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The greatest minds of our time blessed us with the wonderful technology of texting, making communication faster, easier, and more convenient than ever. What they couldn’t bless us with, however, is the ability to think before we speak—or, in this case, type. And judging by certain people’s messages, that’s a skill we could all use a little more of.

The Instagram page Down Bad Comments collects some of the funniest and most awkward text exchanges out there. We’ve rounded up their best finds below. Scroll down to check them out and prepare for a healthy dose of secondhand embarrassment.

This post may include affiliate links.

#1

Awkward text screenshots showing a dark humor message about preparing boiling water for a water fight.

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    #2

    Awkward text screenshots of a message thread where someone asks if they are single before rejecting them

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    6points
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    #3

    Funny text screenshot showing a spelling mistake trying to say Renaissance era as rain and sauce

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    6points
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    #4

    Awkward text screenshots revealing someone paid rent for an apartment their partner owned

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    5points
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    randykilgore avatar
    Ghostchaplain16
    Ghostchaplain16
    Community Member
    Premium     1 hour ago

    Red flag much?

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    #5

    Text screenshots showing an awkward exchange where someone critiqued an audio file.

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    5points
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    #6

    Awkward text screenshots of a confusing conversation asking about showering.

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    5points
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    #7

    Awkward text screenshot showing a conversation about stabbing an ex boyfriend

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    5points
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    #8

    Awkward text screenshots of a crush confession leading to an overly eager response about hugging at school.

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    5points
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    #9

    Awkward text screenshots of a message conversation where someone complains about feeling like they are with a teenager

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    5points
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    #10

    Awkward text screenshots featuring a funny response to an offer to go out tonight

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    5points
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    #11

    Awkward text screenshots of a witty rejection text message saying better luck tomorrow

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    5points
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    #12

    Awkward text screenshots from a dating app where a user asks to have their heart broken.

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    5points
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    #13

    Awkward text screenshot of someone flirting while ignoring their existing girlfriend

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    5points
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    #14

    Awkward text screenshot about someone starting an argument in an empty room

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    5points
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    #15

    Awkward text screenshot showing an overly demanding list of social media passwords and requests

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    5points
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    #16

    Awkward text screenshots of a conversation where someone casually admits to spreading rumors out of boredom

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    #17

    Text screenshots showing an awkward interaction about sleeping four hours and functioning on pure hate

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    5points
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    #18

    Awkward text screenshots of a messaging conversation asking personal questions with overlay text about loneliness

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    5points
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    #19

    Awkward text screenshot showing a conversation where someone replies meow to being called a dog.

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    5points
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    #20

    Awkward text screenshot showing someone saying all a man do is lie just one minute after 9 PM.

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    5points
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    #21

    Awkward text screenshots featuring a funny chat exchange about crying in the manliest way possible.

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    5points
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    #22

    Awkward text screenshots of a short conversation about working overtime

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    4points
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    #23

    Awkward text screenshots featuring a funny online conversation thread about grass licking feet.

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    4points
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    #24

    Awkward text screenshot of an inappropriate message sent to someone recovering in a hospital.

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    4points
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    #25

    Awkward text screenshot showing a conversation about eating and punctuation gone wrong.

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    4points
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    #26

    Awkward text screenshots of a user realizing a video features their girlfriend

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    4points
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    #27

    Text screenshots showing an awkward invitation to a two man setup.

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    4points
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    #28

    An awkward text screenshot from a food delivery driver making an uncomfortable comment.

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    4points
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    #29

    Awkward text screenshots featuring a message wishing a happy four day anniversary.

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    4points
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    #30

    Awkward text screenshots of a dating chat where someone looking for love is texting from the hospital.

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    4points
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    #31

    Awkward text screenshots of a bizarre flirtation exchange mentioning an IUD and driving.

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    4points
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    #32

    Humorous text screenshots featuring social media posts about mosquitoes biting under socks.

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    4points
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    #33

    Text screenshots showing a suspicious Bluetooth device list as an awkward relationship discovery.

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    4points
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    #34

    Awkward text screenshots from a chat app with an embarrassing pickup line

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    4points
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    #35

    Awkward text screenshot about believing someone is busy for ten hours

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    4points
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    #36

    Awkward text screenshot showing a rejected invitation in vanish mode

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    4points
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    #37

    Awkward text screenshot showing a bizarre justification for cheating

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    4points
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    #38

    A text screenshots exchange showing someone promising not to forget a charger and immediately forgetting it.

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    4points
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    #39

    An awkward text screenshots conversation where a date invitation turns into a keyboard joke with crying emojis.

