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Dating is something that takes a lot of guts and experience from everyone who wants to be good at it. But nobody, not even your friend Trevor who spends all of his weekends chasing Tinder matches, is safe from making a fool of themselves. And some of these misfires can be painful not only for the two people who are on the date, but to everyone around them.

To prove this point, I'll ask you to take a look at the subreddit r/SadCringe. It's a place for awkward and/or embarrassing situations that also make your heart ache, and while we have already covered it in one of our older publications, this one is dedicated exclusively to pathetic attempts of winning over others.

I don't know if we should feel sorry for these folks or not — many from this bunch sound like they would fail a test in common decency. But let's try to judge their behavior rather than their personalities. If that's possible.

#1

Life Stops Right At 35

Life Stops Right At 35

theniwo Report

DennyS (denzoren)
Community Member
4 years ago

Dude...just...you insult her out of the gate and then pretend like you're not interested when she turns you down...just...stop.

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    #2

    Just A Normal Guy

    Just A Normal Guy

    BigLino Report

    KJ
    Community Member
    4 years ago

    Lmao, this one is hilarious, creepy but still hilarious.

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    #3

    Guy Thinks A Girl Was Begging For Sex When She Was Nice To Him At Lunch

    Guy Thinks A Girl Was Begging For Sex When She Was Nice To Him At Lunch

    onehurricane Report

    redties_and_blackparades
    Community Member
    4 years ago

    okay so being nice is flirting….got that.

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    #4

    Incels Online Are Cringe. In Person? Even Worse.

    Incels Online Are Cringe. In Person? Even Worse.

    Horny_Weinstein Report

    DUN DUN (she/her)
    Community Member
    4 years ago

    This is so bad, so fricking bad! These types of people belong in mental asylums, if not jail.

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    #5

    Im Dying Of Cringe

    Im Dying Of Cringe

    bloblife34 Report

    Gabi
    Community Member
    4 years ago

    *kicks you in the d**k dominantly*

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    #6

    Haha, Yes We Can...

    Haha, Yes We Can...

    FNA25 Report

    Andreas Scott
    Community Member
    4 years ago

    Savage

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    #7

    That's Just Nasty

    That's Just Nasty

    Opify Report

    That nerd Zoe
    Community Member
    4 years ago

    LMAO-

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    #8

    I Salute This Cringe.

    I Salute This Cringe.

    Horny_Weinstein Report

    Efia
    Community Member
    4 years ago

    he took too much time and effort for saying "come into my van, i have candy"

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    #9

    The Feeling.

    The Feeling.

    maceman10006 Report

    RandomBeing
    Community Member
    4 years ago

    lol

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    #10

    Poor Guy

    Poor Guy

    emperor_marx Report

    That nerd Zoe
    Community Member
    4 years ago

    I JUST REMEMBERED a while ago I said I was lesbian online and this dude was arguing that it's a sin and then someone else said "Bro ur just mad she gets more girls than you" 💀💀

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    #11

    'He Was Bleed From His Mouth'

    'He Was Bleed From His Mouth'

    reddit.com Report

    DUN DUN (she/her)
    Community Member
    4 years ago (edited)

    Would've considered if it said "Hi it's Josh now just got back from the afterlife"

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    #12

    I Posted In Another Sub About Wanting A Breast Reduction. I Just Got This Message

    I Posted In Another Sub About Wanting A Breast Reduction. I Just Got This Message

    violetdragons Report

    DUN DUN (she/her)
    Community Member
    4 years ago

    Try winning some common sense and decency first, then try girls

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    #13

    This Guy Is An Alpha Male

    This Guy Is An Alpha Male

    MurderousLamb Report

    User# 6
    Community Member
    4 years ago

    That dude needs to be on a watch list.

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    #14

    Fuck Boi

    Fuck Boi

    Oceloxxx Report

    RandomHumanBean
    Community Member
    4 years ago

    aah, but neither do narcisicts.

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    #15

    Homie Just Kept Going

    Homie Just Kept Going

    dalan_danny_boi286 Report

    Elsie
    Community Member
    4 years ago

    Genuine Guy.. my asz there's a spot on the predators list in this guy's future

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    Never miss a story that brings joy to the world. Add us on Google

    #16

    Always Shoot Your Shot?

