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Naive 86-year-old scrapes couple's car in a supermarket lot, he offers $50 cash to settle it, repair estimate comes back at $2,000: ‘He wasn't trying to get over on me, I think he really thought it was about $50.’

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48-year-old stepmom refuses to use her inheritance to pay for her 22-year-old daughter's college tuition: 'I have the funds, but the entitlement makes me sick.'

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Texas homeowner proves neighbor's fence assumed 240 square feet of his property, weighs legal options after neighbor refuses to budge

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Georgia-based storage facility mistakenly auctions off customer's entire unit due to "system error," customer pursues legal action after losing $5,000 worth of valuables

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Man buys $2,500 engagement ring, jeweler talks him out of resizing it before proposing, ring doesn't fit on proposal day, store refuses exchange citing "wear and tear": ' Now I'm stuck with an over sized engagement ring'

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Cousin gifts woman their late grandfather’s vintage camera for her birthday, then asks for it back after relatives start fighting over who deserves the sentimental heirloom: ‘I didn’t pressure her into giving it to me’

An older man and woman sit together outside, looking at the screen of the cell phone the woman is holding

Parents demand 29-year-old daughter pays them over $23000, get upset when she tells them she won't give any more money: 'My mom texted to ask $14 for a sandwich'

A doctor and a tech worker, who are making $500K combined.

32-year-old couple making $500K per year claims they're living paycheck to paycheck, despite maxing out their retirement accounts: 'It feels like we’re barely getting by each month.'

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A woman sitting on a couch smiles and holds up her hand while looking at her phone

28-year-old pays $600 a month to live in parents' granny annexe, refuses to pay anymore after finding out 26-year-old sister pays nothing to live in their house: "They offered to bump my rent to $900'

A young professional who is considering leaving his high-paying job for a position that will pay half of what he's making now for five years.

23-year-old considers leaving $100K job for a 2 year program where he'll make 50K for 5 years after he graduates: '[The 2nd] option sounds like a scam.'

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Friend takes birthday girl out for dinner, she invites 5 of her family members unannounced and expects her to foot he $172 bill: 'It was so awkward'

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Tenant's home gets broken into, then landlords expects her to pay $500 dollars for negligent charges: 'Someone tried to break into my apartment how is this my fault?'

A man sits at a kitchen table, going through documents

Wife with joint accounts refuses to show husband credit card statements despite spending $19k in 3 months: 'She is the one who shops for daily items'

Twin brother complains about spending money with his family, despite having high-earning job that pays twice as much as his twin's, who claims: ‘His attitude toward money makes me resentful’

Twin brother complains about spending money with his family, despite having high-earning job that pays twice as much as his twin's, who claims: ‘His attitude toward money makes me resentful’

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Couple wakes up at 5am for a full-day lake trip, mother-in-law shows up late with her dog, demands to leave after two hours, and costs them hundreds of dollars in wasted rental time: 'She's invited to absolutely nothing again'

A college student transfers money from his roommate's bank account to himself after finding his bank app open on his computer.

Student tries to pay his college tuition, discovers his roommate stole $900 from his bank account to get his car out of the pound: 'Relax, I was gonna return it after my next paycheck.'