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20 Hilarious Dating Posts To Validate Why So Many People Are Choosing Single Life Instead

Editor's Note: While we can't endorse what X has become, we can bring you the worthwhile moments that still exist there, curated and free of the surrounding chaos.

I've been writing about dating quite a bit, and the only thing I've learned is it's absolutely wild out there.

A person smiles while talking to another. Subtitle reads, "We wouldn't really use the term 'dating'."

In honor of everyone still looking for love in 2025, here are 20 hilarious dating stories:

1.Are these the kinds of differences we're supposed to embrace or run from? IDK.

Text exchange: Person 1 mentions interests in bondage, knife play, blood, and slapping. Person 2 replies with a liking for salsa music
u/nico_boheme / Via reddit.com

2.(Are you sure?)

Text message at 5:55 PM reads: "You look like you have a big head (compliment)."

3.What's your point? LOL.

Tweet saying: “‘I hate men’ girl, you’re dating one.”

4.This response was so toxic I had to wear a hazmat suit to get through it.

Screenshot of a conversation discussing age, relationship goals, and a dismissive response to a dating app interaction

5.That's what they mean by 'sharing is caring,' right?

Tweet by @hopes_revenge: "Dating someone is great because often you can transfer your depression to them."

6.In sleep we trust.

Tweet by Maama Kampala: "I have tasted dating and applying for jobs. I highly recommend sleeping." Includes smiley, zzz, and bed emojis

7.Well, when you put it like that ...

Tweet by Marie: If you met a man on a dating app who was single, how does it feel being the one who replied to his many DMs? ?

8.Soooo, what are we supposed to match based on?? Your vibes and punctuation?

Online dating profile summary: Seeking long-term relationship, open to short-term. Profile pictures aren't real; matched users with shared interests can request photos

9.Being mildly witty will take you far in 2025, I fear.

A conversation about sending a phone number, ending with "It's [blank]."
Reddit: u/godspeed554 / Via reddit.com

10.I've read this seven times and still can't figure out how he wants us to feel about this??

Text conversation about parenting; one person mentions having seven kids with six partners and jokes about their honesty

11.I regret to inform you that I laughed at this. LOL.

Text conversation on a dating app is shown with a humorous message inviting someone to eat broccoli and beef

12.Remember what I said about being mildly witty? Exhibit B.

A dating app conversation with a witty pickup line about garbage management, followed by a positive response praising the line

13.SO TAKE A STEP BACK! IT BURNS. LOL.

Tweet reads: "Dating me is like frying plantain."

14.I mean, two points for honesty, I guess. LOL.

Profile text about seeking someone to buy an iPad, mentions being sweet, talkative, loves animals and traveling, identifies as mixed race

15.Thou shalt not claim a man in public before having your investigator friend do a background check.

Tweet by Rita: "If you can't kiss in public or hold hands freely, that means you are not sure who you are dating or marrying ooooo."

16.How many red flags can one person wave at a time?

A text conversation with a humorous exchange about alarm clocks and personal boundaries
Reddit: u/thescrambler7 / Via reddit.com

17.Legend has it he's still scrolling on Tinder, wondering why he has no matches.

Dating profile screenshot with a man in a casual summer outfit. Text on profile states: "No Black Women, No Fat Women, No Broke Women, No Ugly Women, I Believe That's The Problem ✌️."
Reddit: u/theoliveness

18.Louder for the people in the back, please!!

Tweet by Melissa: "Dating in your 40s is a lot like interviewing for a job that you don't want."

19.Unfortunately, I've seen enough evidence to support this theory.

Tweet by Jeremy: "Investing in crypto is like dating. If it's too good to be true, you're about to get hurt." Crying-laughing emoji

20.And finally: Is that too much to ask??

Tweet mentioning Teyana Taylor addressing issues with her ex-husband, Iman Shumpert, and currently dating actor Aaron Pierre

Now that we're here, how's your dating life going? Tell us some funny stories in the comments.