general | March 18, 2026

Peekaboob! 17 EPIC Celebrity Sideboob Moments

Photo: Image: PR Photos

Kendall Jenner Sideboob

Sideboob is quite the trend in 2015. Actually, it has been a growing trend, since around 2013 or so, when couture and designer dresses seemed like they were being purposefully cut to show the outer side of a celeb's breast. Or breasts. But sideboob can also be front sideboob, when a top or a dress bodice dips low enough to show the inner side of each boob. In theory, at least. So much sideboob, so many celebs, so many opportunities to gawk.

Sometimes sideboob is accidental, but most of the time, it's not, since celeb glam squads have to factor in things like bras, Spanx, and double-stick tape when dressing their clients. When there is a sideboob cut, well, they have to rethink these elements of putting together an outfit. It's likely that your fave actresses and singers, when left to their own devices, don't merely forget that they are showing off a little boob on the side, either. #SquadGoals.

Whatever the case, accidental, on purpose, or accidentally on purpose, celeb sideboob can be pretty epic. Here are some of the most epic displays of side cleavage. And front cleavage, where the sides are so beautifully spotlighted, from straight ahead.

Enjoy! Most of these aren't NSFW, but do proceed with caution, because things will get thermonuclear in this gallery.

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