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Bill Belichick’s New Girlfriend Seems To Have A Thing For Older Men

Author Dave & Chuck the Freak and Cort Freeman
Bill Belichick's new girlfriend seems to have a thing for older men! (Photo by Winslow Townson/Getty Images)

Bill Belichick’s new girlfriend apparently has a thing for older men! Bill isn’t the first older guy she has dated, it’s actually a pattern!

It’s safe to say Jordon Hudson has a type. That type seems to be older men. The 23-year-old former competitive cheerleader has been rumored to be dating 72-year-old Bill Belichick. Now, more information on her dating history is coming to light. That new info has people talking!

Bill Belichick’s New Girlfriend Likes Older Men

Bill Belichick’s new girlfriend likes them old. According to TMZ, Jordon previously dated Joshua L. Zuckerman who’s a businessman and is 64-years-old. Just like Bill, they met and bonded over psychology, philosophy, and nature before becoming romantically involved.

She’s only 23-years-old turning 24! Clearly, she has a thing for older men. I should clarify…older rich men. Both Bill and Joshua seem to be doing okay in the finance department. TMZ reports that Jordon and Bill met on a plane ride in 2021 and started a friendship before starting to date in 2022.

Hey, everyone has a type. Hers is just a little more unique. It’s just such a significant age gap between a 72-year-old and a 23-year-old! How do you watch the same movies? How can you be into the same art and media? I would have such a hard time relating to someone who’s almost 50 years older than me! Even if I did find them beautiful and interesting. Sure, Jason is into it but I just can’t understand it. It wouldn’t work for me.

Bill and Jordon have been spotted out in public a few times recently. A few weeks ago they were reportedly spotted out in Croatia and they were also seen at Tom Brady’s Patriots Hall of Fame induction ceremony together. Even more recently they were photographed grabbing coffee in Connecticut together. It looks like things are, indeed, very serious! See more on Bill Belichick’s new girlfriend below!

Cort Freeman was born and raised in Metro Detroit. He was named Clarkston High School 2009 Class Clown 13 years after graduating. Totally normal thing to happen. That’s thanks to his time spent as an Intern at Comedy Central and Social Media Correspondent for The Colbert Report. Cort has done comedy across the country, both standing up and sitting down. When he’s not trying to make you laugh on-air and online, he’s probably at home enjoying his favorite shows like Seinfeld, South Park, and The Office. He’s also totally uncomfortable writing about himself in the third person. Cort enjoys writing about comedy, food, sports, and entertainment. So, basically anything and everything.

5 Of The Greatest TV Couples Of All-Time

Love is in the air! Whether you are spending Valentine’s Day out with a loved one, or spending the night in by yourself, chances are you’re going to watch some TV. Maybe it’ll be your favorite love movie. Or, maybe it’ll be a special Valentine’s Day episode of your favorite TV show. To celebrate the day of love, here are 5 of the greatest TV couples of all-time.

Of course, there have been many notable couples on the small screen over the years. However, these are some of my favorites. See who made the list below! Missing your favorite? Let us know!

5 Of The Greatest TV Couples Of All-Time

First, let me say it was tough narrowing this list down to only 5. On Dave & Chuck The Freak, we enjoy talking about popular shows. At least the ones we like. There have been so many good couples on TV over the years, it’s hard to pick just 5 of the greatest TV couples ever. However, I was able to pull it off.

Of course, narrowing it down to just 5 means some of our favorite couples didn’t make the cut. That’s not fair. For example, I love Phil and Claire Dunphy. I think they could be the modern it couple. Every dad wants to be Phil. Claire is also a great mom and super relatable in many ways. They’re both hilarious and make a great pair. Unfortunately, they didn’t make the Top 5. They probably would have made the Top 10, though!

Also, I’ll admit the list may be a little bias. While I enjoy watching as many TV shows as I can, and I have seen an impressive number, good and bad. However, I can’t watch everything. There have been some big shows over the years that have been insanely popular that I never ended up watching. Seriously, some of the biggest shows ever, I’m afraid to admit it.

So, I only considered couples from shows I was familiar with and had an impact on me, personally. Chances are I left out some of your favorites. Make sure to let us know who we missed! Check out the list of 5 of the greatest TV couples of all-time below!

  • Jim and Pam - The Office

    You can’t talk about the greatest TV couples of all-time without talking about Jim and Pam. They brought back the will they won’t they and captured the heart of America before they ended up getting married. Their wedding was one of the best TV has seen, too. So many great moments. Jim and Pam could be the greatest TV couple of all-time.

  • Ross and Rachel - Friends

    Anybody who has ever been on a break has felt their pain. Things weren’t always great and pretty between the two, but they always came back around. The story was always worth following and they sucked you in. You were always rooting for them to get back together. They’re definitely one of the best TV couples of all-time.

  • Marshall and Lily - How I Met Your Mother

    I loved the show. Were they my favorite? No. Were they the perfect couple? No. However, they proved they love each other through thick and thin. They had fun together. I think that’s important!

  • Eric and Donna - That 70s Show

    Selfishly, I had to include Eric and Donna on the list. Growing up, they were the couple I wanted to be. Their relationship seemed legit. They could count on each other. The two of them were always there for each other. Ah, young love. Sure, Kelso and Jackie were a more entertaining couple, but there was something special about Eric and Donna.

  • Lucy and Ricky - I Love Lucy

    Had to include a throwback. Simply can’t talk about the best TV couples of all-time without talking about Lucy and Ricky. They were nothing short of iconic. Even today they remain iconic. That’s hard to pull off! Their love has lasted over the decades.

Author Dave & Chuck the Freak and Cort Freeman
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