dating fails

‘I’ve got three brunch invites next month and someone offered to fly me to Aspen’: Woman introduces two bored rich kids at a fundraiser, they click immediately, and their parents decide she’s now a matchmaker for the elite

Etai Eshet

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‘I took off the ring, told him it was over, and that he needed to move out’: 37-year-old Tom demands his rich fiancée buy a bigger house and put it 50-50 in both names, drops a take-it-or-leave-it ultimatum, and immediately regrets it

Etai Eshet

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‘I have my own bills and credit card debts to pay’: 33-year-old woman refuses to cover her 38-year-old boyfriend’s full bills after five months of “no prospect in sight” post‑graduation job search

Etai Eshet

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‘She made me feel like the villain for respecting her wishes’: 29-year-old scolds her 32-year-old boyfriend for skipping a 3 a.m. airport pickup she repeatedly refused and even bought a bus ticket for

Etai Eshet

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‘She messaged me angrily, saying that because of me, people judge her’: 19-year-old vents about a tough breakup to a friend, the story spreads, and his ex complains about the backlash

Etai Eshet

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Boyfriend refuses his girlfriend’s demand he buy a house under her name only, offers joint ownership instead and triggers accusations that reveal trust issues: ‘‘She told me only putting her name would make her feel safe’

Etai Eshet

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25-year-old breaks up with his girlfriend of 8 months because she didn't love the $1300 tennis bracelet he bought her: 'She didn't appreciate how much it meant to me to give her something special.'

Emmy Pratt

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Woman cuts power and serves eviction papers to her ex after 18 months of freeloading and refusal to leave her house: ‘Boy, sit down. Your karma is already serving’

Etai Eshet

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30-year-old guy asks 28-year-old woman he took on a 1st date to pay him back $3.25 for the fries they ate, date refuses to pay it: 'He said it’s about fairness and that’s just how he is.'

Emmy Pratt

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‘A personal chef, maid and babysitter who still pays half the bills!’: 48-year-old single man describes his unrealistic expectations from a partner, neatly exposing his lifelong bachelor status

Etai Eshet

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Woman kicked out of hotel by friend Anna and her fling Ben on her own birthday trip, ends up alone in a hostel, and decides to cut ties: ‘She just carried on with her plans’

Etai Eshet

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'These are the same type of dudes that will complain they can't find a good woman': College-aged bros go viral for rejecting 24-year-old girl in an online dating show, face ridicule online

JR Atkinson

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Woman bails mid-date after her match Kevin shows up with his mom, turning coffee into an on-the-spot family interview: ‘This woman has probably sat through more dates than I have this year’

Etai Eshet

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‘I was really embarrassed’: Whiny boyfriend spends all long road trip to mountain range sighing and complaining about driving, making his girlfriend cringe, and their friends awkwardly enduring hours of discomfort

Etai Eshet

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‘I can see how many red flags I overlooked’: Woman blocks her ex-fiancé’s attempt to take her son’s trust fund, setting off pressure from family and work connections as he tries involving everyone from bosses to relatives to get his way

Etai Eshet

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Boyfriend breaks up with girlfriend after seeing her hoarder house for the first time, gets mad at him for leading her on: 'I could literally taste the overpowering smell of mold and mildew in my mouth.'

Emmy Pratt

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