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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
3 years ago Created by potrace 1.15, written by Peter Selinger 2001-2017

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
    3 years ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    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

    #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
    3 years ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    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
    3 years ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    *kicks you in the d**k dominantly*

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    #8

    I Salute This Cringe.

    I Salute This Cringe.

    Horny_Weinstein Report

    Efia
    Community Member
    3 years ago Created by potrace 1.15, written by Peter Selinger 2001-2017

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

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    #10

    Poor Guy

    Poor Guy

    emperor_marx Report

    That nerd Zoe
    Community Member
    3 years ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    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
    3 years ago (edited) Created by potrace 1.15, written by Peter Selinger 2001-2017

    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
    3 years ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    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
    3 years ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    That dude needs to be on a watch list.

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    #14

    Fuck Boi

    Fuck Boi

    Oceloxxx Report

    #15

    Homie Just Kept Going

    Homie Just Kept Going

    dalan_danny_boi286 Report

    Elsie
    Community Member
    3 years ago Created by potrace 1.15, written by Peter Selinger 2001-2017

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

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    #16

    Always Shoot Your Shot?

    Always Shoot Your Shot?

    LilChubbyCubby Report

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    #17

    Just Gonna Drop This Right Here

    Just Gonna Drop This Right Here

    Anottb Report

    Fat Harry
    Community Member
    3 years ago Created by potrace 1.15, written by Peter Selinger 2001-2017

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

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    #18

    Happy Anniversary

    Happy Anniversary

    myusernameisharry Report

    #19

    Did Ian Mean Anything To You?

    Did Ian Mean Anything To You?

    icant_shit Report

    Jo Choto
    Community Member
    3 years ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    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

    #21

    My Friend Who Ive Known For Around A Month

    My Friend Who Ive Known For Around A Month

    StevonnieFan15033 Report

    May
    Community Member
    3 years ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    This keeps getting worse and worse

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    #24

    I Thought You Were A Good Person

    I Thought You Were A Good Person

    thomkhemet2 Report

    KJ
    Community Member
    3 years ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    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

    Susan Trevaskis-Owen
    Community Member
    3 years ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    I'm surprised the artist(s) didn't try to talk him out of it, or refuse to take the commission(s).

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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
    3 years ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    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

    #28

    Promo Code “Cutie”

    Promo Code “Cutie”

    helpmetrans006 Report

    User# 6
    Community Member
    3 years ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    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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    #30

    I Felt This In My Soul

    I Felt This In My Soul

    ClevelandEmpire Report

    Xottel
    Community Member
    3 years ago (edited) Created by potrace 1.15, written by Peter Selinger 2001-2017

    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
    3 years ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    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

    #33

    Yea Just Got Fired No Big Deal. Wanna Hangout Though

    Yea Just Got Fired No Big Deal. Wanna Hangout Though

    blackdeath29 Report

    #34

    Mines Tomorrow

    Mines Tomorrow

    MisterUltimate Report

    #35

    This Looks Painful.

    This Looks Painful.

    66062187 Report

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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

    #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

    #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
    3 years ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    "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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    #41

    His Efforts

    His Efforts

    yernamean Report

    SFox
    Community Member
    3 years ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    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
    3 years ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    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

    #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

    #45

    Pay To Play Doesn’t Work

    Pay To Play Doesn’t Work

    bearsfan654 Report

    User# 6
    Community Member
    3 years ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    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
    3 years ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    This is hilarious and pathetic both at the same time

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    #47

    Poor Guy

    Poor Guy

    CountBregalad Report

    Joe Reaves
    Community Member
    3 years ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    Dude read what she posted on twitter. She's not mocking you. She's making it clear you freaked her out. Scaring the crap out of people by being freaky (and yes telling someone you don't know they'd be your perfect gf is freaky) is not a good way to get a date. Also since you know she's asexual you should probably have started by finding out if she's also aromantic.

    Anine C
    Community Member
    3 years ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    I don't get how people feel they know a stranger online enough to have emotions for them.

    Marno C.
    Community Member
    3 years ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    Why would an Ace person be watching so much porn? Decorating tips? Really into the soundtracks? Amazing cinematography?

    Bob D. Lin Quint
    Community Member
    3 years ago

    This comment is hidden. Click here to view.

    Spergs existed before the internet, and most serial killers were handsome, married, or lived in barns while being whipped in front of a crucifix. Let's just assume this guy isn't a bad person, just lonely and dumb.

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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
    3 years ago (edited) Created by potrace 1.15, written by Peter Selinger 2001-2017

    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

    #50

    Mods Give Me The Creeps

    Mods Give Me The Creeps

    _-CoolKidd123-_ Report

    #51

    You Really Do Hate To See It

    You Really Do Hate To See It

    keefurs Report

    #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
    3 years ago Created by potrace 1.15, written by Peter Selinger 2001-2017

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

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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
    3 years ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    Honestly this is cute. Miserable dumping someone via text.

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    #55

    Poor Guy

    Poor Guy

    787v Report

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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
    3 years ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    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
    3 years ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    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
    3 years ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    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
    3 years ago Created by potrace 1.15, written by Peter Selinger 2001-2017

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

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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

    #62

    Then Wat

    Then Wat

    intrld Report

    #63

    But For Real Tho?

    But For Real Tho?

    thatsmadbro_ Report

    #64

    A Boy Sent Me A Survey After A Date

    A Boy Sent Me A Survey After A Date

    joliepolieolie Report

    KJ
    Community Member
    3 years ago (edited) Created by potrace 1.15, written by Peter Selinger 2001-2017

    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
    3 years ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    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
    3 years ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    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