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    4points
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    #40

    Inappropriate text screenshots where asking someone why they are single takes a bizarre and rude turn.

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    4points
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    #41

    Awkward text screenshots showing a blunt break up response to a request for relationship advice

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    4points
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    #42

    Awkward text screenshots displaying a fast-moving conversation about moving to the talking stage

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    4points
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    #43

    Awkward text screenshots where someone confesses love after talking for only 24 minutes.

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    4points
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    #44

    Awkward text screenshots of a message wishing Happy National Bf Day getting rejected.

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    4points
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    #45

    Awkward text screenshot showing a conversation about asking too many questions before being picked up

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    4points
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    #46

    Awkward text screenshot showing a user placing a heart reaction on a sad message

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    4points
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    #47

    Awkward text screenshot showing someone faking a tragedy to get free artwork

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    4points
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    #48

    Awkward text screenshot of a confrontation message accusing someone of going through their phone after sleeping.

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    4points
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    #49

    Funny text screenshots showing a low-res Grand Theft Auto character sent instead of a personal picture.

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    4points
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    #50

    Awkward text screenshot of a casual conversation where someone casually reveals they are going to jail for 8 years.

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    4points
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    #51

    Text screenshot of an awkward messaging exchange where a person offers health insurance to get a response.

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    4points
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    christyleigh1 avatar
    BlitheSpirit
    BlitheSpirit
    Community Member
    1 hour ago

    Arguably a tempting proposition…

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    #52

    Awkward text screenshot showing a loyalty test where a girlfriend asks someone to message her partner

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    4points
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    #53

    Awkward text screenshot showing a breakup conversation after two years of dating

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    4points
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    #54

    Awkward text screenshot with a friend asking to hide out during a date

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    4points
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    #55

    Awkward text screenshot of someone breaking up because their partner is too good

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    4points
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    #56

    Awkward text screenshots showing a DM compliment followed by a story reply realizing the person has a partner

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    4points
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    #57

    Awkward text screenshots featuring a late night message exchange asking about wake up time and sending a greeting

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    4points
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    #58

    Awkward text screenshot where someone says bye and then texts hey less than two hours later.

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    4points
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    #59

    Awkward text screenshot where a mother asks if a character standing like her child is autistic.

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    4points
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    #60

    Awkward text screenshots showing a failed flirting attempt and a quick apology.

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    4points
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    #61

    Awkward text screenshots showing messages about missing someone before and after meds wore off.

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    4points
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    #62

    Awkward text screenshots showing a chat message about liking the same crush with a crying doll image.

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    4points
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    #63

    Awkward text screenshots displaying a funny typo confusing Aquarius with aquarium.

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    4points
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    #64

    Awkward text screenshot showing a photo sent back with switched positions after asking who is on the left.

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    3points
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    #65

    Text screenshots showing an awkward relationship conversation about staying the night at someone else's place.

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    3points
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    #66

    Awkward text screenshots of a dramatic conversation asking to borrow a dollar

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    3points
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    #67

    Awkward text screenshots of a conversation about being blind or deaf with a sarcastic response

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    3points
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    #68

    Awkward text screenshots showing a harsh comeback to a message asking to show me a band

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    3points
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    #69

    Awkward text screenshot showing repeated hey messages and an angry response

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    3points
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    #70

    Awkward text screenshots of an ignored story reply leading to a dramatic follow-up message

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    3points
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    #71

    Relatable text screenshots showing a person trying to give space but failing after a few hours.

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    3points
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    #72

    Awkward text screenshots showing a chat thread with contact saved as Settings icon

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    3points
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    #73

    Funny text screenshots showing someone mistaking Us in a relationship text for United States.

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    3points
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    #74

    Awkward text screenshot of a person being insulted after confirming they are single

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    3points
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    #75

    Awkward text screenshot showing a question about sending pictures followed by two extremely long voice notes.

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    3points
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    #76

    Awkward text screenshot of someone listing affectionate traits on a pink heart background and receiving a rude reply.

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    3points
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    #77

    Funny text screenshot featuring a message asking why someone texts once a day like a vitamin

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    3points
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    #78

    Awkward text screenshot catching someone lying about their location after asking what they were doing

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    3points
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    #79

    Awkward text screenshot with a blunt response to leaving when times get rough

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    3points
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    #80

    Awkward text screenshot showing typing bubbles after claiming to have nothing to say.

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    3points
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    #81

    Awkward text screenshot of a threatening message after being unfollowed from an unknown sender.

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    2points
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    #82

    Awkward text screenshot showing an Instagram birthday notification from someone who no longer talks.

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    2points
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