What is Can't Win For Losing?
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A phrase meaning that things would be going great for you if they weren't going so badly.
"Well, my girlfriend dumped me, my dog died, I got fired from my job, I went to grab some fast food to make myself feel better and on the drive back I got a flat tire, and when I finally get home I realize they screwed up my order."
"Damn, you can't win for losing."
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where you take a girl by her pussy lips, sqeeze em together with a pair of vice grips, hold her off the ground by her hair and a..
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something so amazing, it gives you an orgasm!!
wow! that ice cream was orgasmicmazing!
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