25 examples of dating in the 21st century that are equal parts awkward, cringey, cute and funny

Editor's note: This article was originally published on March 23, 2023. It has since been updated.

Ladies and gentlemen, are you ready to laugh and cringe your way through the modern-day dating scene? Look no further than the "Overheard Dating" Instagram page, where the most hilarious and cringe-worthy examples of dating in the 21st century are shared for your amusement. Now, prepare to witness the awkwardness of modern flirting, the horrors of ghosting and the perils of online dating profiles. This page has it all, from the cringe-worthy pickup lines to the bizarre first-date conversations.

Think you have heard it all? Think again. Have you ever had someone ask you if you're an angel sent from heaven to bless your dating life? Or maybe you've been on a date where your potential suitor talked non-stop about their collection of garden gnomes. Well, strap in and get ready to hear these tales and more. And let's not forget the wonders of online dating. From misleading profile pictures to creative bios, the internet has truly revolutionized the dating game. Who knew that swiping left or right on a phone screen could lead to so many hilarious and cringe-worthy moments?

But fear not, dear readers, for the "Overheard Dating" page is not here to shame or judge. Instead, it's a celebration of the absurdity of modern dating and the ability to find humor in even the most awkward of situations. So whether you're happily coupled up or navigating the wild world of dating, there's something for everyone on this page. So sit back, relax, and prepare to laugh until you cry (or cringe until you can't look away) at the 25 funniest and cringe-worthy examples of modern-day dating:

1. Can I interest you in a gouda conversation?

2. Setting boundaries like a pro

3. What's the year?

4. Transparency level 100

5. Which one are you?

6. A modern love story

7. What even is dating anymore?

8. Right there

9. Ouch

10. Blame Mr. Mittens

11. True story

12. Send help

13. Immediately yes

14. That's a good one

15. A bit of both

16. They're relentless

17. Boo

18. At least they're self aware

19. Answer the question please

20. On very different pages

21. Soulmates

22. Two peas of a pod

23. Umm...

24. Yummy

25. Perfect