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People like to cringe; otherwise, "The Office" wouldn't be one of the most-watched shows in TV history. But cringing sometimes goes hand in hand with another emotion, and it's not laughter. Some events may start out as delightfully cringy, but end up being only awkwardly sad.

To celebrate these times, Bored Panda brings you the newest compilation of posts from the Internet's favorite "Sad Cringe" subreddit. It's a community dedicated to awkward and embarrassing screenshots that suddenly take an unfortunate and sad turn. "Cringing until you're sad," their bio reads, so, let's do just that, Pandas, shall we?

More info: Reddit

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    #3

    Ahh

    Screenshot of a cringy and sad moment recalling a school memory about a "not invited to my party" list.

    RyanWhittaerFE16 Report

    ginger
    Community Member
    13 hours ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    emotional damage. i clearly remember being an a*****e in first grade by TELLING ppl I was trying to decide who the one person I got to bring on a trip would be, and I still feel bad

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    #4

    Somebody Hurt Her…

    Screenshot of a cringy and sad story where an ex-boyfriend faces justice through his successful lawyer ex.

    reddit.com Report

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    #6

    He’ll Never Show His Face In That Place Again

    Sad and cringy moment of someone embarrassed after barista did not remember their usual coffee order at the shop.

    QuirkyWafer4 Report

    UKGrandad
    Community Member
    16 hours ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    My wife was a barmaid for many years. One of her favourite stories was of a young lad, clearly underage, who confidently walked up to the bar and said 'Pint, please'. Just to amuse herself before kicking him out she asked 'A pint of what?' He looked across the row of pumps and said 'Erm...the usual'. My wife asked him what 'the usual' is. 'I dunno' he said, 'it's what they say on telly'.

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    #7

    How Are They Supposed To Cope With The Fact That The Person They’ve Never Met Isn’t The Person That They Thought They Were?

    Reddit post expressing fear and sadness over a celebrity relationship, a cringy and sad moment captured online.

    MCA1910 Report

    Bewitched One
    Community Member
    Premium
    19 hours ago (edited) Created by potrace 1.15, written by Peter Selinger 2001-2017

    Yea some peoples’ super fans are really creepy strange

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    #8

    Ouchie

    Text message screenshot showing a cringy and sad moment about being lied to and seeing someone with another person.

    pyreonfire Report

    Riley Quinn
    Community Member
    17 hours ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    Consider yourself lucky. She's obviously too shallow to tell you the truth.

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    #9

    Say You’re Insecure Without Saying You’re Insecure

    Text message conversation showing a cringy and sad moment about makeup and relationship confusion.

    nekkototoro Report

    Riley Quinn
    Community Member
    17 hours ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    No. Your friend is insecure and if you wear make-up she fears losing her bf to you. You should wear a bag over your head when you go out with them.

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    #10

    How Do You Even Recover From This?

    Reddit post revealing a cringy and sad moment about a son named after wife's first love, shared as a screenshot.

    ContributionOk4879 Report

    tameson
    Community Member
    18 hours ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    So you never had a conversation about why she was insisting on this specific name?

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    #11

    How Pathetic Is That?

    Man lying on the floor refusing to wear a face mask, a cringy and sad moment captured as a screenshot online.

    Midnite_St0rm Report

    Jaya
    Community Member
    17 hours ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    People with authority issues are so cringy. Like they never evolved beyond their teenage phase.

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    #13

    My Dad Forgot My Birthday Again And This Text Exchange Hurts To Look At

    Text message conversation showing a cringy and sad moment with awkward responses in screenshots online.

    reddit.com Report

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    #16

    These Kids Won't Even Have A Chance

    Homeschool project showing a cringy and sad flat earth model with painted foam balls and toilet paper rolls.

    esporx Report

    Elio
    Community Member
    19 hours ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    Most people shouldn't be allowed to homeschool.

