dating fails

38-year-old 5'4 single dude complains about seeing women in their 30s and 40s on dating apps who want to settle down and have kids: 'It's painfully hilarious. And quite sad.'

Emmy Pratt

Woman shuts down pushy gym regular after he repeatedly interrupts her workouts, making it clear she’s there for sport, not for social interaction: ‘Someone’s need for connection doesn’t override my need to have a good workout’

Etai Eshet

Girlfriend brings her 4-year-old son over to her boyfriend of 4 months' apartment every night, makes boyfriend sleep on the couch for a month straight: 'He’s been here every night for 2 weeks now'

Emmy Pratt

Brother’s ex-girlfriend, Lisa, crashes family dinner uninvited, disrupting the evening and forcing the host to intervene and send her home: ‘She’d heard about the dinner from my cousin and decided to "drop by"’

Etai Eshet

23-year-old breaks up with partner after they mock their feelings at a cousin’s wedding, deciding they deserve better than sarcasm and dismissal: ‘He smirked like it was nothing… I told him I was done. I packed my stuff, called a friend, and left.

Etai Eshet

“She started to sob when I said I know what you did last summer”: 4-year-strong long-distance girlfriend Victoria bursts into tears when her college boyfriend reveals he saw her secret summer photos with another boy

Etai Eshet

'I’m a private person and feel like my personal space was violated': Relationship on the rocks after girlfriend snoops through her man's phone, finds nothing, then demands he apologize for making her feel guilty

Emma Saven

26-year-old independent woman refuses to date 39-year-old delivery driver who still lives with his parents, throws an emotional temper tantrum when she breaks up with him: 'He talks all the time about improving his life but takes no action'

Emmy Pratt

22-year-old dumps her 27-year-old boyfriend after funding his expensive Miami boys’ trip: ‘He’s tossing cash, flashing MY money like he’s Drake. He didn’t even mention me in any of it. No “thanks,” no check-in text’

Etai Eshet

‘I won $211,000 back’: Girlfriend drains man’s bank account, sells his $115K Cadillac, swipes belongings, and takes off to LA with another guy, forcing him to sue and win a massive settlement and sparking an international pursuit for her lover

Etai Eshet

10+ Servers share the funniest dating mishaps they've witnessed: '[She] was actively on a dating app during the date!'

Ben Weiss

‘Every time she got a text from her coworker she was smiling at her phone’: 26-year-old tries to keep his girlfriend’s emotional affair secret during family lakehouse vacation, but cracks when her dad notices and corners him to spill the truth

Etai Eshet

24 Single Pringle Memes for 30-Somethings Still Searching for the One (May 22, 2025)

Ely Bulnes

Woman’s dreamy online boyfriend she’s never seen in person sets off her coworker’s catfish alarm as every story about his life in Europe multiplies red flags: ‘She’s convinced he’s going to come back and they will get married’

Etai Eshet

‘He has her Social Security Number, based on the tax info she has sent him’: Office friends team up to rescue their coworker from a too-good-to-be-true online boyfriend, hoping to pull off a reality check on the scam before she hands over her savings:

Etai Eshet

Woman plans wedding as her fiancé plots financial exclusion, pushing her to rethink their relationship’s future:; ‘I feel like we aren’t on the same page about our future goals’

Etai Eshet