Editor's note: Harry Styles turns 23 today and we're celebrating by reposting your all-time favorite features about the 1D star. Enjoy — and be sure to wish Hazza the happiest birthday ever in the comments!

It's no secret that One Direction's Harry Styles is into the older ladies (like, over 30!), but it recently came out that one of the relationships really bothered his dad, Des, despite what the woman said.

Harry dated 33-year-old X-Factor UK host Caroline Flack for around four months and she recently came clean to Glamour about how his family felt about the huge age difference between the two, saying, "We weren’t bothered and his family wasn’t bothered. But the thing about unconventional relationships is that other people do seem to be bothered."

But, it turns out his family did have some problems with their then-17-year-old son dating a much older woman. His dad decided to take matters into his own hands and got on Twitter to let everyone know his true feelings.

Whether Harry's family liked Caroline or not, that sure didn't stop him from dating other women twice his age! Although he has dated some celebs in their early twenties (like 23-year-old Taylor Swift!), he's never really dated someone younger than him.

Click through the gallery to see some of the older ladies Harry has gone after and let us know which relationship surprises you the most!

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