Come on, you have to admit it: you’ve been on a date or two that were so atrocious, you wish you never wasted time.
Instead of moping around, how about you tell your funniest date story through the “My biggest date fail” prompt? I assure you you’ll get plenty of engagement.
Follow along as I show you how!
RizzBio Hinge Prompt Generator helps you craft personalized answers for prompts like “My biggest date fail“. Grab attention and get you more matches, Try Now!
What makes a date fail story successful for this Hinge prompt?

I mean… Who’s really going to investigate your date fail story? This prompt serves no purpose other than amusement.
For example, the “Dating me is like” Hinge prompt reflects your quality as a partner, while this one doesn’t, so honesty isn’t essential.
You can exaggerate for storytelling or create an amusing story from scratch if you want to use this prompt.
However, being authentic is always best to avoid contradicting yourself later.
Your story should focus on humor—a hilarious story to make matches laugh. It cannot be arrogant, pitiful, or romantic.
For a “success,” your story needs at least one of these elements:
- An unpredictable turn: an unexpected event during your date.
- An eccentric date: if nothing interesting happened, your date must be a funny person.
If neither criterion is met, consider using a different Hinge prompt to avoid hindering your progress.
Still here? Great! Let’s look at examples of funny fails and how they translate into prompt answers.
►My biggest date fail…
1. I accidentally went on a date with my college professor last year. Had to drop out of her class.
2. My date and I went to this fish restaurant months ago. She ended up in the hospital because she “forgot” she had a fish allergy.
3. My date started crying as soon as he saw me. Apparently, I looked like his best friend who had passed away.
4. This girl and I went out for drinks; I had to leave the moment her phone rang because her ringtone was a man’s moans. Yikes.
5. I was forced to listen to this guy’s SoundCloud beats for 2 hours. Gosh, they were trash…

6. Went out to dinner this summer with a woman and all she would talk about was her MBTI type. Can’t believe I wasted my good spot.
7. When I was 19, I went on a date with my crush at the time. As I was reaching to shake her hand, I tripped and fell, bringing her down with me.
8. A girl I went to brunch with was dressed in 1D merch from head to toe.
9. A guy came to pick me up in his car. He was playing those cringe alpha men podcasts, so I had to tuck and roll.
10. A bird pooped on our picnic table. We both puked and never saw each other again.
11. Got my period as soon as we started to make out. I was on his lap.
12. We went to a haunted house and I gave her the ick because I started screaming louder than her. I had to rant about it.
13. She and I went to karaoke. I got slapped for calling The Weeknd mid.
14. My friends set me up on a blind date with a goth girl—I got too nervous all I could talk about was the weather.
15. Took this girl out on her birthday and the candles from the cake set her wig on fire. It was one of those expensive ones too.
16. My date kept making intense eye contact with me during the whole date. It creeped me out.
17. A guy I liked brought his anime body pillow to our date. Try to guess what I did next.
18. I got a notification he liked my post from 2014…while we were ON our date!
19. I went on a date with a Satanist as a hardcore Christian. God, forgive me, but they were hot.
20. She confessed to me she was wearing a buttpl*g. Not judging anyone, but holy sh!t, what???
21. He told me the only reason he asked me out was because I kinda look like Sabrina Carpenter and he’s obsessed with her. Too weird for me.
22. We were walking through a park and I got mugged. Later in the day, she told me that gave her the ick.
23. We were debating the topic of whether you should be friends with exes or not, and she brought up the fact I got cheated on. I never even told her…
24. I unknowingly went on a date with my cousin’s ex. It wasn’t until he showed me a picture I realized.
25. I had the worst case of diarrhea on a date I went to. We were out for only two hours and I spent one hour in the bathroom.
26. I had my zip down the whole time. We’re talking 3+ hours my fly was open and my date didn’t say anything. She ghosted me, though.
27. I fell down 2 stories while we were having a telescope date. 3 things were broken: my arm, leg, and heart because he never called me back.
28. My date ran over a poor, little squirrel and didn’t even feel sorry. I’m sure he’s a psychopath and you can’t change my mind.
29. The girl I was with ordered raw steak. Not rare, RAW steak. I don’t know about you, but I don’t want any diseases.

