I just read an article about Trump’s 27-year old mouthpiece Karoline Leavitt. I was surprised to learn she’s from nearby New Hampshire. (I guess I thought she’d be a Tri-Delt from ‘Bama.)
She recently had a baby and immediately returned to work, which is fine. But this fact led me to do a bit of a deep dive on her husband. Turns out he’s a 59-year old real estate mogul.
I’m sorry, but that gives me the icks. A 32-year age difference in your twenties is too much. If my daughter had a baby with a man in his sixties, I’d want my husband to punch him.
Even grosser, 72-year old Bill Belichick is dating a 23-year old. He could be her grandfather. 🤮
And while I’m at it, I read that Elon Musk’s father Errol Musk has fathered two children with his own stepdaughter. (A mere 20-year age difference between them, but still 🤮🤮)
I’ve read that “half your age plus 7” will avoid making people cringe. (So, a 60-year old could date a 37-year old.) By that rule, even if Bill Belichick lives to 100, it would not be OK for him to date a woman 49 years younger than him.
Dear Leader is 78. Melania is 54. So I guess they’ve reached the point of respectability now, but when they met he was 52 and she was 28. Borderline.

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It’s strangest because we’ve grown up in a time where marrying for opportunity hasn’t been praised or highlighted as common or modern. We look at countries where old men can marrying child brides as backwards (and gross/immoral/heartbreaking too, yes). But some of these monied men aren’t disgusted by these ideas at all. They look at women, even in our so-called modern times, like another marketplace to wheel and deal in, or something. It’s been obviously undesirable. I can imagine the calculations the women make, but also wonder about actual deals and contracts. I say that as someone who has been attracted to older men before, in one instance by 20 years, so it isn’t always the case certainly, but these gaps are vomitable.
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*old men can marry
Sorry, lots of mistakes in my posts and comments since I started wearing braces on my hands. 🙂
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“but also wonder about actual deals and contracts” fascinating…now I wonder too! The main response I heard from men re: Belichick is “good for him.” But I wonder if the girl (and her parents) negotiated for something specific. Or maybe she just gets a shit ton more followers which she can monetize later…
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These are things you definitely can’t rule out these days. Trump and Melania seem to be quite contracted to me, however things started at first.
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Oh yeah, there’s got to be a contract there. I heard they negotiated a new “postnup”before he ran again. And to think we could’ve had a nice, supportive, age-appropriate couple in the White House. I miss Doug. ☹️
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Dougy!!! Can you imagine! Sigh.
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Just thought of the 80s classic Can’t Buy Me Love. haha
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Haha. Good one!
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Actually, most of my friends say ick, too. It’s pretty creepy. Belichick could be her grandfather. It’s hard to look at.
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Literally! Apparently her dad is only 48. That one is actually a triple 🤮🤮🤮
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If she’s a gold digger and he’s an old man, it seems to me that they each get what they deserve—a transactional marriage. Pretty souless. Definitely an ick factor, but rather more pathetic and sad.
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Let’s not call 59 “old man” just too old for her! 😉
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Tee-hee! I guess at 67, I probably don’t have the right to call a 59 old. 😉
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