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1. To be completely screwed over, usually do to one's own stupidity.
2. To be in a real predicament and/or a lot of trouble, especially with a higher authority.
1. Stan: We're outta gas.
Jerry: Great goin' dumbass, I told you to fill up the tank when we had the chance.
Stan: I know, I know...now we're fucked sideways.
2. Dude, when your mom finds out that you maxed out her credit card you're gonna be fucked sideways.
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(1)When one makes seriously intense love to another person, enough so that the one on the receiving end of the love-making can't walk straight.
(2)Drinking way too much to the point where one can't walk straight.
I just saw your mom getting fucked sideways.
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When fucking sideways, it nullifies all the wrongings of any action.
Melvin: Nathan, my wife is horrible in bed.
Nathan: Well, have you ever tried fucking sideways with another woman?
Melvin: What?! I'd never cheat on my wife.
Nathan: It's not cheating if you fuck her sideways.
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When someone in the middle is being fucked by two others from the sides, both orally and analy/vaginaly.
The sexy redhead was being fucked sideways by a big dick in her mouth and a lesbian with a dildo up here vagina.
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A) What'd you do last night?
B) We got right fucking sideways!
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When you hear someone say "fuck me sideways" they do not mean that literally, unless you are in the same room as a person and you both for some odd reason have your pants down. The actual meaning of it is "DAMN IT WHAT THE FUCK"
Setting : Imagine you are in a game and your friend kills you.
*Friend kills you
Friend : "haha"
You : "FUCK ME SIDEWAYS"
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being royality screw over. A term used to express an extremely unfortuante situation.
"Shit I think your girlfriend's pregnant"
"Well Fuck me sdeways!"
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