“Do you want the good news or the bad news first?” This is a difficult question to answer, because as soon as it’s been asked, your mind becomes flooded with potential "bad news" scenarios. And unfortunately, there’s never an easy way to deliver news that someone doesn’t want to hear.
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. Keep reading to find a conversation with the person who started this thread, Floyd-96 aka Screener on YouTube, and be sure to upvote the stories that resonate with you.
#41
I once had to tell a friend that the 'homemade' cookies she proudly brought to a party were just re-packaged store-bought ones we all recognized... The look on her face was priceless, but we still love her! 🍪😅.
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79points
#42
Hate to break it to you, but you have been on the spectrum your whole life and nobody told you…..enjoy your 30s!
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74points
#43
I was at a tech entrepreneurial meetup back in 2012. I spoke with one guy who was enthusiastically describing his billion dollar idea: an app that people at the gym could use to track their workouts and do challenges. He said there was even a social media potential because people could share their progress.
"You mean like Strava?" I asked, thinking he had perhaps identified a niche market not covered by Strava, Endomondo, and others.
I got a confused "What?" in response. He'd never heard of it. The look on his face when I showed him the app and he saw that his idea had been thoroughly realized for some time was tragic. How he had gotten as far with his idea as he had without finding any existing apps is a mystery to me.
"You mean like Strava?" I asked, thinking he had perhaps identified a niche market not covered by Strava, Endomondo, and others.
I got a confused "What?" in response. He'd never heard of it. The look on his face when I showed him the app and he saw that his idea had been thoroughly realized for some time was tragic. How he had gotten as far with his idea as he had without finding any existing apps is a mystery to me.
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73points
#44
I had to tell my friend that the girl he had been sexting was actually a guy friend of hers who was sharing screenshots with everyone on campus.
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72points
#45
It's always telling parents that their kid sucks at the sport they're doing.
The parents drop and run and never see what the kids are doing at workouts and then when the kid gets cut from the top team they complain with s**t like "but I dropped them off 6 times a week for the whole season" and I hit them with the "I hate to break it to you but turning up is not the same as actually working out'.
The parents drop and run and never see what the kids are doing at workouts and then when the kid gets cut from the top team they complain with s**t like "but I dropped them off 6 times a week for the whole season" and I hit them with the "I hate to break it to you but turning up is not the same as actually working out'.
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72points