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A dubious, suspicious, or potentially immoral or illegal past history. Investigators have begun looking into the shady past of the bankrupt company's CEO. I don't know, John, I wouldn't go out with a guy who has a shady past like that.
on the shady side of
slang Older than; more than. I'm much more concerned about my health now that I'm on the shady side of 60. You're on the shady side of 20, which means you need to start acting more responsibly.
A dubious, suspicious, or potentially immoral or unlawful person. The security guard caught a shady character hanging around the back entrance to the warehouse. I've always thought he was a bit of a shady character, so I was a bit nervous when Janet said she was going to work for him.
A dubious, suspicious, or potentially immoral or unlawful arrangement, agreement, contract, or transaction. The mayor's been making shady deals like that for years. This was just the first time he was caught. You can find all sorts of shady deals online for cheap pharmaceuticals.
shady characterand a suspicious character
Fig. an untrustworthy person; a person who makes people suspicious. There is a suspicious character lurking about in the hallway. Please call the police.
Fig. a questionable and possibly dishonest deal or transaction. The lawyer got caught making a shady deal with a convicted felon.