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Article created by: Ilona Baliūnaitė

Life can’t be constantly full of sunshine, daisies, rainbows, and cute cat pics. Life’s a very broad and varied thing and you can’t avoid a certain amount of sadness, pain, and awkward moments that later make you want to go live as a hermit in the woods.

The ‘Sad Cringe’ subreddit documents these exact moments. Moments that stay with you longer than your average meme because they’re all happy-go-lucky. They show the vulnerable (yet still at times funny) moments that we’ve all found ourselves in, one way or another.

Have a look through some of the saddest and most cringe moments below, upvote the ones that really made you pause for a bit, and once you’re done, check out our first article about r/sadcringe and the things that make you cringe until you get sad right here, dear Pandas.

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#1

This Boyfriend, Who Tried

Screenshot of a cringy tweet where a man shares a funny moment about his girlfriend’s mom advising to just eat dinner.

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    #2

    Oh Boy

    Text message exchange showing a cringy reply to a psychiatrist appointment confirmation, illustrating awkward communication moments.

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    #3

    Ouch

    Screenshot of a cringy social media message exchange where one person calls another a weirdo.

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    #4

    11yo Me After Winning A Trophy, Actively Being Bullied In The Background

    Young person wearing glasses and a green hoodie holding a large trophy in a crowded indoor setting, cringy moment captured.

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    #5

    Troy, Whose Life Isn't Quite Going As He Hoped

    Tweet showing a cringy and sad story about a missed wedding due to a 20-year plan calendar entry.

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    #6

    Sheesh

    Screenshot of a social media post showing zero friends wishing happy birthday, highlighting a cringy sad moment.

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    #7

    Savage

    Screenshot of a social media post describing a cringy moment where a child gave affectionate but awkward notes.

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    #8

    42 Dollars...

    Text message exchange showing a cringy and sad delivery note misunderstanding involving a supposed brother.

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    #9

    That Feeling Is Contagious

    Text message conversation showing a cringy moment where one asks feelings and the other replies feeling sorry.

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    #10

    Sheeeeesh, Just Say No

    Text message exchange showing a cringy social media post about faking a birthday dinner to avoid a date.

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    #11

    This (Not Actually) Best Friend

    Tweet sharing a cringy and sad story about a childhood experience of being left out by a best friend in a school assignment.

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    #12

    One Way Friendship

    Wine glass decorated with cringy glitter design in black, orange, and purple colors found at a thrift store display.

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    #13

    No One Came To His Party

    Kitchen with party snacks, drinks, and red cups arranged for a cringy sad social gathering invite post.

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    #14

    ‘But Thanks’

    Screenshot of a cringy faceswap tweet by Washington Capitals showing a daughter and dad at a sports event.

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    #15

    The Fourth Boy

    A Twitter post highlighting a cringy comment about boys on TikTok, capturing awkward social interactions.

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    #16

    Ahh

    Screenshot of a cringy social media post recalling a childhood memory of exclusion from a party list.

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    #17

    Don't You Know About The Bird? Everybody's Talking About The Bird

    Text message conversation showing a cringy and sad exchange about hearing bad news instead of a joke.

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    #18

    F

    Social media post in a private forum with a cringy meme about dating antivaxxers and child support frustrations.

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    #19

    Smooth Operator

    A humorous cringe text exchange with a sea creature image and a sad breakup message, showcasing cringy posts.

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    #20

    The Truth Is Sad

    Social media post shows a cringe moment as a girl asks if she's pretty, with most voters saying they're lying.

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    #21

    Yikes

    Cringy social media post asking for true friends leads to awkward reply about unwanted dating advances.

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    #22

    Oof

    Handmade sign with a cringe-worthy message about Goku from Dragon Ball thrown inside a trash can at night.

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    #23

    Well That One Hurt

    Person holding UNO card box in a car with a cringy text conversation about a dead dog and playing UNO.

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    #24

    Bruh Moment

    Text message exchange showing a cringy and sad conversation involving mistaken identity and awkward apology.

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    #25

    Friend Of Mine Didn't Get The Reaction He Hoped For

    Text message revealing an awkward April Fool’s joke about leaving a job that made the situation cringy and sad.

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    #26

    Friend Of Mine Sent Me This....

    Social media post expressing cringy worries about having a baby that looks like an ugly husband.

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    #27

    My Tinder Sad Cringe

    Screenshot of a cringy text exchange where an accidental super like leads to an awkward apology on a dating app.

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    #28

    Found For Sale At A Second Hand Store

    Decorative pillow with a cringy love message printed, expressing overly sentimental feelings for a girlfriend.

    AnomalousINFJ Report

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    #29

    No

    Person’s cringy social media post asking to go to the movies with a 100 percent no response shown in poll.

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    #30

    I Mean Atleast He Is There

    Couple in hospital during labor, man playing PlayStation Warzone, a cringy and sad social media post scene.

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    #31

    Facebook Never Disappoints

    Screenshot of a cringy Girlfriend Photo Editor app showing awkward edited couple photos for sad social media posts.

    BeatificBocce818 Report

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    #32

    No One Showed Up To The Speeding Dating Event

    Empty conference room with several tables and chairs, decorated with international flags for a cringy social event.

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    #33

    This Was Painful To Read

    Person holding a phone showing a cringy email about Snapchat messages possibly being hacked, highlighting cringe moments.

    stookydinos Report

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    #34

    Must’ve Wanted A Different Game

    PS3 Final Fantasy XIII game case with handwritten cringy and sad message dedicated to someone's girlfriend.

    WeezyMac_ Report

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    #35

    Yikes

    Text message exchange showing a cringy misunderstanding where one person asks if someone is good but means a show.

    MenOfRage Report

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    #36

    The Time My Grandpa Tried To Mail Willie Nelson A Cd He Recorded And It Got Returned. I Feel Bad For Him...

    Worn and torn cardboard box with torn edges and handwritten mailing address on top, showing cringy packaging.

    ShakeYouLikeHaiti Report

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    #37

    This Channel That Always Asked Stuff Like This And Never Gets Positive Responses

    Social media poll asking for subscriptions with 96 percent voting no, showing a cringy and sad online post reaction.

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    #38

    A Short Story

    Text message saying hey do you want to hang out sometime, capturing a cringy and sad social post moment.

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    #39

    Everything Musk Go

    Screenshot of cringy tweets showing oversharing and personal updates in a public social media post.


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