    Always Shoot Your Shot?

    LilChubbyCubby Report

    Caro Caro
    Community Member
    4 years ago

    That's a stalker in the making.

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    #17

    Just Gonna Drop This Right Here

    Just Gonna Drop This Right Here

    Anottb Report

    Fat Harry
    Community Member
    4 years ago

    Jesus. Besides that, I'm lost for words.

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    #18

    Happy Anniversary

    Happy Anniversary

    myusernameisharry Report

    May
    Community Member
    4 years ago

    Yikes! Stalker alert!

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    #19

    Did Ian Mean Anything To You?

    Did Ian Mean Anything To You?

    icant_shit Report

    Jo Choto
    Community Member
    4 years ago

    My child died two minutes ago, so I'm going to get right on this chat with this random girl and tell her about it. Yup, I'm convinced.

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    #20

    *cringe Nervously*

    *cringe Nervously*

    sexuallettuce69 Report

    DUN DUN (she/her)
    Community Member
    4 years ago

    The title says it all

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    #21

    My Friend Who Ive Known For Around A Month

    My Friend Who Ive Known For Around A Month

    StevonnieFan15033 Report

    May
    Community Member
    4 years ago

    This keeps getting worse and worse

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    #22

    The Balls On This Guy

    The Balls On This Guy

    FracturedAuthor Report

    Harrison Miller
    Community Member
    4 years ago

    F**k no

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    #23

    Can I? Please? Please?

    Can I? Please? Please?

    ripplelickety Report

    redties_and_blackparades
    Community Member
    4 years ago

    Okay b***h what the f**k

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    #24

    I Thought You Were A Good Person

    I Thought You Were A Good Person

    thomkhemet2 Report

    KJ
    Community Member
    4 years ago

    But he doesn't specify which variety! Does he mean Blue tits, Coal tits etc, it's quite a long list.

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    #25

    Bruh

    Bruh

    Barricaded-Bandit Report

    Jo Choto
    Community Member
    4 years ago

    I'm pretty sure that's not what happened here.

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    #26

    My Ex From High School Sent Me A Snapchat Video Of Him Begging Me For Nudes, And It Got Worse

    My Ex From High School Sent Me A Snapchat Video Of Him Begging Me For Nudes, And It Got Worse

    heckingdarn Report

    May
    Community Member
    4 years ago

    I have to stop here - I have found my gross out limit. Turns out it's 'Mommy'

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    #27

    I Really Hope This Is Not Real

    I Really Hope This Is Not Real

    taos__v Report

    Carrie Henderson
    Community Member
    4 years ago

    Eugh, why do people do this?!

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    #28

    Promo Code “Cutie”

    Promo Code “Cutie”

    helpmetrans006 Report

    User# 6
    Community Member
    4 years ago

    WTAF is wrong with these people, are they really so dimwitted they think these sickening texts would persuade anyone into doing anything other than blocking them?

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    #29

    Sad Cringe?

    Sad Cringe?

    Digbo_21 Report

    existn't
    Community Member
    4 years ago

    zamn-

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    #30

    I Felt This In My Soul

    I Felt This In My Soul

    ClevelandEmpire Report

    Xottel
    Community Member
    4 years ago (edited)

    I love the joke. Also I'm more concerned about the boyfriend invading their privacy, tbh.

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    #31

    This Is Just Embarrassing I’m Not Even Gonna Lie

    This Is Just Embarrassing I’m Not Even Gonna Lie

    Quiet_Pup Report

    Casey McAlister
    Community Member
    4 years ago

    You went wrong with that asterisk b******t. Imagine being so clueless.

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    #32

    Just Gonna Leave This Here

    Just Gonna Leave This Here

    joshua387 Report

    Harrison Miller
    Community Member
    4 years ago

    Good for you madison

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    #33

    Yea Just Got Fired No Big Deal. Wanna Hangout Though

    Yea Just Got Fired No Big Deal. Wanna Hangout Though

    blackdeath29 Report

    Jo Choto
    Community Member
    4 years ago

    Good.

