October surprise

1. When a girl is riding a boy's face like a broom a and the guy is eeating her out. Then hee bites her clit and she says "OW!" And he pops out and yells "BOO!"
Man, last nite was halloween and i gave my girl an October surprise.She loves kinky stuff
by Bangs McCoy November 09, 2008
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October Surprise

The official term used to describe an event where the boss comes in sick and then shares it with everyone, despite knowledge that he is contagious.

Stemming from the October Surprise of Donald J Trump who contracted the deadly coronavirus and subsequently participated in multiple interactions with colleagues unaware of his existing positive diagnosis, infecting numerous members of his administration.
"Hey Tina, our CEO Jim sure gave us an October Surprise with his awful cold this week. Half of the marketing team is on mandatory PTO now. He still wants to meet with you in person tomorrow about those sales reports, though. I recommend a hazmat suit..."
by FlagRaiser October 16, 2020
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