Used when:
a) One is in a difficult situation.
b) Has heard something unbelieveable or shocking.
c) Has hurt themselves.

An extended Australian version: "Fuck me sideways with a Yabbi Pump!" (Yabbi Pump: Suction device used to pump Yabbis from the sand)
Examples:
a) "Fuck me sideways, wrong hole!"
b) "I just won a million dollars!" "Well fuck me sideways!"
c) (*Slams toe into wall*) "Fuck me sideways that hurt!"

"I just rooted a Kangaroo!" "Fuck me sideways with a Yabbi Pump!"
by fun_afta_dark January 14, 2006
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When something doesn't go as planned
Dude 1: bro my parents said you can't come over
Dude 2: oh fuck me sideways
by StonerDickle April 21, 2019
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an expression used in times of worry, stress, disgust, shock and happiness. one may use this phrase in a certain situation, such as when a sheep bites you or a man in a green lycra suit does the cha cha slide on your roof.
"slideeeee, to the left, take it back there yo"

"fuck me sideways what the harl"
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Its when your fucked big time.
Ryan Ryenolds in blade trinity after seeing the 2 rotweiler vampire fucks. goes ''fuck me sideways''
by Sobykicksass February 28, 2010
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An expression of shock or surprise at a given situation
Fuck me sideways, its cold outside today
by Montespan July 12, 2011
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when you either get a fright or you could just find something mind blowing.
p griff ;)
'did you hear the worlds gonna end" "fuck me sideways not again"
by pgdog August 29, 2018
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A situation that has become compromised in an extreme and unusual way.
Fucked to a greater extent than completely fucked or totally fucked. Based on the misconception that Chinese women have sideways vaginas.
Once this road construction begins my drive to work will be fucked China sideways.
by Kunthuffer October 19, 2017
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