30. Her ex saw us and wanted to fight. I had to beat his a$$ despite not wanting to.
31. She spat on a stranger.
32. We went on a dog date and his chihuahua bit me so hard I had to rush to the ER.
33. The guy I liked and went out to dinner with wore a onesie. Yes, a panda onesie.
34. This random kid got lost and went up to me calling me “Daddy?”. My date left me on the spot. Apparently, I looked like the kid’s dad.
35. I met my bully online but didn’t know it was him. We went on a date and as soon as I found out, I got even.
36. We were watching a movie and instead of kissing him, I accidentally kissed the other guy next to me. It was dark, okay?!
37. I accidentally went on a date with a wanted criminal. What a shame, he was very romantic.
38. I had a nip slip while having a pool date. That bastard didn’t even tell me until I looked down.
39. A man I went out with was wearing this very interesting cologne whose scent I couldn’t figure out. I took a BIG whiff to try and guess, but he caught me.
40. A cow literally trampled all over me. My date couldn’t take me seriously after that.
41. I lost my wallet during our date and couldn’t pay for our food. My wallet was stolen…by my date.
42. My BFF planned a double date. We were getting playful under the table, and it turns out I was accidentally rubbing legs with his date.
43. The man I went out with last year kept complimenting other women’s boobs, so yeah.
44. This girl I knew and liked invited me for a home-cooked dinner. She was an aspiring chef, but I got food poisoning and ended up crushing her dreams.
45. I got a nosebleed from being hit in the face by a ball that came flying outta nowhere!
46. She told me to hold her bag while she used the restroom and I dropped her phone by mistake. It was the new iPhone 16 and it broke.
47. The waiter told us to have a good meal, and by instinct I said “You too!”. My date just got up and left.
48. We went to a fortune teller for fun and she told my date I’ve lost a lot of money gambling. I’ve never even gone inside a casino in my life.
49. We kissed and opened our eyes at the same time. It felt like I was looking through a fish lens filter.
50. My barber gave me a buzz cut 1 hour prior to my date. The girl I was seeing was vocal about hating short hair on men.
51. I was catcalled by some construction workers while on a date with my crush. I am a straight man.
52. I wanted to make sure we were on the same page about monogamy. Little did I know my date was polyamorous.
53. Went out with a racist without knowing they’re racist. I’m a person of color, so I’m perplexed as to how this happened.
54. My date lit up a cigarette even though he knew I had asthma and had the nerve to ask me why I wasn’t interested.
55. I left my glasses at home on my date and hugged the wrong person.
56. I passed gas while laughing. I’m sorry but my date’s joke was too funny.
57. I took this girl to this fancy restaurant and she wouldn’t stop talking about how privileged I am.
58. My date wore a fedora.
59. She lied about not being married and her husband found saw us…WHILE HE WAS OUT WITH HIS MISTRESS.

60. She wanted to go skydiving and I accepted. I passed out because I have a fear of heights.
61. This condescending Cornell graduate kept using big words. Dude, we all know what “befuddled” means.
62. She told me I was just her type because she’s into men who kind of look like aliens.
63. Her zipper pinched her boob while we were getting down and dirty. I was guilty.
64. Accidentally stepped on her necklace that was a gift from her dead grandma.
65. She brought 5 other friends and the bill totaled $800. They expected me to pay so I excused myself to the bathroom and zoomed outta there.
66. I brought her flowers, which triggered her allergies as she sneezed in my face. I’m a germophobe, so it was a disaster.
67. His brother joined us and started to talk about how my date (his little bro) would sh!t his pants as a kid.
68. Her twin sister showed up instead of her to “test the waters”. I didn’t realize until 2 hours in.
69. I traveled to Canada and met with this guy. I slipped on ice, fractured my neck, and went viral on Canadian TikTok.
70. We had gone camping one time when a bear attacked us. He used me as a meatshield.
71. I had a wardrobe malfunction, and by that I mean I bent over to pick something up and my jeans ripped in half.
72. She hated coconuts, and I unknowingly wore coconut cologne. She started vomiting as soon as I sat down.
73. My date asked me to help him with his college homework since I taught the subject he had the assignment in.
74. I sneaked a peek at his phone gallery and found hundreds of pictures of myself. It was our first time meeting.
75. My date asked me to marry him after 30 minutes of our date had passed.
76. He kept calling me another girl’s name: “Elsa”. I had a sneaking suspicion it wasn’t Disney’s Elsa, and I was right.
77. I went on a date with an aspiring TikTok-er who recorded every second of it.
78. The whole time he was playing Pokémon Go.
79. She got up and left the moment she found out I was an Aries.
80. All she would talk about is Love Island. We just didn’t get along well.
81. My date brought her 6 cats along, which I wouldn’t have minded had I not been allergic to them!
82. She talked in a baby voice.
83. He would not stop calling me “bro”. Is it just me, or is that like, really weird?

84. The man I went to brunch with used a gallon of gel on his hair. I kid you not, it felt like glass.
85. He brought his ukulele with him to our date and kept serenading me the entire time. People, myself included, grew annoyed by it.
86. He was incapable of forming independent thoughts. Me: “What’s your favorite food?”; him: “IDK, what’s yours?”
87. He wore a snapback, dress tee, and vaped the entire time. The epitome of a frat douche.
– Why you should cherry-pick your date stories…

You go on ONE bad date and suddenly all hell breaks lose because both people are blaming each other when the real culprit is incompatibility.
With that in mind, you must cherrypick which date fail story to tell, following the guide below:
1. Avoid sounding douchey.
It’s easy to point fingers, but it’s not always the other person’s fault, hence you have to pick a story that doesn’t make you look like a douche.
Take the following example into consideration: “I was slapped by my date because she saw me get off another date with another girl prior to ours. Oopsie!”
Not exactly the kind of person you’d want to swipe right on; make sure your answer is funny and clumsy.
2. No throwing pity parties.
Avoid sad stories where YOU got treated unfairly, such as getting stood up because pity is not what you want a potential match to feel for you.
Opt for the unexpected—a hilarious event you are able to look back at and laugh instead of feeling sorry.
3. No romantic elements.
Never tell a story with romantic elements in it if you are fishing on Hinge as you’re ruining your image of the perfect bachelor.
Users will take you for someone arrogant who is unable to move on from past ex-partners. Besides, it’s too early to try and make someone jealous!
🍒
Or…how about you allow RizzBio, the best prompt-answering service in the market, to cherry-pick your replies for you?
They’re special, creative, and with the right amount of humor for your matches to chuckle but not cringe.
And trust me: a happy match is your key to romantic success.
Here’s to a magical December!
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