A view of the female breast where only the areola/nipple is covered. This is usually performed with two or more fingers for each breast. Peekaboob is related to sideboob and underboob because both areas can be seen.
Too many photos in US mens magazines that can't actually show nudity so they resort to peekaboob.
by Jon D February 10, 2006
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Like peekaboo, only instead of removing your hands to reveal your face, you pull up/down the shirt to reveal the boobies, then you quickly hide them away again, as in the childhood classic.

NOTE: It is best to play without warning, right in the middle of her telling you something really important.
Anna: Honey, I really want you to know that I-
Henry: PEEKABOOB!!
Anna: God Dammit you are such a typical guy!
by Connor McNugget June 12, 2006
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The opening of a women's poorly designed button-up shirt, between the breasts, that allows anyone from a side angle to catch a peek.
Woman Colleague: "Thanks to our company's poor choice of women's work shirts for this tradeshow, or a lack of understanding that women are curvier than men, I've been inadvertently playing peekaboob all day with customers"

Male Colleague: "Ya, but your sales are up..." (said with an envious tone...)
by Amelkerjewlkrlwgirekrjlekjr November 22, 2017
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When a girl in a chat uploads a boob pic, then later deletes it.
A. "Dude, what happened to that boob pic Sara uploaded? I need it for... reasons."
B. "It's gone, looks like."
A. "Haha, peekaboobs."
by CardenB666 June 9, 2020
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When she has surprising large breasticles and you weren't expecting it when she revealed them.
Mindy, took off her shirt to reveal her rather larger sweater puppets. I thought she was a b cup. She had them D cup peekaboobs.
by DirtyBradnSteve September 1, 2023
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