Dear Bossip: We Were Engaged, But Took A Break, Now He’s In Prison & Got Married, But He’s Contacting Me

Black Woman Looking At Cell Phone

Dear Bossip,

I am a successful woman in my late 20s who happens to be still in love with my ex-fiancé who has now gotten married to his daughter’s mother while incarcerated.
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Dear Bossip: He Went To Visit His Child In Another State, But He Hasn’t Come Home Yet & He Won’t Take My Calls

Black woman frowning

Dear Bossip,

I’ve been reading your blog for years. It has inspired me through a lot of tough times. So, I could really use some of your hard hitting advice right now.

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Dear Bossip: I’m Having His Baby, But I’ve Learned He Got Another Woman Pregnant & We Are One Month Apart

pregnant woman sad

Dear Bossip,

Well, my boyfriend and I have been together since the fall of 2013.

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Dear Bossip: I’ve Caught Him Online Chatting With Women, But When I Decided To Leave I Learned I Was Pregnant Again

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Dear Bossip,

I’ve been in a relationship with my guy for a year and a half now. In the beginning he was extremely attentive, sweet, and affectionate.

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Dear Bossip: I Got Pregnant While I Was Involved With 2 Men & The One I Hoped Was The Father Was Not

Black woman contemplating

Dear Bossip,

I don’t know where to begin, but I’m going to just try. I was in a relationship for about 5 years and we broke up.

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Dear Bossip: He Disappeared For A Year & He Came Back & We Started Again, But It’s Not The Same

Black Couple 1

Dear Bossip,

I am 22 years old, college educated, and have been in a relationship for 3 years, on and off.

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Dear Bossip: We’re Both Under 20 & Live Together, But It’s Difficult & I Feel Our High School Romance Is Over

Black couple sad

Dear Bossip,

I’ve been with my boyfriend, on and off, all through high school. We’re both under 20 years of age and have an apartment together.

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Dear Bossip: I’m 15 Years Older Than Him & He Did Me Wrong, But He Says He Matured & Wants To Come Back

Black woman thinking (2)

Dear Bossip,

First off, let me tell you that you have given me years of entertainment reading your posts. Continue »

Dear Bossip: After Two Weeks Of Meeting I Got Pregnant & Now We’ve Been Together 3 Years, But He’s Locked Up Again

Mother holding baby

Dear Bossip,

Let me jump right into to this. My boyfriend is in jail for the third time since we been together.

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Dear Bossip: We’ve Been Together 5 Years, But There’s This Chick From His Past Who Keeps Showing Up & He Claims They’re Friends

Black man sorry

Dear Bossip,

I first want to say that I respect your ability to tell it like it is and that’s why I’ve come to you today. I’ve been in a relationship for 5 years with a guy who is about 5 years older than I am.

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Dear Bossip: He’s Done Drugs, Drank & Cheated, So I Ended It, But Now He’s Clean & Wants Us To Try Again

Serious Black Couple

Dear Bossip,

I have a situation that I need a fresh perspective on. Sit back because it’s a little long.
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Dear Bossip: My Fiance Said Two Ways He’ll Accept That I Love Him – If I Keep A Clean House & Be A Healthy Wife

Black woman contemplating 1

Dear Bossip,

I have been with my fiancé for almost four years now.  We dated a year before he proposed. However, we found out he was still married and had to postpone our own wedding plans.

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Dear Bossip: Initially I Hid That I Had Herpes From Him, Yet, We Got Into A Relationship, But He Constantly Throws It Up In My Face

Black woman fed up

Dear Bossip,

I am a 23-year old woman in love with a 37-year old man that I wronged from the start of our so far 3 year relationship.

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Dear Bossip: We’re Both In Different Schools, But He’s A Ball Player & Broke Up With Me Because I Don’t Give Him Enough Attention

Young black teen

Dear Bossip,

I am so confused! My ex-boyfriend broke up with me almost two weeks ago and says he broke up with me because I don’t give him enough attention anymore.

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Dear Bossip: We Met Two Weeks Ago & He’s Separated, But He Spends Time With His Wife & Still Sleeps With Her

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Dear Bossip,

This is my first time asking a question. I just met this man who is separated from his wife.

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