encyclopedia of pop culture knowledge and actually relates to real-life situations by comparing them to television shows and quoting movies. Ahem. But, I think I’m slightly better at picking up normal social cues. And, well, I don’t make blanket forts.

Michael Scott, The Office 

 The Most Awkward Television Characters Of All Time

Hey, so, remember when Michael Scott told those kids that if they graduated from high school that he’d pay for their college tuition? “I told them if they graduated from high school, I would pay for their college education. I have made some empty promises in my life, but hands down, that was the most generous.” And remember the booze cruise when he told everyone the boat was sinking? And remember when he organized the charity auction and donated front row tickets to see Bruce Springsteen in concert—which he did not have? YES. Oh, the king of false promises, painfully funny situations, and “that’s what she said,” makes just about every single moment awkward and uncomfortable. He should probably get a medal for that.

Jess Day, New Girl

jess new girl awkward 600x370 The Most Awkward Television Characters Of All Time

Oh Jess. So adorkable. With her hipster glasses, fringe bangs, random singing, and inability to use the word ‘penis,’ it’s impossible not to fall in love with Jess. And she falls into fountains and puts turkeys in the dryer—permanent press, naturally.

What about you? Who are your favorite awkward TV characters? Matt Saracen? Creepy Glen Bishop? Spongebob Squarepants? Seth Cohen? Rachel Berry? 

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About Ali Martell

When Ali isn't writing her Seinfeld-esque drivel over at her personal site, Cheaper Than Therapy, or writing about fashion on her YummyMummyClub.ca blog From Hemlines to Heels, she is giving Buffy the Vampire Slayer a chance, laughing maniacally at the absurdity of 50 Shades of Grey, and trying to stop the world from wearing leggings as pants.



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  • http://www.facebook.com/profile.php?id=1347716733 Renee Brunner VanAusdal

    Millhouse. Millhouse Van Houten is easily the most awkward. Besides maybe Ralph.

    • http://twitter.com/alimartell alimartell

      YES. And yes.

  • Snarky_Amber

    This list is pretty good. I’d add Willow and Xander from Buffy and Simon from Firefly.

    • http://twitter.com/alimartell alimartell

      I haven’t watched enough Buffy (I know, I KNOW) to add Willow to my list, although I did consider her.

  • http://www.sweetney.com Sweetney

    Abed is my spirit animal.

  • andcap

    Great list, except Leslie Knope is not incompetent (other than during the misbegotten 1st season of the show). She is actually a bit awkward, but ultracompetent and has managed to bring people together and get a lot done.

  • SuzyQuzey

    I cannot stand that character Jess. I find her to be SO ANNOYING. Not adorable at all, just whiny and fake.
    And, I want Liz Lemon to be my BFF.

  • Nancy

    I’m dating myself, but Alfonso Spears from Silver Spoons (played by Alfonso Ribiero who’s better known for being Carlton on “Fresh Prince of Bel Air” was cringeworthy awkward. Come to think of it, pretty much every character played by Ribiero falls into that category. There should be an award named for him.

    • http://twitter.com/alimartell alimartell

      Totally. Which probably means that he wasn’t acting…he was just being himself. Hahah!

  • RiotousDigits

    If there’s an ensemble category for this award, I nominate the fab four from the Big Bang Theory. They make being awkward a science and then some.

  • http://www.facebook.com/profile.php?id=1239156325 Margie Klitch

    What about Larry David on “Curb Your Enthusiasm?” I love how he backs himself into awkward situations with his cluelessness. Maybe because I can picture myself making the same kind of mistakes.

  • http://twitter.com/jenbshaw Jen

    Matt Saracen, Marshall Flinkman, and Phoebe’s brother.