You’d Think They’ve Been Married, But These 50 Gorgeous Celebrities Are Maintaining Their Unmarried Status
Leonardo DiCaprio – Born in 1974
Did you know that Leonardo DiCaprio has never dated anyone over the age of 25? In fact, the average age of his partners is 23. This was revealed after a Reddit user plotted a graph showing that his girlfriends’ age fluctuates between 19 and 25 years old while his age follows a steady upward trajectory.
Some notable young women he’s dated include Gisele Bündchen, Blake Lively, Kelly Rohrbach, and Toni Garrn. But none of these relationships have gone beyond the girlfriend/boyfriend status. He has been dating Argentine model Camila Morrone since 2017 and is also in the 2021 film called “Don’t Look Up.”
Laura Ingraham – Born in 1963
Laura Ingraham isn’t single because she’s unattractive; she’s single because she is just really hard to please. At one point, there were rumors that she was dating her co-worker Keith Olberman and was also engaged to author and filmmaker Dinesh D’Souza.

The marriage never materialized, although Ingraham did defend D’Souza in court during his fraud trial. She hasn’t allowed her single status to stop her from having children and has adopted three, who keep her busy and take up all of her love and time. In 2021 she still hosted “The Ingraham Angle.”
Ann Coulter – Born in 1961
Ann Coulter is one of those people that quickly get under people’s skin, and according to some people close to her, it’s affecting her love life. Even her close friend, Kellyanne Conway, says that she started going out with her security guard because no one else wanted to date her.

It’s not that there haven’t brave souls who have tried. Some of these include Bob Guccione Jr., founder of Spin Magazine, and writer Dinesh D’Souza. She was also linked to comedian Jimmie Walker, although she denied that connection. One thing she can’t deny is her involvement in a 2021 episode of “The Clay Travis & Buck Sexton Show.”
Condoleezza Rice – Born in 1954
Condoleezza Rice has been a very busy woman for most of her career. As a top-tier politician, she has held some significant positions, including the United States Secretary of State and the United States National Security Advisor. With that being as it is, you can understand why she just hasn’t had time to focus on a relationship.

But she did try, though. She was in a relationship with NFL wide receiver Richard Upchurch, who she was engaged to in the ’70s. That engagement was called off because Rice believed the relationship wasn’t going to work out. She was also dating Canadian politician Peter Mackay from 2006. She apparently hasn’t dated anyone since.
Simon Cowell – Born in 1959
Simon Cowell is renowned for being a little direct and harsh with his assessment of people. This is evident on franchises like “Idol” “Got Talent.” Despite this, he is quite the hit with the ladies and has charmed his way into the hearts of many. Are you wondering what kind of woman would be with him?

Well, there was Tara Miller, and Carmen Electra, Terri Seymour, and even Debbie Spears. But the one that has lasted the longest is with Lauren Silverman. She is the ex-wife of real estate mogul Andrew Silverman, and they’ve been going strong since 2013. But this, like the other relationships, didn’t convert to marriage.
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