Everything We Know About Fox News Host Laura Ingraham’s Ex Boyfriends (Plus, the Reason She Broke Off Her Engagement)

Laura Ingraham is a well-known political commentator and talk show host. Whether you agree with her comments or not, she does know a lot about the political climate we’re all desperately trying to survive. She’s dated plenty of men with the politically charged opinions to prove it.

Not all of Laura Ingraham’s ex boyfriends were politicians, though. In fact, the man she almost married (page 6) was a businessman. The reason she broke off their engagement (page 7) is heartbreaking, but she may have had a good reason for saying goodbye.

She’s a single mom of three — but that wasn’t always the case

Laura Ingraham speaking behind a podium.

Laura Ingraham adopted three children. | Alex Wong/Getty Images

The former Fox News host may have once planned on marrying and starting a family earlier on in her career, but things took a different path. Her last relationship (that we know of) ended tragically in 2005. Since then, she has adopted three children and done okay living the single mom life.

Next: Here’s what we know about her exes — including the man she almost married.

Dinesh D’Souza

Dinesh D’Souza speaking behind a podium.

Dinesh D’Souza was once engaged to Ingraham. | Justin Sullivan/Getty Images

The two met at Dartmouth and were apparently engaged once, though it didn’t work out. She also defended him in a letter to a federal judge when he was on trial, calling him “one of the finest human beings I have ever met.”

Next: She never specified exactly why things didn’t work out with this ex.

Keith Olbermann

Keith Olbermann gesturing with his hand as he speaks.

Ingraham also had a relationship with Olbermann. | Frederick M. Brown/Getty Images

Ingraham dated Olbermann briefly despite their opposing political views, but both claim their disagreements about politics wasn’t what led to their eventual breakup. Neither of them ever specified exactly what forced them apart.

Next: She once dated a senator.

Robert Torricelli

Robert Torricelli speaking to a crowd while in front of a set of microphones.

Ingraham also dated politician Robert Torricelli. | Mark Wilson/Getty Images

It’s no surprise that Ingraham once dated yet another politically affiliated man — a politician, to be exact. Former New Jersey senator Robert Torricelli also served in the House of Representatives. The two were apparently romantically involved at some point in 1999.

Next: Ingraham dated this former Harvard president before he was forced to resign.

Larry Summers

Larry Summers smiling in a headshot.

Ingraham also dated Larry Summers, who was once the president of Harvard University. | Larry Summers

While Summers was still the president of Harvard University, he reportedly dated Ingraham, though the details surrounding their relationship and eventual breakup aren’t clear. He resigned from his Harvard position after five years and a “vote of no confidence” from the administration.

Next: This relationship could have lasted forever, but life got in the way.

James Reyes

James Reyes speaking at a gala while behind a glass podium.

Ingraham has a penchant for dating successful men. | Leigh Vogel/Getty Images for MedStar National Rehabilitation Network

This Washington, D.C. business owner also reportedly once dated Katie Couric. He and Ingraham met on a blind date and seemed to get along, but in the end, their relationship fell apart. It likely wasn’t because they didn’t care about each other, though.

Next: This is the real reason she and Reyes broke up.

She broke off her engagement after a devastating health diagnosis

Fox News Channel host Laura Ingraham addresses the Conservative Political Action Conference

Ingraham chose to focus on herself during her diagnosis and recovery. | Chip Somodevilla/Getty Images

In 2005, she announced she was diagnosed with breast cancer, and underwent surgery to remove it. Ingraham calls herself a breast cancer “thriver” (not “survivor”). Unfortunately, she cites this event as the reason things didn’t work out between her and her then-fiancé.

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