“I’ve been a football fan for a long, long time… I remember back when the Chiefs were bad. And I remember—what was it? Bill Belichick’s girlfriend wasn’t even born yet.” Now, under normal circumstances, we would’ve avoided talking about this, but my god, Bill Belichick is out here slaying. See, it all started back in 2023. Travis Kelce was probably one of the first guys out there bringing this “relationship” to light – “Belichick’s a smooth operator,” Kelce had exclaimed. And well, he wasn’t wrong. The relationship finally became official in 2024 when Jordon Hudson (you know who she is) shared pictures of her and Bill on her IG account. Fast forward a few months and it looks like the boyfriend-girlfriend status is about to change for Bill Belichick and Hudson….

“They do look real together. Don’t they? You tell me from your perspective,” Paul Finebaum points out. “She, uh, she posted an Instagram where she posted a picture of their texts, and he is in her phone as William… But you know she had a diamond ring on her left at the finger where I wear my engagement and wedding rings,” Charlotte Wilder pointed out on The Sports Gossip Show. Uh-huh. Now see, we have nothing against their very visible age difference. So what Bill is 74 and Jordon is 24? Love knows no age, right? But that aside, it’s funny to watch Mr. Belichick chase another ring that isn’t a Super Bowl.

Again, can you really blame him? Jordon is a beautiful woman, and seeing how this grumpy ex-NFL HC is smiling next to her proves that she does know how to keep him happy. Even when the trolls started “trolling” this couple, Jordon was swift with her stance regarding their love life.

“͏I͏ c͏an’t wait to take punches for you ͏in 20͏25. Keep ͏swinging,͏ Keyb͏oa͏rd Warriors. Your͏ illusion of righteousne͏ss ͏on͏ly͏ fuels m͏y authentic͏ity,” the 24-year-old former cheerleader wrote on her IG story. From the UNC job to this? Man, it feels like Bill is done with all the main campaigns and is now just speed-running through the side quests.

Regardless, Wilder’s update is a sight for sore eyes cause just a few days back, Madeline Hill speculated that Bill and Hudson fought: “Anytime people really start going hard on like, ‘look how much we love each other,’ I get a little suspicious. I’m like, is this wishful thinking? Is something not going well? You’re trying to double down?” Hill had pointed out while highlighting how Jordon was sharing pictures of the roses Bill had given her.

Looks like we can finally move past that and hey, as long as the former Patriots HC is happy – who are we to complain? Still, will this marriage really start on the right foot? Cause with all these rumors floating around, there is another aspect to it that kind of stands out like a black sheep.

Prenup? Wait, what?

Now if I was that rich? I would opt for one as well and there is no shame in it. However, could this end up affecting their relationship? Page Six had a scoop regarding this and the alleged “marriage” preparations: Jordon hasn’t put any pressure on Bill at all to propose, and she feels like it will happen when and if the time is right.”

In hindsight, this is a good thing. Let time do its thing, and soon enough, y’all will be married. Still, Bill has proposed the prenup idea before the love birds hitch and live happily ever after. “They would definitely get a prenup,” Page Six pointed out.

As of now, with the engagement ring that Wilder spotted, the marriage rumors grow stronger – but this prenup fiasco? Yeah, something makes us wonder if this could unfold weirdly…