So yesterday I was scrolling through my timeline and saw this meme about Henry VIII chopping off wives' heads, right? And it got me wondering - why on earth did this dude marry six times? Seemed extra even for a king. Grabbed my laptop, cracked open some history sites, and fell down the rabbit hole for four hours straight.
Starting Point: The Divorced-Beheaded-Died Rhyme
First thing I did was google that catchy rhyme we all learned in school:
- Catherine of Aragon - divorced
- Anne Boleyn - beheaded
- Jane Seymour - died
- Anne of Cleves - divorced
- Catherine Howard - beheaded
- Catherine Parr - survived
But that's just the scorecard, not the why. So I dug deeper.

The Real Reasons Behind The Wedding Bells
Turns out Henry wasn't just some Tudor-era playboy. His marriages were all about three things:
1. The Son Obsession
Couldn't sleep till I understood this part. Henry desperately needed a male heir to avoid another bloody civil war like the Wars of the Roses. When Catherine of Aragon only gave him a daughter (Mary), he straight up broke from the Catholic Church just to divorce her. Then Anne Boleyn gave him another daughter (Elizabeth) - chop. Jane Seymour finally produced Prince Edward but died after childbirth. Dude would've married anyone who promised a boy.
2. European Politics Chess
Started reading about his fourth wife Anne of Cleves. Made zero sense why he'd marry some German princess sight unseen til I saw the map. England was isolated, Spain and France were teaming up against him. This marriage was pure alliance move - until he saw her and called her "Flanders Mare". That divorce cost him two castles!

3. Midlife Crisis Level Hormones
And oh man, the later marriages are wild. Teenage Catherine Howard made 49-year-old Henry feel young again... till she cheated with some court musician. The execution records I found? Brutal. Then sensible Catherine Parr nursed his rotting legs and argued theology with him. Only reason she survived was by outliving the old goat.
My Big Takeaway
After going through letters and chronicles, the pattern slapped me in the face: This wasn't romance, it was royal panic. Every single wedding was either trying to get an heir, secure an ally, or satisfy the king's ego. Kinda puts modern celebrity divorces in perspective, huh? Spent way too long on this rabbit hole but honestly? That Tudor drama beats Netflix any day.