'Why don't people like you?': 20+ cringeworthy questions people were asked in mixed company

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Ben Weiss • Writer and Editor
Jan 27, 2024 2:00 PM EST

There are some questions you just don't ask people in public. But then again, some people have absolutely no filter and don't necessarily take social cues into account when assessing whether or not it's appropriate to inquire about what's on their minds. In theory, these people are unapologetic and entertaining; in practice, they are just extremely uncomfortable to be around, whether it's at a family dinner, on the street, or in a workplace environment.

If you ask any of the people on this r/AskReddit thread what uncomfortable questions make them cringe, the responses vary from questions about their acne to questions about the curious gaps on their resume. The major takeaway here is that it doesn't matter if you're an employer, a close confidante, or a parent. Some thoughts should be kept to oneself and some people's privacy should remain sacred. 

Keep scrolling below for this list. When you're done, check out this compilation of adult temper tantrums. 

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  • 01
    r/AskReddit. Posted by u/Hot-Invite-4849 19 hours ago 124 What's the most uncomfortable question you have ever been asked? 10642alh 18 h When are you going to have babies? Reply Share J 479 17 hr. ago You really dont do anything with your acne do you? 254 Reply Share
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  • 02
    r/AskReddit. Posted by u/Hot-Invite-4849 19 hours ago What's the most uncomfortable question you have ever been asked?
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  • 03
    Alternative-Ad-4977. 18 hr. ago "Why do you want your work here?" The only answer my brain would give me was, "I don't want to work here. I am desperate." 1.2k Reply Share
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  • 04
    EMPactivated 18 hr. ago In a job interview, after a set of pretty standard questions, "Why DON'T people like you?" Never gotten anything like that before or since. 782 Reply Share
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  • 05
    MareShoop63 16 hr. ago. edited 13 hr. ago At a nail salon: Do you have kids? Me: No Nail salon lady: Why not? Me: Because my husband was car accident ( truth) Nail salon lady: 373 in a Reply Share
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  • 06
    jdb888 18 hr. ago Why are you qualified for this position ? 258 Reply Share
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  • 07
    Yard-Warm479 - 17 hr. ago You really dont do anything with your acne do you? 254 Reply Share
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  • 08
    NoahtheRed 18 hr. ago We were getting a quote for a bathroom remodel, and the estimator asked us randomly if we believed in God. 222 Reply Share
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  • 09
    varthalon 18 hr. ago . Woman came up to me and put her hand on my stomach and asked when I was due. I'm fat, not pregnant. I'm also a guy. 161 Reply Share
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  • 10
    10642alh 18 hr. ago When are you going to have babies? 124 Reply Share
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  • 11
    Furious_Belch. 18 hr. ago What can we do to help you be better at your job? Apparently telling them to pay me more to wasn't what give a they expected to hear. 101 Reply Share
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  • 12
    MostlyHostly 17 hr. ago "Why are there gaps in your employment history?" Because I'm mentally ill and maintaining a job is difficult during symptoms. 103 Reply Share
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  • 13
    - 18 hr. ago "Where do you want to eat?" - my wife Libs4t
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  • 14
    showmeyourkitteeez. 18 hr. ago Not uncomfortable, but weird. During a job interview, I was asked if I was stranded in the woods and could only have one tool, what tool would I choose? Also, if I was a tree, what tree would I be and why?
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  • 15
    Legitimate-Blood-613. 18 hr. ago Do you take this woman to be your wife? So glad I said yes; even after 47 years.
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  • 16
    o Aggravating-Day3269 - 18 hr. ago "You don't seem to be that interested in dating lately. Why is that?" I was madly in love with her, and I wasn't interested in dating anyone other than her. I didn't know how to respond, and I completely froze, which never happens to me. She is genuinely a nice person and gives a lot of compliments to everybody. I received more compliments from her in two months than my mom has given me in my entire life. She described my personality when she was talking about
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  • 17
    notathrowaway112358 18 hr. ago Why are you so quiet?
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  • 18
    umbzapt 17 hr. ago "What gives you the right to talk to me?" I was sitting at a bar. A girl comes over and stands right next to me to order a drink. I said "Hey, you work at Kroger, right?"
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  • 19
    HAPPY HOL Nunya_biz_nas. 14 hr. ago I'm an identical twin. Someone once asked how I know I'm myself and not my twin.
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  • 20
    Rise-Careful591 - 17 hr. ago can you tell me about yourself?
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  • 21
    Foundation-Ly636 17 hr. ago Where's my hug?
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  • 22
    coybowbabey 18 hr. ago while i was serving a customer at work they asked me if my acne got worse during summer or winter. oh but it was fine because they were a dermatologist
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  • 23
    Accomplished-Dot-786. 17 hr. ago "Why don't you have a boyfriend" I've only ever been asked this at work. By older men. That what makes it uncomfortable.
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askreddit entitled people karma dumb questions entitled stupid questions reddit thread Reddit questions funny entitled people
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