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Accidentally on Purpose

1. When you have every intention of meeting "that" guy for a drink...but don't want him to asume it.
"Ok, I may show up accidentally on purpose"

2. Deliberately, but feigning (not by) accident.

Origin
The first printed record of this phrase is from The history of the famous preacher Friar Gerund de Campazas, by José Francisco de Isla, 1772:

Tell us what is Modesty of Voice, for you happened accidentally on purpose to drop this word, and I don't rightly know what it signifies.
footnote:
Accidentally on Purpose was an American television situation comedy series, which premiered on CBS on September 21, 2009 and concluded on April 21, 2010.
by Cruise Director January 7, 2011
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Accidentally on purpose

When someone doesn't know or isnt fully aware and the outcome turns in their favor.
"With luck on our side at the casino on a game the wager isnt exactly the lower wager intended,

with no delay to confirm eagerly I push the button to accidentally on purpose hit a jackpot!"
by Trwilliamsnexlevel March 13, 2025
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By accident on purpose

When you did not plan on doing something but it happened anyways
So last weekend I spent all my money by accident on purpose because my best friend took me shopping
by Ezra Adriaan March 25, 2022
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Accidental Text on Purpose

When you send someone a text, but you accidentally send it to someone other than the intended receiver. On purpose. Coined by Larry David.
In the accidental text on purpose, you say something like "Hey Larry, you were an asshole the other night. There's nothing wrong with her water, it's perfectly okay."
by Richie Queijo November 7, 2017
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