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    #34

    Mines Tomorrow

    Mines Tomorrow

    MisterUltimate Report

    Buren
    Community Member
    4 years ago

    Is this a NPC?

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    #35

    This Looks Painful.

    This Looks Painful.

    66062187 Report

    Tobias
    Community Member
    4 years ago

    Lmao

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    #36

    I Feel Like I’ve Seen This Before, Hopefully It Wasn’t Here

    I Feel Like I’ve Seen This Before, Hopefully It Wasn’t Here

    reddit.com Report

    That nerd Zoe
    Community Member
    4 years ago

    Bruh

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    #37

    Lmfao

    Lmfao

    venuslvnda Report

    Gabi
    Community Member
    4 years ago

    Report Junk.

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    #38

    I Live In An Apartment Complex. This Is My Next Door Neighbor. Never Talked To Him Before

    I Live In An Apartment Complex. This Is My Next Door Neighbor. Never Talked To Him Before

    Fishylips Report

    Buren
    Community Member
    4 years ago

    Frigging creep

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    #39

    Throwback To When I Broke Up With My Abusive Ex

    Throwback To When I Broke Up With My Abusive Ex

    turbulentmelon Report

    DUN DUN (she/her)
    Community Member
    4 years ago

    "You acted normal" YES SHE FCKING ACTED NORMAL, AND HOW IN THE NAME OF ALL FORSAKEN DEMONS IN HELL DID SHE LEAD YOU ON WITH ACTING NORMAL!!? Dude's on a different level of psycho-ness

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    #40

    Roblox

    Roblox

    iCrafterChips Report

    DUN DUN (she/her)
    Community Member
    4 years ago

    Nice save bro

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    #41

    His Efforts

    His Efforts

    yernamean Report

    SFox
    Community Member
    4 years ago

    The formality in the last message really got me

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    #42

    Netflix And ... Dude Chill

    Netflix And ... Dude Chill

    SWFLSOLIDARITY Report

    Paper A
    Community Member
    4 years ago

    Omg... Is this a shared family profile or something? 😖

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    #43

    Sorry If This Is A Repost, I Just Found The Ultimate Sad Cringe On Facebook

    Sorry If This Is A Repost, I Just Found The Ultimate Sad Cringe On Facebook

    blazedddonut Report

    Pumpkin Spice
    Community Member
    4 years ago

    THATS MY BIRTHDAY AHAHAAH

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    #44

    I Called A Customer To Deliver Pizza To His Apartment, He Saved My Number And Proceeded To Text Me This

    I Called A Customer To Deliver Pizza To His Apartment, He Saved My Number And Proceeded To Text Me This

    reddit.com Report

    SS
    Community Member
    4 years ago

    “I tipped u btw”?!!!!!

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    #45

    Pay To Play Doesn’t Work

    Pay To Play Doesn’t Work

    bearsfan654 Report

    User# 6
    Community Member
    4 years ago

    Poor Ashley. She needs to send that creep a link to chaturbate.

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    #46

    "Oh I Thought You Sent That"

    "Oh I Thought You Sent That"

    reddit.com Report

    DUN DUN (she/her)
    Community Member
    4 years ago

    This is hilarious and pathetic both at the same time

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    #47

    Poor Guy

    Poor Guy

    CountBregalad Report

    adiiantryx
    Community Member
    4 years ago

    does he know what asexual means

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    #48

    I Texted All Of My Contacts: "Happy New Year!"

    I Texted All Of My Contacts: "Happy New Year!"

    pseudo_potatoes Report

    DUN DUN (she/her)
    Community Member
    4 years ago (edited)

    Yeah? Kiss hello to my blocked contact list

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    #49

    Hope He Finds What He’s Looking For

    Hope He Finds What He’s Looking For

    erickedits Report

    Paper A
    Community Member
    4 years ago

    Jeezus.

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    #50

    Mods Give Me The Creeps

    Mods Give Me The Creeps

    _-CoolKidd123-_ Report

    DUN DUN (she/her)
    Community Member
    4 years ago

    This.is.fcked.up.

