Monica Lewinsky
We all know what she’s been through and how she has risen above her circumstances. Monica Lewinsky’s name was everywhere in the mid-’90s. The news may have tainted her reputation, but she has redeemed herself by proving everybody wrong. Lewinsky is now one of the most active advocates against cyberbullying －a thing she herself faced and overcame.
The 47-year-old activist turned her situation around by focusing on her career and passion. She left the public spotlight to obtain a Master’s Degree in Psychology at the London School of Economics. Now that she’s busy changing the world on her own platform, Lewinsky doesn’t seem to mind being single. Whether she wants to say “I do” or not anytime soon, we just wish her all the best in her ventures.
Drew Carey
The 62-year-old comedian and host gained stardom through The Drew Carey Show and Whose Line Is It Anyway? He also has successful investments as a minority owner of the soccer team Seattle Sounders FC. Well, we wish him all the best in his career!
There are very few people who prefer to remain unmarried. This is somehow Drew Carey’s case. He once proposed to his former partner Nicole Jaracz in the mid-2000s. However, they called off their engagement. Six years later, he announced his engagement to family therapist Amie Harwick. Again, they called it off. We can only assume Carey isn’t just fit for marriage, or maybe he realized he wants to remain single. However, chances are, marriage could still be waiting in the wings for him – only time will tell.
Sarah Silverman
Here’s a female celebrity who’s definitely admired by everyone. Her humor, wits, and impeccable acting skills won the hearts of viewers. We’re talking about Sarah Silverman, a 49-year-old stand-up comedian who rose to fame for her work in Saturday Night Live.
While her career progresses, her love life seems to be in silent mode. She dated writer Dave Attell and Welsh actor Michael Sheen back then. However, after she and Sheen split up in 2018, the comedienne hasn’t put her name on the “ready to mingle” list. Silverman once posted on Twitter that she has no plans to get married and later added that she does not want to have children. With that said, we think it’s just a matter of preference.
Paris Hilton
Who doesn’t remember the reality TV show The Simple Life? It’s the show Paris Hilton appeared in and had her Hollywood debut. A decade later, the 39-year-old heiress and socialite made her way into the business world by putting up investments in nightclubs, retail stores, and fashion lines.
For her love life, Hilton has an extensive list of relationships that started during her teenage years. As she matured into a young adult, she has been proposed to a few times but never married. Her most recent engagement was with actor Chris Zylka in 2018. They called it off just ten months after. Now, she’s dating businessman Carter Reum. Whether she plans to tie the knot someday, as far as we know, she’s still available in the dating market.
Queen Latifah
Queen Latifah began her career beatboxing for the hip-hop group Ladies Fresh in the late ’80s. Known for her ability to both rap and sing, the then-nineteen-year-old artist released her first solo album, All Hail the Queen. However, the queen still doesn’t have someone by her side until now.
The musician turned actress hasn’t found much luck in love, contrary to some of the roles she portrays on screen. But Latifah clarified that she is not against marriage at all. It’s just that she hasn’t found the “right one” yet. She is patiently waiting for someone to gas up her life, and when the right time comes, we’ll definitely cheer for her. For now, let’s watch out for her upcoming film entitled Hustle.
Lauryn Hill
Her rendition of Killing Me Softly, Doo Wop, and Everything Is Everything brought electricity to the music scene. Lauryn Hill is regarded as being the pioneer of the Neo-soul genre. Her African-American music influences on rapping and singing led her to become the greatest female rapper, winning several music awards. She is even credited as the inspiration of today’s famous artists Beyoncé, Kanye West, Adele, Drake, Rihanna, among many others.
Hill met Rohan Marley, son of Bob Marley, in 1996. Despite sharing five kids together, the two were never married. They separated in 2009, and as far as we know, Hill never got herself romantically involved again. Shying away from the public since the 2000s, Hill chose to live quietly with her family.
Maria Sharapova
She shook the world, not just with her athletic prowess but also with her beauty. Maria Sharapova is one of the most exceptional tennis players of her generation and was the World’s No. 1 Tennis Player in 2005 at only age 18. Sharapova also worked on increasing her credit reports with various brand endorsements and business ventures.
Her career might have made a noise in the world of tennis, but her love life, at one point, quieted down. She was engaged to basketball player Sasha Vujačić, but they called off the engagement a year later. Now, she’s dating businessman Alexander Gilkes. We aren’t seeing signs of him putting a ring on her finger yet. So until it happens, Sharapova is still flying solo and exploring the love department.
John Cusack
John Cusack used to be every woman’s crush in the ’80s and ’90s. Well, it’s his roles in films like Say Anything…, High Fidelity, and Serendipity that established him as the ultimate dream guy. He has more than 85 film credits in his entire career, but the girls he dated? Well, we only know two: Uma Thurman and Jennifer Love Hewitt.
The 54-year-old actor is pretty private about his personal life. Now that he’s in his fifties, he is often asked why he never got married. Cusack answered, “society doesn’t tell me what to do.” Whether or not he walks down the aisle someday, what matters is that he’s happy, and his acting career is not failing. In 2019, he starred in Never Grow Old, and currently, he is working on the drama series Utopia.