Awkward

Pictures of people that are painfully cringe-inducing and occasionally funny.

28 Pics With Unbearable Levels of Painful Cringe

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Two Kids on a Date and the Boy's Dad is Chaperoning Right Next to Them

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27 Wonderfully Silly, Strange, and Awkward Russian Wedding Photos

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Raising The Roof is Hard With Tiny Arms

People describe their worst nightmare neighbor conflict tales. | GaryBuseyWithRabies 12h My house is one few has driveway. Everyone else used on street parking few neighbors like park their cars front my house snows so town plows will get front their house plows leave an extra five feet snow front my driveway. They also park directly across my driveway so 's even harder get out.

People's Worst Nightmare Neighbor Conflict Stories

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Brands Attempt to Hijack Youth Slang and it Doesn't End Well

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Want to Get Your Discomfort Level Up? Listen to This Woman Say Vag Over and Over Again

cringe stories for dates that did not go well and never even had a chance

11 Of The Most Cringeworthy Things Guys Have Done On Dates

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Untitled

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Worse Than Kissing Cousins

dudes trying way to hard to get the girl

20 Dudes Who Are Trying Way Too Hard

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Awkward Notes About Sex, Love and Noise

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Awkward Moments on a New Zealand News Show

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Awkward Interview of the Day: Ken Griffey Jr. Gives Possibly the Worst Interview Ever

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Womp Womp Wooooomp...

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Speed Runners Gets Slapped by His Mother on Live Stream

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Swim teacher refuses to let 8-year-old student into the pool after kid fails to listen to any rules, only to be confronted by his mom: ‘Never correct my son in public’

Swim teacher refuses to let 8-year-old student into the pool after kid fails to listen to any rules, only to be confronted by his mom: ‘Never correct my son in public’

25+ 90s Kid Nostalgia Pics To Take You Back (August 30, 2025)

25+ 90s Kid Nostalgia Pics To Take You Back (August 30, 2025)

The Funniest Disney Memes of the Week (August 31, 2025)

The Funniest Disney Memes of the Week (August 31, 2025)

27 Baffling Design Choices Found in the Wild (August 31, 2025)

27 Baffling Design Choices Found in the Wild (August 31, 2025)

25+ of the Freshest and Funniest Tweets of the Week (August 30, 2025)

25+ of the Freshest and Funniest Tweets of the Week (August 30, 2025)

Boss pretends she never received employee's 2-week notice, assigns them projects 3 weeks out: 'You can't just abandon us during busy season'

Boss pretends she never received employee's 2-week notice, assigns them projects 3 weeks out: 'You can't just abandon us during busy season'