Video thumbnail for These Are The Most Uncomfortable Celebrity Hook-Ups

These Are The Most Uncomfortable Celebrity Hook-Ups

Feb 20, 2026
Nicki Swift Logo

Nicki Swift

Verified Open.Video Creator Badge
Plenty of celebrity couples have surprised us over the years, but sometimes unlikely pairs stand the test of time and prove everyone wrong. Other times, they end just as disastrously as they began. Who could forget the time that Billy Bob Thornton and Angelina Jolie wore vials of each other's blood around their necks? However, a lot of these celebrity hookups are a lot more uncomfortable than those actors' macabre fashion sense, as large age gaps and differing power dynamics have made a lot of people squirm. Let's take a look at some of the most uncomfortable celebrity hook-ups of all time.