21 Funniest Dating App Fails for Witty Women Who Are Satisfied with Being Single

Author image for Elna McHilderson
Elna McHilderson • Managing Editor
Feb 14, 2026 7:00 PM EST

A love life? No, thank you! How about a comedy routine instead? These dating app fails will make you laugh more than your ex ever did. 

Another Valentine's Day, another year of hearing horror stories from your couple friends. Yeah, that's a hard pass! Dating isn't a walk in the park either, but at least it has the lore. These funny dating app fails will keep you laughing while staying single pringle this romantic holiday, and you're happy about it! 

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  • 01
    insanity is doing the same thing over and over again and expecting different results H Hinge Dating App: Match & Meet Date Single & Make New Friends Hinge, Inc. #3 Lifestyle
    via whatisnydating
  • 02
    Jared Evening milady. Or morning rather. Heh hem. I am speaking to you, thot. hospitalplant i think about this every time i use tinder spacemuffinz this is how my cat lets me know his bowl is empty
    via imgur

  • Anybody who has ever entered the dating world has their own funny story. Even if you have never left the apps. In fact, the apps tend to be where the FUNNIEST dating stories come from. The pick-up lines, the bizarre, distant behavior of strangers, it's all so enthralling. Don't let it get ya down! Sure, every person you've swiped on has been a total train wreck so far, but man oh man, looking back on those DMs is hilarious now. Heck, they were probably even hilarious in the moment. Some of the things people say in dating apps is just absurd! 

  • 03
    therapist: you have to start letting people in me: S, 39 → Memorial University of Newfoundland Lives in St. John's 3 km away I love life (mainly because I haven't experienced dying) and would like to share that with someone who also isn't dead. Well onto a bit about what I like to do, I know we've already covered one thing, like living, but I also like breathing, which helps with the living thing. I also thoroughly enjoy eating and drinking, sometimes even together (I know, dat shi cray) which a
    via tinder_on_da_rock
  • 04
    elissa A random fact I love is sharks can't play the drums Damm that sucks, I also heard sharks can't drive a 2008 Honda Civic 1 0 Send Like
    via wigglie_monkey
  • 05
    Bec YOU MATCHED WITH BEC ON 28/09/2015 No way?! I'm vegan too! Yeah! That's why I swiped right Haha that's amazing! How long have you been vegan for? @jakeshub Start of this conversation
    via bartexplains
  • 06
    YOU MATCHED WITH JESS ON 3/9/20 Country roaaaaaaaads Take me hoooooooommmee I mean, if you insist. That's not the words- Oh my god. Wait. That's the best pick up line I've ever heard
    via homer.explains
  • 07
    Keeping the ivy leaguers humble on tinder cornell you know it? wby Where did u go to school Type a message GIF Not familiar with it JJ + Sent Send
    via collegefessing
  • 08
    Today 10:49 AM Hey Kelly, is the girl on the left by any chance single? Today 11:19 AM this is a pic from her wedding, hope that helps xoxo Sent
    via thewaywemet
  • 09
    < YOU MATCHED WITH ON 2/8/19 Heyy ima keep it real w u chief u look like a really nice person but i accidentally swiped right bc i was tryna get a pop tart crumb off my screen Sent
    via toxicgirlfunnies

  • Valentine's Day can be a lonely holiday for some, but it doesn't have to be all that bad. You could be yelling your head off in a crowded restaurant right now with a partner who won't stop gaslighting you… But instead, you are here, LOLing at dating app fails and thanking the universe that you can focus on you right now. Because, ew. Ick. 

  • 10
    dani @daniellemj Ok tinder is not working Hey Danielle Today 10:27 AM > Hey!! So can I be frank with you Sure I'm not trying to date you or anything, I'm robbing a bank and need an attractive female to distract an overweight guard that runs the night shift. Clothing will be provided. All you need to do is hold his attention for 15 minutes and 49 seconds. Are you in or out Danielle ? Sent
    via taylaybaybay
  • 11
    Dating me is like 9/11, you'll never forget me
    via daveterrusobooks
  • 12
    I'll know it's time to delete Hinge when We've been married for a few years and I'm confident you're going to stick around
    via thebumblebumsofficial
  • 13
    men are sooo unserious Imao Eric 25 3 kilometers away Am I rich? No, but am I emotionally available and will help you accomplish your goals? Also no. 6' btw
    via tinderfeed
  • 14
    this sounds like a lot of fun Lives in Perth 12 kilometres away About me 19* Looking for someone to take to couples therapy and see how long it takes the therapist to notice we don't know each other. My Interests Coffee Travel Dog lover Volunteering Cooking
    via ight
  • 15
    Cassie @c_assie How to lock in a second Hinge date My dog has been waiting by the door since you left Read 7:30 PM
    via thearchbishopofbanterbury
  • 16
    Green flags I look out for I don't. Stay toxic queens!
    via delusionalhingeguys_and_gals

  • Whether you're seriously trying to find love through the dating apps or not, you will for sure encounter many strange conversations. We hope that you follow in the steps of these meme creators and screenshot them to share! You'll never be alone as long as memes are possible. Share your funny lore and let us all laugh with you at the absurdity of these dating apps. It's much better than feeling like this weird person in your dating app DMs is laughing at you. And if they are, they truly need to get a life…

  • 17
    @breeboyce40 When u find ur ex on tinder anddd Brianna, 20 Adrian, 21 ① Southwestern Oklahoma State University U.S. Army
    via bartexplains
  • 18
    Peter YOU MATCHED WITH PETER ON 5/16/21 U sey as fk for a schizophrenic why on earth would you say schizophrenic Oh my bad i dont know what agender means. And i thought because u said they/them that u thought u were more than 1 person My bad i dont understand alll the terminology @PICKUPLINES I just got out of a 6 year relationship im new to this
    via pickuplines
  • 19
    Ella 19 17 miles away I like long walks on the beach with my boyfriend until the LSD wears off and I realize I'm just dragging a stolen mannequin around a Wendy's parking lot
    via dailyhumormemes

  • So happy Valentine's Day and we applaud all you witty women out there creating the dating app lore for us to all laugh at online. We see you and appreciate you, besties! 

  • 20
    So did you set your location to Edinburgh or? cuz im bored nope Why Edinburgh? You know much about Scotland? Today 15:24 You know what this is? nope Me carrying this conversation
    via datingindubaii
  • 21
    Am I doing Tinder right? What's your favourite kind of soup? Ummmm chicken and vegetable.... Today 19:53 A fine choice Why thank you What an odd first question though aha You can tell a lot about somebody by their favourite soup What can you tell about me? You like chicken and vegetable soup
    via memedroid_fun

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Tags

humor entertainment tinder hinge relationships comedy love dating apps laughing funny dating Parenting FAILS
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