#datingfail
August 23, 2026 at 5:55 AM
April 28, 2025 at 7:12 PM
👉 I dated a firefighter once. It didn’t go well…
#bigotry #racism #datingfail
Firefighter fantasy
YouTube video by danasinspired
youtu.be
February 21, 2026 at 6:36 PM
Dieser Drang, einfach "Herzlichen Glückwunsch" zu schreiben und das Match zu lösen...

Warum verballert man nen Superlike, wenn man dann einfach NICHTS zu sagen hat?

#DatingFail
November 3, 2024 at 7:24 PM
November 18, 2024 at 11:52 PM
Virgilio thought it was a good idea to date three women at the same time.

It didn’t occur to him that they could crumple him like a soda can.

#virgiliochronicles #BookSky #IndieAuthorSky #datingfail
Supernatural Dating (Virgilio Chronicles)
Supernatural Dating (Virgilio Chronicles) [Rhetters, Alex] on Amazon.com. *FREE* shipping on qualifying offers. Supernatural Dating (Virgilio Chronicles)
www.amazon.com
September 18, 2026 at 2:10 AM
“MAGA men in D.C. are struggling to find dates in the conservative scene, lamenting that women aren’t as attracted to them as they hoped: ‘Not as masculine as I expected.’ Politics isn’t the only thing in crisis… 😬 #DatingFail #DCPolitics #MAGA www.rawstory.com/maga-2674239...
MAGA men come up lacking on DC's conservative dating scene: 'Not as masculine as I hoped'
MAGA followers are reportedly struggling to find suitable matches in Washington, D.C., complaining that the conservative dating scene is not what they expected.The challenge is tough for conservatives...
www.rawstory.com
October 30, 2025 at 2:55 AM
Frog Prince has never had much luck with relationships. 🫤

Read new comics on Comics Kingdom: comicskingdom.com/suburban-fairy-tales

#piggy #sketchbook #comicartist #draw #comicbook #illustrator #webcomicartist #sad #cheerup #relationships #datingfail #dating
January 27, 2025 at 5:31 PM
www.SugarDaddyMeet.com?tid=af100049...
Looking for a mature woman
December 13, 2024 at 3:39 PM
Also they’re ugly and can’t sing. 😝

Makeup: alchemist_beauty (IG)
Hair color: _dlo1 (IG)

#musicianproblems #musicianmemes #datingfail #gothgirl #altgirl
August 14, 2026 at 6:15 PM
For example, I texted a man I was supposed to have coffee with today that I’m just not feeling the enm thing right now but good luck & he gave me a lecture on nonattachment & told me to take Buddhism off my profile. So turns out enm was not the only best reason not to go out with him. #DatingFail
September 17, 2023 at 8:59 PM
I flew to Atlanta for a guy. He ghosted. I ended up in a horror movie apartment and at a reggae show till 2 AM. #DatingFail
June 18, 2025 at 7:03 PM
LE GUIDE ABSURDE des approches romantiques RATÉES 😂
Tu veux savoir comment GARANTIR ton célibat à vie ?
Ce guide vintage des années 80 te montre EXACTEMENT quoi ne pas faire !

#HumourQuebecois #sora #DatingFail #Vintage80s #Sketch
March 21, 2026 at 2:02 PM
Has anyone ever actually done this while you were on a date with them? 😬

Get early access to my newest comics on Comics Kingdom! comicskingdom.com/suburban-fairy-tales

#illustration #fun #pigs #webtoon #cute #myart #datingapp #datingfail #baddate #firstdate
September 24, 2025 at 4:46 PM
A new dating low: last night I matched with someone whom turned out to be into beastiality.

I realize that I am the opposite of a “catch,” but this is too much.

However, this is dating in Oklahoma. This is a reason why I say I should give up.

#DatingFail
#DatingInOklahoma
#GetMeOutOfHere
March 19, 2025 at 2:10 PM
December 15, 2024 at 7:34 AM
Y’all I truly am done with these dating apps. IDK what’s happening out here.

I have started & stopped these apps multiple times. Either someone will introduce me to a partner or I’ll accept it’s not meant to be. Hinge is unhinged! #DatingFail #DatingProbs #UnHinged
July 7, 2023 at 8:17 PM
Um, I don’t want anyone “all the way in” my gut…. and this is Civ dating/flirting 😭😩🫠🫠🫠 #datingfail
September 9, 2026 at 7:37 AM
@itskaileyanna's date got canceled cuz she's an influencer? They cited "lifestyle concerns" and "social media appearance." Wild. #InfluencerDrama #DatingFail https://genzhype.com/drama/influencer-s-date-canceled-over-online-presence-sparks-debate/
September 2, 2026 at 12:59 AM
Down to Earth

An encounter that’s certainly… grounded. 😂🌱📏😳

#DatingFail #SmallTalk #Humor #Awkward
August 27, 2026 at 12:00 PM