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    #17

    People Mad At Vtuber For Getting Flowers For Her Dad On International Men’s Day

    Twitter thread of Vtuber apologizing for upsetting people after wishing happy men’s day, a cringy and sad moment screenshot online

    Surely_Nowwlmao Report

    Maartje
    Community Member
    16 hours ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    Haters will be haters and find a reason to hate.

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    #18

    I Don’t Even Know What To Say

    Cringy and sad moments screenshot of a person reacting to a soul crushing anxiety-inducing story online.

    reddit.com Report

    #19

    Ah Okay

    Text message conversation showing a cringy and sad moment with the phrase "i miss you" followed by "nvm it was just a moment of weakness"

    Kes0n Report

    Zig Zag Wanderer
    Community Member
    18 hours ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    OP had a 'solitary intimate encounter' in between texts...?

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    #20

    Over-Compensating

    Pickup truck overloaded with numerous flags, creating one of the cringy and sad moments captured as screenshots online.

    Fearless-Purpose-133 Report

    Gordon
    Community Member
    17 hours ago (edited) Created by potrace 1.15, written by Peter Selinger 2001-2017

    Dude has a p e n i s so small it has a toenail.

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    #21

    Ubereats Driver

    Text message conversation showing a cringy and sad moment between an Uber driver and customer about uncomfortable texting.

    dcsabika14 Report

    Liz Downing
    Community Member
    16 hours ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    Well, I guess he preferred a bad rating.

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    #22

    Caption Was "My Wife Made Donuts"

    Screenshot of a cringe and sad online exchange about humblebragging and mentioning a spouse on the internet.

    reddit.com Report

    tameson
    Community Member
    18 hours ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    Wow. So now it is bragging to say you have a spouse? Or was it the donuts he was jealous about?

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    #24

    My Friend Went On A First Date A Few Days Ago. I Ask Him How It Went, He Sends Me This Screenshot

    Text message conversation showing cringy and sad moments with awkward dating responses captured as screenshots online.

    ijfalk Report

    Bewitched One
    Community Member
    Premium
    19 hours ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    This person is gross AND stupid lol @“hair inputs”

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    #25

    Self Report: Spent About $200 On Food, Drink And Decorations For My 30th Birthday Party. Nobody Showed Up (Either Ghosted, Cancelled Last Minute, Or Couldn't Come Until Late)

    Empty birthday party setup with cringy and sad decorations including a broken Happy Birthday banner and a 30th birthday theme.

    rebel_nature Report

    Jaya
    Community Member
    17 hours ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    So painful. I've been there too (although not a milestone birthday). It feels like a little part of you dies. I never had a birthday party again, I just celebrate with only my partner.

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    #26

    Man Tries To Get Two Lesbians To Marry Him And His Homie

    Two women sharing affectionate moments, highlighting cringy and sad moments that will forever live as screenshots online.

    itzirenebae Report

    Jenna Kay
    Community Member
    18 hours ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    Does this mean when two men marry, they are taking away two women's husbands and women should be getting mad about it?!

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    #27

    Deport?

    Screenshot of a Twitter exchange showing cringy and sad moments shared online involving a young chess prodigy.

    nilanganray Report

    David
    Community Member
    16 hours ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    thats the type of kid who when he is older we want in the USA. We should want the worlds best and brightest to come here.

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    #28

    Ahhhh

    Man with mustache and red cap shares a cringy and sad moment overheard from teenagers on a sunny street.

    Legitimate_Pay2355 Report

    Charlotte
    Community Member
    18 hours ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    The young ones have no idea what life has in store for them Probably for the best

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    #29

    When A Mental Breakdown Is The Better Option

    Screenshot of a cringy and sad moment shared anonymously about a psychotic episode and family drama online.

    reddit.com Report

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    #30

    Reddit Moment

    Elderly man lying in bed with a cat by his side, a touching and sad moment captured as a screenshot online.

