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fuck me with the wig on 

Demanding to get fucked by someone or something wearing a wig.
There was a point in my life I didn’t think I could cum without atleast a finger in my ass, but when you fuck me with the wig on I can’t help it.

Well fuck me with a sack o' potatoes 

A phrase used when feeling both annoyed and upset.
Person 1: This guy is targeting me specifically.
Person 2: Leave the game then.
Person 1: Well fuck me with a sack o' potatoes.

Fuck me gently with a chainsaw 

Popularized by the movie, "The Heathers", this phrase is said in response to a request one deems impossible or absurd (much like being gently fucked with a chainsaw). It's basically a way of showing someone how ridiculous what they've just asked sounds.

Ex.
Veronica: “Why can’t we talk to other kinds of people?”
Heather Chandler: “Fuck me gently with a chainsaw. Do I look like Mother Theresa?”
Dylan: "Hey Nick can I borrow your car once its out of the shop?"
"Fuck me gently with a chainsaw. You crashed it just last week!"

fuck me sideways with a chainsaw 

referring to someone who is really screwed. just a bigger emphasis on how fucked they are.

this is far from a good thing, if you couldn't tell by the name.
mother; "we're going to visit your grandparents tomorrow! yay!"
daughter; "fuck me sideways with a chainsaw."

fuck me gently with a chainsaw 

First used (?) in "Heathers" http://imdb.com/title/tt0097493/ , probably more close to meaning "well, I'll be damned" or "Well, kiss my ass".
Heather Chandler: Well, fuck me gently with a chainsaw. Do I look like Mother Theresa?

Fuck me sideways with a lunchbox 

Used to describe a situation where you are underappreciated. Not given the credit you deserve.

In shock due to utter disrespect.
" man you didnt do to well that time"
"Well fuck me sideways with a lunchbox, i made it to the last level man."

"Finally, I would like to comment on an unlikely topic, my pass coverage ratings. I see that I am a better at man-to-man coverage (31) than zone (21). Fuck me sideways with a lunchbox. Where did these scores even come from?" -- Ethan Albright to John Madden regarding him beong the lowest rated player in madden.