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Dear Bossip,

Okay, I have been seeing this guy off and on for about 5 years and I’m trying to break it off but it is hard.

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Dear Bossip,

I would love some advice as my boyfriend is becoming depressed.

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Dear Bossip,

Hey Terrance Dean, I’m a big fan of your work on Bossip and I’m desperate for advice from someone outside of my family and friends.

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Dear Bossip,

I don’t wanna go into a long drawn out story of my life, so I’ll make this really quick.

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Dear Bossip,

I enjoy the advice that you give in letters, so I am coming to you with my issue.

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Dear Bossip,

I meet a lot of guys but can’t ever keep them.

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Dear Bossip,

I read your answers to women’s questions and I have a similar problem.

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Dear Bossip,

I have been friends first with my boyfriend for over 13 years and we finally decided that we were made for each other.

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Dear Bossip,

I’m starting to feel maybe the love was never there.

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Dear Bossip,

I am a 34-year old mother of 2 daughters, and I have been married for 14 years.

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Dear Bossip,

Ok, Terrance, I’ve read your articles a lot and you are definitely #TeamKeepItTooReal.

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Dear Bossip,

I would like to thank you first of all for being so real and for not being afraid to be yourself.

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Dear Bossip,

I’m a 30-year old female who has been in a relationship for the past 5 years.

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Dear Bossip,

Does the silent treatment work on men?

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Dear Bossip,

I have been in a relationship for two years with my child’s father and now we are engaged to be married.

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