Redditors have recently been recalling the most painful “I hate to break it to you” moments they’ve had with others, so we’ve gathered some of their uncomfortable stories below. Some of these tales might give you secondhand embarrassment, while others may break your heart. But they’re healthy reminders that we all have to deliver, and receive, unfortunate news at some point. Longpork-Merchant , Antoni Shkraba / Pexels Report
Deiafter , Freepik Report
Lauraploradon , Karolina Kaboompics / Pexels Report
anon , Freepik Report
gaqua , Tima Miroshnichenko / Pexels Report
Spacegod87 , Chevanon Photography / Pexels Report
wrludlow , Tima Miroshnichenko / Pexels Report
cpt_jerkface , Kampus Production / Pexels Report
OkReflection4620 , pch.vector / Freepik Report
cornisgood13 , DC Studio / Freepik Report
nothandomha , KATRIN BOLOVTSOVA / Pexels Report
Goldf_sh4 , Isaac Taylor / Pexels Report
TeacherPatti , Cedric Fauntleroy / Pexels Report
Cool-Newspapers , Keira Burton / Pexels Report
FingerSlamGrandpa , RDNE Stock project / Pexels Report
own_pleasure777 , RDNE Stock project / Pexels Report
ImNotRacistBuuuut , Laker / Pexels Report
RareBeautyOnEtsy , Yan Krukau / Pexels Report
LifeApprentice , DC Studio / Freepik Report
Elliejq88 , freepik Report
ThrowRA31263 Report
IDriveLikeYourMom , Athena Sandrini / Pexels Report
Celefalas , Gioele Fazzeri / Pexels Report
Petty_Paw_Printz , cottonbro studio / Pexels Report
Molloney178 Report
Avocado-Toast-93 , Luke Miller / Pexels Report
barbie399 , Alex Green / Pexels Report
fastfrank001 , Maycon Marmo / Pexels Report
kbrown423 , Yan Krukau / Pexels Report
primordialpaunch Report
CeceSmutt , Mental Health America (MHA) / Pexels Report
RecognitionEast1278 Report
enocenip Report
lazarus870 Report
miamoonof Report
MGsubbie Report
confusedmaybechemist Report
Juxie , Gabriela Mendes / Pexels Report
swishymuffinzzz , ANTONI SHKRABA production / Pexels Report
Final_Defenestration Report
ChicGirlVibes Report
foolishdrunk211 Report
khendron Report
Top-Cryptographer304 Report
Zporadik Report
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