When, in a last minute effort to become re-elected, a political figure happens upon a bit of "lucky coincidence."
News from October 31: We found Osama!

... although we really had his ass in a cell under the Pentagon the last three years.
av K Dawg Plus 6 september 2004
An unexpected, dramatic last-minute event which potentially alters the outcome of an election. The term dates to the 1980 presidential campaign, in which Jimmy Carter planned, for October of that year, an operation to rescue American hostages held in Iran. Carter was lagging behind in polls and a successful rescue, an "October surprise," would likely have shifted the momentum to his side. The attempt failed, however, and Carter lost the election. Some have suggested that the Reagan campaign deliberately sabotaged the effort in order to bolster his candidacy.
Before Osama bin Laden released his newest tape, some people thought the Bush campaign would produce him as an October surprise.
av Sam Sundquist 1 november 2004
An October Surprise can also mean a political challenger's orchestrated and delayed release of damaging information about an incumbent opponent just in time for an election.
Some political operatives had known about Mark Foley's pecadilloes for months in advance, but chose a timed release of the news as an October Surprise.
av Nick Byram 8 november 2006
When doing a girl doggy style, just before you blow your load...You smash a pumpkin over her head! Similar to a donkey punch.
After the Halloween party, I grabbed the jack-o-latern and gave that girl an october surprise.
av jelly tug 30 augusti 2008
Sex in a bed of leaves.
After the kids piled up the leaves, me and the wife had a little 'October Surprise'
av corps 11 juli 2012
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
av Bangs McCoy 9 november 2008
A sex act performed during mediocre and depressing congress where one partner at the last minute produces a hidden dildonic device such as a godemiche or olisbos with the intent of stimulating their partner enough to compensate for the previous lack of skill.
Connie, not getting the usual response from performing a blumpkin and concerned about re-election, attempted to stimulate the constituents anus with a previously hidden vibrating George Bush buttplug. Sufficiently October Surprised, the constituent ejaculated all over Connie's face, ensuring 4 more years of hard core unforgiving fissure tearing ass pounding. God bless America.
av jigoku 13 februari 2008

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