Conversation about going on a date and biological processes, with humorous responses.

75 Cringey Texts From Men Who Had Far More Confidence Than Game

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I’ve been out of the dating game for over a decade, but I did meet my wife on Bumble, so I’m assuming I knew how to send messages that weren’t completely repulsive. I’m not saying I had game, but judging by these screenshots, the bar was apparently resting comfortably on the floor.

My single friends have told me about the cringey messages men send them. It’s not that I didn’t believe them, but seeing the actual conversations really backs up their claims. The confidence some of these guys have while saying the weirdest possible thing is almost impressive.

I’m sure there are still plenty of normal, polite guys out there. Unfortunately, none of them appear to be included in these screenshots.

1.

Text conversation about wireless during finals week and a shower apology.
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2.

Text conversation about farting and burping, with humorous reply about biological process.
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3.

Text conversation about supporting programs to help LGBT+ homeless youth.
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4.

Text conversation with messages about calling and college student.
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5.

Text conversation about a man asking a woman out, she declines, and he makes a joke.
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6.

Text conversation with Ron: 'Let's skip the intro. Sit on my face' and reply: 'You're weak, and your.
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7.

Text conversation where Jordan says he swiped right by mistake, and the other person comments on the.
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8.

Text from a man describing a dramatic, exaggerated reaction with sound effects.
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9.

Text conversation about race and flirting, with humorous comments.
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10.

Text conversation about guys, size, and looking at someone's private parts.
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11.

Text conversation with cringey messages from a man about Tiddies and taking a bath.
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12.

Text messages from a man expressing affection and asking questions.
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13.

Text conversation about being a straight white dude and disappointment.
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14.

Text conversation about dinner promises and a flirtatious message.
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15.

Text conversation about work and charges, with humorous tone.
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16.

Text conversation about learning from minors and personal questions.
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17.

Screenshots of humorous text messages with misspellings and funny comments.
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18.

Text conversation about licking toes and admiration, with a humorous reply.
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19.

Text conversation about marriage and sexuality, with a woman revealing she's a lesbian.
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20.

Wake up text help: Reddit message about sending a wake-up text to a woman.
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21.

Screenshot of a text conversation with inappropriate comments about breasts.
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22.

Text conversation about politics and pandemic, with humorous typo.
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23.

Text conversation about smoking, social distancing, and medical opinions.
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24.

Text message says I bet I could make out and eat a taco at the same time ;) with a woman replying No.
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25.

Screenshot of a text conversation about calling and age differences.
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26.

Text conversation about skiing and curiosity about kinkiness.
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27.

Text conversation where man asks if she's slapping, she responds with 'Are you Slapping', he replies.
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28.

Text conversation about a sore throat and dancing, with humorous comments.
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29.

Text message conversation about hacking into iCloud, with dates and times.
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30.

Text conversation where a man asks 'Booty?' and 'Conversation?' in a messaging app.
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31.

Screenshot of a chat discussing women's orgasms, mansplaining, and body rights.
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32.

Text conversation about a piercing, with messages about feeling better and a chaste piercing.
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33.

Text message conversation about watching The Office and falling in love.
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34.

Text conversation with flirty messages, including 'Come in my bed'.
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35.

Text message reading 'Wanna go halfsies on a b***ed child?'.
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36.

Text conversation about night plans and a humorous message about gaming and women.
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37.

Text conversation about being half Latino and half European, with humorous comments.
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38.

Text conversation about food and people, with some words blurred.
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39.

Message from John offering to send money in exchange for pictures.
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40.

Screenshot of a text conversation with cringey messages from a man.
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41.

Text conversation about roommates, with a photo of children making funny faces.
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42.

Text conversation about bed and music, with emojis and humorous rejection.
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43.

Text conversation about LA opening hours and pumping, with a humorous comment.
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44.

Text conversation showing a message about goofy eyebrows.
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45.

Conversation about a DeWalt Grinder, asking if it's available and if the seller is single.
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46.

Text conversation about hookup intentions and misunderstandings.
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47.

Text message conversation with offensive language and fish emoji.
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48.

Text conversation with flirtatious messages and responses about seeing each other.
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49.

Text conversation about hanging out, with awkward and cringey messages.
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50.

Text conversation about a girl calling someone McDonald's lettuce.
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51.

Screenshot of a Tinder conversation about reasons for using the app.
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52.

Text conversation about dinner, mileage, and tiredness, with humorous comments.
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53.

Text conversation about teaching English in Sri Lanka and Thailand after the 2005 tsunami.
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54.

Text conversation about a funky hat and a song, with emojis and GIF.
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55.

Screenshot of a text conversation about sexuality and reactions.
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56.

Text conversation showing a message about a night worth 18 years of child support and a reply saying.
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57.

Notification screenshots from Telegram and WhatsApp with incomplete messages.
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58.

Text message saying: Lucky for you I did a good chunk of my formative years growing up in a swamp.
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59.

Text conversation about Romeo and Juliet with redacted words.
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60.

Text conversation about horses and litres from a dating app.
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61.

Text conversation about dropping puppies off a bridge, with a red cartoon face icon.
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62.

Text message asking if the recipient has seen the sender's click yet.
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63.

Text conversation with repeated 'Am I not your type?' messages and expressions of interest.
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64.

Screenshot of a chat conversation with messages: 'I love your hair', 'Thanks!', 'Can I eat you out'.
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65.

Stuart Do u have a v...x.
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66.

Text conversation with a man expressing admiration and interest in marriage.
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67.

Man with sunglasses and surprised expression, wearing a black and orange shirt.
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68.

Text message conversation about fantasy and teaching, with emojis and questions.
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69.

Text message from Luke: 'You have you clit pierced? X' with a 'No' reply.
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70.

Text conversation about irrational fear of getting robbed by a garage door.
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71.

Text conversation showing 'Yikes', 'You look like a bad time', 'I'm into it'.
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72.

Screenshot of a text conversation with cringey messages from a man.
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73.

Text conversation about Minecraft bed and wearing thighs like ear muffs.
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74.

Text conversation about a drowning incident and a request for a picture, with a frozen message.
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75.

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