Boyfriend
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Life Style
Should I Dump My Financially Irresponsible Jerk of a Boyfriend?
Dear Penny, My boyfriend and I have been together for seven years now. Unfortunately, we are not doing too well…
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Life Style
I Dumped My Live-in Boyfriend. Do I Owe Half of the Bills?
Dear Penny, I started dating a guy I really liked about 10 months ago. Into our third month of dating,…
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Life Style
Can My Boyfriend Sue Me for His Big Sacrifice if We Break up?
Dear Penny, I am going to be starting nursing school in January 2022 and have a question about potential future…
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Life Style
Can I Afford My Boyfriend Supporting His Parents Forever?
Dear Penny, My long-time boyfriend and I are both in our mid-20s. He’s supporting his parents financially while living with…
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Life Style
How Do I Show My Rich Boyfriend I’m Not a Gold Digger?
Dear Penny, I’m 63, and my man is 65. We’ve been together for six years. He has a self-made business…
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Life Style
I’m 74 and My 24-Year-Old Boyfriend Is Awful With Money
Dear Penny, I am 74 and have fallen for a 24-year-old. He says he wants to get married, but he…
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Life Style
Do I Repay My Boyfriend for Vacation When I Dump Him?
Dear Penny, I have been dating a guy for eight months. He has always insisted on paying for our dates,…
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Life Style
Can I Dump My Deadbeat Boyfriend and Keep His House?
Dear Penny, I’m not married but have been with my boyfriend for 16 years. We have two children and a…
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Cars
Can I Add My Boyfriend or Girlfriend to My Car Insurance?
kate_sept2004Getty Images If you have a boyfriend or girlfriend who frequently drives your car, you may consider putting them on…
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