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31-year-old girlfriend making $100K expects boyfriend to pay her $40K in credit card debt, $60K in car loans, and $20K in student loans

31-year-old girlfriend making $100K expects boyfriend to pay her $40K in credit card debt, $60K in car loans, and $20K in student loans: 'You’ll take care of my debt.'

Dating Relationships, boyfriend, relationship, mother, dates, money problems relationships, girlfriend, mother in law, family, mom, money, son, dating, overreact, Reddit

Mom scolds her 20-year-old son's 18-year-old girlfriend because he spent money on her against his mom's wishes: 'I think a relationship should be you both purchasing your own things.'

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Chef's boyfriend's sister expects to use her restaurant for free for massive party, doesn't understand why that's not possible

Chef's boyfriend's sister expects to use her restaurant for free for massive party, doesn't understand why that's not possible: 'She assumed I could get the food covered because it's my workplace'

'Okay, I lied... I'm jealous:' Relationship funnies for jealous women who still make the best partners

'Okay, I lied... I'm jealous:' Relationship funnies for jealous women who still make the best partners

Elna McHilderson

24-year-old woman spends boyfriend's money without permission, spending hundreds of dollars on shopping, leading him to demand a breakup

'You make good money, so what's the big deal?': 24-year-old woman spends boyfriend's money without permission, spending hundreds of dollars on shopping, leading him to demand a breakup

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27-year-old girlfriend wants 29-year-old boyfriend to pay $1800 rent by himself while she quits her job for 3 to 6 months: 'She says she’ll pay $0 toward rent or bills, still be on the lease, and have equal say in decisions'

boyfriend, long term relationship, dogs, sisters, long term relationships, relationships, girlfriend, medical, bills, family, sister, money, toxic relationship, surgery, relationship drama

Girlfriend gets angry when boyfriend spends $10K on his 9-year-old dog's surgery instead of assisting her sister with her rent: 'You’d spend ten grand on a dog but you won’t even help my sister keep a roof over her head?'

28-year-old faces pushback for refusing to combine bank accounts with live-in boyfriend who has $5k credit card debt

'He said it feels like I don't trust him': 28-year-old faces pushback for refusing to combine bank accounts with live-in boyfriend who has $5k credit card debt

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‘I feel like this is crossing a line. My apartment is my safe space’: Woman refuses her friend’s demand for a spare apartment key to drop in anytime, gets labeled controlling by the friend

‘I feel like this is crossing a line. My apartment is my safe space’: Woman refuses her friend’s demand for a spare apartment key to drop in anytime, gets labeled controlling by the friend

Dad makes fun of 27-year-old daughter's boyfriend, claiming his IT profession is “not a real job”, boyfriend walks out of dinner after daughter takes dad's side: ‘You owe my family an apology’

Dad makes fun of 27-year-old daughter's boyfriend, claiming his IT profession is “not a real job”, boyfriend walks out of dinner after daughter takes dad's side: ‘You owe my family an apology’

boyfriend, family drama, housing, farmer, brother, siblings, homeless, parenting, girlfriend, farmers, dad, family, sibling, farm, unemployment, unemployed, brother

Unemployed 28-year-old lives on his dad's farm rent-free, assumes he'll be able to move into his brother's house after their dad kicks him out: 'I can't see him homeless, but I can't take him in either.'

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‘You’re doing the best you can mom and dad!': Parenting laughs and woes for witty mothers and fathers

‘You’re doing the best you can mom and dad!': Parenting laughs and woes for witty mothers and fathers (September 13, 2025)

Elna McHilderson

reddit drama entitled girlfriend boyfriend dating romance romantic relationship bonus money finance finances vacation pay

'She said my money 'isn’t just mine anymore'': Entitled girlfriend pressures a salesman into using his hard-earned $5000 bonus on a romantic vacation, he refuses and prioritizes personal financial stability

Jesse Kessenheimer

parents of teens, boyfriend, teens, family drama, teenager, teenagers, bad parenting, cruise, bad parents, raising teens, babysitting, family, mom, son, vacation

22-year-old refuses to babysit her mom's boyfriend's 15-year-old son while they're on a cruise because he has screamed at her and stolen from her: 'Her boyfriend called me yesterday saying I'm making things difficult and that it's just 10 days.'

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‘I'm not an atm so please don't message me if you just intend on asking for money’: Childhood friend Miley reconnects only to ask for small cash “emergencies” until a clear boundary ends her demands routine

‘I'm not an atm so please don't message me if you just intend on asking for money’: Childhood friend Miley reconnects only to ask for small cash “emergencies” until a clear boundary ends her demands routine

boyfriend, family drama, marriage, emergency, saving, saving money, brother, relationships, girlfriend, engaged, wedding, family, sister, fiance, savings, money, fiancee

28-year-old fiancé gives $5K of emergency fund to his sister without consulting his 24-year-old fiancée: 'He says I’m being unsupportive and that in marriage you’re supposed to share everything.'

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'I’m not going to wake up at 8am just to make sure someone doesn’t need their shift covered that day': Coworker sets boundaries with colleagues, they call her out for not covering on her day off

'I’m not going to wake up at 8am just to make sure someone doesn’t need their shift covered that day': Coworker sets boundaries with colleagues, they call her out for not covering on her day off

‘I trained so hard for this’: 22-year-old runner leaves friend in the middle of a marathon after friend refuses to keep running

‘I trained so hard for this’: 22-year-old runner leaves friend in the middle of a marathon after friend refuses to keep running

Reader realizes eBook published in 2006 has been edited to include a TikTok reference: 'This is why physical books are important'

Reader realizes eBook published in 2006 has been edited to include a TikTok reference: 'This is why physical books are important'

Boss approves employee's email asking client for a raise, backtracks and chews them out when client denies it, cuts their salary by 30%

Boss approves employee's email asking client for a raise, backtracks and chews them out when client denies it, cuts their salary by 30%

Brother demands half of sister's inherited land after selling his own share for a failed business, but she refuses: ‘I shouldn’t have to lose my inheritance because of his decision’

Brother demands half of sister's inherited land after selling his own share for a failed business, but she refuses: ‘I shouldn’t have to lose my inheritance because of his decision’

Working from home employee has roommate in same company, gets annoyed when she suggests she'll stop covering for her being late for meetings

Working from home employee has roommate in same company, gets annoyed when she suggests she'll stop covering for her being late for meetings

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