October Surprise 

1 Hilary's last effort
2 Hilary shows everyone her penis thus causing some male chauvenits to give her another look; a cock out

As Obama leads the polls going into super tuesday, Hillary knows that when october rolls around unsheathing her penis will be the only way to sway male voters in her direction.

Hilary has a 6in October Surprise

October Surprise by tombo5 March 23, 2008

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

October surprise by Bangs McCoy March 26, 2009

October Surprise 

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.

October Surprise by jigoku February 13, 2008

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..."

October Surprise by FlagRaiser October 16, 2020