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Basically this phrase means "I wouldn't want to be in your shoes". Or "your life sucks". It is often used sarcastically, but just as often not.
After Robert was shot in the ass with a nine, everyone said to him "it sucks to be you"
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When males are too old to get tucked in then their wonderful wife or lover gives them some pre-bedtime oral pleasure.
Her: "Going to bed sweetie?"
Him: "Yep."
Her: "Ok honey after I finish peeling this potato I'll be up to suck you in"
Him: smiles
Her: smiles too
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When someone says something bad that happened, is happening, or is going to happen.
"Your girlfriend's fucking your brother? Sucks to be you."
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An expression of acknowledgement of hardship. Depending on context, can be sympathetic or taunting.
You: My car broke down, and I have to get to the other side of the state tonight!
Me: Damn, dude. Sucks to be you.
Her: I totally blew my interview, and now you're going to get the job for sure.
Him: Ha ha! Sucks to be you!
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Often used in meaning you have created the situation yourself and you should suffer for it for your own stupidity. Conservatives love to use it and imply it's a lack of 'personal responsibility' for the person under going the hardship or bad situation. It can also tie into darwinism and the idea it's survival of the most fit or having the most prepared minds.
A guy tells a woman online that he got divorced and now has to pay child support. She says, it's your own fault for not getting to know her better and it sucks to be you!
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thank god I'm not you! I mean, I sympathize and everything...but damn, I would hate to be in your place.
"I got pulled over last night for going 55 in a 50."
"Man, sucks to be you."
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Self-explanatory. The more insulting way of letting someone know that you don't really give a shit about their problem.
"Hey, Sandra, I don't have a ride to the party..hint hint."
"Hey, Alicia, it looks like it sucks to be you"
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