15 Men Who Fell In Love With Their Mistresses

Is It Worth It? 15 Men Who Decided To #RiskItAll For Their Side Pieces

- By Bossip Staff
15 of 16

15 Men Who Decided To #RiskItAll For Their Side Pieces

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Beautiful Marilyn✨✨✨

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Whatever happened to not catching feelings? These guys don’t know the meaning because they were solidly sold on falling madly in love with their side chicks. Sigh. Not only did they fall in love, they risked it all to try to make their side piece relationships work. Not smart, fellas. Not smart at all.

Swizz Beatz –

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He fell madly in love with Alicia Keys while he was married to Mashonda, then finally left Mashonda and started a new family.

Tiki Barber –

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Valentine's Day ❤

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He left his PREGNANT wife for his mistress, making him the worst human ever.

John F. Kennedy –

He was sprung on Marilyn Monroe and loved her so much he had her killed.

Alex Rodriguez –

He started dating Madonna while he was married and didn’t care who knew about it.

Brad Pitt –
Brad fell in love with Angelina while on the set of Mr. And Mrs. Smith…and while he was married to Jennifer Aniston.

Marc Anthony –

Rumor had it that Marc started dating J. Lo while he was still with his previous wife. And we know what happened next.

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Jesse James –

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Great day today! #MAGA

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He loved tatted up women so much that he let it ruin his marriage.

Kevin Federline –

He dropped Shar and went to have babies with Britney Spears. Goodness.

Billy Crudup –

He left Mary-Louise Parker for Claire Danes…and Parker was 7 months pregnant.

Eddie Cibrian –

He was married when he fell in love with Leann Rimes and basically went public in no time.

John Edwards –

He had a kid with his side chick while his wife was battling cancer. That’s quite the move, sir.

President Fitz – 

“SCANDAL” IS REAL TO US! And President Fitz fell madly in love with Olivia. That’s romantic.

Peter Gunz –

He was in love with his baby momma, then fell in love with his side chick and married her. So his baby momma became his side chick and he fell back in love with her. Got it? Good.


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