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49 Dating Texts So Cringey, You Might Question What Was Going On In The Sender's Head
Funny,FailsSEP 20, 2026

49 Dating Texts So Cringey, You Might Question What Was Going On In The Sender's Head

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Sometimes, online dating almost feels like indulging in the lottery because you never know what you are going to get. Lucky ones might end up with their “happily ever after,” while others might swipe right on people who aren’t even a little embarrassed to show how cringey they really are.
Believe it or not, there are many people whose texts can instantly give you the ick rather than brew romantic feelings. Even if you block them in a jiffy, reading their texts is still a wild ride. The Instagram page Never Stop Swiping has a hilarious collection of these dating messages, so we compiled the best ones for you below!

#41

Funny dating text saying jet fuel cant melt steel beams
4points

#42

Cringey dating profile seeking a hostile woman and mentioning soul crushing descent
4points

#43

Cringey dating text showing a profile sending Mexican cuisine previews instead of explicit pics
4points

#44

Cringey dating text about typing Godfather lines and carpel tunnel joke
3points

#45

Cringey dating text screenshots of slam poetry and awkward messages on dating app
3points

#46

Awkward dating chat referencing crazy sister and commitment issues
3points

#47

Group photo of 8 roommates on dating profile with descriptions and numbers
3points

#48

Hilarious dating profile claiming to twist neck 360 degrees and craft bird houses
3points

#49

Dating text screenshot about dinner with a reply asking about employment benefits
2points
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