When a new celebrity couple makes headlines, we want to know all the details: how they met, how serious they are, and more. Most of the time, we can see a couple coming from a mile away. From the interviews, Instagram comments, or co-starring in a new show we’re obsessed with, we have an inkling that romance may be on the horizon. But every once in a while, there’s a couple that makes us go: “What?! How did that happen?”
2021 has been the year of unexpected turns, and celebrity couples have been no exception. First, we couldn’t believe it when Kourtney Kardashian and Travis Barker announced their fast-paced, PDA-filled romance. Megan Fox and Machine Gun Kelly shocked us even more, then it seemed like the relationship announcements didn’t stop (and neither did Pete Davidson). But unexpected couples aren’t a new thing in the 2020s. Celebrity couples that make us do a double-take have been around for decades — and chances are you’ve forgotten about some of the oddest pairings from the ’90s and beyond.
Whether it was a couple we daydreamed about being one-half of in the ’90s or one that we’re still trying to figure out in 2021, check out 30 of the most unexpected celebrity couples below.
A version of this article was previously published in December 2021.