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    #51

    You Really Do Hate To See It

    You Really Do Hate To See It

    keefurs Report

    Ember
    Community Member
    4 years ago

    Oh...this is just sad

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    #52

    In Times Of Need, Pull Out The Jealous Card

    In Times Of Need, Pull Out The Jealous Card

    area51_69420 Report

    DUN DUN (she/her)
    Community Member
    4 years ago

    He thinks his life is a Wattppad fanfiction😂🤦🏻‍♀️

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    #53

    Can You Pretend To Be Her?

    Can You Pretend To Be Her?

    Light_Phone Report

    Everything AGR
    Community Member
    4 years ago

    yikes

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    #54

    When I Tried To Breakup With My Ex, He Sent Me A Picture Of Myself Eating Steak

    When I Tried To Breakup With My Ex, He Sent Me A Picture Of Myself Eating Steak

    reddit.com Report

    Shine Caramia
    Community Member
    4 years ago

    Honestly this is cute. Miserable dumping someone via text.

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    #55

    Poor Guy

    Poor Guy

    787v Report

    Mr.Knaps
    Community Member
    4 years ago

    Auto response knows somethings funky

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    #56

    Be Careful Giving Out Your Number In Public!

    Be Careful Giving Out Your Number In Public!

    TooHigh2Die420 Report

    Jo Choto
    Community Member
    4 years ago

    I don't think I've ever met a nice guy who has to tell me he is a nice guy.

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    #57

    Oh...

    Oh...

    semechki-seed Report

    Jo Johannsen
    Community Member
    4 years ago

    Whoever gave him the number has a nice racket going. /s

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    #58

    But Why Not??

    But Why Not??

    RipeMonkey Report

    QibliOfTheSandWings
    Community Member
    4 years ago

    Bad enough he used someone else’s photo, he admitted he was catfishing in her bra? Wtf is wrong with people

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    #59

    Dude Uses His Fish Dying To Hit Up His Ex Girlfriend

    Dude Uses His Fish Dying To Hit Up His Ex Girlfriend

    Toomuchsoss Report

    Xenon
    Community Member
    4 years ago

    Of all of these this one isn't that bad. RIP Kevin

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    #60

    Oof

    Oof

    bren_24 Report

    Harrison Miller
    Community Member
    4 years ago

    nope its still awkward

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    #61

    My Friend Has A Joke Account For His Bearded Dragon That I Feel Like He's Taking Too Far. He Doesn't Want To Admit How Sad This Is

    My Friend Has A Joke Account For His Bearded Dragon That I Feel Like He's Taking Too Far. He Doesn't Want To Admit How Sad This Is

    winkymann Report

    Tenacious Squirrel
    Community Member
    4 years ago

    “I’m a bit jealous of my birthday” - what?

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    #62

    Then Wat

    Then Wat

    intrld Report

    Mr.Knaps
    Community Member
    4 years ago

    then your blocked

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    #63

    But For Real Tho?

    But For Real Tho?

    thatsmadbro_ Report

    DUN DUN (she/her)
    Community Member
    4 years ago

    This is making me sick 🤢🤮

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    #64

    A Boy Sent Me A Survey After A Date

    A Boy Sent Me A Survey After A Date

    joliepolieolie Report

    KJ
    Community Member
    4 years ago (edited)

    I like how the first two and the last question don't have a No option, weirdo.

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    #65

    This Dude Has Been Trying To Get My Friend To Go Out With/Hook Up With Him For Months, This Is His Latest Sad Attempt. Trust Me When I Say He Is 100% Grade-A Niceguy (Tm).

    This Dude Has Been Trying To Get My Friend To Go Out With/Hook Up With Him For Months, This Is His Latest Sad Attempt. Trust Me When I Say He Is 100% Grade-A Niceguy (Tm).

    ICSL Report

    Shelley DuVal
    Community Member
    4 years ago

    And after the movie he would be saying to her "you owe me because I gave you a free pass

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    #66

    Hajime

    Hajime

    Ajlynnart Report

    Ben Moss
    Community Member
    4 years ago

    Wtf does any of that even mean? Nobody who uses the word ‘simp’ should be allowed to f*****g breathe

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    #67

    Plz Don't Go

    Plz Don't Go

    JohnnyStoked Report

    Florence
    Community Member
    4 years ago

    never go on omegle

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