    KennKennyKenKen Report

    Bewitched One
    Community Member
    Premium
    18 hours ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    What a d**k that mod is wow

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    #32

    Good Intentions, Terrible Execution

    Cringy and sad online conversation showing a terminal illness shared with reluctant responses and emotional support attempts.

    eraserway Report

    Charlotte
    Community Member
    18 hours ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    Had this when my mother died of cancer. Some people really don't understand how unhelpful their "positive thoughts" are

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    #33

    I Dont Even Know What To Say About This

    Wristband showing hospital discharge and a drink with a straw, illustrating cringy and sad moments captured as screenshots online.

    putridcorer Report

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    #34

    Why Would You Trust Some Random Billionaire?

    Screenshot of a cringy and sad Twitter exchange about losing life savings investing in Dogecoin.

    Boernator Report

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    #36

    Girl Pretends To Be At Hospital To Get Her Man Back

    Screenshot of a cringy and sad email about pregnancy complications and stressed parents on a smartphone screen.

    Rootel Report

    Bewitched One
    Community Member
    Premium
    18 hours ago (edited) Created by potrace 1.15, written by Peter Selinger 2001-2017

    Wow!! 🤦🏼‍♀️ At the VERY least, CHECK YOUR SPELLING AND GRAMMAR, people!!

    nottheactualphoto
    Community Member
    14 hours ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    It reads like a school excuse note that ends with "signed, Timmy's mom."

    No one
    Community Member
    4 hours ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    At 4 weeks, the little tadpole doesn't have a heartbeat, yet

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    #37

    He Bought Tinder Gold To Improve His Chances But Still

    Tinder insights showing 59,760 swipes with zero dates or relationships, a cringy and sad moment screenshot online.

    Lock47 Report

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    #39

    Three Years

    Young man humorously posing with animated character, capturing cringy and sad moments shared online as screenshots.

    jackothereturned Report

    Upstaged75
    Community Member
    15 hours ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    Ew. This is something you should keep between yourself and your imaginary girlfriend.

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    #40

    "Relationship"

    Cringy and sad moment of a boyfriend printing Jimin’s face for a birthday dinner to imagine being with him.

    ParamedicNo1965 Report

    #41

    Yikes

    A cringy and sad moment captured in a screenshot showing an awkward comment on a social media post.

    peepoette Report

    Charlotte
    Community Member
    18 hours ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    I guess some men go for that? I find the juvenile look weird

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    #42

    A Naughty Husband

    Young woman looking up with text about future husband, accompanied by cringy and sad online screenshot comments.

    Melodic-Spirit-9539 Report

    Upstaged75
    Community Member
    15 hours ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    Don't comment on other women where your wife can see. Or just don't be a creep. 🤷‍♀️

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    #43

    Jesus Dude Get Off The Internet For A Bit

    Reddit post expressing deep sadness and fear about family vaccine mandates, a cringy and sad moment shared online.

    B34TBOXX5 Report

    #45

    Hurts To The Bone

    Text message screenshot showing a cringy and sad moment where someone accidentally called and then denies wanting to talk.

    ellzoni Report

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    #46

    “Worst She Can Say Is No”

    Text message screenshot showing a cringy and sad moment with mixed signals about going on dates online.

    reddit.com Report

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    #47

    Redditor Has An Imaginary Wife

    Screenshot of a Reddit post about having an imaginary wife and children, illustrating cringy and sad moments online.

    Feiruzz Report

    #49

    Getting Upset When AI Doesn't Have Feelings

    Black image with white text saying I feel nothing when I chat with you, illustrating cringy and sad moments as screenshots online.

    DryPessimist Report

    Charlotte
    Community Member
    18 hours ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    We need to stay clear on human vs machine or society is doomed

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    #50

    D(AI)ly Reminder This Exists

    Reddit post about AI dumping user, highlighting cringy and sad moments shared as screenshots online.

    Surely_Nowwlmao Report

    ginger
    Community Member
    13 hours ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    this so sad. she desperately needs therapy

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    Note: this post originally had 87 images. It’s been shortened to the top 50 images based on user votes.

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