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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

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DennyS (denzoren)
Community Member
2 years ago DotsCreated 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

#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

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DUN DUN (she/her)
Community Member
2 years ago DotsCreated 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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#10

Poor Guy

Poor Guy

emperor_marx Report

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That nerd Zoe
Community Member
2 years ago DotsCreated 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'

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DUN DUN (she/her)
Community Member
2 years ago (edited) DotsCreated 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

#13

This Guy Is An Alpha Male

This Guy Is An Alpha Male

MurderousLamb Report

#15

Homie Just Kept Going

Homie Just Kept Going

dalan_danny_boi286 Report

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Elsie
Community Member
2 years ago DotsCreated 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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#17

Just Gonna Drop This Right Here

Just Gonna Drop This Right Here

Anottb Report

#19

Did Ian Mean Anything To You?

Did Ian Mean Anything To You?

icant_shit Report

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Jo Choto
Community Member
2 years ago DotsCreated 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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#21

My Friend Who Ive Known For Around A Month

My Friend Who Ive Known For Around A Month

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#24

I Thought You Were A Good Person

I Thought You Were A Good Person

thomkhemet2 Report

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KJ
Community Member
2 years ago DotsCreated 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

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Susan Trevaskis-Owen
Community Member
2 years ago DotsCreated 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

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May
Community Member
2 years ago DotsCreated 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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#28

Promo Code “Cutie”

Promo Code “Cutie”

helpmetrans006 Report

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User# 6
Community Member
2 years ago DotsCreated 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

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Xottel
Community Member
2 years ago (edited) DotsCreated 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

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Casey McAlister
Community Member
2 years ago DotsCreated 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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#33

Yea Just Got Fired No Big Deal. Wanna Hangout Though

Yea Just Got Fired No Big Deal. Wanna Hangout Though

blackdeath29 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

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DUN DUN (she/her)
Community Member
2 years ago DotsCreated 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

#42

Netflix And ... Dude Chill

Netflix And ... Dude Chill

SWFLSOLIDARITY Report

#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

#46

"Oh I Thought You Sent That"

"Oh I Thought You Sent That"

reddit.com Report

#48

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

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

pseudo_potatoes Report

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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

#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

#56

Be Careful Giving Out Your Number In Public!

Be Careful Giving Out Your Number In Public!

TooHigh2Die420 Report

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Jo Choto
Community Member
2 years ago DotsCreated 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...

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#58

But Why Not??

But Why Not??

RipeMonkey Report

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QibliOfTheSandWings
Community Member
2 years ago DotsCreated 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

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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

#64

A Boy Sent Me A Survey After A Date

A Boy Sent Me A Survey After A Date

joliepolieolie Report

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KJ
Community Member
2 years ago (edited) DotsCreated 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

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Shelley DuVal
Community Member
2 years ago DotsCreated 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

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Ben Moss
Community Member
2 years ago DotsCreated 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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