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What A Shame 

Used when someone's Dad dies in front of you, your fault or other wise. Best served with a dead-pan voice while wearing sunglasses, a black leather trench coat, and body armor.
Sandra : Oh my God! Daddy..
JC : What a shame..(lip smack) Such a rotten way to die.
What A Shame by Notned CJ December 11, 2019

That's a shame 

Used to express superficial and sarcastic sympathy for somebody's misfortune when said in a very nonchalant tone. Made famous by Jerry Seinfeld.
Friend: "I really want that suit but I can't afford it"

You: "That's a shame"

what a shame 

A term used when someone gets or something bad happens to them owned
person #1: I can't find the 12 page essay that i wrote!
person #2: WHAT A SHAME!
what a shame by Jayke93 December 27, 2007

it's a shame on the time 

'it's a shame on the time', a well known sentence in israel. it is the hottest sentence to say in israel, when something cool is happening. in hebrew it's like that: 'haval al hazman'.
boy 1: i met some girl, she's so hot!
boy 2: really?
boy 1: it's a shame on the time!
boy 2: wow!
it's a shame on the time by kosto September 22, 2008
A gathering of homeless peoples. Much as a group of lions is called a pride of lions, a group of hobos is clearly a shame.
Did you see those bums down by the east river? There's a shame of them, a whole shame of them!
A Shame by Mexistentialist August 23, 2014

What a shame about me 

Ok. This gets a little complicated and convoluted but we'll do our best. Here goes:. Person ' a ' who's a raging success asks person 'b' who's not doing so well how it's going. When b extols his/her pathos and bathos person 'a'replies:"what a shame about me"see the irony? The origins of this are from a steely dan song of the same title. From their 2001 comeback album. 2 against nature"
Mr big asole: "hey. Poses
How are your investments doing?"poses: not too well. I took a bath on genentech!"mr big asole:"huh. Well.what a shame about me!"