T-Roy (pronounced tee-roy) is a term used to describe white guys trying too hard to be black by dressing in outdated stereotypical black man clothes. They do this to hopefully translate the look into picking up some ladies. Especially in small towns where there aren't many brothers. Troy is the whitest name possible so that's where it originates from.
Keshawn: Holy shit dude, look at the white ass mofo over there. Rocking' his baggy ass pants, 8 inch gold rope and Timberland boots. What a T-Roy.
T. Roy was a Black Disciple from O Block, He was King Von's best friend. He was well respected and mentioned in songs by Chief Keef, King Von.
Fun fact - He was around 5'0" but still all his opps feared him because how dangerous he was
Cardiff Troyster is a gambling term for a person who is incredibly good and/or lucky.
They are always in front of the game whatever that may be and always have plenty of cash from winning
'Can you believe Mark again!? He came here with $100 and 30minutes later he is winning over $1000, that guy is a Cardiff Troyster'
'I saw a guy in the casino last night who was an all round Cardiff Troyster, he won on everything he played'