The lack of face-to-face contact when texting can lower some folks' inhibitions (and, presumably, IQ) to such an extent that now everyone has probably had at least one encounter with someone who decided to message something that really should have been a draft.
So we’ve collected some of the weirdest, most awkward and embarrassing texts people have received and decided to share. Be warned, a very major dose of cringe incoming. If you think you are up to it, get comfortable as you scroll through, upvote your favorites and be sure to share your own examples in the comments below.
#21 A Creepy Text I Received From A Coworker. For More Context, I Had Purple Hair. He’s Also Got A Girlfriend! Immediately Dyed My Hair The Day After I Got This

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24points
#22 I Went On An Awkward Tinder Date With This Guy About Two Years Ago. I Had Been So Relieved After He Finally Seemed To Stop Texting Me A Year Ago. He's Back

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24points
#23 Currently Sitting Alone At Home. I Was Really Excited When I Got The First Text

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24points
#24 Why Did I Even Bother Texting My Housemate About His Bottle In My Freezer Section? What Do I Even Say To Him Now?

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24points
#25 These Were Taken Over The Course Of 3 Years. I Blocked Him. He’s Made About 6 New Instagram Accounts And Texted Me From Dozens Of Different Numbers

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22points
#26 Facebook Messages From A Coworker I Had At My First Job When I Was 18. Continued To Text Me After I Didn’t Respond Until I Blocked Him

He’s in his 40s and married.
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22points
#27 He Thinks He's Still At The Bar And Has To Say Things Twice And Louder For People To Hear Him

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22points
#29 My Friend Met This Guy At A Bar. He Asked For Her Number Before She Left. She Said He Made Multiple Attempts From Different Numbers And Accounts

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20points
#32 My Niece Is A Dog Walker, And She Had To Send This Message To Her Client Today

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20points
#33 Got Stood Up On My First “First Date” Since Breaking Up With My Ex. On Valentine’s Day. He Asked Me Out On This Date

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20points
#34 This Guy Found Me On His Wife’s “Suggested Friends” On Facebook, Then Googled Me And Used My Business Number To Text Me. Gross

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19points
#36 A Guy Called Me This Morning Asking When I Wanted To Hook Up. I Told Him He Had The Wrong Number. I Got This Text Right After

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18points
#38 Blue Is My Mother. Her Husband, My Father, Died 8 Months Ago. Our New Neighbor (Grey Colored Text) Keeps Pushing A Romantic Relationship With Her

The “I don’t think he’s all that against me” is referring to my dead father, whom he never even met.
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17points
#39 Why Am I So Awkward?

For some context, I met this girl on TikTok. She’s an artist with a solid following, and honestly, her work is incredible. Somehow, I ended up in her DMs, and we started chatting. From the little we’ve talked, she comes across as incredibly smart and genuinely kind, just one of those rare people with a heart of gold.
Now, I usually have no problem talking to people. I’m not the shy type, and starting conversations has never really been an issue for me. But for some reason, with her, I just end up feeling like some half-baked fanboy living in his mama’s basement. To make things worse, she mentioned she was tired, and there I was, still trying to keep the conversation going like a fool who didn’t get the hint.
Now, I usually have no problem talking to people. I’m not the shy type, and starting conversations has never really been an issue for me. But for some reason, with her, I just end up feeling like some half-baked fanboy living in his mama’s basement. To make things worse, she mentioned she was tired, and there I was, still trying to keep the conversation going like a fool who didn’t get the hint.
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16points









