Awkward Sayings and Quotes

Below you will find our collection of inspirational, wise, and humorous old awkward quotes, awkward sayings, and awkward proverbs, collected over the years from a variety of sources.


Social awkwardness is not a sin, in defense of liberty.     

Matt Kibbe

Between memory and reality there are awkward discrepancies.     

Eileen Chang

Art is awkward until technique has become an unconscious habit.     

Austin O'Malley

If youre in an awkward position, feel comfortable enough to walk away.      

Beau Mirchoff

There is nothing so awkward as courting a woman whilst she is making sausages.     

Laurence Sterne

Middle age is the awkward period when Father Time starts catching up with Mother Nature.     

Harold Coffin

Sometimes you feel awkward being what you're best at, you feel like you have to be something new.     

Marilyn Manson

Our lives are awkward and fragile and we have only one thing to keep us sane: pity, and the man without pity is mad.     

Edward Bond

That awkward moment when you realize someone was actually home the whole time you were singing on the tops of your lungs.     

Kasey Collin P. Dumdum

A certain awkwardness marks the use of borrowed thoughts; but as soon as we have learned what to do with them, they become our own.      

Ralph Waldo Emerson

Awkwardness is a more real disadvantage than it is generally thought to be; it often occasions ridicule, it always lessens dignity.     

Lord Chesterfield

Impoliteness is frequently the sign of an awkward modesty that loses its head when surprised and hopes to conceal this with rudeness.     

Friedrich Nietzsche

One of the most awkward things that can happen in a pub is when your pint-to-toilet cycle gets synchronised with a complete stranger.     

Peter Kay

Dating is great unless you don't like horrible awkwardness, lying, and a deep foreboding sense of disappointment that never goes away.     

Dov Davidoff

Dating is kind of hard. Like dinner or something like that. Like a forced awkward situation is very strange. Especially for me, for some reason.      

Zac Efron

The awkwardness of getting reward in a well-off society is that the creation of appetite often requires undoing the work of satisfying appetite.     

George Ainslie

Sometimes there is such beauty in awkwardness. There's love and emotion trying to express itself, but at the time, it just ends up being awkward.     

Ruta Sepetys

Awkward silences rule the world. People are so terrified of awkward silences that they will literally go to war rather than face an awkward silence.     

Stefan Molyneux

Dads are awkward because they're older guys who aren't cool anymore and are figuring out who they are, and they often make bad choices in fashion and music.     

Tim Heidecker

It's always awkward when someone doesn't realize you're joking and devotes thought time to what you've said. Double that when the person is wearing tinfoil.     

Maureen Johnson

Awkward.That's exactly how it was when we walked over to our sister and stood on each side of her, looking at her and feeling things and not knowing what to do.     

Markus Zusak

We had fun just messing around and being awkward like they would be awkward. There's always that stage in a friendship when you wonder whether it could be more.     

Emma Watson

Reunions are always fraught with awkward tensions - the necessity to account for oneself; the attempt to find, through memories, an ember of the old emotions.     

Anita Shreve

The truth doesn't set you free, you know. It makes you feel awkward and embarrassed and defenseless and red in the face and horrified and petrified and vulnerable.     

Melina Marchetta

It's interesting to have the awkward moments play out, and the real human interactions. The more you cut that down, you lose the joke, which is that this is painful and hard.     

Nicholas Stoller

Sometimes you need to be awkward to beat awkwardness.     

Charlie Flynn

The existence of other people is essentially awkward.     

Lionel Shriver

There is nothing quite as painful as a truly awkward silence.     

Obert Skye

Life can be awkward at times. It is part of the growing process.     

Jim Fargiano

Sometimes, you can not click with somebody, and it can feel awkward.      

Jeff Bridges

Awkwardness and feeling alienated are always going to be a part of comedy.     

Mike Birbiglia

Music has generally involved a lot of awkward contraptions, a certain amount of heavy lifting.     

Tom Waits

Awkward, odd, and difficult situations will always present themselves. You just have to stay cool and work through them.     

Erik Apple

If you look back on the breakups that you've had, whether it's a long relationship or a one-night stand, it's always awkward.     

Patrick Wilson

Move out of your comfort zone. You can only grow if you are willing to feel awkward and uncomfortable when you try something new.     

Brian Tracy

Being injured is quite an awkward situation to be in mentally. Physically, it's quite good to have a bit of a rest, but mentally it's hell.     

Magnus Backstedt

Dating is just awkward moments and one person wants more than the other. It's just that constant strangeness. I think it's a very real thing.     

Jason Schwartzman

Everyone feels awkward, everyone feels uncomfortable, everyone gets older, everyone gets lonely, everyone gets sick, everyone eventually dies.     

Moby