Boyfriend
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Life Style
How Do I Motivate My Boyfriend Who’s Refused to Work for 4 Years?
Dear Penny, My boyfriend of eight years stopped working four years ago. At the time, he told me it was…
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Life Style
Is My Underachieving 52-Year-Old Boyfriend Using Me?
Dear Penny, My boyfriend is a bit of an underachiever. He’s 52 and makes $15 an hour working about 25…
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Life Style
Can My Daughter Claim Her Lazy Boyfriend as a Dependent?
Dear Penny, My 21-year-old daughter has been living with her boyfriend for the past seven months. He is the same…
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Life Style
I’m Desperate for Money, but My Boyfriend Loathes My Side Gig
Dear Penny, My live-in boyfriend and I both work. He makes about two to three times more than I do. …
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Life Style
Is My Boyfriend Being a Jerk by Demanding I Pay His Mortgage?
Dear Penny, My boyfriend asked to move in together after eight months of dating. I was honored. Then after I…
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Life Style
My Boyfriend Can’t Afford My Lavish Lifestyle. Should I Dump Him?
Dear Penny, I am debating my relationship because of materialistic things: My boyfriend is not drop-dead handsome, and he is…
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Life Style
Can My Boyfriend Get a Passport With Student Loans in Default?
Dear Penny, My boyfriend has old student loans from like 1990. At some point he quit paying them and was…
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Life Style
Can I Kick Out My Boyfriend if We’re in a Common-Law Marriage?
Dear Penny, I am in a bit of a mess and have no idea what I should do. My boyfriend…
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Life Style
Should I Marry My Boyfriend if His Bad Choices May Bankrupt Me?
Dear Penny, My boyfriend and I have been dating for about two and a half years and living together for…
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Life Style
Should I Work More to Support My Anti-Capitalist Boyfriend?
Dear Penny, Me and my boyfriend are in our second year of college. We moved into an on campus apartment…
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