Ludacris is showing rappers' capabilities beyond just music. He has started Straits Atlanta, which is a fine dining establishment in his home town featuring foods from the country of Singapore, like "Whole Maine Lobster - Another Singaporean Favorite."
"Rudy" is referring to former NYC mayor Rudy Giuliani, a powerful individual in NYC's social hierarchy who is able to get the best and most expensive seats at Yankees games. Red Cafe claims that due to who he is, he can get even better seats than Rudy's.
this lyric suggests wannabe gangstas who pretend to be tough by showing their guns in video clips they record and post on video sharing site youtube.com are not actually dangerous, but are considered a joke (a real thug wouldn't record himself like that)
This means that his necklace is so shiny that his dates can't see his face. They are blinded by it. It is a clever metaphor to "blind dates" as in going on a date with someone you have never seen before.